Merry MILFmas, Sweetie (Alicia Silverstone, Heather Graham, Isla Fisher & MORE)

[MineCraft040521]

Merry MILFmas, Sweetie
Starring: Alicia Silverstone, Judy Greer, Heather Graham, Eva Longoria, & Isla Fisher
Tags: M/F+, Cons, Oral, Titfuck, Facial, Creampie, Orgy, Incest, Reverse Gangbang
DISCLAIMER: This story did not happen and is complete fiction. Not all facts will be 100% true to real life.



“Finally, I thought school would never end,” I said to myself as I walked down the steps of my school bus. I was finally on Winter Break, no longer forced to worry about science homework, math tests, and English papers, as I intended to spend my break doing exactly what every other 18-year-old kid would be doing: playing video games and jerking off.

As I made my way across the lawn of my house and toward the front door, my mind raced with what pornstar I was in the mood to jerk off to. I’d already jerked off this morning, but sitting in class all day, bored out of my mind and waiting for my break to start, all I could think about was all of my favorite pornstars. Ava Addams’ luscious breasts and Abella Danger’s incredible ass were of way more interest to me than whatever Mr. Mopstick was talking about in my history class.

Reaching for the cold door knob, I turned it and entered the house, groaning a sigh of relief as I felt the warm air of the house hit my chilled face.

“Mom, I’m home,” I called out, knowing she was likely in the kitchen cooking. That’s where she’d been this morning when I left for school and I imagined she hadn’t spent much time outside of it since.

“Hi, sweetie, I’m in the kitchen. How was school?” She asked me, as I slipped off my shoes and dropped my backpack. I walked through the foyer and turned right, entering the kitchen where my mother was still hard at work baking Christmas treats.

Now, there’s something you should know about my Mom. She’s not just any other Mom. She’s a celebrity and a pretty famous one. Alicia Silverstone, you’ve probably heard of her. Clueless, Batman & Robin, among other things. Thankfully, though, we hadn’t had much trouble with paparazzi or anything like that. Even after my parents divorced, there was only just a slight increase in my mother’s popularity, but it’s since leveled out again.

But my Mom was doing a great job on her own. We were always super close, and we've only gotten closer ever since she divorced my father. And she wasn’t the type of celebrity who kids my age knew so I was never bullied at school for having a famous Mom. Her celebrity status really did not affect our relationship.

“It was super boring, I don’t think I’ve ever wanted school to end more. But now that it’s over, I’m in the best mood ever,” I told her, slipping off my jacket and putting it on the back of a chair at the kitchen table. Then I walked over to where she was cooking and leaned against the counter as she dumped sprinkles on a new batch of cookies.

“Well, there’s nothing kids look forward to more than a break from school,” she said, smiling and chuckling to herself as she put the cap back on the sprinkle container.

“Mom, I’m 18, I’m not a kid anymore,” I told her for the thousandth time. It seemed like every day I had to remind my Mom that there was a one before the eight.

“I know, I know, but you’re still my boy, kiddo,” she said, turning to me and smiling before approaching me for a hug. I accepted and wrapped my arms around my mother, enjoying the feel of her warmth against me because of how cold it was outside.

“Oh, sweetie, you’re so cold, I told you to wear an extra jacket outside today. Why don’t you ever listen to me?” She asked me, pulling away from our hug to show a concerned look on her face.

“I was fine, Mom, I was only outside for like three minutes the entire day. It’s not like we have class outside or like the school doesn’t have heat or something. You don’t need to worry about me so much.”

“I know, but I’m your mother, so of course I’m going to worry,” she told me, rubbing her hand across the still-cold skin of my arm. “Honey, you need to get warm or else you’re gonna catch a cold. Why don’t you go lay in your bed for a bit then I’ll bring you some cookies when they’re ready?”

“That sounds great, thanks Mom,” I told her, kissing her on the cheek before I turned to head upstairs to my room. I was already planning on going up to my room, to jerk off, of course, but the promise of some freshly baked cookies only made it more appealing.

As soon as I got into my room, I locked the door, stripped off my clothes, and hopped in bed, covering myself with a bedsheet and a blanket for extra warmth. Pretty much immediately, I gripped my cock and slowly began to stroke it while opening a private browser on my phone.

I scrolled around for a bit until I found something interesting. It was ASMR audio porn, which I’d never jerked off to before. But with the title involving fucking “my” friend’s hot mom, I knew I’d have to give it a listen. Usually, I wouldn’t put my AirPods in, but with the door locked and my mother occupied baking, I felt I had enough time to rub one out before she came knocking. Plus, the video said that would make it a more immersive and enjoyable experience, so I put them both in and got to work.

I’m not going to bore you with the details, but long story short, I got a great release. Just as I was about to blow my load, I grabbed some tissues and came, holding back my groans so my mother didn’t hear me. After all of the cum had been fired off, I opened my eyes, for the first time since I’d started the video, and was met with a completely unexpected sight.

Sitting right on my nightstand was a plate of freshly baked cookies, which only my mother would have placed there. I was first confused, then shocked, then horrified, as my mother had definitely seen me stroking my cock when she came to bring me the cookies. With the door being locked, I assumed she would’ve just brought the plate back downstairs and waited for me to come down, but apparently, she’d grabbed one of the keys to my bedroom and used it to open the door.

Now, I’m unsure why a mother would open the locked door of her 18-year-old son’s bedroom, as there’s only one thing teenage boys do when the door is locked and they’re alone, but I guess my Mom had never thought about me jerking off before. But now, it seemed like she would never forget it.

For the next several minutes, I sat on my bed, feasted on my mother’s delicious sugar cookies, and debated what I should do. Should I go downstairs and confront her about what she may or may not have seen? Should I just stay in my room for the next decade? I didn’t want to have this conversation, but I knew it was inevitable, so after finishing off the cookies, I went back downstairs.

Surprisingly, my mother was no longer baking, as she was sitting at the kitchen table drinking a cup of tea and scrolling on her iPad. When she saw me turn the corner, she turned off her iPad and set it down, taking a deep breath before putting on a smile. I could instantly tell she was dreading this conversation too.

“Thanks for the cookies, Mom, they were delicious,” I told her, hoping to make it as not awkward as possible. I placed the empty plate in the dishwasher before taking a seat next to my mother at the table.

“I bet, you ate the whole plate of them. Must’ve worked up quite the appetite, huh?” She asked me, seemingly referencing what I’d been up to when she delivered the cookies. I was somewhat surprised to hear her mention it, but I brushed it off as her just making a joke to lighten the tension. I chuckled a bit before looking up at her, unsure of what to say.

“I’m sorry about walking in on you while you were…you know. It’s just that I told you I was gonna bring you the cookies so I didn’t expect you to be doing…that. So when the door was locked, I just guessed you’d locked it accidentally and then couldn’t hear me because you were listening to music or something. I promise, from now on, no more barging in without explicit approval to enter. I’ll just text you if you don’t answer, alright, sweetie?”

I was pretty relieved that my mother wasn’t making this more than it was. She knew it was natural for me to be jerking off, and though her walking in on me was embarrassing, she wasn’t the first mother to walk in on her son jacking off. She certainly wouldn’t be the last, either.

“Yeah, that sounds good, Mom. Though, I shouldn’t have been doing that when I knew you would be bringing me cookies. I should’ve, at least, waited until after you’d brought them to me. I’d just been waiting to do it all day so when I got home, the first thing I wanted to do when I got home was go to my room and jerk…” I stopped, realizing how much I was saying and who I was saying it to. I could feel my cheeks go red as I looked away from my mother, suddenly feeling much more embarrassed than before. “Shit, sorry Mom, too much information.”

“Um, it’s okay, honey, I understand boys your age have urges. It’s just that your mother probably isn’t the best person to talk about them with,” she said with a smile and a laugh, once again easing out the embarrassment with some levity. She really was a great mother.

“Uh, yeah, you’re definitely right about that,” I said awkwardly.

“I do have just one question for you. Are you able to get rid of these urges by…taking care of yourself? Or do you still feel pent up even after…finishing?” She asked me, seemingly not embarrassed like I was. I did not expect the conversation to go this way, but pointing out how weird this was would only make it more awkward so I decided just answering and hoping I forget this ever happened would be the best course of action.

“Um, well, now that you mention it, most of the time they don’t. Even if I do it more than once in a short amount of time, it never feels like I’m fully taking care of it,” I told her, although I could not look her in the eyes while answering.

“I see, well, that’s all I wanted to know, sweetie, I won’t cause you any more embarrassment. We can put this whole thing behind us and forget it ever happened,” she told me, placing her hand on mine which made me look at her for the first time in several minutes.

“Thanks, Mom, and for the last time, sorry.”

“It’s alright, honey, I understand you’ve got to get your release somehow,” she said, rubbing my back before standing up and heading to the main area of the kitchen. “So, what do you want for dinner, sweetie?”

___________________________

The next few days went by painfully slowly even though I was off from school. I couldn’t wait for Christmas to come so I could get all of my presents. Even though I was an adult now, my mother still insisted on hiding all of my presents before placing them under the tree late Christmas Eve night. I’d told her multiple times that she could just let me open them when they came instead of having to wrap them, but she insisted on wrapping them every year.

On the night of Christmas Eve, my mother and I spent the night in rather than going to my Aunt’s house for dinner. She said that she was too tired from preparing for Christmas Day and that she’d rather just stay home and watch a Christmas movie with me. I didn’t mind at all. Honestly, I preferred it this way. Even after the incident, my mother and I were as close as ever. We may have become closer as it seemed like we were spending more time together than ever.

Cuddled up under a blanket and relaxing with some cookies and hot chocolate, we enjoyed both my and my mother’s favorite Christmas movie National Lampoon’s Christmas Vacation. Both my mother and I laughed like it was the first time, even though we’d each seen it, at least, a dozen times.

About halfway through the movie, I noticed my mother start to yawn more and more. It seemed like every minute or so she was covering a yawn with her hand.

“Tired from all the baking, Mom?” I asked her, as she let out another yawn.

“Just a bit, sweetie. Would you mind if I rest my head on your shoulder while we finish the movie?”

“Sure, I don’t mind,” I told her, as she scooted closer to me on the couch and put her head on my shoulder. She let out a content sigh before yawning once again.

We kept watching the movie, or, at least, I did, as I could tell my mother had fallen asleep just a few minutes after resting her head on my shoulder. I didn’t mind, as she’d seen the film countless times and had also spent the last several days baking a ridiculous number of desserts. She deserved a rest, even if it was while lying against me.

My mother didn’t move much as she rested her head on me, occasionally stirring in her sleep, but staying still for the most part. That was until I felt her hand move to rest on my thigh. I wouldn’t have cared, but her hand was extremely close to my cock. I wasn’t sure what to do, as if I moved her, she would likely wake up and see what was going on. So I just hoped and prayed that she would, eventually, move her hand away.

Thankfully, her hand stayed there for only a bit before the film ended and the credits music woke my sleeping mother. As she moved her hand, seemingly unaware where it had been for the last several minutes, her fingertips brushed against the head of my cock. My whole body flinched as I hoped my mother didn’t notice what she’d just done, and thankfully, she didn’t.

“Mmmm, I think it’s time for me to go to bed. I’ve got a fun day planned for you tomorrow and I don’t want to ruin it by being tired. Good night, sweetie,” my mother said, kissing me on the cheek before standing up to go upstairs. I sat on the couch for a couple more minutes, pondering what had just happened. My mother had accidentally touched my cock and seemed to be unaware she’d done it. I brushed the thought away, knowing that it was just an accident. I was far more intrigued by what my mother had planned for me tomorrow, as she refused to give me even the slightest hint as to what it was. I guess I’d have to go to bed and find out in the morning.

___________________________

I woke up on Christmas morning to my mother softly shaking me, waking me from a very deep sleep. Even though it was Christmas Day, and I was very excited, I assumed my mother’s surprise could wait until later in the day. I still wanted to get enough sleep so I wouldn’t be tired later in the day.

“Sweetie, wake up, it’s Christmas. I’ve got your breakfast cooking and it’ll be ready in a few minutes so do whatever you gotta do to get ready and then come downstairs. You’ll have to eat quickly because our guests will be arriving soon,” my mother told me, revealing for the first time that we wouldn’t be spending Christmas Day alone.

“Guests? Who’s coming over?” I asked, half asleep with my eyes still shut, only slightly opening them as I thought about both breakfast and people coming over.

“Just some of Mommy’s friends, now come on, you don’t want to waste Christmas by spending the whole day asleep, I’m making your favorites,” she told me as she stood up and walked out of my room, leaving the door open so she could call for me if I still hadn’t gotten up by the time the food was ready.

I groaned as I begrudgingly sat up, stretching before turning my head to either side to crack my neck. I really didn’t want to get up yet, but I was very hungry and I didn’t want Mom’s friends to show up while I was still asleep. So I got up, threw on a T-shirt and a pair of shorts, and headed to the bathroom to take a leak.

Once I’d finished, I made my way downstairs, the smell of freshly cooked bacon filling my nostrils. My stomach grumbled, further proving that getting up now was actually a good idea.

“Perfect timing, honey, I just put it all out for you. Have a seat and enjoy your breakfast, you’re gonna need it,” she said, giggling to herself as she placed down a plate of French toast, scrambled eggs, and the aforementioned bacon. She also put down a glass of milk and a second plate with a couple of cookies on it. I had a feeling that I’d be eating my mother’s desserts for the next month with how much she’d baked.

I took my seat at the table and started eating, unsure why today of all days I would need a big breakfast. As I ate, I heard my mother’s steps behind me before she leaned in to kiss my forehead.

“It always makes me feel so good to see you enjoying my cooking,” she told me as she watched me stuff my face with her delicious food. I smiled at her as I bit into another piece of bacon.

It didn’t take long for me to finish eating, gulping down the last of my milk before placing down the glass and swallowing a burp. I felt completely full, but just enough to where it wasn’t uncomfortable or painful.

“Now that you’re done eating, go upstairs and get dressed, my friends will be here any minute now. Put on something nice, though you won’t have to wear it long,” she said, smirking to herself as I stood up and headed back upstairs. I assumed they must’ve just been stopping by to say hi, catch up, and maybe enjoy some of my mother’s tasty treats. Why else would I not be wearing my clothes for very long?

I replaced my T-shirt and shorts with a nicer upgrade, choosing a polo shirt and khaki shorts and placing them on my bed when I heard the doorbell ring. That had to be them.

I heard the door open and the sound of several female voices as I changed my clothes, preparing myself in case being the only guy made the girls’ reunion awkward. I closed my bedroom door behind me and caught sight of my mother with four other women standing in the foyer, all of whom I recognized. My mind went blank as I saw Judy Greer, Heather Graham, Eva Longoria, and Isla Fisher chatting with my also famous mother.

I tried to be discreet about my entrance, but as soon as the ladies saw me coming downstairs, all their attention was focused on me.

“And here he is, girls. Doesn’t he look so handsome?” My mother asked her famous friends, making my cheeks red with embarrassment before I’d even reached the bottom of the stairs.

“Yes, he does, looking pretty strong there, kiddo. You work out or just spend a lot of time alone in your room?” Heather joked, making the other girls laugh as I felt my cheeks redden even more.

“Don’t tease the poor kid, Heather, we all know there’s nothing you love more than a muscular, young guy,” Judy told her friend, to which Heather merely shrugged her shoulders.

“You’re right about that, I might just take you for myself right now,” Heather said while making direct eye contact with me. “That is, if it’s alright with you, Alicia. Mind if I take your son for a spin?”

“Not on my watch, Heather. He may be 18 now, but he’s still my son and he listens to me, don’t you, sweetie?” My mother asked me, as all five women turned their attention towards me.

“Uh, yeah, whatever you say, Mom,” I said meekly, which made them all chuckle, including my own mother.

“What if we all promise to share him equally?” Isla asked my mother.

“I second that, but I can’t say I won’t try to keep him for as long as I can,” Eva added, winking at me and giving me a sly smirk.

I couldn’t believe what I was hearing. I’d just met these women not two minutes ago and they were flirting with me more than any girl my age had in my entire life. I no longer worried about the reddening of my cheeks as much as I worried about my cock stirring in my pants. Flirting with just one hot woman was more than enough for me, but four all at the same time? I couldn’t believe it. How could today get any better?

“Alright, ladies, if you’re all done flirting with my son, why don’t we go into the living room so you can all get better acquainted with him? I’ve got enough desserts to feed the whole town in there so help yourselves,” my mother said as she led the girls through to the living room. I followed along, smiling at each of the sexy, older women as they each took a turn looking back at me.

Once we were all situated on the couch, the conversation started back up again. I was sitting between Heather and Eva while Judy, Isla, and my Mom sat on the couch across from us. I could feel all five sets of eyes on me, which made it nearly impossible for me to stop sweating.

“I guess I’ll ask him what we’re all wondering. You got a girlfriend, cutie? I’d be surprised to hear a good-looking kid like you doesn’t have a hot, young girlfriend to help get rid of all those teenage urges,” Heather said to me, leaning back on the couch and moving in close to me. I gulped hard before I responded to her.

“Uh, no, Ms. Graham, I don’t have a girlfriend,” I told her, suddenly feeling like my shirt was two sizes too small for me.

“First off, call me Heather. Second, I’d say that’s good news for us, isn’t it, ladies?” Heather said, eliciting laughter from the other actresses. My mother, however, just rolled her eyes.

“Did you happen to tell him why we’re here, Alicia, or have you been keeping it a secret this whole time?” Eva asked my mother, before moving her eyes back to me. The look in her eyes was one of pure lust, which matched the looks of her fellow celebrities.

“No, all I told him was that I had some friends coming over. I’ve yet to tell him why you're all here. Do you want to know why I invited all of my famous friends over today, sweetie?” My mother asked me, a smile creeping its way onto her face.

“Um, sure, but I feel like I already know why. You all wanted to catch up and the holidays just happened to be when all of your schedules lined up, right?” I said, which made all of the ladies burst into laughter. Even my mother couldn’t hold back from snickering, though I wasn’t sure what was so funny.

“Oh, it’s so cute that he has no idea why we’re all here. But that’s just going to make it all the more fun, right, ladies?” Isla asked her fellow starlets.

“Why don’t you girls quit teasing him and let him know why we're all here? It’s clear he’s eager to find out why his mother would arrange a gathering like this on Christmas of all days,” Judy said to the group, giving me a sympathetic look that wasn’t hungry with lust like her friends’.

“Well, to put it bluntly, we’re here to fuck the living daylights out of you, kid,” Heather bluntly admitted, which brought an uproar of laughter from her friends, specifically Eva and Isla. It was obvious they were the horniest of the girls.

“Heather,” my mother said sternly, clearly upset by the way her friend had broken the news to me, “that’s not totally right. Honey, the reason I brought my friends here today was because of what happened the other day and what we talked about after. I couldn’t stop thinking about how you said you rarely feel relieved after you take care of yourself so I thought that sex would maybe help you. I mentioned the idea to Judy, Heather, Eva, and Isla and they all seemed pretty interested in helping you out, some more so than others,” my mother said, looking at Heather, Eva, and Isla before she continued.

“I know you haven’t had any experience with girls your own age, which is totally fine, but I thought, what better way to lose your virginity than with some experienced, older women? Of course, one would do just fine, but I just so happen to have some extremely horny friends,” my mother told me, giving her self-described ‘horny friends’ a look before turning her attention back to me.

“I probably should’ve told you about this beforehand to assure you’d be okay with it, but the girls said that no teenage boy would oppose ‘a MILF reverse gangbang’, as Eva so explicitly put it. So here it is, this is your Christmas present. Merry Christmas, sweetie,” my mother said before Isla quickly cut in.

“More like ‘Merry MILFmas’,” Isla joked, which made all of the girls in the room burst out laughing.

“Alright, now that we’ve got all of this out of the way, who’s taking the kid for a spin first?” Eva eagerly asked, moving to sit on her knees on the couch facing me. “Because I’d love to give the kid his first kiss if it would be his first,” Eva said to the group while she was looking at me.

“Uh, yeah, it would be my first, Mrs. Longoria,” I said, feeling slightly embarrassed that I was 18 years old and had never even had my first kiss before.

“Hey, don’t be embarrassed, kid, I think it’s cute that you haven’t had your first kiss yet. Judy over there didn’t have her first kiss till she was, what 19? 20? No one will think less of you for not having it until now, right ladies?” Eva asked the group, all of whom were deeply intrigued by the prospect of the sexy Latina and I kissing.

“Of course not, you being a virgin is hot, even if the girls your age may not think so, but fuck them, what do they know?” Heather said, making the whole group laugh, including myself.

“Just like Eva said, I was a late bloomer too, there’s nothing wrong with that,” Judy added.

“I myself wasn’t but some of my friends were and I never judged them or made fun of them for it. Everybody’s different, and that’s okay. Plus, now you get to have your first time with a group of smoking hot MILFs. What other kids your age can say that?” Isla said, which made me realize how incredible today was going to be.

“Now, can I kiss the kid or not?” Eva eagerly asked, her tanned hand moving to caress my pale thigh. I shivered at the feeling of her touching me, blood rushing from every part of my body straight to my cock.

I looked over at my mother, waiting for her approval, to which she simply smiled and nodded, permitting me to kiss her gorgeous friend. I turned back to Eva, who had a mischievously wicked grin on her face, as her other hand moved to cup my cheek.

“Come here, handsome,” Eva said, bringing her face closer to mine as she pulled mine closer to hers. I instinctively groaned when I got my first taste of her soft, pink lips, so overwhelmed that I didn’t move my mouth. Her lips pressed against mine for a few seconds before she pulled away, a wide grin on her face.

“Solid for your first time. Now, this time, move your lips a bit, and don’t be afraid to use your tongue. Just make sure not to be so rough. At least, not yet,” she said with a smirk before moving back in to kiss me a second time. This time, I made sure not to sit still, actively participating in the steamy kiss. I groaned at the feeling of her tongue entering my mouth, so I stuck mine out to play with hers. I could feel the eyes of the four other women in the room watching us, forgetting that my own mother was witnessing my first kiss. When Eva and I pulled apart, we were both breathing a bit heavily, as Eva licked her lips with her tongue.

“Damn, kid, that was hot. You’ve got my pussy soaked after just two kisses, I can’t imagine how it’ll feel to have you buried inside of me. Now, why don’t you give the other girls a chance to taste those young lips,” Eva said and immediately I felt Heather put her hands on my shoulders and turn me towards her.

“Finally, pucker up, kiddo,” Heather told me, before roughly pulling me into a very deep and very passionate kiss. I groaned when I felt her tongue force itself between my lips and into my mouth, enjoying how it felt to be desired by such an attractive woman. When she pulled away, she licked her lips just like Eva did before grinning at me.

“You were right, Eva, the kid is a good kisser. But don’t forget, there’s more to it than just using your lips. Why don’t you put those hands to use and feel my body up? Just do whatever feels right,” Heather told me, not giving me a chance to respond before pulling me in for another kiss. This one was just as deep and passionate, but this time, I moved my hands to her hips. My cock was already fully hard, but the feeling of Heather’s tight, MILF body in my hands made my cock throb.

“His cock is just begging to be released from those tight shorts, I think we should let it free,” Isla said, her voice getting progressively louder as she made her way over to us. I couldn’t tell where she stopped, but seeing as there were already three of us on the couch, she likely took a seat on the floor. I kept my grasp on Heather’s hips as I felt Isla’s hands grasp the zipper of my shorts and pull it down. She unbuttoned them before yanking down on them to slide them down my legs.

“Holy shit, the kid’s fucking huge,” Eva exclaimed as the women, besides Heather, got their first glimpse of my underwear-clad budge. I suddenly felt awkward as I knew my mother was watching this all unfold.

Heather and I disengaged from our kiss, a string of saliva connecting our lips. My eyes quickly shot over to Isla on the floor as she rubbed her tiny, manicured hand along my cock. I groaned as she grasped it through my underwear and slowly stroked it, her eyes never leaving my shaft as she played with it.

“Um, Mom, are you gonna stay and watch?” I asked, my eyes shifting to my mother who was still sitting next to Judy on the couch. She seemed to be feeling the same way I was as she awkwardly watched one of her friends rub her son’s bulge.

“I can leave if you want some privacy. Or you all can go up to my bedroom since it’s the biggest bed in the house,” my mother proposed, as the four girls all shared a series of looks.

“The bedroom sounds perfect, enough room for us to all simultaneously worship this beautiful cock,” Isla said, planting a kiss on the tip of my dick through my boxers before she stood up. My cock throbbed hard in my boxers because of the kiss, which all of the girls took notice of.

“You gotta be careful with him, Isla, or you’re gonna make him cum before you’re ready,” Judy chimed in, as I and the rest of the ladies stood up and headed upstairs to my mother’s bedroom. I pulled my shorts up but didn’t button or zipper them, as I knew they were going to be discarded as soon as we got into the bedroom.

I led the ladies into my mother’s bedroom, walking over to her bed where I took a seat. Judy sat down on my right and Eva took a seat on my left while both Heather and Isla got down on their knees between my legs. I turned my head to face Judy, who was clearly the shyest of the group, though her eyes were still locked onto the large bulge in my shorts.

“Mrs. Greer, can I kiss you?” I asked quietly, barely above a whisper.

“Of course you can, dear, and please, call me Judy,” she said, smiling brightly at me as she placed a hand on my cheek before leaning in to softly kiss me.

“That goes for all of us, kid. We’re all about to suck and fuck you, I think we’re past any formalities,” Heather said, as I felt her and Isla each use their hands to pull my shorts down again.

“That is, unless, it turns you on to refer to us as ‘Mrs’ or ‘Ms’. Maybe you’ll even end up calling one of us ‘Mommy’,” Isla added, chuckling along with her friends as they pulled my shorts off of me completely. They each rolled off a sock before moving to grasp the waistband of my boxers.

“Let’s get this shirt off of you too,” Eva said, which made me break my slow and loving kiss with Judy. The both of us pulled apart and smiled at each other before I felt Eva begin to pull my shirt off of me.

“Arms up, kiddo,” Eva told me, to which I raised my arms into the air so she and Judy could remove my shirt. With all of my clothes now removed aside from my boxers, all four sets of eyes had moved straight to the enormous bulge inside of them. Just as Isla and Heather were about to pull my underwear down, Judy spoke up.

“Before you two start sucking his dick, why don’t we all get undressed too. It’s only fair he gets to see us if we’re going to see him,” she said, which made her friends all grin wickedly.

“Excellent idea, Judy, I bet he’s been just dying to get a look at our hot, MILF bodies, isn’t that right, kid? Have you been fantasizing about what the four of us look like without clothes on?” Eva asked me, giving me a look that would’ve made my cock hard immediately, had it not already been fully hard.

I simply nodded, which made all four girls giggle.

“Awww, he’s so cute, I just want to take him home and fuck his brains out all day and night,” Heather said, the tone of her voice showing that she wasn’t joking.

“No way are you getting to keep him for yourself. Maybe we’ll each take him for a week at a time, so he spends a week with each of us every month,” Isla proposed, which seemed like a pretty damn good idea to me.

“Then when does he get to go home? Is he never going to see Alicia ever again?” Judy questioned, seemingly not thinking of it purely from a fantasy perspective like her horny gal pals.

“She can come and visit…for the five minutes I’m not fucking his brains out,” Isla said, which made Heather and Eva burst out laughing. Judy just rolled her eyes as the four girls moved to stand in front of me, preparing to reveal their sexy, mature, naked bodies to me.

Judy was wearing a tight-fit sweater and a pair of jeans which showed off her surprisingly thick body. Heather was wearing a low-cut blouse that showed off her deep cleavage and a skirt that would be seen as too short for someone her age if she wasn’t so insanely hot. Eva had on a sparkly purple dress that showed off her tanned skin and a pearl necklace, which I’d always found a major turn-on. Finally, Isla had on a dress similar to Eva’s though hers was golden with black straps.

The four MILFs all looked beyond stunning, so much so that it was nearly impossible for me to keep my eyes on one of them for more than a few seconds before gazing at another.

“Look at him, he looks like his head is going to burst,” Judy joked, making her fellow actresses smirk and giggle.

“His other head looks like it’s going to burst too,” Heather added, prompting all four ladies to look at my throbbing cock inside my boxers.

“I think we should probably get these clothes off so we can quickly take care of that first load, then we’ll take it from there. Sound like a plan, ladies?” Eva asked her friends, all of whom nodded their agreement.

“Alright, girls, strip!” Isla shouted, prompting all four women to begin discarding their clothes.

I watched in complete awe as the bodies of the four goddesses in front of me were slowly revealed to me. I was unsure where to look as more and more skin was revealed to my virgin eyes, my cock painfully pushing against the fabric of my boxers. I was so hard right now that I felt like I could cum without even touching my dick.

The girls didn’t waste any time trying to make their undressing particularly sexy, likely because they knew I was already ready to burst and any kind of striptease would make me explode in my boxers. But that didn’t stop the sight of MILF tits, ass, and pussies from making me feel like unloading in my underwear. There was so much blood flowing to my penis that I genuinely couldn’t believe I was still conscious. I’d never been so hard before in my life, nor had I ever seen such a beautiful sight as that of Judy Greer, Heather Graham, Eva Longoria, and Isla Fisher completely naked in front of me.

The girls made sure to give me a full 360-degree view of their bodies, proving that they were, somehow, even hotter in person than on screen. They all had beyond-perfect bodies, which made it harder for me to believe that they were here solely to please me. I hoped that I would be able to satisfy them, even if, technically, they were mainly here to satisfy me.

“So, how do we look? Even better than you imagined?” Eva asked me, giving me a grin that showed she knew exactly how hot I thought she and her friends were.

“You’re all so hot,” I said absentmindedly, too engrossed in the sight of their naked bodies to say anything more.

“I think we should take care of his first load before all of his blood goes to his dick and he passes out,” Heather told her fellow MILF starlets, who all nodded their agreement before moving back over to me. They all took their same places, Judy on my right, Eva on my left, and Heather and Isla on the floor, only this time, I was the only one still not fully undressed.

“Alright, kiddo, time to show us that gigantic cock of yours,” Isla told me as she and Heather slid their fingers into the waistband of my boxers and slid them down my legs, all four sets of eyes going wide as my naked prick was revealed to them.

“Holy shit, it’s even bigger than I thought,” Heather said, wrapping her slim fingers around my length and holding it up and looking at it in awe. My dick was twitching just from feeling the MILF’s hand wrapped around me, a bead of precum seeping from my sensitive tip.

“Mmmm, yummy,” Isla said, leaning in to lick the tiny bit of precum that had leaked out of my tip. My whole body shivered when I felt her tongue come into contact with my cock, nearly blowing my load already. Thankfully, I was able to hold back, but just barely.

“No need to worry about holding back, sweetie, we’re here to take care of you. If you feel like you’re about to cum, then cum for us. It’s obvious you’re already very worked up, so just relax and let go,” Judy told me, placing her hand on my thigh and giving me a pleasant smile. I simply nodded and watched as Heather’s hand began to slowly move up and down my shaft.

“Ohhhhh, wow, that feels incredible,” I groaned, my cock twitching and spasming between her delicate fingers as she pleasured my shaft. Meanwhile, Isla slid her hand onto my shaft and worked the top half while Heather worked the bottom half. I turned my head to the right and felt Judy’s lips press against mine while Eva moved in closer and began placing kisses along my shoulders and upper back.

Having all four women touching me at once was becoming all too much all too quickly, so I knew I wouldn’t be lasting much longer. My balls tightened up, my dick started twitching more frequently, and more beads of precum began to leak from my tip. As Isla leaned in to lap them up, I finally knew I couldn’t hold back anymore.

“Mmmm, fuck, I’m gonna cum,” I moaned, pulling my lips away from Judy’s and turning my attention toward Heather and Isla who had upped the pace of their strokes to make sure my orgasm was as powerful and pleasurable as possible.

“Yessss, cover us in your cum, kiddo,” Heather cooed, keeping her hand on my lower shaft as thick ropes of cum began to fire off onto her and her friend.

“Fuck yeah, feed us,” Isla added, a wide grin on her face as it got hit with a few ropes of my jizz.

I let out a series of deep moans and groans as the two MILFs in front of me took turns receiving my cum, each ending up with a few ropes on their faces and chests.

“Fuck, that was so hot. How does he taste?” Eva asked her friends, both of whom were smiling and giggling as they took some of my young cum into their mouths.

“One word: yummy,” Isla said, laughing along with Heather as they both let my semen drip into their mouths.

“Come on, Judy, let’s get a taste before these two eat it all,” Eva said as she and Judy slid off the couch and approached their fellow MILFs. Eva began licking Heather’s cheek while Judy moved toward Isla’s chest, all four ladies now getting a bit of my jizz in their mouths.

I just sat and watched, breathing heavily and sweating hard as I came down from, by far, the most powerful orgasm of my life. I knew that I was going to have a lot more very soon, so I took as long as I could to recharge before round 2.

The girls spent a few minutes cleaning each other up, including doing some cum-swapping while kissing. The sight of these gorgeous, older women sharing my seed successfully got me rock hard again, my young prick back to full mast and ready to go.

“Damn, I fucking love young guys, give ‘em a few minutes, and they’re hard in no time,” Heather said once she broke off her kiss with Eva, “I think it’s about time I got a taste of this dick.”

Heather scooted away from Eva who swallowed the cum in her mouth and watched as her fellow MILF prepared herself before taking my barely legal cock in her mouth. Her eyes were glued to mine as she sat on her knees in front of me with a wide grin on her face.

“You ready for your first blowjob, kid?” Heather asked me, to which I just gave a very enthusiastic nod. Heather chuckled before leaning in and taking my tip between her lips, slowly taking the first few inches of my dick into her warm and wet mouth.

“Judy, Isla, you’re missing the kid’s first blowjob,” Eva told her friends who, for the last few minutes, had done nothing but passionately make out with each other. I didn’t mind at all, as the sight was extremely hot.

“Sorry, got too carried away kissing this little minx,” Isla said, before slapping Judy on her deliciously thick ass.

Judy let out a shriek before her lips curled into a devilish grin and she gave Isla’s ass a playful slap back. Isla reacted the same way, shrieking before both girls burst into laughter.

“How’d you think the kid would like to slap our asses instead? I bet he’d love to get his hand on some fat, MILF asses, right, Judy?” Isla asked her blonde friend.

“I think he’d love to unless Heather’s completely blown his mind by blowing him,” Judy told the fiery redhead as they both moved over to me.

Judy was back next to me on my right, but this time on her hands and knees with her ass facing me. Isla did the same on my right, both ladies giving me fantastic views of their perfect asses. Meanwhile, Heather hadn’t taken her mouth off of my dick for a second, slowly taking more and more of my girthy length into her mouth. It seemed like she refused to stop until she had successfully deepthroated me. As she continued to pleasure me with her skilled mouth, Eva moved up behind her and began playing with her perky breasts. The tanned hands of the sexy Latina wrapped around Heather’s pale body and started tweaking her nipples. This made Heather moan around the length of my cock, causing me to let out a moan of my own.

“Come on, stud, slap our asses. We want them nice and red before you shoot your load down Heather’s throat,” Isla told me, wiggling her ass at me and giggling.

I did as I was told, turning to my left and slapping the redhead on her right cheek before turning to my right and giving one of equal power to Judy’s thick rear.

“Mmmm, fuck yeah, just like that,” Isla moaned, continuing to wiggle her delicious ass cheeks at me.

“Yeah, keep spanking us, we’ve been very naughty girls this year,” Judy added, now wiggling her own juicy bottom for me. I responded by giving each girl a slightly harder slap on their left cheek, watching in awe as both cheeks rippled after their respective smack.

I did this for the next few minutes, alternating between slapping Isla and Judy’s asses, all the while Heather expertly sucked my dick and Eva played with her friend’s perky tits. After she bottomed out on my prick, Heather pulled her lips off of me and took in a deep breath, her first in quite a while.

“Fuck, kid, deepthroating your monster dick is not easy,” Heather said, giving her mouth a rest as her hands moved up to my hard dick. She slowly stroked me, making sure my prick was fully lubed up.

“Mind if I give him a taste, I’ve been dying to feel the kid’s huge cock throb in my mouth,” Eva told her friend as she continued to play with her tits.

“Of course, girl, it’s only fair we all get a chance to taste this delicious, teenage man meat,” Heather said, giving me a playful smirk and a kiss on my tip before moving over so Eva could take her place.

Eva wasted no time getting into position and grasping my rock-hard shaft in her hand, peppering the tip with kisses before taking the bulging head into her throat. I threw my head back in pleasure as Eva passionately and roughly fucked her throat with my dick, fitting me into her gullet with ease.

As Eva kept up her oral assault, and Heather began playing with the tan MILF’s gorgeous breasts, I brought my attention back to the thick asses on either side of me.

“You haven’t forgotten about us, have you? Our asses aren’t going to spank themselves,” Isla told me, giving her butt a sexy wiggle to entice me into smacking her rear again. I did just that, giving her a powerful spank before doing the same to Judy. Both ladies shivered and moaned, clearly loving the mix of pain and pleasure that came with every hit.

“I think my ass has taken enough of a beating for now. How’d you like to taste your first pussy, sweetie?” Judy asked me, turning around on her hands and knees to face her, her beautiful breasts hanging mere inches from my face.

“I would love to, Judy, but can I taste your boobs first? They just look so good right now,” I told her, my eyes practically glued to her chest.

“Of course, you can bury your face in there and have as much fun as you want,” she told me, sitting on her knees and pushing her heavy breasts into my face. I gripped a breast in each hand and pushed them against my face, motorboating the blonde MILF’s breasts.

“My tits could use some attention too, kid when you’re done playing with hers,” Isla said from behind me, shuffling to get into the same position that Judy was.

I felt Judy’s hand move to the back of my head and push me deeper into her chest, which slightly impaired my breathing, but I didn’t mind. Having her perfect breasts against my face felt incredible, not to mention the oral pleasure Eva was continuing to give me.

Speaking of Eva, she was doing a fucking fantastic job of sucking me off. She was faster and more eager than Heather, which says a lot as Heather was very much so both of those things. I had a feeling that a blowjob from Judy would be a lot slower and less rough, but equally as pleasurous.

I pulled my face from between Judy’s tits and took one of her nipples between my lips, eagerly sucking on it as if milk was going to come out.

“Mmmmm, that feels so good, honey. I love having my breasts suckled,” Judy cooed, rubbing the back of my head sensually while I pleased her with my mouth. I squeezed her other breast with my hand, loving the feel of her soft flesh between my fingers before I switched up. I spent the next couple of minutes suckling both of her breasts before pulling away and turning toward Isla.

“About time, the girls have been waiting for you,” Isla told me with a giggle as she put her hand behind my head, just like Judy had, and guided me towards her busty chest. This time, I went straight to nipple sucking, taking in the nub of her left breast and playing with it for a minute before switching to her right.

Isla moaned and cooed the entire time I pleasured her chest, playing with my hair while I played with her tits. I could’ve spent the next few hours sucking and licking all four sets of MILF breasts, but my attention was brought back to Eva when she released my cock from between her soft lips.

“That really is one tasty dick, but I think I’ve got another idea of how I can pleasure him. Mind giving me a hand, Heather?” Eva asked her busty friend, who seemed to know exactly what her Latina friend wanted.

“My pleasure, Eva,” Heather said, grabbing Eva’s tan breasts in her hands and wrapping the orbs around my throbbing prick. My eyes went wide at the sight of the sexy MILF’s tits tightly wrapped around my shaft, the equally sexy MILF behind her moving them up and down to bring me an indescribable amount of pleasure.

“Oh shit,” I unconsciously groaned, nearly unable to handle having my cock jerked off by Eva Longoria’s breasts. Watching the tan titties move up and down my shaft, my tip leaking precum more and more with every stroke, was a mesmerizing sight.

“Can’t let any of that go to waste, now, can we?” Isla said, before leaning into lap at my sensitive crown. My body shivered at the touch, though it was likely also due to the enormous amount of pleasure Eva’s titfuck was having on me.

“They all seem to be pretty occupied, how about you get your first taste of pussy now?” Judy asked me again, showing me that gorgeous smile of hers.

“I would love to,” I told her, leaning back on the bed while Eva, Heather, and Isla continued their assault on my dick.

Judy moved across the bed on her knees, throwing one of her legs across my head so her pussy was mere inches away from my face. I could see just how wet she was as there was a visible layer of moisture on her pussy lips. I wanted to dive right in and taste her, but I waited to see if she had any instructions for me.

“Alright, since this is your first time, I’m going to give you a few pointers. Don’t feel like you have to shove your face in there and just rapidly lick around, think about your movements beforehand. See how I react to something and then move forward. If I like something, keep doing it, if I don’t, try something else. But just know, I don’t expect you to be an expert right from the start. Now, how about I let you get to work?” Judy said, looking down at me until I nodded to tell her I was ready. She smiled down at me before slowly lowering her wet pussy and thick ass onto my face.

I moved my hands up and placed them on her thighs, holding her down against me like I’d seen in several porn videos. To start, I stuck out my tongue and pressed it against her moist lips to get my first taste of her. I moaned at her taste, loving it as soon as the first droplet hit my tongue. Judy must’ve heard my moan as I felt her giggling on top of me.

“I’m glad you like the taste. Now remember, just pay attention to how I rea-,” Judy said, cutting herself off when I flicked my tongue against her clit, clearly having done something she really liked. “Uh-huh, yeah, that, that’s good. More like that,” she cooed, her breathing intensifying as I repeated my tongue movement against her clit. Her body began to shake on top of me, which told me I was doing well so far.

“Keep going, kiddo, make Mommy Judy cum all over that young face of yours,” Heather called out, her hands still holding Eva’s tits which were also still wrapped around my cock. Isla was still lapping up precum, which was leaking from my tip at a faster and faster pace.

“Yeah, if you make her cum nice and hard, she’ll be begging for you to plow her pussy with this monster cock,” Eva added, laughing with her friends while Judy continued to moan and grind on my face.

I kept up my tongue movements, lapping up every droplet of her juices that I could from every part of her delicious cunt. I gave most attention to her clit, as that always got a strong reaction out of her. Once I slid my tongue between her folds and into her pussy, I felt one of her hands reach down and grasp the hair on my head, holding me in place.

“Yes…yes…right there…keep going…getting close…so close,” Judy moaned through haggard breaths, seemingly struggling to get even those few words out while I orally pleaded her scrumptious MILF pussy. I did just that, fucking her tight hole with my tongue, making her moan and coo louder and louder. Every minute or so, I would slide my tongue out of her cunt and lick her clit a few times before sliding back inside of her, which brought her extremely close to her orgasm.

“Fuck yes…so close, baby…make me cum…all over you,” Judy deeply groaned, her hand gripping at my hair harder the faster I plunged my tongue deep inside of her. In just under a minute, I felt Judy’s pussy walls contact around my tongue as her juices began to copiously flow into my mouth. I gladly accepted every drop, as Judy screeched from the feeling of her intense and powerful orgasm.

“FUCK YESSSSS,” she yelled at the top of her lungs, prompting the other ladies in the room to place all of their attention on their orgasming friend.

“Yeah, Juds, cum all over that barely legal tongue,” Eva called out as her tits slid off my violently throbbing cock. I couldn’t believe I hadn’t cum yet, but my mind being more focused on eating out Judy than on getting my dick tittyfucked saved me from firing off again already.

Judy came down from her orgasm a minute or so later, throwing her leg over my head as she collapsed next to me on the bed. Her eyes were shut and she was breathing heavily, but she had a wide smile on her face.

“So, did I do a good job, Judy?” I asked her, even though I was pretty certain I already knew the answer.

“You did…fantastic, honey….A+ pussy eating…especially for your first time,” Judy said through hot and heavy breaths, her eyes opening to look at me.

I sat up and watched as the three girls in front of me had their eyes set on me. I then realized that my face must’ve been covered in Judy’s juices, which had also gotten onto the sheets below me.

“Let’s clean him up, ladies, then we can decide which one of us is gonna pop his cherry,” Isla told her friends as they all climbed up onto the bed next to me. Isla moved to my left, Heather on my right, and Eva slid onto my lap, my hard cock pressing right against her wet pussy.

“I hope you don’t mind me sitting on your lap, sweetie,” Eva told me, before smiling and leaning to kiss my wet lips. I wrapped my arms around her curvy, tan body, feeling her nipples press against my pecs as we embraced. Isla and Heather used their mouths to clean my cheeks and chin while Judy resorted to placing soft kisses along my shoulders and neck since there wasn’t enough room for her on my face. My dick was throbbing against her moist cunt and it started to throb even more when Eva started slowly grinding her hips on top of me. I let out a low groan as I basked in the pleasure of having these four gorgeous women’s mouths all touching me at the same time. Just as I got nervous that I might blow my load, Eva pulled her lips from my face and slid off of my lap, my cock visibly twitching from how close I was.

“That was pretty close,” Eva joked, as the other three MILFs all finished cleaning me up, “Now, I think it’s time we choose the lucky lady who gets to fuck the kid’s brains out fir-“

Just as Eva and the girls were likely about to start fighting for the chance to take my virginity, there was a muffled noise that very clearly came from behind the bedroom door. We all went completely silent, none of us moving a muscle as we listened closely to see if it would repeat. It did, and it kept repeating, sounding like a very faint moaning. Heather slid off the bed and hastily moved to the door and put her ear against it, a wicked smile appearing on her face.

“You guys are gonna want to hear this,” Heather told us, motioning with her hand for us to come over. We all did, each taking a chance to place our ears against the bedroom door, moving quietly and slowly to prevent making any noise. Once I got my chance to listen to the sound, I was pretty certain I knew what it was.

So when Heather slowly opened the door a crack we could all see a sight that I would call a mix of surprising, horrifying, and arousing. Or maybe I was just surprised and horrified by how aroused I was. I wasn’t completely certain, but I did know one thing: my mother, the famous Alicia Silverstone, currently had her hand in her panties and was pleasuring herself to the sound of her famous friends taking turns making out with and blowing me, her son.

I was speechless, my mind completely blank of anything to say. I always thought my mother was beautiful, as anyone with a brain did, but seeing her like this awakened a new type of feeling for her that I’d never experienced before. I couldn’t believe she was masturbating to the sounds emanating from her bedroom. But I also couldn’t believe that my dick, somehow, had gotten even harder after seeing my mother masturbating. I knew it was wrong, but, man, why did it have to feel so good?

It seemed like I wasn’t the only one noticing how my cock had gotten harder, as Isla reached out and grasped it in her small hand, slowly stroking it while pressing her breasts up against my arm.

“Looks like somebody likes watching his Mommy touch herself. What a naughty boy you are,” the sexy redhead whispered in my ear, which only made me harder and brought me closer to my second orgasm. After a few more strokes, Isla took her hand off of my dick, but it was quickly replaced by Heather’s who pressed her breasts against my other arms before leaning into my other ear.

“How’d you like to lose your virginity to your Mom, kiddo? Seems like you’re both turned on by each other so it seems like it’d only be right for her to help you with this extremely important moment in your life,” Heather told me, only adding to the internal conflict in my head.

I knew it was wrong, so very, very wrong, to even think about having sex with my Mom, but actively considering doing it, and then possibly actually doing it, that was so much worse. But at the same time, I couldn’t ignore how much the idea turned me on. I loved my mother, and I knew she loved me, and I knew she only wanted the best for me. So if the best meant her taking my virginity herself, then I think she would accept, if not without some hesitation beforehand, for which I can not blame her.

My attention was brought back to the arousing sight in front of me when Heather opened the door completely, revealing the five of us standing behind it, completely naked, to my mother, who seemed to be nearing an orgasm. I could only imagine what number orgasm that must’ve been, as we had no idea how long she’d been standing there.

My mother’s head darted up, her eyes going wide and her hand shooting up and out of her panties when she saw the five of us watching her. Her face went beat red and she began to stutter, failing to get a single conceivable word out before Heather put up a finger to cut her off.

“Alicia, babe, if you wanted to join, all you had to do was ask,” Heather told her friend, my mother, who seemed to be completely caught off guard by that answer.

“Yeah, it seems that even your darling boy wouldn’t mind his sexy Mommy joining in on some dirty fun, isn’t that right, kid?” Isla told my Mom before turning her attention toward me. All of a sudden, I felt my own cheeks get red as my mother looked at me, a look on her face that showed she was experiencing the same conflicting thoughts I was.

“I know it’s wrong, Mom, I know that, but...if anyone was going to take my virginity, I think it should be you. You’re the woman I’ve spent the most time with in my entire life and I feel so close to you that I can tell you this and not worry about you freaking out. If I’m reading you right, you’re feeling the same things I am, which means deep down, you want to do this too,” I told my Mom, completely forgetting the fact that I was naked as I walked up closer to her, “please Mom, will you give me one last Christmas present?” I asked her, giving her a look that showed how badly I wanted this.

“Come on, Alicia, give the boy what he wants. You should’ve seen how hard he was when we caught you, I’ve never seen a dick get so hard,” Heather told my mother, which, oddly enough, seemed to be a pretty convincing argument for getting her to join.

“Oh gosh, this is so wrong, I can’t believe I’m even considering this,” my Mom said, putting her face in her hands before I took them in my own hands and had her look up at me.

“Don't worry about what anyone else thinks, Mom, just think about what you want. If you want to do this, then we should,” I told her, giving her a loving smile to show her I wasn’t trying to force her into anything she didn’t want to do. After a moment of silence for her to think, she let out a sigh before giving me her answer.

“Alright, fuck it, let’s do it,” she said, smiling and laughing before running her hands through her hair nervously, “I can’t believe we’re about to do this,” she told me as I led her back into the bedroom, keeping my eyes on hers as we got to the bed. I took a seat, admiring my mother’s curves in her jeans. She noticed me looking over her body, her cheeks going red again as she put her hands on her waist.

“Do you like Mommy’s body, sweetie? I know I’ve put on a bit of weight recently, but-“ she started to say, but I quickly cut her off by reaching out and pulling her closer to me, her eyes moving to look at mine.

“You look amazing, Mom. You always look amazing,” I told her sincerely, to which the four other gorgeous women in the room all let out a simultaneous “Awwww”.

“You’ve got one great boy there, Alicia,” Heather told her friend while putting a hand on her shoulder, “now fuck his brains out before I do.”

Eva, Isla, and Judy all laughed while my mother and I just exchanged smiles as she began undressing. She unbuttoned the buttons on her light blue, long-sleeve shirt before pulling it off to show off a lacy black bra. My cock twitched at the sight of my mother’s cleavage, my mind racing to how amazing her breasts must feel.

Her lips curled back into a smile when she saw how hard her tits made me before continuing to take her clothes off. She unbuttoned and unzipped her jeans, tugging on them to get them past her thick thighs and ass before sliding them off of her smooth legs. Now, my gorgeous mother was standing in front of me in nothing more than a revealing set of lingerie. I had never seen my mother in something of this ilk before. I began wondering if maybe she had planned this all along, but when she reached behind her and unclasped her bra, letting those perfect, MILF tits appear before me, those thoughts vanished.

“Your Mom has great tits, kid, but you’ve had your fair share of titty fun already. You can play with them later, but now, we want to see you fuck her,” Heather called out from behind me, she and the rest of the girls taking seats around me on the bed as my mother slid off her panties, revealing her neatly trimmed mound and deliciously wet pussy. I instinctively licked my lips at the sight of it, wishing I could dive right in and give it a taste.

I moved back a bit on the bed, getting a full view of all five ladies, all of them naked and looking beyond incredible. With Judy and Eva on my right and Isla and Heather on my left, we all watched my mother climb onto the bed and position herself above me, her pussy mere inches from my rock-hard cock. I couldn’t believe this was about to happen, my own mother was about to put my penis inside of her and I was throbbing in anticipation.

“Mom, should I wear a condom?” I asked her, just as I felt her hand wrap around my base to aim my prick at her entrance. She looked up at me and smiled that motherly smile I’d seen countless times in my life, but in our current position, it was extremely sexy.

“I’m glad you’re worried about being safe, but there’s no need to worry, sweetie. I had my tubes tied not long after you were born, and I know neither of us has any diseases, so all a condom would do is dull the pleasure for you. I want your first sexual experience to be as pleasurable as possible for you,” she told me, her eyes on mine the whole time, her smile wide and her hand slowly stroking me.

“Enough talk, I want to see you two fuck already,” Heather impatiently told us, to which my Mom just chucked before slowly lowering herself onto my length. I took in a deep breath and watched in awe as my girthy prick slowly, but surely disappeared into my mother’s snatch. Her eyes shut and her teeth bit into her lip as she felt the thick head of my dick slip inside of her, taking in just the first few inches before moving back up on it.

“Gosh, honey, you’re so big,” my mother moaned, her breaths becoming hotter and heavier as she slowly took more of my cock inside of her. None of the girls said anything for the first few minutes, giving my mother and me a chance to adjust to the taboo we were currently breaking. I knew I shouldn’t be enjoying this as much as I was, but I couldn’t deny how incredible her tight, MILF cunt felt wrapped around my teenage cock. It was the greatest feeling I’d ever felt in my entire life and I never wanted it to end.

My eyes moved down from my mother’s stunning face down to her tits, watching them bounce as she slowly but surely began to ride me faster. I slid my hand up her body, feeling her soft skin in my hands as they traveled up her thighs, over her hips, and up to those fantastic breasts. I palmed them in my hands, taking the chance to lightly pinch her nipples to see how she responded to the stimulation. Thankfully, she seemed to like it, as her moans got louder and she began to pick up her pace even more, her ass clapping against my thighs as she bounced on top of me.

“Yes, baby, play with Mommy’s breasts, keep pinching Mommy’s nipples,” she commanded me, seemingly unaware of how much I liked that she was referring to herself as ‘Mommy’. That probably made this even more wrong, but it felt so damn good as my beautiful mother bounced her deliciously thick body on top of me.

“This is so hot, you guys,” Isla told us, her hand traveling down her body and reaching her visibly wet pussy, two of her small fingers sliding into her entrance. The rest of the girls followed suit, using their hands to pleasure themselves at the sight of their famous friend fucking her barely legal son.

“Yeah, I’m fucking soaked right now,” Eva added, the squelching sound of her fingers moving in and out of her moist cunt mixing with the sounds of my mother’s equally wet pussy sliding up and down my dick.

My eyes moved back to my mother who leaned forward, planting her hands on my chest and pushing her breasts into my face as she began twerking on my cock. I couldn’t believe what I was seeing, the sight so equally shocking and sexy that I felt my cock violently throb inside of my mother’s pussy.

“You like that, sweetie? You like having Mommy bounce her big ass on your perfect cock?” She asked me, likely rhetorically, as it was extremely clear to everyone in the room just how much I was enjoying this. I was almost enjoying it too much, though, as I started to feel my balls churn, signaling that my second orgasm was rapidly approaching.

“I love it, Mom, but I don’t know how much longer I’m going to be able to last,” I told her, biting my lip as I tried to hold back from cumming just yet. I’d only just now realized that I had no idea how close my mother was to her own orgasm. I looked up at her, our eyes meeting as she slowly moved back, going back to just bouncing on my dick.

“Mom, are you getting close too?” I asked her, hoping that she was, at least, kind of close. I didn’t want to blow my load before I’d even gotten my mother close to getting off.

“Not really, but it’s okay, sweetie. I know the girls have had you worked up this whole time so feel free to cum whenever you need to. I know a young guy like you will be able to go again in no time,” she told me, leaning down to kiss my cheek before going to sit back up. However, I put a hand on the back of her head and kept her face near mine, taking a chance and leaning in to kiss her on the lips. I could feel her hesitate at first, which made me nervous that she may not like it, but after a few seconds, I felt her kiss me back. A huge wave of relief washed over me and I suddenly felt better than ever, so much so that I began thrusting up into my mother’s sopping wet cunt.

“Yes, that’s it, my love, fuck Mommy good and hard. Fuck Mommy until you’re ready to unload your balls right into Mommy’s womb,” she moaned after pulling her lips away, keeping her face just a few inches from mine as she bounced on me and I thrust into her.

“Fuck yeah, kid, fuck your hot Mom’s pussy. Fill her up so much that her cunt overflows with your load,” Heather called out, her fingers rapidly moving in and out of her snatch. I took a second to look around at the rest of the group, realizing they’d started pleasuring each other.

Judy and Eva were 69ing, feasting on each other’s cunts like they hadn’t eaten in years. By the sound of each of their muffled moans, both ladies seriously knew how to eat pussy. On the other side, Heather and Isla were making out, each with one hand on their own pussy and their other hand on the other girl’s pussy. It was truly a sight to behold, especially as the MILFs were moaning and breathing into each other’s mouths between sloppy, wet kisses.

“Mom,” I said, prompting my mother to open her eyes and look at me, as they’d been closed from the sheer pleasure coursing through her body.

“Yes, honey?” My mother responded, not slowing her efforts even a bit as she kept lifting and dropping her thick, full ass on my young, pulsating prick.

“Can you turn around so I can look at your butt for a couple of minutes before I cum?” I asked her, seeing her soft, pink lips curl into a smile while her other pair of lips were stretched to accommodate my girthy length buried deep inside my mother’s sopping wet cunt.

“Of course, my love, anything for my darling boy,” she told me sweetly, leaning down to kiss me one more time before she sat up and let my violently throbbing cock slip out of her warm pussy. My mother let out a low groan as she felt empty again, but she quickly spun around and aimed my prick right at her entrance, letting me slide right back into her.

With her back to me now, my eyes were glued to one thing and one thing only: my Mom’s deliciously plump and juicy ass. Even before I started to feel sexually attracted to my Mom, I noticed that her ass had gotten bigger recently, and her jeans were always tight on her rear more than anywhere else. It was the perfect level of thickness, as it also had a noticeable tone to it that only made it even sexier.

“Bounce that ass on your son’s big cock, Alicia, I can tell he’s fucking loving it,” Isla said as she and the rest of the girls ceased pleasuring each other and turned their attention back to my mother and I. Isla gave me a warm smile before leaning down to kiss me, her hand cupping my cheek as she pressed those tasty lips against my own. Eva slid in on the other side of me and began kissing my neck while she waited for her chance to kiss my lips.

Meanwhile, Judy and Heather headed further in front of me towards my mother, who had her hands resting on my thighs as she bounced her juicy butt up and down on my dick. There was a squishing sound every time she slammed down on me, burying every inch of my girthy prick into my mother’s snatch. Judy was sitting right next to my Mom, the two of them slowly and almost lovingly kissing, their hands running through each other’s hair.

Heather was doing something far more naughty, her face buried between my mother’s ass cheeks, with her tongue seemingly lodged in my Mom’s rectum. I only knew this because of how my mother jumped as soon as Heather leaned her head down, though she didn’t seem to mind having her asshole tongued by her friend, while her son’s cock filled her unbelievably tight cunt.

“Damn, Heather, are you licking her ass right now?” Judy asked her fellow MILF once her lips had detached from my mother’s. Heather slid her tongue out of my Mom’s ass and looked up at her, a wide grin on her face as she licked her lips.

“Fuck yeah I am, you think I’m gonna have an ass this nice near me and not take the chance to give it a taste. Why don’t you get a taste of it now while I let Alicia here taste her ass on my lips?” Heather propositioned her blonde friend, who seemed hesitant to give her other blonde friend’s ass a taste.

“I guess I may as well give it a try, even if I don’t end up liking it, at least I can say I’ve tried it,” Judy said, repositioning herself on the bed so her face was mere inches from my mother’s ass.

“And while you do that, I’m gonna give the kid’s cock another taste. I bet it tastes even better with your juices all over it, Alicia,” Heather told my Mom as she pulled my cock out of her cunt and shoved it right down her throat. I broke away from my kiss from Eva, who I’d started kissing after spending a few minutes making out with Isla, to let out a deep groan.

“Holy shit,” I moaned out, watching in awe as Heather took me into her gullet on the first bob of her head. I could feel my tip pressing against her throat, but she didn’t seem to mind, if anything, that seemed to make her keep going, even when she started to choke. She finally spat out my dick, several strands of saliva connecting my soaked shaft to her soft lips.

While Heather played with my extremely sensitive prick, Judy got her first taste of my mother’s ass. I was honestly jealous of her, as I would’ve loved to bury my face deep in my Mom’s perfectly juicy peach. But, for now, I just enjoyed watching Judy get her first taste of it, seeing her slowly stick out her tongue and press it against my mother’s sphincter. She seemed hesitant at first, but as she got her second, third, and fourth licks, it seemed like she was enjoying the taste of it. I could only imagine how delicious it must’ve been.

“Fuck, I knew it would taste even better. Let’s get another coating on this delicious fuckstick, shall we?” Heather said, not to anyone in particular after she took my dick out of her mouth. She brought my cock to my mother’s entrance again and let me slip back in, having her bounce her ass on me for a few strokes before taking me out again. This time, Heather didn’t take me into her throat but instead opted to lick my pussy juice-coated prick like a lollipop. I could feel my dick spasming in Heather’s hand as she grasped me firmly, making sure to lick up every droplet of my mother’s juices.

“Mmmmm, fuck, I’m getting really close,” I groaned out, letting all five ladies know just how close I was to blowing my second load of the day. Heather stopped licking my dick and gave me a sultry look, before eyeing my mother’s ass again.

“I know the best place for you to blow your load, sweetie, especially since your Mommy can’t get pregnant, so there’s nothing to risk,” Heather told me while staring at my mother’s ass, letting her sink back down on my hard cock which brought me right back to the brink of my orgasm.

“Ohhhh, Mom, your pussy is so wet and warm, it feels amazing,” I told her, seeing her look back at me over her shoulder with that beautiful smile of hers. As if right on cue, my mother’s flawless face and grin set me off, a stream of thick, white ropes of teenage spunk firing off into my mother’s MILF cunt. My hands gripped the sheets below me as I came harder than I ever had in my life, even harder than I had previously today. I couldn’t believe the amount of cum that had come out of me or the fact that my mother’s pussy was able to hold it all.

“Yesss, fill me up, sweetie, give Mommy all of your hot cum,” my mother loudly exclaimed, sounding like she was on the brink of an orgasm as well. As I felt my own orgasm dying down and the last bit of cum had been fired off deep into my Mom’s womb, I felt her pussy grip down on me harder than ever, watching as my mother’s curvy body jolted on top of me. My eyes traveled to the side where I spotted Heather toying with my mother’s pussy, likely rubbing her clit, though I couldn’t be completely certain due to my angle.

“Cum for us, Alicia, cum from my fingers on your cunt and cum from your son’s huge cock buried deep inside of you,” Heather told my mother, making direct eye contact with her while she came on my dick. Judy kept lapping at my mother’s asshole, trying her best to keep licking as my Mom’s body shook and shivered from her powerful orgasm.

“Fuck, fuck, yes, I’m cumming! I’m cumming all over my son’s cock! And I fucking love it!” My Mom screeched out, tilting her head toward the ceiling as she finally burst, a warm coating of liquid drenching my already sopping wet prick that was still fully hard inside of her, even after that monumental orgasm I’d just had.

Once my mother had fully calmed down from the overwhelming nature of her orgasm, she slid off of my cock and lay down on her back on the bed, her breasts jiggling as she caught her breath. I sat up, watching the huge load I’d filled my mother with just a few minutes ago start to seep out of her, leaving a small puddle on the sheets.

I had only been allowed to rest for under a minute before I felt the rest of the group start to crowd around me, all fighting for my attention so I’d choose them to fuck next.

My eyes drifted back to my mother, who still had hers closed as she slowed her breathing and wiped her forehead of sweat. Seeing her do that made me realize just how sweaty I’d gotten, so I decided I should probably grab a towel so the drops didn’t start to drip into my eyes.

“Done already, kid? I thought we were just getting started,” Eva teased, a smirk on her face showing she was just messing with me.

“I just need to grab a towel to wipe my face and then I’ll be back to make sure you all get the hard fucking you deserve,” I said, a wide grin on my face as the MILFs all seemed to enjoy being told that they were all about to have their pussies filled with teenage dick.

“Look at that, Alicia, now that you took the kid’s virginity, he’s gotten a boost of confidence. I bet he’ll be able to fuck us all unconscious and still have enough energy to keep going. Maybe you didn’t invite enough of us to take care of him,” Heather joked, getting all of the girls to laugh as I entered the bathroom to grab a towel. I grabbed six total, one for each of us, in case any of the ladies wanted to wipe themselves off before I got to fucking them.

“Here are some towels in case you want to wipe yourselves off,” I told the group, handing everyone their own towel before wiping my forehead with mine. I dried my neck and then my hair the best I could, before wiping the rest of my body.

“What a gentleman, letting us clean ourselves up a bit before he fucks us all silly,” Isla joked, causing the group to break out into laughter as I took a seat back on the bed.

“Well, who’s it gonna be, honey? Who’s the next lucky girl to get to try that perfect, young cock?” Judy asked me, surprising me with her words as she’d been, by far, the most reserved of the ladies so far. The smile on her face showed that she knew exactly the effect her words had on me. It was also quite obvious that she wanted me to fuck her next.

“Picking between the four of you is easily the hardest decision I’ve ever had to make in my entire life. So, uh, I don’t know which of you to pick,” I told the group, completely honest in my answer. Looking over the four women who I hadn’t fucked yet, they all looked so perfect, so sexy, so enticing. I knew I just had to pick one and be content with my decision, especially since I’d be fucking them all eventually.

“Uh, well, I think I’m going to go with Judy first. I hope I haven’t offended the three of you with my choice,” I informed the group, seeing Judy light up with excitement as I picked her to be the next recipient of my teenage dick.

“Awww, he’s so cute, Alicia, are you sure we can’t have him?” Isla said, giving me a sexy smirk as she reached out and gave my hard cock a few strokes, feeling it throb in her hand before pulling away.

“I’m sure, but maybe I’ll let you all have a second chance with him at some point, if that’s alright with you, honey,” my Mom told the group, smiling at me as she knew my answer. I didn’t bother responding, both as my answer was known to everyone without me needing to affirm it, and also because I was getting into position above Judy. The busty blonde had moved further back on the bed so everything but her legs were on it. I got on top of her, leaning in to kiss her soft, delicate lips while I felt my prick brushing up against her second set of lips.

Judy moaned into my mouth as I started to grind my hips, my tip rubbing against her clit which made her groan without me even penetrating her yet. We kissed for another minute before breaking apart, looking into each other’s eyes while I kept grinding against her hot sex. The look of arousal on her face was beyond perfect, especially when her mouth formed an ‘O’ and she let out an especially sexy moan of pleasure.

“Ohhhh, honey, please put it in me, I want to feel that barely legal dick buried so deep inside of me that you slam my cervix with every thrust,” Judy told me, reaching between us to grasp my cock and aim it towards her opening. I thrust forward, splitting open her lips and pushing my thick cockhead into her wet entrance. Judy bit down on her lip and groaned when I finally got inside of her, feeling her warm, wet walls gripping me like a second skin. I moved my hips at the same speed I did while grinding against her, though this felt ten times better.

“Kid, why don’t you lean back a bit so I can put this little minx’s mouth to good use?” Heather told me, softly pushing on my shoulders so I could give her room to sit on Judy’s face. I quickly moved back, grabbing hold of Judy’s thick thighs as I upped the pace of my thrusts, watching her eyes go wide from the hard thrusts she was receiving.

“Fuck yeah, fuck my pussy, baby, fuck it good and hard, make my pussy your bitch,” Judy called out, shocking me again with her vulgarity, but in the best way possible. I watched Heather throw a leg over Judy’s face, sitting her noticeably wet cunt above the blonde head, who immediately began feasting on her fellow MILF’s juices.

“Ohhhhh yeahhh, that’s that tongue I fucking love,” Heather moaned, her head tilting towards the ceiling as she enjoyed having her pussy eaten. When she did that, though, she pushed out her chest, giving me a great view of her breasts. Her nipples were just begging to be sucked on, and since I could no longer kiss Judy, I needed something to occupy my mouth.

So I leaned forward and grasped both of Heather’s large breasts in my hands, taking one of her stiff nipples between my lips while I toyed with the other one. Heather let out a deep groan when I sucked hard on her tit, clearly loving being stimulated by Judy and me at the same time.

“Yes, fucking suck my tits, you naughty boy, lick those MILF titties,” Heather moaned, grasping the back of my head in her hand and forcing me even harder against her breast. I didn’t mind one bit, as I loved the taste of her tit, plus it gave me the energy to start fucking Judy even faster. The blonde I was currently fucking’s moans may have been muffled, but they were still surprisingly audible under Heather’s wet pussy, which she was still eagerly feasting on.

Around us, I could feel shuffling, which meant that Eva, Isla, and my Mom were all about to join in on the fun. I knew I was right when I felt a hand move to my thigh, signaling for me to stop my thrusts. I was confused, but with Heather’s left breast still in my mouth, I withdrew from Judy’s cunt, which the blonde didn’t seem to be happy about. But her disapproval quickly disappeared from my brain when I felt a pair of lips swallow my hard prick in one gulp, prompting me to let out a guttural groan into Heather’s tit.

Whoever was blowing me kept up this speed for a good 30 seconds, quickly moving from having just the head in her mouth to having my entire shaft in her throat, before withdrawing and letting out hot and heavy breaths against my tip. The words that followed that incredible act told me exactly who had just expertly throated my cock.

“I can’t believe my big boy had been hiding this big, beautiful cock from me for all these years,” my mother cooed, before going right back to swallowing every girthy inch of my prick. I could feel my dick get even harder as my tip hit the back of her throat, my mother seemingly trying to prove to me that she was the best cocksucker in the room. It was definitely working, especially when she brought her hand up to caress my hairless nuts, playing with them in her hand before slipping my spit-soaked shaft from her throat.

She lifted it and moved her face deeper in, bathing my balls in saliva as she licked every inch of my testes. I groaned again, this time even rougher, as my own mother took one of my nuts into her mouth, sucked on it, and let it slip from her mouth with an audible *POP* before doing the same with my other ball. Once she’d done it to both, she aimed my head back at Judy’s entrance so I thrust forward, returning to the blonde cunt I’d been absent from for the last several minutes.

Judy let out a content moan when she felt me fill her up again and let out a much louder one when I went right back to my fast and hard thrusts into her. I finally removed my lips from Heather’s chest, taking several heavy breaths as I’d used almost every breath I had to keep sucking on her tits.

“You really love these tits, don’t you, kid? Nothing better than a sexy, stacked MILF, huh?” Heather asked me, flashing a flirty smile before shutting her eyes and biting her lip from the likely incredible job Judy was doing with her tongue.

“Yes, ma’am, there’s absolutely nothing better,” I said with a smirk, not breaking my stride as I kept hammering Judy’s tight cunt.

“Fuckin’ A right there’s nothing better,” Heather said with a smirk of her own, slowly moving her hips as she lightly ground on Judy’s face.

As I continued roughly slamming my hips into Judy’s cunt, I felt someone come up behind me and press their breasts into my back, the warmth of their pussy against me as well.

“Don’t mind me, just coming in to help make blondie here cum so I can get a turn on that incredible cock,” Eva whispered in my ear, lightly biting my earlobe as she reached her arms around me, one to rub my chest and abs while the other went to Judy’s pussy. Eva’s fingers went right for her sensitive button, rubbing her clit to make the blonde’s hips violently shake.

I continued with the current speed of my thrusts, even when I caught Isla and my mother passionately making out, swapping spit like lovers which nearly pulled my attention completely away from the task at hand. Luckily, Eva’s hot body being pressed against me helped me refocus, so I doubled my efforts, fucking Judy’s pussy with everything in me.

“I bet she’s close, isn’t she? Are you close, Judy? Moan twice into Heather’s cunt if you’re close,” Eva told her fellow MILF, who responded with two very loud and adamant moans into Heather, who seemed to be nearing an orgasm of her own.

“We’re both close, make her cum so she can make me cum, then you can have your turn with him before I fuck his brains out right after,” Heather responded, her head facing the ceiling and her hands pawing at her own chest as she got closer and closer to her orgasmic relief.

With just a few more of my hard thrusts and the stimulation of her clit by Eva’s fingers, I felt Judy’s pussy grip me tight, a stream of hot liquid drowning my cock as she let out a high-pitched squeal into Heather’s cunt, which set off the other blonde. I kept up my thrusts throughout Judy’s orgasm, wanting to make it as pleasurable for her as possible. When I sensed her coming down from it, I slowed down, giving her much gentler thrusts, but still making them as deep as I could.

When Heather came down just a few seconds after, she threw her leg off of Judy’s face and collapsed onto the bed, both girls a sweaty mess. The only difference was that Judy’s face was covered in Heather’s pussy juice, though the blonde didn’t seem to mind one bit.

“We’ll give you a hand with all of that,” Isla said, pulling my mother by the hand over to their blonde friend as the two began kissing and licking Judy to clean her of Heather’s juices.

“Now that they’ve had their orgasms, it’s time for me to get mine, and I want it with this dick buried balls deep inside of me. And I want you to do it while fucking me doggy,” Eva told me as I slipped my wet dick out of Judy’s freshly fucked cunt.

Eva and I moved over a bit on the bed to allow Heather to rest and the other three ladies to continue sloppily kissing each other. The sexy Latina MILF got on her hands and knees, that big, juicy ass staring right back at me, hypnotizing me and preventing me from looking anywhere else.

“I know I’ve got a great ass, but I can promise you, it feels even better than it looks, so get over here and fuck me, stud,” Eva said to me over her shoulder, giving me a sexy smirk and a flirty wink before turning her head back around and waiting for me to fill her needy cunt.

I didn’t think twice about what she said, gripping my cock in my hand and moving my hips forward, pressing my thick tip against her moist lips. I felt Eva’s body shiver as our bodies made contact and she let out a deep groan when I finally slipped the fat head inside of her, feeding her the first several inches of my dick before retreating backward.

It only took a few thrusts for me to get balls deep, my cock loving how snug her vaginal walls gripped me, just as Judy’s had before. Every time I bottomed out inside of Eva’s dripping wet pussy, my hips would smack against hers, causing that glorious ass to ripple, which made me throb every single time without fail.

“Alright, you got me used to your beast, now fuck me like a bitch in heat. Mama needs that big dick to ravage her hot, little cunt,” Eva told me while looking over her shoulder at me, her hair flipping to the other side as she did. The smirk on her face told me she knew I was eager to up our pace as well, especially since she’d watched me roughly fuck Judy’s cunt only a few moments ago.

I gripped the tan skin of Eva’s hips and dug my fingers in, holding her with a firm grip as I doubled my efforts, slamming my length into her pussy with wild abandon. Eva’s moans were much louder now and far more consistent, as she pretty much didn’t stop moaning the entire time I assaulted her cunt with my cock.

“Yes, yes, fuck me, fuck me,” Eva repeated incessantly, but I never got sick of hearing her moan them, especially as I watched her thick ass cheeks ripple with every thrust I made into her.

“Fuck that little Latina slut, she just loves that teenage dick, don’t you, Eva?” Isla called out to her fellow MILF, scooting over to us on her knees to get a close-up view of the pounding I was giving Eva’s snatch.

“Fuck yeah I do, nothing better than a hot teen with a fat dick who knows how to use it,” Eva told Isla, though her eyes were on me as she said it, a grin from ear to ear as she knew how much her compliment had turned me on. My dick throbbed inside of her wet pussy, but I knew I still had a long way to go before I had my third orgasm. I felt like I’d be able to fuck Isla and Heather before I burst, but I didn’t want to jinx myself so I quickly rid that thought from my brain and went back to fucking Eva as hard and fast as I could.

I wiped a few beads of sweat from my forehead to avoid them dripping into my eyes as I kept up my thrusts into Eva’s needy cunt, listening to and loving the sound of her moans and groans of pleasure. As Isla watched, my eyes drifted down to her pussy where she had two of her fingers sliding in and out of her. The sight was a major turn-on, and it seemed Isla could tell as my eyes stayed on the two digits working in and out of her.

“Want a taste, hun?” The redhead asked me, slipping her wet fingers from her pussy and offering them to me. Without a verbal response, I took them both in my mouth and sucked them clean of her juices, groaning at how tasty Isla’s pussy was. I wanted to dive right in and get a taste right from the source, but I had a job to complete before I got to taste her.

“Mmmm, delicious,” I told her after she pulled her fingers from between my lips, shoving them back inside of her as I kept on fucking Eva with everything I had.

Eva’s cries suddenly got much louder, which told me she was getting pretty close to an orgasm. I gripped her hips harder and made sure every thrust into her was as hard and deep as I could possibly make it. Droplets of sweat were dripping down Eva’s back, making her tan skin shine and look even more delicious than ever. Instinctively, I leaned down and licked up a few drops of sweat, groaning at the salty taste on my tongue.

“Ohhhh, you dirty boy, licking my sweaty back. You are one niño travieso, mi amor,” Eva moaned in Spanish, and although I wasn’t sure exactly what she said, I had an idea of what it was. I dragged my tongue across her sweaty back, licking up a few more droplets of sweat before leaning back and giving her everything I had once again.

“Nalgéame, golpea esas mejillas gordas hasta que estén rojas,” Eva yelled out, but since it was all Spanish, I had no idea what she was saying.

“Eva, the kid can’t listen if you’re speaking Spanish,” Heather called back from the other side of the bed, making me and the rest of the girls, aside from Eva, laugh.

“Spank my ass, smack those fat cheeks until they’re red, baby,” Eva translated, to which I responded by immediately pulling my right hand off of her hip and slamming it down against her right cheek. The jiggly flesh rippled and had a big, red handprint on it. A mix of pain and pleasure coursed through Eva’s body as her head shot up and she let out a loud squeal.

“Again, mi amor hit my slutty ass again,” she demanded, her tone showing that she didn’t want this, she needed this. I repeated my movement, but this time on her other cheek. When she gave the same reaction, I quickly slapped both cheeks twice, which made her let out an ear-piercing shriek of pleasure.

“MIERDA SANTA, SÍ, ME VOY A VENIR!!” Eva exclaimed as she came, and came hard, her pussy gripping me and not letting me go as it drenched my prick in her orgasmic juices. I thrust as hard as I could to keep her orgasm going, but with how tight her walls were gripping me, it was nothing compared to how I was fucking her before.

“Fuck, I love when she yells in Spanish,” Isla moaned from next to me, her fingers rapidly moving in and out of her cunt with a very loud squelching sound following every movement, “it’s so fucking hot.”

I progressively slowed down the pace of my thrusts until Eva had completely come down from her orgasm, collapsing into the bed on her stomach, my wet cock slipping from her cunt as she fell. Her fat ass jiggled as she did, looking as delicious and enticing as ever. To give myself some time to cool down, I leaned in and began kissing her ass cheeks, planting kisses along every inch of her sweaty, tan skin.

“Mmmmm, kiss my ass, mi amor,” Eva weakly told me, her voice much lower than it was just a minute ago during her orgasm.

“Alright, Eva, you’ve had your fun, now it’s my turn with the kid,” Heather told her exhausted friend, quickly shuffling over to us on the bed so she could get to me before Isla pounced on me.

“You better not take forever with him, Heather, I’m so fucking horny, I’m dying to have him fuck me,” Isla groaned, her fingers still a blur as she worked them in and out of her cunt.

“Well, then you should’ve called him before I did. I just hope he has enough energy after I fuck his brains out to make you cum,” Heather teased, smirking at her redheaded friend before turning her attention toward me. “You must be pretty tired from fucking Eva so hard and fast for so long, why don’t you let me control the pace, huh, kid?”

“That would be great,” I told Heather, “what position did you have in mind?”

“Lotus, just sit up against the headboard and I’ll sit on your lap. Just relax while I ride that monster cock of yours,” Heather told me, allowing me to get into position with my back against the headboard just as she’d said before she moved to climb onto my lap.

I could feel the warmth of Heather’s pussy even before I entered her, which told me just how long she’d been waiting for this and how badly she wanted it. She didn’t take much time getting into place because as soon as she had her knees resting on either side of me, she sat up and slid my dick into her, her large breasts pressing against my face.

“Ohhhhh fuck yeah, so big and thick, the best kind of dick,” Heather groaned, her blue eyes looking right into mine as she began to rock herself on my shaft. I kept my hands on her hips as she moved, slowly rising and falling on my cock. She was extremely wet as soon as I got inside and she only continued to douse my dick in her juices as she rode me.

“Your ass looks so good when you ride a nice, fat cock, Heather,” Eva told her MILF friend, crawling up behind her before dipping her head down behind the blonde and disappearing. I wasn’t sure what she was doing at first, but when Heather’s eyes opened wide and she let out a moan of delight, I knew exactly where Eva had gone.

“Shit, yeah, lick my fucking ass, you horny slut,” Heather called out, pushing her ass back likely so Eva’s tongue ventured even farther into her asshole.

Heather kept riding me for another few minutes while Eva ate her ass until I saw Eva dive further down to get a taste of something else. It was now my time to moan as Eva began to suck on my heavy nuts while Heather bounced on top of me. The blonde’s warm, wet cunt gripped my dick like a vice while the Mexican brunette eagerly sucked on each of my testes. Eva’s lips had a vacuum seal around each of my balls, bathing one in her saliva before spitting it out and replacing it with the other. The feeling was incredible, especially when Heather pushed her large breasts into my face, nodding at me to use my mouth on them.

I quickly grabbed them in my hands and motorboated them, feeling how heavy they were as they smacked each side of my face. Heather laughed as I played with her tits, before letting out another pleasurous moan as Eva went back to feasting on her ass.

“Move over Eva, I want to lick the kid’s nuts,” Isla told her Spanish friend, who scooted to the right to make room for the redheaded MILF. Isla wasted no time dropping down and taking my sac into her mouth, massaging my balls with her talented tongue.

Heather and I were now moaning and groaning in equal measure, but soon, only my moans were audible as Heather started making out with my mother. I pulled my face from Heather’s chest, letting one of her nipples slip from between my lips to watch two hot MILFs make out, one of whom was my own mother.

“This turns me on way more than it probably should,” I said, making all five ladies laugh, including my Mom.

“How about you kiss your mother, kid? She did give all of us to you as a present. The least you could do is give your hot Mommy a smooch on her soft, supple lips,” Heather told me, smirking as she pulled away from my mother, turning my Mom’s head toward me.

My mother and I looked into each other’s eyes for a few seconds before we both grinned at each other and started inching closer. It felt like time had slowed down as our lips got progressively closer and closer before they finally touched, both of us shutting our eyes as we made first contact. The first kiss was short and sweet, our lips touching for, at most, a second before we both pulled away.

“Come on, you two, you’ve already fucked each other’s brains out, you two should be making out like a couple of horny teens right now. Especially since you are one, kiddo,” Heather said, slowing her pace on top of me as she waited for my mother and I to give her the kind of kiss she wanted. “Kiss her like this,” Heather started, before reaching out and pulling Judy over to her, forcefully pressing her lips against the other blonde’s and holding for just over ten seconds before pulling apart. Strings of saliva connected their lips and both girls were slightly out of breath from the quick but extremely passionate embrace.

“See, do it like that. Now,” Heather almost demanded, pulling Judy back in for another smooch while my mother and I looked at each other, shrugged, and went in for another kiss. This one still wasn’t as rough as Heather and Judy’s, but it was much more passionate, as we both held the other’s face in our hands and used our tongues to play with the other’s.

After half a minute, we pulled away, out of breath and a bit sweaty. Heather had pulled away from Judy and went back to roughly riding me, throwing her head back and moaning loudly while Eva and Isla had swapped roles. Eva currently had my left nut in her mouth and was sucking hard on it while Isla, it seemed, was forcing her tongue as far into Heather’s ass as it could go.

“Damn, Isla, I never knew you loved to eat ass. If I’d known you were this good, I would’ve shoved your face between my cheeks ages ago,” Heather said, laughing to herself as she kept slamming her body down onto mine, her hand between her legs and violently assaulting her clit. It was obvious that having all of her erogenous zones stimulated at the same time was having a powerful effect on her.

“I need all of you to help me cum, I don’t care what you do, just touch me, lick me, suck me, fuck me, do something so I can cum all over this teen cock,” Heather told us all, promoting my mother, Judy, and Eva to all change position, while Isla and I kept on doing what we were doing. I started to thrust my hips up, trying my best not to hit Isla in the process, while the insatiable redhead kept on eating Heather’s ass.

My mother dove down between Heather's legs and started licking her clit. She also happened to occasionally run her tongue along my dick as I thrust into Heather, which made it twitch every single time. Judy went to Heather’s big tits, licking one of her nipples while tweaking the other for a minute before swapping. Eva, still sitting behind Heather, titled the blonde’s head back so the two of them could embrace, their tongues both darting out to explore the other’s mouth.

We all kept to our tasks for the next few minutes before Heather’s body began to shiver and shake, informing all of us that the sexy, blonde MILF was about to burst.

“Fucking cum for us, Heather, soak the kid’s dick in your juices,” Isla called out, pulling her tongue from between Heather’s cheeks for a second to speak before going right back to tonguing the tight hole.

If on command, Heather came as soon as Isla finished, her whole body convulsing and her pussy tightening down on me. A cry of pleasure came from her lips just as her pussy gushed and squirted onto my lower body and my mother’s face as she was still tonguing Heather’s clit. The other girls cheered as Heather drenched my mother and me in her juices, her body still occasionally shivering from the overwhelming sensations of her orgasm.

Heather leaned forward and fell on me, resting her head on my shoulder as she breathed heavily and sweat ran down her forehead. I softly rubbed her back, letting her come down from her orgasm when I saw Isla pop up from between Heather’s ass cheeks, wiping her face with the back of her hand before smiling wickedly at me.

“Let’s go, Heather, you had your fun, now give him up so he can fuck me before he blows another huge load,” Isla told the exhausted blonde, who slowly slid off of me and laid down on the bed.
Judy, Eva, and my Mom all went to tend to Heather while Isla grabbed both of my hands and pulled me off of the bed, so we were standing.

“You think you got the energy in me to fuck me up against the wall, stud?” Isla asked me, looking up at me with a look of pure, unadulterated lust. Even if I hadn’t had the energy, that look would’ve filled me with enough to give her the fucking she so clearly wanted.

“I think I’ve got just enough left in the tank to do it,” I told her, to which she clapped her hands together and smiled even brighter at me.

“Good, now pick me up and shove that dick in me. I need to cum so bad,” Isla told me, putting her hands on my shoulders before jumping up and wrapping her legs around my waist. I held her in my arms, quite easily since she was tiny, and walked us over to the nearest wall.

I pressed her back up against it and thrust forward, sliding my cock between her moist lips to tease her, my tip rubbing up against her sensitive clit. Isla’s hands gripped harder into my skin as she groaned, pushing her hips against mine to gain even more pleasure.

“Please don’t tease me, I need to cum so bad. Please make me cum, sweetie,” Isla moaned, the needy look in her eyes telling me that she seriously needed to cum. I wanted to keep teasing her, but I chose not to, pressing one hand against the wall to steady myself while I grabbed my cock with the other.

I aimed my tip at her entrance before thrusting my hips forward, splitting her in two on my fat, young prick. Isla’s eyes went wide and a deep growl escaped her lips as I pushed the first half of my dick into her wet and needy cunt.

“Ohhhh fucking shit yeah, that’s one damn, nice cock you’ve got there, kid, now fucking destroy me with it,” Isla demanded, keeping her hands tightly gripped on my shoulders so she could rock herself on my cock. My thrusts into Isla’s sopping wet pussy already felt incredible, but with her pushing her snatch down onto me, it felt even better.

As Isla and I continued to move our bodies in tandem to get ourselves off, I leaned in to kiss the side of her neck, licking and sucking at her soft, pale skin. She tasted delicious, especially as her skin got sweaty from how fast and hard we were fucking.

“Fuck yes, baby, kiss my neck, but don’t stop fucking me,” Isla shouted, her Australian accent really coming out as her voice got louder. Her accent only spurred me on even further, ferociously tasting her while slamming my hips as hard as I could, forcing every girthy inch of my thick, teenage dick into her wet, MILF cunt.

I could feel Isla’s red hair brushing against the back of my head as I licked up every drop of sweat that I could from her neck and shoulders. This gave me an idea, so after another few minutes of hard thrusts and neck sucking, I pulled myself free of Isla’s snatch, to which she gave me a disappointed look.

“Don’t worry, I’m not done, I just have an idea,” I told her, taking a few steps back from the wall before taking my arms off of her. “I’m gonna put you down then you put your hands up against the wall and brace yourself while I fuck you from behind,” I instructed her, as she slipped her legs from around my waist and stood back on the floor, displaying the near foot difference in our height. Isla did exactly as I said, putting her hands against the wall and sticking her ass out before flipping her hair and looking at me over her shoulder. The look in her eyes was even more sultry than before, which told me I shouldn’t waste any more time without my cock inside of her.

“Come and take what’s yours, honey,” Isla told me, wiggling her cute ass at me and giggling, knowing that the slight teasing would make me fuck her even harder than I’d already planned to.

I quickly obliged, getting into place behind her and grasping her hip in my left hand and holding my dick in my right, aiming it right at her entrance and thrusting forward, spearing her on my rock-hard cock. Isla let out a deep grunt from being penetrated again as we almost immediately got back into a routine. She would push her ass back at me at the same time that I would thrust forward, increasing the level of pleasure for the both of us.

“Fucking fuck me, kid, I gotta fucking cum,” Isla crassly growled, grinning at me over her shoulder while throwing her ass back at me wildly. The sight of her wicked smile and that gorgeous ass smashing against my hips would’ve been enough to set me off had this been my first orgasm, but since it was my third, I knew I could hold out. Though, that didn’t mean it would be extremely easy. Isla’s pussy was squeezing my dick like a vice, gripping me like a second skin, and trying its best to never let me go.

As Isla and I continued roughly slamming our bodies into each other’s, I could hear the rest of the girls sliding off the bed and coming over to join us. They all hurried over, finding something to do without stopping me from drilling Isla’s dripping wet cunt.

Eva got into the same position as Isla right next to her, pushing out her larger, tanner ass and teasing me by wiggling it. Her eyes were on mine as she showed off that perfect ass, nearly making me drool from how delicious and ripe it looked. I wanted nothing more than to kiss, lick, and fuck that blessing from above, but I knew I had to give Isla that orgasm she so badly wanted before returning to a MILF I’d already fucked.

Heather got behind Eva and began to feast on her ass, making me extremely jealous. Judy came up behind me and started placing soft kisses along my shoulder blades before moving to my neck and eventually my lips. I kissed her hard, and she seemed to enjoy it, putting a hand on the back of my head and holding the kiss as my hips were a blur, slamming into Isla’s ass with wild abandon. My Mom was making out with Isla, the two of them roughly and eagerly sucking each other’s faces.

I picked up my pace, thrusting into Isla with everything I had while reaching out and grabbing her hair in my hand. I wrapped her soft, red hair around my hand and pulled back on it, enough for her to feel it but not hard enough to hurt her.

“Uhhhhh fuck, yes, pull my fucking hair, treat me like your good little slut,” Isla loudly exclaimed, clearly enjoying how rough I was being with her. To add to it, I used my other hand to slap her pale ass, immediately leaving red handprints on it from the severity of the slaps.

“Yes, keep going, I’m so close, baby,” she called out, letting myself and the rest of the girls know what (and who) was coming.

“Cum for him, Isla, cum on my son’s big, fat dick,” my Mom cooed, moaning into Isla’s ear but looking at me, which made my cock throb wildly inside of Isla’s drenched cunt. That, along with my nonstop thrusts into her, seemed to set her off, as Isla threw her head back and let out a high-pitched shriek aimed at the ceiling as a wave of hot fluid coated my cock. I kept fucking her through her orgasm but loosened my grip on her hair to avoid accidentally hurting her.

After a minute of orgasmic pleasure, Isla’s body collapsed, while my Mom and Judy moved to hold her and slowly let her rest on the floor. My soaking wet cock slipped out of her as she lay down. Isla was breathing heavily, her face red and drenched in sweat, but she still looked ridiculously sexy.

“Let me clean that cock for a sec then you can fuck this Mexican cunt again,” Heather said, grabbing my dick and pulling me over to her, sliding me between her soft, pink lips and taking half of my length into her mouth on the first go.

“Hey, you bitch,” Eva said, turning her head to watch as Heather expertly throated my dick, fucking her face in it for a couple of seconds before pulling back, several strands of saliva attached to both my cock and Heather’s lips.

“I was talking about your pussy, I wasn’t calling you a cunt,” Heather cackled, throwing her head back in a fit of laughter, her hand stroking my shaft and coating it in her saliva.

“Whatever, you sucked him clean, now let him fuck me, he’s got to be getting close now so I want one last go before he explodes,” Eva told her blonde friend, wiggling her ass to entice me to fuck her again.

I stepped forward as Heather slid out of the way, sitting on her knees to my side and watching intently as I pushed forward and slid into Eva. Her pussy was just as wet and tight as I remembered, but since I knew she could take a hard pounding, and since I was getting close, I skipped the slow and soft and went right to the fast and hard.

“Hijo de puta, qué verga tan gorda,” Eva loudly groaned, and though I had no idea what she said, I knew it was a good thing from how hard she was throwing her ass back at me while I rapidly thrust in and out of her. I could feel my balls start to churn while I roughly pounded Eva’s ass, almost certain I wouldn’t be able to get her off again before I came. I was much closer to my orgasm than I originally thought and Eva’s Spanish moaning mixed with her snug cunt weren’t helping.

“Fuck, your tight Mexican cunt is gonna make me cum any minute now,” I grunted, letting Eva and the rest of the MILFs know that they’d soon be witnessing my third and possibly final orgasm.

“Don’t you dare cum inside her, I want that thick, white cum all over my face,” Isla sternly told me, and when I looked over at her, I noticed her sitting on my mother’s face while Judy sucked on her tits. The sight brought me even closer, forcing me to begrudgingly pull my dick from Eva’s perfectly tight pussy before I prematurely exploded.

“Then all of you get over here so you can have a taste,” I announced, stroking my throbbing cock while the five gorgeous MILFs, including my own mother, got into a small circle with all of their perfect faces pressed together.

“Come on, kid, end this perfect day with a nice, big load all over our faces,” Heather told me, smiling brightly at me.

“Yeah, pinta nuestras caras de blanco con tu semen,” Eva added, still turning me on even though the only words I understood were “yeah” and “semen”.

“I want to taste you so bad, hun,” Isla moaned, opening her mouth wide to swallow whatever landed in her mouth while her hand rubbed her pussy vehemently.

“I’ve never gotten a facial before, but for you, honey, I’ll try it out,” Judy said, showing off that beautiful smile of hers.

“Me too, sweetie, Mommy’s never had cum on her face before, and who better to do it first than my darling son. So come on, my love, cum for Mommy,” my Mom told me before winking at me, which set me off.

“Fuck, here it comes,” I shouted, before letting out a deep growl and shooting off my first rope of thick, white semen. It landed directly on my mother’s face, stretching from her forehead to her top lip. The second rope fired off and landed right across Isla’s mouth, bits of it landing on her lips and chin, but most of it going in her mouth. Eva got the third rope which hit her cheek and went across her nose. The fourth rope landed on Judy, landing just under her right eye. The fifth and final rope went right to Heather, who opened her mouth just in time to catch it all. The last few tiny bursts of cum landed across the girls, giving each of them an almost equal amount of my cum to taste, swallow, play with, and share.

I felt so drained from blowing such a powerful load and felt empty with it being my third, so after watching the girls kiss and swap cum for a minute, I backed up the bed and laid down, breathing heavily and wiping my face and chest with my towel.

It wasn’t long before I heard the girls moving back over to me, all of them crawling onto the bed to cuddle up against me and each other. We all lay in one big pile together, breathing heavily, but not saying anything until Isla broke the silence.

“Now that has got to be the best Christmas present you’ve ever gotten, right, kid?” Isla joked as we all laughed together.

“Definitely,” I told her, pulling my Mom and Judy closer to me as they were the ones on either side of me.

“Merry Christmas, honey,” Judy said, kissing my cheek and nuzzling her face into the crook of my neck.

“More like Merry MILFmas, sweetie,” my Mom said with a smile, giving me a wink before placing her head on my chest, all of us preparing for some much-needed rest.