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Author Topic: One Time Hall Pass(Hailee Steinfeld & Olivia Holt)  (Read 11969 times)

MiamiLyfe

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One Time Hall Pass(Hailee Steinfeld & Olivia Holt)
« on: September 29, 2018, 10:38:12 PM »
One Time Hall Pass, Part 1
With Hailee Steinfeld and Olivia Holt
Codes: MF, BJ, Public
Disclaimer: The following is completely fiction;

With the exception of some details this story comes straight from a dream I had. It has a quite a bit of set up so I decided to split it into two parts. This is my first attempt at writing a story and I hope you enjoy it.
 
Pushing open a door and I moved quickly into the back hallway trying gain my composure as I pulled my cell phone out of my pocket and wondered how I had gotten in this situation.

About a two month ago I was just a regular guy until an incident happened that put me in the public spotlight and overnight I was thrust into the public spotlight. I was going on all the interview shows and was invited to a bunch of different parties. While I hated some of extra attention it did have some nice perks like getting to meet people you'd never thought you'd get the chance to meet and getting invited to some exclusive events. It was at one of the first events I went to in New York, a black tie party at one of the museums, that I had met Emma Watson. She was probably one of my top hollywood crushes and I was extremely nervous as I introduced myself to her and as luck would happen we hit it off right away. We began hanging out a lot and eventually hooked up. Twitter and tabloids had a field day when a photog got a pic of us kissing at a restaurant. Just as my public exposure was starting to die down, it now was kick started all over again. That was a little over a month ago and today I find myself alone in a hotel ballroom in LA at some event that I couldn't even tell you what for. With Emma having gone back to London to visit family 10 days ago I hadn't even planned on going to this thing but Emma talked me into going since I was going to be in LA and it'd be better than just hanging out in the hotel room.

Now that I finally gotten some place quiet, I called Emma.

"Hello?" She answered in a groggy voice, I'd obviously woken her up.

"Hey, it's me. Are we exclusive?" I asked.

"What?"

"Are we exclusive?"

"I don't...Do you know what time it is her?"

"Oh, yeah sorry forgot about the time difference. It must be pretty late there."

"More like early at this point. Why are you asking me if we're exclusive?"

"We haven't had that talk, and I'm at that party, and some of the women here have been kind of all over me …"

"Oh really?" She said sarcastically.

"Look, joke if you want but between you being gone for over a week, the way Victoria Justice, Olivia Holt, and some others have been flirting with me like crazy and the looks I've gotten from Hailee Steinfeld... I am rock hard and ready to burst."

"Aww poor baby"

"Look are we exclusive or not? You know I really like you so if we are I'll go to my room upstairs and just beat off. If not then I may just bend over the next actress that walks up to me and fuck right there in the middle of the party."

"Hahaha, oh my God. I really like you to, and I do want to be exclusive…"

"Okay" I had mixed feeling about that answer at the moment and was ready to hang up

"But! I know you're not really used to getting this kind of attention, and we did hook up pretty soon after you got into public attention. So, for this one night you can feel free to properly enjoy your 15 minutes of fame."

Her answer stunned me. And honestly I was horny and backed up with up with cum my brain couldn't process her answer. "Wait, what?"

"I giving you a hall pass!" Emma exclaimed. "I know it's like every guys fantasy to have a one night stand with some young celebrity and it's rare any off them get a chance. So for tonight you get your chance."

"Are you sure?" I still couldn't believe what I was hearing and thought this has to be some kind of test.

"Yes I am sure, so long it's over as soon as they leave your room and I we don't ever talk about again."

"Ok. Thank you?"

"Your welcome. Now, go bang the crap out of one of those young cunts and let me go back to sleep." And with that she hung up.

I put my phone back into my pocket. And slowly walked back to the party feeling equal parts astounded, confused, and horny.

I went to the bar and got a beer. Turning around to survey the room. As I looked around, unconsciously chugged my whole beer in a matter of seconds. When I was done I turned back to find a table to put the glass down on I bumped into a woman.

"Oh god, I'm sorry." As I stepped back immediately recognize the woman I bumped as Hailee Steinfeld. Hailee look amazing as she always did at these things, with her hair straightened, and wearing a short black sequenced dress that while didn't it didn't show any cleavage, it did an amazing job showing off here shaply leggs and stelettos.

"It's no problem, I'm Hailee by the way." She said extending her hand and giving me a big smile.

As I went to shake her hand all the confusion and other feeling from my conversation with Emma went away and I was left with nothing but feeling pure lust.

"I know who you are. And I also know you've spent a good part of the night looking at me the way a hungry lion looks at a gazelle."

It was obvious that comment shocked Hailee.

"Look normally I'd like to talk like this but tonight I have a one night hall pass and I am so horny right now I'm probably 4 minutes from blowing my first load. So if you want to go my room and fuck until one of us either passes out or breaks our pelvis, great, if not I gotta split and find someone who does." I'd never been so blunt with a woman before in my life. Honestly I'd never had the confidence to be so bold, but at that moment the head on my shoulders wasn't the head that was doing any thinking.

Hailee hesitated for a few seconds taking in what I just said before a dirty smirk came across her face and she said, "Lead the way."

Quickly I put my glass down and lead her towards the exit at the far end of the ballroom that lead to the lobby. We were walking quickly but still trying to get away without be noticed. Unfortunately, or so I thought at the time, we were not successful.

"Oh my God! You're not leaving already are you? I was hoping we could hangout some more." A tipsy Olivia Holt cut in front of Hailee and I before we could make it to the exit. I had hung out a little with Olivia earlier in the night. In fact it was her flirting and grinding up on me on the dance floor that pushed me to the point that I had to call Emma. Olivia had obviously had a few more drinks since then. He hair was now a little messed up compared to the perfectly styled hairdo she had when she came in, and seemed to be swaying a bit on her heels that matched her silvery spaghetti strapped cocktail dress.

"Yeah I was heading out. I had a great time with you earlier and maybe…" Hailee then cut me off before I could come up with an excuse.

"Look Olivia he's got a one night hall pass from Emma so you can either come with and join us or you can get out of the way."

This left both me and Olivia speechless.

"Seriously?" Olivia finally said.

Hailee grabbed Olivia's hand, put it on my crotch and squeezed.

"Seriously. You have 3 seconds to decide."

Olivia looked down at her hand on my crotch gave my rock hard dick another squeeze before looking back up and saying "Ok."

As soon as she said that Hailee was out the door into the hotel lobby with Olivia right behind her and me trailing a few steps behind still not quite believing what was happened.

Thankfully the lobby was really quiet for that time of night and when I got to the elevators Hailee & Olivia were already there and had pushed the call button.

"You were not kidding about already being ready to blow we're you?" Hailee asked.

"Obviously not." I replied

"What'd Hailee do to get you so turned on." Olivia asked

"I didn't do anything." Hailee replied.

"Yeah, it's because I haven't been Emma in over a week and girls in that room, like you, who took the opportunity of me being alone to openly flirt and grind up on me all night." I said sternly as I stepped up to Olivia. Olivia meekly took a step back causing her to back right up against the wall. Hailee, sensing the tension between me and Olivia, spoke up.

"Well, just remember if it weren't for her teasing, you wouldn't be about to have a threesome with two of the hottest young sluts in Hollywood."

"I'm not a slut" Olivia said under her breath.

"Shut up, Olivia!" Hailee spat back before leaning in to give me a kiss. I started wrap.my arms around the Oscar nominated actress and kiss her back.

'DING!'

The elevator had arrived. As soon as me and Hailee got in the elevator we went back to making out, only this time with a lot more hunger & desire between the two of us. As he made out my hands snaked down to her ass and I started groping her nice tight ass. I'd seen the pics of her butt in a bikini and fantasised about her before I got together with Emma, so to finally getting my hands on that awesome ass. As I was feeling her ass I realized she wasn't wearing a thong or anything under her dress. After making that discovery, I started to maneuver my hand around to the front of her dress. The elevator was about halfway up as my hand started to sneak up her dress. I could feel heat radiating from Hailee's sex when Holt again decided to speak up.

"Hey, what about me?"

"Alright that's it." I said as I broke of the kiss with Hailee and reached for the 'STOP' button on the elevator. My sexual frustration had hit it's peak. As lust crazed as I was downstairs it had only gotten worse now with the way Hailee was grinding on me and I needed to cum cum and I needed to do it now.

So after hitting the stop button I reached for my belt and started undoing my pants.

"We're really going to do this here?" Hailee asked with excitement in her voice.

"She is." I said looking at Olivia as I pulled out my dick.

"I knew you had a nice cock." Olivia exclaimed as soon as she got a good look at it. While I won't be doing porn anytime soon, I had nothing to complain about being around 7.5 inches with some nice girth.

"Yeah, well it's time you take care of what you started." I said as I put my hand on of the short blond Disney star's head pushed the to her knees.

"Alright, no reason to get so rough." She said. I wanted to say something back but as soon as I felt he small hand grasp my cock I forgot about everything else but the way she gripping my tool and then again when she liked my head for the first time. After a few more licks Hailee got my attention back by leaning against me and placed several light kisses across the side of my face before I turned back to her and we started to make out again. Olivia continued to tongue my cock and sucking on the head. Part of me wished I could have stayed in that moment forever but with us in an elevator not moving I knew we didn't have much time. After a minute or two Olivia was still just taking her time so once again I was forced to break things off with Hailee to refocus on Olivia.

"Alright we need to speed things up" I said as I put my hand that wasn't groping Hailee's ass on the back of Olivia's head and then shoved my whole cock down her throat. I then started to face fuck her before Olivia got the point and took over.

"At least she's finaly putting her mouth to good use" Hailee said as she enjoyed the show.

Turns out Olivia is a really talented deepthroater, I guess she'd had to be with some of the rumors I'd heard about how things are run at the Disney Channel. Within a few minutes I was in total bliss. I was leaning up against the back wall groaning due to the pleasure. But it was when I looked down and saw Holt's brown eyes looking up at me and my cock wedged all the way down her throat that I lost it.

"Oh God I'm cumming!" I yelled.

Olivia pulled back a bit so only my head was still in her mouth and then start tickling under my head with her tongue until I exploded. And I do mean exploded. I've never shot off a load as big as I did then in my entire life. Olivia did her best to swallow as much as she could but about halfway through she let go of my cock and Hailee, who I didn't even know had sunk to her knees, quickly replaced her taking the rest of my load in my mouth.

When I was finally done cumming Hailee, who unlike Olivia had not swallowed, opened her mouth to show me my load then turned to Olivia and gave her a big open mouth kiss, who had been looking on with her mouth agape as she caught her breath. Guys let me tell you if you have never Hailee Steinfeld and Olivia Holt snowball your load between them, I highly recommend it. Eventually the two swallow what's left of your cum in their mouths and I put my dick away. As Hailee stood back up she released the "STOP" button and the elevator continued on to my floor.

"I'm not to sure if that was more or less than 5 minutes, but you right about needing to cum badly." Hailee teased me.

"I know right! I've never taken such a huge load before." Olivia added

"Thanks?" I said, taking what they said as a compliment as for the first time in while I felt all my pent up tension gone and I could finally think clearly.

'DING'

The elevator came to a stop again, this time at my floor, and the doors opened.

"Now we just have to hope you have some left for the rest of the night." Hailee said with a cheeky grin before taking Olivia by the hand and stepping out into the hallway.
« Last Edit: October 11, 2018, 09:25:42 PM by MiamiLyfe »
Current Top 5
1. Hailee Steinfeld
2. Bailee Madison
3. Maia Mitchell
4. Olivia Holt
5. Victoria Justice
 
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MiamiLyfe

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Re: One Time Hall Pass, Part 1 (Hailee Steinfeld & Olivia Holt)
« Reply #1 on: October 11, 2018, 09:25:28 PM »
One Time Hall Pass, Part 2
With Hailee Steinfeld and Olivia Holt
Codes: MFF, Oral, Spank, Squirt
Disclaimer: The following is completely fiction;

With the exception of some details this story comes straight from a dream I had. The length has gotten away from me a bit so this is going to be a 3 parter, not two. This is my first attempt at writing a story and I hope you enjoy it.
   
As I opened my hotel room door and watched Olivia Holt and Hailee Steinfeld strut passed me into the room, I'll admit that my nerves were starting to get to me. After finally cumming thanks to a blow job by Olivia in the elevator I was finally starting to think straight, and considering my usual shy demeanor that was not a good thing. Up until two months ago I was a normal guy who'd have masabatory fantasies about women like Emma Watson, Olivia Holt and Hailee Steinfeld, and now I was dating one and about to have a threeway way with the other two. And if that wasn't intimidating enough, considering I'd never remotely come close to having a chance at a threesome before I was really starting to doubt whether or not I was going to have the stamina to pull this off. All that said, I sure as shit wasn't going to giving it a try. So I followed them into the room glancing at their asses as they both seemed to put a little extra of a shake into each of their steps.

"You girls want a drink?" I asked nervously.

"Hell yeah!" "Of course." The responded.

So I walked over to the mini bar, grabbed a mini rum bottle, opened it, and downed it hoping to calm my nerves. I then grabbed another bottle of rum for me, and a handful of what ever else they had in there. I turned around, and to my surprise neither girl was in the room, though I could faintly hear them talking.

I followed the sounds of their voices and as I moved towards the bedroom I could start to hear them more quickly.

"Have you other done anything like this before?" Olivia.

"Yeah a bunch of times." Hailee answered. "The first time was with Anna Kendrick and a producer so I could get the part in Pitch Perfect. Then there was the time with Selena and Taylor when we all got really drunk. Since then there've been a few other times. I usually don't do the all girl thing unless I'm really drunk. There just is no replacement for a good hard dick. What about you?'

"A few times. Some of those Disney cast house parties can get kind of crazy,"
Olivia said shyly.

I stayed in the bedroom doorway listening and watching them talk in the dark bedroom, the only light coming from the city lights through the big floor to ceiling window. I was being quiet, totally enthralled by their conversation and hoping they would continue but Olivia must have saw my reflection in the window and turned around, so I entered the room and give them they pick of the mini bottles in my hand. Haiz grabbed the tequila while the Tennessee girl took the Jack Daniels.

"What about you?" Olivia asked me as she untwisted the top of the bottle.

"Me? A threesome? No. never. I've only ever fantasized about it" I said before downing my second bottle of rum.

"Well aren't you lucky? Emma gives you a hall pass and that opens up your chance to realize your fantasy." Hailee said before taking a sip from her bottle.

"UMMM!" Olivia moaned as swallowing the whiskey in her mouth so she could speak. "I forgot you're dating Emma Watson! Oh my god, what's she like? I'm such a huge Harry Potter fan!."

"Ahh… she's great… I mean.." I looked to Hailee for some help, feeling a little uncomfortable telling the girl I'm about to fuck how great my girlfriend is. Hailee just simply rolled her eyes before finishing her drink.

"Here" Hailee told Olivia while taking the other bottle of Jack out of my hand and handing it to Oliva. "Drink this." Olivia took the bottle and Hailee stepped in front of me and while staring me in the eyes says "Now let's turn your fantasy into a reality."

I'd always known form pictures that Haiz had some sexy eyes but up close and in person, staring at yo,u they were damn near hypnotic, especially while she is dropping to her knees and reaching for your belt. Olivia finished her first bottle of Jack Daniels and opened the second while watching my pants and underwear drop to the floor and Hailee began kissing my rapidly expanding cock. She had kept eye contact with me the whole time getting me rock hard. She licked the underside of my cock back and forth before giving the tip a kiss and finally breaking eye contact as she dipped down to take one of my balls in her mouth.

I let out a loud groan as Hailee played with my balls in her mouth. Olivia finally finished her drink and got into action bending my head down so she could kiss me. I could still taste the Jack in her mouth. Ever since a bad time on my 21st birthday I'd stayed away from Jack Daniels, but on this night I didn't mind the taste at all. With one hand on Haiz's head I used my other to feel up one of Liv's tits. While no one would ever call Olivia or Hailee stacked, I didn't mind. I always tended to prefer girls with more athletic frames and pretty faces, so this usually meant girls with a b-cup, c-cup at most. Olivia fit right into this type, and she moaned into my mouth as a pinched he nipple through her dress.

Hailee then switched it back up, releasing my ball from her mouth so she could deep throat my cock. It this sudden change that caused me to stop playing with Holt and look back down, and just like before Hailee was staring right back into my eyes, I also noticed that she seemed to have either one or both her hand under her dress. It was at that time and idea popped into my head.

"You know, I've always known I'm a little bigger than average, but I've always wondered if my cock was built for two." Hailee seemed to know what I was getting at, and appeared to be smiling while she had half my cock in her mouth. Olivia on the hand didn't seem to understand right away until Hailee took hand tugged it towards her moved over to make room for Olivia. Liv took the hint and slid to the floor as my dick 'Popped' out of Hailee's mouth and she began kissing up and down the side. Olivia grabbed the base of my dick and slid my down her mouth giving it one big suck before releasing it began copying Hailee. It took a few moments but soon the 2 girls began moving in unison. Each girl with half my cock in their mouth sliding up and down as if as one.

Hailee continued to play with herself as I got the dual blowjob. It was then I hear and felt Olivia squeal as it turns out Hailee with her free hand had reached over began fingering her. We kept up this arrangement for a couple of minutes with the two girls blowing me and Hailee fingering both herself and Olivia. Things finally changed up when Hailee pulled her hand from Holt's snached and put it behind her head and the next time the two came to the end of my cock she pulled he in for a three-way kiss between them and my cockhead. I could feel their tongues dancing across my tip as they slip their tongues in and out of each others mouths. It was beautiful to watch felt amazing.

"Holy shit." I groaned as they broke apart.

"Alright, I was promised some serious fucking and it's time you paid up." Hailee told me as she stood back up. She then turned around and bent over while leaned up against the window and pulling up her short dress. The site of the Hailee's nude ass bent over and her literally dripping wet cunt peaking out underneath and the lights from the LA night skyline in the background is one of those sites that will be forever burned into my brain. Any other time I would dropped to my knees and buried my face into her snatch, but at this moment Olivia was still holding my cock. She gave me a quick deepthroat as Hailee got into position. She then pulled me by the cock toward Hailee but my pants were still around my ankle so I quickly pulled off my shoes and stepped out of pants and underwear. Meanwhile Liv gave Haiz a lick before lining up my cock and releasing me as I slid into Hailee's hot wet pussy.

"God yes, that it," Hailee moaned as I slid buried myself fully inside her.

"Fuck yes," I agreed. She felt amazing. I just stayed in for a few moments, letting the feeling soak in. Then I slowly pulled back until just my tip was in, took hold of her hips and then slammed back into her as hard as I could. Then I did it again and again, going quicker and quicker and each time slamming into her as hard as I could.

"FUCK YES! FUCK ME YOU BASTARD!" I promised her downstairs that I'd pound until one of us either passed out or broke out pelvis and I was doing my best to keep that promise. Pounding her as she used the window to help push her ass back into my dick.

"SLAP MY ASS!" Hailee yelled at me. I'd never really never had a girlfriend who liked to be spanked before so I wasn't too sure how hard to do it. I give her a mild tap. "What was that?" Hailee turned and looked at me frustrated. I give her a harder slap, but that still wasn't enough. "COME ON! I SAID SLAP MY ASS!" and with that I wound up and gave her a big hard slap! "YEEEESSSSSS!!!"Apparently that was exactly what she need because right after that slap her pussy spasumed in orgasim around my dick. Hailee may have orgasumed, but I didn't stop plowing into her.

While this was going on Olivia was kissing my neck while striping me out the rest of my clothes. Taking off my jacket, unbuttoning my shirt, and kissing my chest and licking my nipples as she pushed off my shirt. Now that I fully nude, it was time to get the girls out of their dresses. As Olivia was bent over I slid the straps of her dress down freeing her cute perky titties for the first time. She had small pink nipples and I gave one a little tweak and bent down to suck the other before refocusing on Hailee.

I gave her ass one more hard smack before reaching up to unzip the back of her dress. While I wanted to take the dress off her she was still leaning up against the glass and I wasn't ready to stop fucking her yet so I reached around the sides of her dress and felt up her tits. Like Liv her tits were not that big, but Hailee had some thicker nips that her great to pinch and tease.

"Ummmm… play with my nips." Hailee moaned. I had become so focused on Haiz that I hadn't notice Liv had finished slipping her dress until she turned my head and kissed me. As I pulled away I finally took in Liv's as she was totally nude except for her heels and a sultry smile. As I scanned her up and down my vision narrowed when it got to her completely shaved pussy. Glistening in wetness, it was the most beautiful pussy I'd ever seen. Like a moth to the flame I took my hand from Hailee's breast to touch Liv's clam. Not only was she shaved, but she was unbelievably smooth. Shit was smooth as butter.

"Ummm...yes" Olivia moaned.

"Come on, harder! Fuck me harder" Hailee pleaded. As I was focusing on Liv I was slowing down the pace with Hailee. "Harder!" Hailee pleaded again before turning her head and seeing me fingering Olivia and sucking her nipple.

"Alright." Hailee said while standing up and sliding my dick out of her. "If you want to play with her, go lay on the bed so I can ride the dick." I wasn't going to argue, so I scooped up Liv into my arms, and walked over to the bed before throwing the small blond on it and jump on myself. I looked over to see Hailee stepping out of the dress. For the first time I got to see her darker, very biteable looking nipples and the manicured landing strip she had above her pussy. While Liv looked amazing nude, watching Hailee walk over and get on the bed there was no question that while she was a good actress and singer this was a woman who made for one thing, to fuck. As Hailee straddled me I sat up gave her a quick kiss before moving down and biting he nipple as she slid down my pole.

"Fuck yes" she signed before rising up and dropping down again. I tried to switch over to the other nipple, but I was then shoved flat on my back. Olivia had apparently grown impatient. She straddled my face saying "Now it's your turn to finish what you stated," before dropping her pussy straight down onto my mouth. After gathering my bearings of Hailee riding me and Liv sitting on my face I hooked my arms around her thighs and went to task. There was no teasing or slow build up, I just attacked her pussy like an hungry animal.

"Fuck yes! Eat my pussy! EAT IT!" Liv screamed as I continually buried my tongue as far s it would go, swirling it around before sucking out her sweet nectar. Two things became obvious pretty quickly while I was eating Olivia out. First was she had by far the best tasting pussy I had ever gone down on, sweet like I piece of fruit. And second was, the girl was loud. While Hailee would moan and grunt and occasionally talk dirty, Olivia was a screamer who just could not stop talking.

"That's it, that's it right there," Olivia was shreking as I was sucking on her clit. I was holding onto her ass cheeks so when I heard Hailey say "Hey" followed by two smacking sounds I knew (or rather could feel) that she had given Liv some mild ass slaps to get her attention. Liv looked over her shoulder.

"Turn around" Hailee told her, and rather than just spinning around Holt stood and turned around.

"How's that cock" Olivia asked as she fixed her hair a bit before dropping back to her knees and resettling back onto my face.

"It's a Goldilocks cock. Not too big, not too small...just..the...right...size" Hailee relied as she timed each of the last four words with herself plunging down on my cock. "How...how is he at eating pussy?"

"Yeah! Yeah! Ummm! He's not as good as Paris or Kelli, but he seems to know what he's doing."

I could feel Liv starting to been more and more forward but didn't think anything about it until I noticed how much quieter it had gotten. I then replaced my tongue with two fingers I squeezed inside her. I was just barely able to move my head around so that I could see what was going on, and while I didn't have a great angle it was clear the two women were making out and Hailee was playing with Liv's tit. Watching this I really started to jackhammer her pussy with my fingers and she was now really starting grind against me.

"Ummmm..Yes! Yes!" Olivia broke the kiss clearly enjoying herself. "Oh my god yes! Almost! Almost!" When she said that I instantly knew what that meant, so I took my fingers out instead using them to rub her clit as I once again buried my face into her sex. Olivia responded by grinding herself harder down onto my face. Maybe 20 seconds later she let out a high pitched screech, her whole body shook, and suddenly felt like I was being waterboarded at a flood of fluid hit my face.

"Oh my god are you squirting? Are you a squirter." Hailee excitedly asked as she picked up her pace on my cock.

"Yes." Olivia answered as she slid off me and I gasped for breath.

"Do you do that often?" Asked Hailee.

"Probably 8 out of 10 times. I had to sneakily change my sheets a lot after I found out how to do it when I masterbated" Olivia replied basking in the afterglow of her orgasm. Hailee meanwhile seemed to have been filled with renewed vigour after watching her blond friend squirt as she was now riding and grinding on my cock even faster and harder than before. I tried sitting up to play a more active role but I was rebuffed as she pushed me back down.
"No don't, I got this" she told me, so I did what I was told. I watched he have her fun with me. I watched her tits bounce, I watched her facial expressions be filled with, I watched her eyes filled with the look of lust and desire. I didn't completely stay still as I smacked and grabbed her ass a few times with one hand and played with her clit with the other.

"Fuck..yes..here...it" the brunette actress said before her cunt tightened up on me and she closed her eyes letting out a silent scream. Mid way through her eyes shot open and I could see in her eyes the pleasure and euphoria she was feeling. After her 2nd orgasm of the night died down she collapsed on top of me, gave me a quick kiss on the lips and rolled off of me on the opposite side of Olivia. Hailee then let out a big sigh and said "Cocks all yours Olivia".

"Bought time." Olivia said playfully while getting into place. I had known Liv had a tight pussy from when I finger banged her, but feeling her try to slide down onto me was another thing. I hadn't felt a pussy this tight since I took my friend's virginity in high school. Holt looked like she was feeling it too. She was gripping my dick in her hand pointing it straight up to her cunt but she had barely made it passed the tip and judging by the discomfort on her face I wasn't so sure how much more she could take.

"Jeez you have a thick cock" she groaned

"You're one to talk. Are you a virgin, because you're tight as fuck" I shot back.

"No I'm always this tight. Just give me a minute and I'll loosen up. Trust me if I can fit my friends dad's dick in there, I can fit you."

"Which friend?" Hailee asked. She had a big smile on her face and seemed to be enjoying the show. Olivia shot her a dirty look. She was about half way down and she slowly started to ride me up and down. Each time down she'd take a half an inch more, and she was right I could start to feel he loosen up. I put my hands on her hips and when she had about an inch and a half to go I tighten my grip and slammed her all the way down on the next down stroke. Olivia let out a yelp, but now that she had finally taken it all, she started to let loose. She began quicken up the pace and becoming more and more vocal.

"Yes! Fuck Me! Fuck Me! Fuck Me!" Oliva was really enjoying herself but I knew I was getting into trouble. I could feel the cum in my nuts start to bubble up right before Hailee came, and now between the look of Olivia's tits bouncing and the feel of her tight cunt stroking my cock I new the countdown clock has started. Knowing this I leaned up to and kissed Liv and while she had her tongue in my mouth I slide my arms under her legs the picked her up spun her around and dropped her on her back with her head on the pillows. Holt instinctively put her legs up on my shoulders and as I slid back into her I look a quick peek over at Hailee, who was watching while rubbing her pussy in one hand and teasing her breasts with the other. I then refocused on Olivia and slammed into her over and over again.

"YES! Fuck me with the big dick!" Olivia screamed. Watching her small tits wobble with each thrust was a little too tempting for me so I leaned forward bending Holts legs back into her and began sucking on her small pink nipples as I continued thrust into her and tease her clit with me free hand. Olivia continued to be her noisy self, but she really wasn't even making words anymore. I could feel the countdown lock ticking down in my head.

"Hold your legs Liv'" I told her, she just nodded and grabbed each leg, keeping her folded while I straighten back up. I now had a real clean view of dick hammering away at cunt. That was until seemingly out of nowhere Hailee leaned over giving me and Liv a couple of simultaneous licks and that pushed both Olivia and me over the edge. Olivia let out a screeching "FUUUUCCCCKKK!" as she clamped down on my dick her powerful orgasm causing her to squirt once again. I then grabbed Olivia's hips, rammed my dick into her one last time and shot my whole load into her. "I can feel it! I can feel it" Liv screamed as she felt me shoot off inside her. When I finally did pull out of her, I feel over to my side trying to catch my breath, which wasn't that easy as Hailee slid over and started cleaning off my cock my semi hard cock.

"Oh my god. Oh...my...god" Olivia said trying to catch her breath as she came down from her orgasmic high. "You came inside me."

"Yeah, sorry" I said while still out of breath.

"You're supposed to pull out or at least give me some kind of warning."

"Well, I would have but things got a little accelerated."

"That's not an excuse."

"If you're really worried about a little bit of cum," Hailee interjected after releasing my cock, "I'll take care of it." Hailee the maneuvered back over to Holt.

"What do you mean you'll...holy fuck!" Olivia was taken off guard as Hailee started eating her out, or rather started eating my cum out of her.

"No please, wait…" Holt pleaded.

Haiz sat up and looked at Liv in the eyes, "Look you don't want cum in you, and I want to see if I can make the geyser you call a vagina go off again." Haiz grabbed a pillow and slapped it down on top of Liv's head. "Feel free to scream into that pillow, but outside of that I don't want to hear anything else about it." And with that she dove right back into her pussy and got to work.

I just simply watched for a few minutes. By the way Olivia was screaming that pillow it's safe to say Hailee knew what she was doing, though she seemed to no longer be scrounging for semen and was simply just teasing the poor blond now. I was now starting to feel my juices flowing again and was ready to get back to the action. I scanned the whole scene in front of me trying to figure out how to take part, when I noticed the way Hailee was positioned. Instead of being flat on her stomach, she was actually really far bent over on her knees leaving her ass raised up down by the foot of the bed. I now knew my plan of attack.
Current Top 5
1. Hailee Steinfeld
2. Bailee Madison
3. Maia Mitchell
4. Olivia Holt
5. Victoria Justice
 
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MiamiLyfe

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  • Suffering from a Severe Hailee Steinfeld Addiction
Re: One Time Hall Pass(Hailee Steinfeld & Olivia Holt)
« Reply #2 on: October 11, 2018, 09:26:29 PM »
One Time Hall Pass, Part 3
With Hailee Steinfeld and Olivia Holt
Codes: MFF, FF, Oral, Spank, Squirt, Facial, Anal
Disclaimer: The following is completely fiction;

With the exception of some details this story comes straight from a dream I had. This is in final chapter ending where I woke up.
 
I stood nude at the foot of the bed looking at a site that millions of men would have given anything to see. Two of the hottest young Hollywood starlets were laying nude on my bed glistening in sweat. Olivia Holt was on her back with her legs spread and was moaning loudly into the pillow that was covering her face. Also on the bed with her has Hailee Steinfeld. Hailee was hunched over with her face buried between Olivia’s legs trying the make her squirt for the third time tonight. I had a great view of all of this, but I was primarily focused on what was directly in front of me at the foot of the bed, which was Hailee’s nice shapely ass and tasty looking peach.

Knowing how much she had enjoyed it before ,I gave her ass another hard smack. She responded by lifting her ass a bit more and gave it a playful little shake. I would have given it another slap but I had dropped down to my knees and was now going in for my first taste. I gave her slit a long slow couple of licks to getting a good taste of her. While Olivia tasted very sweet, Hailee on the other hand tasted a bit tangier. Hailee started to push back making it clear she was ready for more, and so I gave it to her. I began attacking her pussy with the same ferocity I had attacked Liv’s earlier in the night. This apparently caused a chain reaction because I could hear Olivia’s muffled screams coming faster and lounder. Suddenly I could also now hear the sound of some wet slapping.

“Come on you Disney slut. Do it.” Hailee had stopped eating Liv out and was fingerblasting her and try to force her to cum. “Do it. I want to the pussy burst.” Even I had now stopped eating Hailee out to look over and watch. Suddenly I could see Olivia tense up and she let out a muffled scream as her pussy went off like the fountain in front of the Bellagio.

“YES! Oh my god, that’s fucking awesome!” Hailee said while watching Liv squirt. When the show was over, Hailee licked up some of the juices. Liv dying down from her third organsm slid the pillow from her face. “Holy shit…” Liv said breathlessly. She looked exhausted, drenched in sweat, the hair around her face so wet it looked like she had come from the shower.

After watching that I was rock hard once again. I stood up and began rubbing my cock along her Hailee’s slit, teasing her a bit and getting my cock wet. I was getting ready to plunge into her cunt once again when she stopped me.

“Hey, wait.” Hailee said sitting up and turning her head. Spitting into her had she the grabs my dick and starts stroking it. Looking at in me in the eyes she says “Fuck my ass.”

“Seriously?” “Wait, what?” Neither me nor Olivia believed what he heard.

“Fuck yeah I’m serious. I want to feel this dick fuck my ass” Hailee said letting go of my dick she grabs my head and pulls me in for a quick by intense kiss. Hailee then turned back around and got into position.

“You’re seriously going to let him stick that thing up your ass?” Olivia asked still somewhat out of breath.

“What’s the matter, you’ve never had anal before?” Hailee questioned.

“I’ve tried it 2 or 3 times with my boyfriend, but he’s like the size of an Oscar Mayer hot dog. Nothing like that thing.”

“You’re missing out.”

While the girls were talking I was getting ready. Using my spit and Hailee’s own pussy juices to get my cock and her back door ready. Hailee reached back and pulled on one of her cheeks giving me a clean view of the target. Olivia, apparently not wanting to miss the show, crawled down to the end of the bed and looked on as I slipped the head of my cock inside her. As I pushed further, Hailee and I both moaned in pleasure. Even if I had not heard the way she spoke before, it was clear by the way she took a cock in her ass that this was not her first time. It took a few pumps before I finally bottomed out into her ass.

“Fuck yes” Hailee moaned.

“Oh my god, I can’t believe you actually fit the thing in your ass! Doesn’t it hurt?” Olivia asked loudly.

“Olivia if you don’t shut out and let me enjoy this I swear I’ll find something to fuck your ass with.” That shut Liv up, but she still watched on.

“Fuck me” I let out as me and Hailee had found our rhythm. I gave her ass a hard smack.

“Fuck yeah, fuck my ass with that big dick.” Hailee was absolutely loving it. As I gave her other cheek a slap and she started really pushing her ass back meeting my every thrust. The room filling with the sounds of our grunts/moans and skin slapping. I decided try something else that I was guessing she’d be into, and grabbed her hair and gave it a tug. “Ummm yeah baby,” Hailee moaned. I gave her hair another tug and pulled her towards me. She turned he head. Still holding her hair I leaned in and started making out with her. I used my other had to play with her tits before sliding my hand back down her body to play with her clit. All the while I continued to forcefully pump in and out of her ass.

As I let go of her hair she yelled out, “Yes, fucking rape my ass,” while getting back down on all fours. We continued to go at it for a few minutes. “Oh god, oh god, I’m going to cum. YEESSSSSS! Fucking hell yess, so good.” Hailee cam and 30 seconds later I felt a familiar feeling.

“Oh god, I’m going to cum.” I groaned.

“Cum on my face.” At this point I knew to just go with whatever Hailee said, so I pulled out of her rump and she spun around to get into position. Hailee leaned forward and give my cock a quick suck. As she did that Olivia got up on her knees and slid next to Hailee. Hailee let go of my cock and went cheek to cheek with Olivia. I grabbed my dick and pumped it as fast as I could. “Come on, paint out faces,” Hailee said. Looking at Hailee Steinfeld and Olivia Holt being cheek to cheek eagerly awaiting for me to cum on their face was what pushed me over the edge. My dick shot out several ropes of cum which splashing across the girls faces. When it was over we all paused for a few moments to catch our breaths.

“Where is your phone?” Hailee asked me. Me and Olivia once again looked at her perplexed. Turning to Olivia she continued “I thought he’d like something to remember the night with.” Apparently some of Haiz’s kink was starting to rub off on Holt because she gave a quick smile and agreed it was a good idea but just one picture though. Before they had a chance to change their minds I went to my discarded pants and pulled out my phone. I pushed the camera button and as I aimed the phone the two posed for the picture. Both girls were on their knees at the foot of the bed giving me clean view of their tits, pussies and their cum covered smiling faces. I took the picture. “Can I get one more, it came out blurry” I lied. “Fine, one more” said Olivia. This time I zoomed in so it was just the face of their faces. Each of them had huge smiles and streaks of my cum running along their faces.

After I took the picture, Olivia got off the bed and went to the bathroom saying she was going to wash her face. Hailee was using her finger to wipe some of the cum off her face and then sucked her finger clean before following Olivia into the bathroom. Feeling tired and dehydrated, i put on my pants and yelled out to the girls I was going to the ice machine.

I filled up the ice bucket and bought two bottles of water from the vending machine, downing one right there before heading back into the room. Once I was back in the room I was meet with the familiar sound of Hailee moaning. “That’s right eat my pussy! Eat my pussy you little disney fuck doll! Eat me!” I put down the ice and water and went back into the bedroom. Along the length of the bed Olivia was on her back with Hailee pinning her arms above her on the bed and was grinding her crotch into Olivia’s face. I’m not sure how this all got started, or honestly how consensual it really was, but as I got closer Hailee finally noticed me and gave me a big, very proud looking smile.

I knelt on the bed next the Hailee. “Do I even want to know what started this?” I asked.

“Does it matter?” Hailee leaned forward giving me a quick kiss.

“Guess not. So how is she?”

“Disney Channel girls may not be able to act for shit, but they seem to sure know their way around a pussy.” Hailee let go of one of Liv’s hands and grabbed the hair in the back of my hand and pulled me in for another kiss. We stayed like this for a little while, me and Hailee making out as she rode Olivia’s face, until Hailee broke things in further so she could whisper into my ear.

“Ummmm, you know earlier she confessed something to me. YEAH EAT THAT PUSSY. She told me that downstairs she originally she had no plans to sleep with you. She just knew you were alone and thought it’d be fun to tease you a bit.”

“Is that so?”

“UmmmHmmm.” Hailee said while biting her lip. “She’s was just going to be a huge tease and leave you with a case of blue balls. She did change her mind until I made her feel your big dick….. You should punish her.”

I knew she already had a whole plan schemed out. “How should I do that?” I asked as a smile crept across my face.

Hailee leaned in more and spoke even more softly, “Fuck her in the ass. Take that cock and shove it right up her ass. Teach this teasing cunt a lesson.” She leaned back eyes beaming, giving me a big smile. I smiled and gave her a kiss.

No longer worried about being quiet she asked me “You got at least one more fuck left in you?”

“Only one way to find out,” I said as I slid my pants off. Once they were off, Hailee stroked my cock until I was mostly hard. She then bent down to suck my cock, only this time however she gave me a much sloppier blowjob. Making sure she used a lot of spit to really lube up my dick. When I was rock hard she backed off and also go off Olivia’s face.

“Liv, I’ll make you a deal. You can fuck him again next, but while he fucks you you have to eat me out until I cum twice. Deal?”

Liv looked up at both of us, totally unaware, and happily said, “Deal!”

Hailee and Olivia got into position. Hailee rested on the pillows sitting up slightly so she could see everything. Olivia got on her hands and knees between Hailee’s legs. Making sure she had her ass lifted highly and was giving it a shake as I got behind her. Holt’s head dropped to Hailee’s pussy as I began to tease her’s with my dick. When Holt felt primed and ready I pulled back and took aim at Liv’s cute little rosebud. I looked and locked eyes with Hailee. She moaning from the work Liv was putting in but she was staring right at me. As Hailee slowly moved both her hand behind Holt’s head, I gave her a wink and the quickly grabbed her waist and drilled as much of dick as I could into Olivia’s ass. Olivia freaked out. When I plunged into her, her whole body tensed up, her ass tightened up, she had a death trib on the comforter, and she let of a glass shattering scream that got muffled thanks to Hailee shoving Liv’s face into her pussy.

‘Good God’ I thought to myself, I had thought Olivia’s pussy was tight but her ass was like a vise. I tried to start pumping in and out but it wasn’t easy, she was so clenched up.

“Just relax Liv, I swear if you relax it’ll start feeling so good.” Hailee tried to sooth Holt while still muffling her by keeping her face buried in her crotch. Slowly but surely, though, I could feel Olivia start to relax and fucking her ass was becoming easier. I feel her unclench her ass, I could see her death on the bed start to relax, and then we hear her let go of a deep long moan. After that moan Hailee released Olivia’s head, and Liv lifted her head and let out another deep moan. That was all the encouragement I needed. I gave Olivia’s ass a slap and started drilling her asshole with the same intensity I done with Hailee.

“Oh..my..god..I..can’t..believe..it.. it..feels..so..GOOD!” Olivia panted loudly.

“Told you it’d feel good.” Hailee bragged.

“But how...how does it feel so..YES FUCK YES!” Olivia was loving it now. I was behind her drilling her asshole, occasionally spanking her ass and reaching below to rub her clit, while Hailee kissed her lips and kissed/sucked on her neck. Hailee then got on her back and slid underneath her. I didn’t realize what Hailee had done until I all of a sudden felt her tongue on my balls as I slammed into Liv. I looked down and to see Hailee’s face, she gave me a wink before going back and forth between eating out Olivia and licking my balls.

“Yes! Fuck my ass! I can’t believe you have that big dick in my ass.” Between the feeling of my dick going in and out of her ass and Liv now screaming dirty talk, I wasn’t sure how longer I was going to last.

“Hailee, we need to make this slut cum now!” Hailee didn’t say anything back but judging by the way Olivia was squirming she had obviously doubled her efforts on attacking Liv’s clam. It didn’t take much longer for Olivia’s whole body to shake and let out a loud scream as she came. I could feel her squirting on my thigh and on my balls when I slammed her asshole. As Olivia’s orgasim still shook through her body I could no longer control myself either. “I’m cumming” I announced as I plunged my cock into Olivia's one last time before my cock erupted.
 
I must have either passed out or blacked out because next thing I know is I can feel the daylight from the window hitting me and I had somehow ended up under the sheet with one of the girls arms wrapped around me and her breast pushing into my back. Meanwhile, I was spooning with another woman and I had my arm around the her with my hand palming one of her breast and my morning wood running up along her ass crack. I then noticed that the woman I was spooning was moving around and a few moments later she slipped out of bed. It was then that I finally cracked open my eyes. I was greeted to the sight of the back view of a nude brunette, with a great figure and shapely ass, as she stretched her arms and legs before walking towards the bathroom. It was as she walked away and my eyes strained to focus, then I realised I no longer had my glasses on.

I turned my head towards the nightstand where I saw the clock read 10:24 and my glasses and cell phone were resting next to it. I slowly slid out from under the other girl’s arm, making sure not to wake her as I sat up on the edge of the bed. After putting on my glasses I turned around to make sure, that yes that was a topless Olivia Holt who had been spooning me. I smiled and grabbed my phone. It was then I noticed I had gotten a text from Emma. I was a little nervous when I opened the message but those worries soon dissipated.

‘Hope you had fun last night, but remember from now until further notice this is the only twat you’ll be screwing.’ The text also came with a pic of Emma Watson’s freshly shaved pussy. Seeing that picture reminded me of the pictures I took of Hailee & Olivia, and then a naughtier thought entered my head. I made sure Olivia was still asleep and slowly pulled the sheet to the floor on top of the comforter, which I am guessing had been discarded at some point because it was probably drenched in sweat and cum. I then grabbed my phone, framed up Holt’s butt and took a few more “momentos”. I then carefully rolled her over and took some full body shots and several close ups. For the finale I placed cock on her slightly parted lips and pushed my cock a bit more so my head was in her mouth and snapped off two more pictures. Then Olivia started to move so I backed off. Having to pee I quickly threw the sheet back on her and walked to the bathroom.

After fighting to aim with a hard on, I finished my business and then walked into the shower area of the bathroom where there was a large shower stall. The air was warm and humid and the glass of the stall had fogged up a quite a bit, thought you could clearly see the silhouette of Hailee’s nude body. My phone still in my hand I aimed it and took a picture, but I was busted right away.

“What do you think you’re doing?” she asked and then opened the shower door. She stood in the doorway, her hair now in a ponytail and her glistening from the mixture of soap and water.

“Just taking a few more souvenirs,” I answered cockily.

‘“You could have just asked” Hailee said. She the struck a few poses for me and I tapped off a few pictures.

“Don’t forget my good side.” She said as she turned around and bent over, giving me a great picture of her ass. After two more poses she retreated into the shower and I put down my phone and went to join her. When I got in she was rinsing herself off under the spray off the water. We just kind of watched each other in silence for a while before Hailee finally broke the silence. “So did you have fun last night?”

“We both know I did.”

“So what are your plans now?”

“Well you know,” I said as I walked towards her in the shower, “Technically Emma said that I belong to her after you all leave the room.”

“Oh really?”

“Yep, and you haven’t left this room, have you?”

“Nope.” She said smiling broadly. At this point Hailee was backed up against the glass and she had her arms around the back of my head. I had one hand on her ass, the other was helping hold up the leg she was wrapping around my waist, and my hard cock was pressed up along her slit. As I bent down to kiss her a burst of cool air filled the shower stall. Both me and Hailee looked to see a naked Olivia Holt enter through the now open door. She looked at us and happily said, “Hey guys, room for one more.”
Current Top 5
1. Hailee Steinfeld
2. Bailee Madison
3. Maia Mitchell
4. Olivia Holt
5. Victoria Justice
 
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