Los Angeles, California
Another day, yet another...business meeting with another hot supermodel. This time, I was meeting with Kate Upton. We weren't strangers, the two of us had an...encounter awhile ago that ended with some mind-blowing sex. But when a hot curvy blonde like Kate was involved, what else did you expect. The woman who walked into my office at my house, however, was not the same Kate Upton I met before. Sure, she was still showing off her figure, her low cut blue dress clinging tightly to her curves, almost as if she was craving the attention. But there was something different about her this time, that energy, that playfulness wasn't there this time as we went over all the paperwork. Kate almost seemed distracted or depressed for some reason. At first I decided to ignore it, figuring that if something was bothering Kate, she'd tell me. After ten to fifteen minutes of this new mopey and depressed Kate, however, I knew I had to say something.
"Hey Kate. I don't mean to pry into your private life, but is everything ok? You seem a little upset," I say softly. She says nothing at first, her eyes filling with tears before Kate bursts out sobbing. I rush around the desk, hugging her tightly, Kate's enormous tits crushed between our bodies as I hug her. "Oh Captain! Things at home haven't been good in awhile. I love my kids, don't get me wrong. But ever since I've become a mother, the sex just hasn't been the same. I feel like I'm not allowed to do anything freaky anymore now that I'm someone's mother. I'm afraid if things don't change it will mess with my marriage!" Kate sobs. "Hey! It's alright! I get it. But just because you're a mother doesn't mean you can't get freaky in the bedroom anymore. You're a mother, not dead. You still have needs and you need to make sure you're taking care of them," I say, holding her tightly. "I know! Justin told me the same thing, but it just doesn't feel right. Especially.... No. Never mind!" Kate says. "Never mind what Kate?" I ask confused."Sure, I came here to sign all that paperwork, but there was also....another reason, too," Kate says, blushing. "And what's that reason?" I ask, already pretty sure I know where this is going. "Well, considering that time we hooked up in the past, Justin sort of gave me a hall pass for today. That is if you want to hook up again. Maybe help me out a little bit with the...freakier stuff?" Kate says, blushing an even darker red.
I'm torn as I hear what she's asking me. Part of me is surprised to hear that Justin is giving her the okay to fuck another man, even if it is only an one time thing. The other part.... Well, the other part of me realizes it would be stupid to say anything other than yes. "Ok, Kate. But only if you're absolutely sure that you want to do this," I reply, stroking her back gently. She pulls away from me for a moment, looking deep into my eyes. "I'm sure Captain. I need this, both personally and for my marriage," Kate says. I kiss her hard on lips, catching her off guard. "Then what are we waiting for?" I ask, helping her to her feet. Normally, I'd just fuck her stupid right here and now in my office. But for something special like this, it deserves a more intimate setting. Taking Kate's hand, I lead her through the house, stopping when we reach the master bedroom. Her eyes go wide as we walk inside. "So this is where you and all your... 'girlfriends' sleep together?" Kate asks, taking it all in. "Well, sleep and... other things," I reply. "And now you're one of those lucky few," I laugh, taking my shirt off. "Can you help me with this?" Kate asks, turning her back to me so I can unzip the back of her dress. As she slips it off, I take off my pants, leaving me in my boxers and Kate in her bra and panties.
"So what kind of stuff are the two of you doing in the bedroom?" I ask. "Well, I've been so nervous about the kids walking in on Justin and I that we only do things that we can do under the covers. Like hand jobs and Justin finger fucking me for our foreplay. Justin can still play with my tits under the sheets whenever he wants. But the only position we've been doing is missionary," Kate says, her disappointment clear in her tone. I feel more than a little bad for her, but I think I can do a few things for her to make her feel MUCH better. "So what do you miss the most, sex wise?" I ask. She blushes a dark red before answering. "It's kind of embarrassing, but I really miss sucking his dick," Kate giggles. "Well... Wow! I mean, I just happen to have one right here you can suck on for a while!" I laugh, sitting on the edge of the bed. Kate kneels down in front of me, grabbing my boxers and pulling them down to my ankles, a huge grin on her face. She grabs my cock a little tighter than I'd normally like and dives face first between my legs. Her lips wrap tightly around my shaft as Kate's head bobs up and down, the busty model hungrily sucking on my cock. I can feel Kate dragging her tongue of every inch of my cock, slobbering all over it. "Fuck! That feels so good Kate! But slow down a little! We have the next few hours!" I groan as she continues to blow me.
She slows down a little, but so guess that's better than nothing. It's one of the better blowjobs I've had during an one night stand in a while now and I think Kate knows it. It's only a few seconds and she has me fully hard and erect as Kate starts to deep throat my cock, swallowing enough of it to make her eyes water before gagging on it again and again. The last thing I need is for her to choke herself on my cock and pass out. "Hey! Kate! Sweetie! I think it's safe to say your cock sucking skills haven't gotten rusty. How about you lie down on your back on the bed and I'll give you a special reward for that amazing blowjob?" I say, grinning down at her. She spits out my cock, realization coming over her. Kate scrambles onto the bed, throwing herself down dead center before quickly sliding off her panties and throwing them aside. Her hand slips between her legs, rubbing her clit and pussy as I crawl across the bed to her on all fours. "Hey! Get that hand out of there! The whole point of us doing this is so that you get some of the attention you're missing at home! If you need to do something with your hands, why don't you get that bra off and play with those big sexy tits of yours?" I ask. The words are barely out of my mouth as Kate's bra goes flying past my head. Kate grabs her tits, one in each hand and begins massaging and groping them as I gently spread her legs.
Sticking my tongue out, I start licking at her clit. "Ugghhhh! Oh shit! That feels so fucking good! I can't remember the last time I've gotten my pussy eaten!" Kate groans, her eyes closed as pleasure no doubt fills her entire body, between my tongue between her legs and her hands on her enormous tits. As her moans and groans get louder and louder, I make the decision that I'm not going to stop until she cums. Unfortunately for Kate that doesn't take very long, considering her sex life at home. Her body writhing in ecstasy, Kate's thighs press against my head as she tenses up. "Agghhhh! No! I'm going to cum! It's too soon! I... Uggghhh! I can't stop it!" Kate wails as she begins to cum. It's probably one of the most intense orgasms I've ever seen before. I wish I could say I was responsible for it, but after several months of crappy sex I'm sort of surprised Kate lasted as long as she did. I sit up, watching her gasp and wheeze for air, utterly exhausted from her orgasm when I come up with the perfect way to buy time until she's ready to fuck me. Standing up, I move towards her upper body, swinging a leg over Kate's chest. "If you wanted to suck a cock so bad, then I bet you'd also want to rub those tits all over a cock just as bad?" I say, Kate nodding in agreement. Laying my cock in her impressive cleavage, I push her tits together, enjoying the feel of the big, fleshy mounds in my hands. Luckily my cock is still wet with her spit, so I have no issues fucking her huge breasts.
Kate closes her eyes, moaning softly as she puts her hands over mine, pushing her tits even closer together. "Mmmmm!" Kate moans, apparently enjoying the tit fucking nearly as much as I am. I'd do this all day, but I really want to fuck her sooner rather than later, and I'd be willing to bet Kate feels the same. "I need that cock inside me!" Kate exclaims, her voice barely louder than a whisper. "You up for riding this cock then?" I ask. She nods at me, the lust in her eyes telling me I'd better give the woman what she wants. Climbing off of Kate, I lie down on the bed next to her, motioning to her to get on top of me. Kate moves in a flash straddling my hips as she grabs my cock in another death grip as she guides it to her pussy. "I'm going to enjoy this so fucking much!" Kate says in a raspy voice that's more than a little sexy. She practically throws herself on my cock, opting to cram as much of it inside as quickly as she can, rather than going slowly to savor the moment. The bust beauty doesn't waste any time, immediately riding me as hard and fast as she can, her tits bouncing out of control as she fucks me. There's no shortage of eagerness or enthusiasm on Kate's part as she fucks me. I love every second of it, watching her tits bounce around, the tightness of her pussy around my cock, the way her ass slaps against my thighs as she rides me. Despite all of that, Kate is definitely enjoying this more than I am. I'm fine with that, considering her situation at home, but just like the blowjob a few minutes ago, she starts going a little faster and rougher than I'd like. That's when I come up with another great Cptnstrwrs idea.
"Kate, I hate to do this since you're doing an amazing job up there, but what if we try doggystyle for a little bit?" I ask. "Ooh! That sounds like fun! I haven't done that position in months!" Kate exclaims, climbing off of me and getting all fours, wiggling her ass in my direction. The sight of her curvy sexy ass gives me another idea, one that could backfire on me, but I decide to try it anyway. "What if we didn't do normal doggystyle, but anal doggystyle instead?" I ask in the softest, least threatening tone I can manage. Her ass stops wiggling as Kate looks over her shoulder at me. She's quiet for what feels like an eternity. "There's nothing I'd love more!" Kate says, her voice like a whisper again. "Ever since we hooked up almost a year ago, all I could think about was how it would've felt to have you fuck my ass on the beach. I've never done anal before, though, even with Justin. I guess deep down I was secretly hoping something like this would happen so you could be my first anal," Kate says softly, her eyes tearing up a little bit. That was honestly the last thing I'd ever thought I would hear Kate say today, but they say to never look a gift horse in the mouth, or in this, fuck a hot model in the ass I guess?
I kneel behind her as Kate puts a hand on either of her asscheeks, spreading them wide for me. She startles a little when I spit on her asshole, lubing it up for my cock. "Please! Go slow! Like I said, it's my first time!" Kate says as I press the tip of my cock against her asshole. Inch by inch, I slowly slide myself into her asshole, both Kate and I groaning as I enter her. Once I'm fully inside her I move my hands to her hips and begin pumping her ass slowly. "Uggghhhh! Oh yeah! That feels so good! I can't believe I have Cptnstrwrs' cock in my ass! Agghhh! Please don't stop!" Kate whines, gripping the bedsheets tightly. Little does she know, I have no intentions of stopping any time soon. As great as her pussy was, Kate's ass may be even better. It's tighter for starters, I can get more of my cock into her ass than her pussy, and the sounds Kate's making as I butt fuck her are hotter than the cries of pleasure she was making when I was tearing up her pussy. When most people look at Kate, they assume her best feature is her big tits. As someone who's balls deep in her ass, I'm starting to second guess that notion. But then I decide to choose both, running my hands up her body, grabbing her tits in my hands as we continue fucking. She moans softly as I squeeze them tightly, rolling her nipples between my fingers. "Just like that, baby!" Kate moans in a low voice.
I could ass fuck Kate all day and night, but she apparently has other plans. "Hey Captain. Can we switch positions? I think my ass has had enough! I want you to fuck me missionary now. But I want you to go hard and fast, none of the slow stuff like I get at home!" Kate says, pulling her hips away from mine. I pull out of Kate's ass, waiting until she lies down on her back on the bed. She spreads her legs wide for me as she waves me over. With my cock in one hand I get into position above her, ready to shove my cock into her. "One more thing Cap! When you cum, I want you to cum on my face. It's been too long since I've had a guy cum all over my face!" Kate growls in a lust filled voice. "Why your face and not your tits?" I ask confused. "Are you going to do what I asked or do I have to find someone else? Do you know how many guys would be more than willing to fuck me and cum on my face?" Kate snaps. "Ok! Ok! I was just asking a question! If you want me to cum on your face, then that's what I'll do! But I don't want to hear any complaining if it ends up being a huge load!" I laugh, pushing my cock inside her.
Kate and I groan loudly as I slide inside her. Once I'm fully inside her pussy, I start thrusting my hips as hard and fast as I can, just like Kate told me to do. She wraps her legs tightly around my waist, holding me in place. "Uggghhhhh! Oh yeah! That's what I need! Keep fucking me just like that Captain! Don't you stop!" Kate moans as I go to town on her pussy, hammering her with everything I've got. The bed shakes with every thrust, creaking under us as we fuck like rabbits. I almost can't hear it over Kate's loud cries of pleasure, which are some of the hottest moans and groans I've ever been lucky enough to hear. The sly, animal like grin on Kate's face tells me loud and clear that she loves the way I'm pinning her the bed as I plow her pussy. It's crazy to me how tight she still is considering she's had a few kids. As we go at it, I hear the bedroom door slowly open. A quick glance over to the door and I see Demi tip toe into the room. "Sorry Baby! I didn't realize you had company! I just have to grab a few things for my out of town photo shoot tomorrow. Just ignore me!" Demi giggles, as she starts going through her dresser drawers gathering up clothes. "Wait! Is that Kate Upton?" Demi asks. "Ugghhh! Yeah! Nice to meet you Demi! Agghhhh!" Kate moans, waving to Demi. Demi smirks at me as she heads towards the door with her bags, looking back and forth between me and Kate. "Next time," I mouth silently to Demi as she closes the door behind her.
Kate looks up at me, wrapping her arms around my neck and shoulders, kissing me hard on the lips. "Cum for me Captain! I want your load all over my face!" Kate exclaims, slipping a hand underneath me. She begins fondling my balls as I fuck her and I know I won't last long. I try to think of anything else to distract myself, but it doesn't work. "Fuck Kate! I'm going to cum!" I grunt as I feel my cock tensing up. Kate slides herself up and off my cock, rotating her body so her face is beneath my cock. "Do it! What are you waiting for?!" Kate snaps at me. I do as she says, aiming my cock at her face as I start to cum. The first shot hits her right between the eyes, cum splattering on her forehead. As I continue to cum, I cover her cheeks with my load, followed close behind by a line of my cum starting between her eyes and running down her nose. I glaze Kate's sexy face like it's a donut, her entire face glistening with cum by the time I'm done with her. "Uggghhhh! I needed that sooooo much!" Kate groans, laying on her back on the bed. "I knew that was going to be a huge load! I wish you could see your face right now!" I laugh. Kate forces herself to sit up, and climbing off the bed she walks to my dresser, studying herself in the mirror. "Damn! That IS a lot of cum!" Kate giggles as I climb off of the bed. "Come on you dirty girl! Let's go get you cleaned up!" I say, leading her to the bathroom.
I open the glass door of the shower for her and turn on the hot water. "Are you going to join me?" Kate asks, giving me a seductive smile as she walks into the shower. "Of course. I was just waiting for an invite!" I laugh, closing the shower door behind me as I enter. I stand behind Kate as she quickly washes the cum off of her face. As she finishes up, I grab the soap, lathering up my hands. Waiting until her face is fully cleaned off, I step up behind Kate, reaching around and cupping her massive tits in my hands, massaging and caressing them. "Mmmmmm! That feels so good!" Kate purrs, turning her head as she can kiss me on the cheek. "Just because you cleaned off that pretty face of yours, that doesn't mean you're still not a dirty girl!" I growl into her ear as I slide a hand down the front of her body. Finding her clit, I start rubbing it with my soapy fingers, occasionally slipping a finger or two inside Kate's pussy. I speed up as her moans and groans increase in volume, determined to make her cum one more time. I don't need to wait long, Kate's whole body tensing up against me. "Oh fuck! I'm so close!" Kate moans in a soft voice. I give her one last good, hard rub on the clit with my fingers and that's all it takes. "Fuck! I'm cumming! I... Fuck!!.. Ugghhhhh!" Kate shrieks as she orgasms once again. I don't stop rubbing until she finally finishes cumming, pulling my hand from between her legs.
Kate turns to face me, grabbing my cock with one hand. "Stroke it! Nice and slow until I cum again!" I growl at her. To my surprise Kate actually listens, jerking me off with long, slow strokes as she stares hungrily into my eyes. Within seconds my cock is so hard it aches. I know that I'm going to cum again soon, and I quickly come up with a plan. "Get on your knees!" I growl, feeling myself about to cum again. Kate kneels down, opening her mouth wide as she sticks out her tongue, all without being told. As I begin to cum, I slide my cock down her throat, Kate tightly wrapping her lips around my shaft so she gets every drop. She sucks down every ounce of cum that I shoot into her mouth, Kate's throat bulging every time she swallows more of my cum. Once I finish cumming I turn off the shower and step out. Kate and I quickly dry each other off. "Maybe we leave out the part about the shower when Justin asks you about our rendezvous today," I say, grinning at her. "I'll see. I'm more concerned about asking him about coming back here with me next time," Kate says. "Demi is so cute and I want to spend sometime with her. I'm sure I can take Justin into a foursome with you two, or at least the two of you guys watching me and Demi going at it," Kate giggles. "Well, you already know my answer! Just let me know where and when" I laugh....
The End....