Chapter 1: Kaitlyn Dever
The Agent- Kaitlyn Dever
Your lips were touching but they weren't locking in for any kiss, just two mouth gasping and panting near each other as you held her little 5'2 frame in your arms, driving her down as you thrusted up, her tiny little shaved pussy gripping tightly to the five inches you could get in as her body just wouldn't allow anything else to go deeper. Which was fine, you were completely surprised this was even happening, but it was, eye to eye, you were looking into her cute brown eyes, the eyes of young starlet Kaitlyn Dever.
You bit your bottom lip as her feet were pressed to the wall behind you, allowing her to rock herself down faster as you were holding her from her under her legs, which up to that point were dangling to the sides of you as her dress was hiked up past her hips, her little cute ass slapping against your thighs as you thought about how all of this had come to be.
Your father's agency has been an established powerhouse for nearly seven decades, dealing with some of the biggest names throughout all of entertainment. When your father passed away six year ago, you weren't ready to take on the responsibility of being the CEO, so your mother assumed duties, and you continued to get your feet wet as an agent. Your clout on your own wasn't anything to write home about, but your father's legacy was enough to help close most deals and this evening was a particularly great night for you. When you picked Kaitlyn up she was wearing a strapless black dress, and tho everything on her wasn't as filled out as some of the starlets you represented and knew, she has this million dollar smile that always melted you. She was so talented, funny, clever and a great singer and tonight you were accompanying her to an award sword for her work on a recent Netflix series you had closed on for her. Not only that, but you were also able to help get her and her sisters first major single out there and that was something she seemed to be really really grateful about. The night progressed nicely, conversation was light and cordial as it always was with her. You had mentioned her old relationship with Ansel Elgort cuz you were always curious why they came to an end. She didn't really offer a lot in her answer. But she did surprise you with a question as you guys were sitting at your table waiting for the ceremony to begin. "So is true you slept with Olivia?" She asked quizzically. You almost spit out your drink which she giggled at and said "Now that's a yes". In truth, you had slept with Olivia Wilde, Kaitlyn's friend and director of her breakout film Booksmart. You don't deny you hadn't but Kaitlyn didn't let you off the hook. "Every time she saw you on set she couldn't not talk about. It was like you had her under a spell or something." You play it off. It had been years ago, when you were about 27. You were still fairly green and she had honestly taken advantage of you. Which seemed to happen a lot around the business but with Me too and everything that was going around it, things were more hushed than ever. Kaitlyn would sip on her wine and clap and cheer through the show, but it never left your brain about why she would broach the subject to begin with. But as the more she drank and the more you watched her looking at you with little lip bites and lustful eyes, you knew it was only a matter of time. So when she had asked you to follow her, you well ready for what was going to happen next.
You had moved her to the wall now, leaning her against it as your arms had unhooked her legs and were now gripping her ass, squeezing them as her legs were wrapped around your waist which was moving into her quickly as you were fucking her brains out, Kaitlyn crying out in pleasurable whimpers as her hands gripped your face as she was asking, no, begging you not to stop. You weren't planning on it but the combination of her words and the way your cock was sliding in and out of her tight little cunt was proving to be your undoing and sensing what was about to happen, she wrapped get arms around your neck and pulls you to her as you grunt and then cry out, slamming into her a few more times, her body hitting the wall as you began filling her tiny womb with a large powerful orgasm, spurt after thick creamy spurt pouring side of Kaitlyn Dever's young and accepting pussy.
You let her down and pull out after a few moments, looking as some of your cum was already dripping onto the floor below, Kaitlyn pulling her dress down as you pull your dress pants back up, the two of you not saying a word as you gather yourselves once she has herself to feeling like heading back she stops and turns to you, giving you the kiss you were waiting for but to afraid to give. "We're not done. Not by a long shot". She winks and heads back out which you could only smile and follow behind happily.
The rest of the evening went by greatly but the eagerness to continue from earlier was starting to chip away at you both. So much so that as you two sat in the limo on the way back to the hotel she was leaning and kissing along your neckline, a hand tracing your bulge that was starting to grow as she traced her tongue along your ear whispering things like "I can feel you still inside me" and " Olivia wasn't lying…" You knew what she meant by that one. Your dad was a notorious man whore in the husonessy, doing anything to and for his clients, even the men, which wasn't exactly something you were down for. But whatever the circumstances, your father was a doer. But you were gifted in a way your father wasn't. Where your father made do with what you had, you were sporting a fairly decently sized 9 inch cock. Which you didn't allow to be the only thing you had going for you, but it was certainly helping in this particular case from your days with Olivia and now your evening with Kaitlyn.
You knew the alcohol had to be effecting her, this was a smart, vibrant young woman who didn't come off like a girl who just gives up. But here she was kissing and licking on your neck and earlobe and rubbing a second orgasm damn near through your dress pants. You knew the driver was getting more then enough but you quickly tipped him and got her and you up to that hotel room as fast as humanly possible. By the time her little nude frame has hit the bed, you were already with your head between her legs, licking and slurping and rubbing her clit like a man possessed, you didn't even recall how your clothes had gotten off, you just were zoned in on licking and slurping down the juices of this celebrity cunt that as she her feet rubbed along your back and her cries Intensified with each of the orgasm she received from the minutes on end of tongue lashing and pussy lips sucking, you drank all that you could of her before moving yourself up and in between her legs, your cock poised to enter her tiny pussy. She grabs a hold of you with an arm around your neck and pulls you down for a kiss as her other hand reached and grabs your shaft, pushing the head in before she breaks the kiss to gasp as you do the rest and sink inside her, her pussy adjusting much quicker this time with you entering her. "Fuck me like you did Olivia...make me never forget you…" she asks so innocently as you lean down and kiss her, her arms wrapping around you as your hips begin to autopilot, driving deep and fast into Kaitlyn's snatch as she was moaning and gasping ans cursing and throwing out yes's like they were nothing, each minuet increasing the pleasure as your bodies slapped together, swear mixed from the touching and grinding of your skin, the sound of your cock working in and out of her wet pussy was something that would make any man or woman instantly turned on, this was primal lust giving way, and as her body orgasmed twice through out the ten or so minutes of your cock slamming into her pussy, she begins to beg you to cum inside her again, and with a willful nod and a pushing of an extra inch inside her, you explode again, filling her cunt with more of your potent seed as she shakes and shudders with a coinciding orgasm, which causes her cunt to spasm and grip your cock even tighter then it already was.
The two of you collect yourself for a moment as she kisses your forehead, you collapsing near hear as your cock slips out of her as she curls up and gets under your arm. The rest of the night is a back and forth recuperating and fucking, orgasm after orgasm rocking through her little frame as you cum twice more, once on her little breasts and another time inside her but from behind, this being the most intense orgasm for you as you pass out after this one not soon after, Kaitlyn running her hand through your hair and humming a sweet song in your ears as you drift away, content with where your life was. You have no idea where this night would suddenly lead and all that would come ..but those are stories for another time.
End
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