I've always hated these annual corporate retreats. This one is no different. I take a sip of my whiskey as Rob, one of our sales people drones on about the great year he's had. I can't help but scan the room for a more interesting face. My eyes stop on Kel. Every year she does a great job planning the event, but even she knows the team-building exercises are bullshit. She catches me staring at her and gives me quick smile and finger wave before subtly rolling her eyes back into her head. She can always make me chuckle and she looks just as bored as I am, drink in hand, with the other arm crossed over her small waist almost cradling her ample tits. I take one last swig of my drink then shake my glass so Rob can hear the ice rattle. "I'm dry," I tell him before excusing myself.
It's only day one of four and I'm going to need more liquor to get through the mind-numbing small talk. I ask the bartender for another, just as Kel sidles up to me. "God, I want to put a bullet in my brain," she mumbles, signaling to the bartender that she's ready for another drink.
"Cheers to that," I say clinking my glass to hers while taking a long, deep breath of her sweet perfume.
"So, you have your eye on anyone yet?" she asks, her deep blue eyes studying my face.
Each year we have a sort of competition to see who can hookup with someone first. And with employees flying in from around the country, there's plenty to choose from.
"Nah, not yet. What about you?"
"Maybe," she says with a sly grin.
"Oh really?" Finally a conversation that won't bore me to death. And I'm not gonna lie, I've often thought about what it would be like to jump into bed with her, so imagining her with someone else will just be fodder for when I'm alone in my room tonight.
"Mmm hmmm," she moans, taking a sip through the cocktail straw that looks miniature up against her red, plump lips.
"Well, come on, tell me."
"I don't think I should," she laughs. "I want to play this out, see what happens first."
"So you don't want me to be your wingman?"
"No," she giggles, "not this time."
"Alright, well if you change your mind, I'm always here for you," I say slightly disappointed, wondering what's gotten in to her. She's always been an open book and very graphic when narrating her trysts.
"I know, and that's why I love you," she says squeezing my bicep.
I turn my back to the bar and look through the crowd; no one in particular catches my attention. But it's only the opening reception and I'm guessing at least half of the attendees haven't arrived yet. I check my watch and it's coming up on nine-thirty. Open bar closes at ten, though some of the heavy drinkers will linger well into the night.
"Hey, Kelly," Sandra from accounting approaches. She's a nice enough lady, probably in her mid-fifties, overly optimistic about everything and one the few that actually takes this retreat seriously. For most, it's just a mini vacay at a five-star resort--a chance to get away from spouses and kids. Sandra's blabbing about how great the hotel is and how Kelly is so good at her job. I can't argue with that. She's been the Events Director for five years and she really pushes the envelop when planning this retreat. I know she fights for a bigger budget every year and she usually gets what she wants, with her bold personality and sales pitch talent. It doesn't hurt that she's a total smoke show either. I'd bang her till my dick fell off if she ever showed any romantic interest in me. Instead, she jokes about my nerdy personality.
I finish my drink just as Sandra says bye and walks away.
"Well," Kel says, checking her watch, "this is almost over and I need to go check to see if everything is set up for tomorrow's breakfast. Wanna come with?" she asks. "You look bored."
I set my empty glass on the bar. "I'm a little tired. I think I'm just gonna go up to my room." I'm not really that tired, but I do want to check out the selection of porn and think about Kelly fucking some rando.
"Oh c'mon," she nudges me with her elbow. "I don't want to go alone."
"Fine," I sigh. Who am I kidding? I can never say no to her.
She grabs me by the wrist and leads me through the dwindling crowd to the elevators.
"Where are we going anyway?" I ask once we're inside the elevator.
"Rooftop."
"Really? How'd you manage that?"
"I have my ways," she says with a wink.
We ride in silence twenty-five floors until the elevator doors open to a massive rooftop pool. It's dark outside, except for the moonlight bouncing off the still water. There's a buffet station set up to the right and high-top tables surrounding the pool. "I thought breakfast out here would be a good way to start the day," she says, examining the layout.
"Yeah, it's really nice up here," I say studying her. Her dark hair shines under the moonlight and her olive skin looks flawless. If she knew what kind of dirty thoughts were racing through my mind, she'd probably run and never look back.
"What?" she asks, catching me staring.
"Nothing," I say. "Is it set up right? Can we go in now?"
"It's perfect. And it's a perfect night for a little swim, don't you think?" she says before pulling her form-fitting dress up over her head.
"What are you doing?" I say with a hushed tone.
"C'mon, let's have a little fun," she says standing in front of me in just her bra and panties. It's a matching set, black and lacy, I can see her areolas through the lace and can feel my pants getting slightly tighter as blood flows to my dick.
"Won't we get in trouble?" I ask, unable to avert my eyes from her stunning body. I've imagined her naked so many times and it's better than I could have expected.
"No one will know. We just have to be quiet," she says as she reaches behind and unhooks her bra. I gulp as she pushes the straps from her shoulders and lets it fall to the deck. Her nipples are pea-sized and hard and I want nothing more than to have one in between my teeth. I want to feel the weight if her tits in my hands, squeeze them, snuggle my face in between them. "Come here," she says grabbing my hand and placing it on her left breast. I can feel the bulge in my pants getting bigger. "I want you to touch every inch of me," she whispers, grabbing my left hand and lifting it to her right breast. Completely stunned, I stand in front of her practically drooling. "Do you like them?" she asks softly.
I lean down and take one in my mouth, sucking her nipple ever so slightly while swirling my tongue around it. "Is that a yes?" she asks.
"Mmm hmm," I moan, tit still in mouth.
"Stand up," she commands, "I want to feel how much you like them. I do as I'm told and she reaches forward and squeezes my dick through my slacks.
“You’re not lying,” she says with a girlish giggle. “Are you going to get in with me?” She asks while looping her thumbs around the waistband of her panties and slowly shimmying out of them. She stands up completely naked and vulnerable in front of me, but her confidence is overwhelmingly sexy. I feel like I’m ready to burst.
She steps toward me and presses her chest against mine. “Kiss me,” she whispers. Again unable to say no to her, I lean down and press my lips to hers. They’re soft and warm and I gently suck her bottom lip into my mouth and drag my tongue over it. She moans into my mouth and fumbles with my buckle. “Let’s get you out of these,” she breathes into me.
My hands are exploring her back and I walk them down to her waist. It fits perfectly in my large palms, my thumbs just an inch from her navel on either side. I reach down and grab her plump ass and pull her pelvis into mine. Reaching lower I find her thigh gap and slide my hand between her legs, softly caressing her pussy lips.
“Feel how wet I am,” she whispers into my mouth. I oblige and gently part her skin, pressing my finger lightly into her opening. It’s slick and ready to be filled. I slide my finger into her warmth and she lets out a long, seductive moan. “Please take your pants off,” she begs.
I back away from her and clumsily unbuckle my belt. She reaches forward and quickly opens my pants before sliding her hand under the waistband of my boxers, combing her fingers through my pubic hair. “I want you so badly,” she says before wrapping her dainty hand around my shaft and giving it a hard squeeze. “You’re so big,” she says with an excited squeal. “I’m impressed.”
I want to ask her what’s gotten into her but I don’t want whatever is happening to stop.
She gets down on her knees, pulling my pants down as she goes. My dick is at her eye level and I rub the tip of it on her lips. She lets out a little moan. “You like that, do you?” I ask before slapping her cheek with my cock.
She looks up at me with a sly smile and without saying a thing opens her mouth and takes me all in until I touch the back of her throat. I tilt my head back and let her explore me with her tongue. Looking back down at her I see her peering up at me, her eyes wide and sparkling in the moonlight.
“Oh my god, Kel,” I’m panting and feel the pressure building in my balls. I need a release and, as much as I want to fill her mouth with my cum, I’d rather feel her pussy tighten around my cock.
Suddenly she stops and stands. “I still want to go for a swim,” she says playfully, grabbing my hand and pulling me toward the pool. I quickly step out of my pants bunched around my ankles before she makes me trip and fall on my face.
As she leads me to the pool stairs I study her backside. The way her hips rhythmically swing while she walks is intoxicating. I want to obey her wishes and touch every inch of her body. She lets go of my hand and slowly descends the steps. When she reaches the bottom, she turns toward me, her breasts just grazing the surface of the crystal clear water.
"Do you have any idea how unbelievably sexy you are?" I ask, my dick throbbing at this point.
She smiles and slowly dips her body under the water. When she emerges, her long hair clings to her glistening skin and she has her hand between her legs. As she rubs herself her eyes roll back into her head and I can hear the sweet symphony of her soft moans. "Please come make me cum," she whispers with desperation in her eyes.
I'm doing all I can do not to blow my load before I have the chance to feel her insides.
"Please," she begs again.
I grab my dick and it's rock hard, ready to fuck her till she screams.
"I want to feel that inside me," she says, still playing with her pussy, "and I'm ready for you."
I step into the water and am surprised by how warm and comforting it is. This added dimension of pleasure could potentially end things just as they're getting started. I move toward her until my dick touches her belly. She giggles and pushes it down so that it grazes her small patch of pubic hair. I grab her by the ass and lift her up. She wraps her legs around me and grinds her pussy into my stomach, my dick nestled between her ass cheeks. She leans in and presses her lips to mine and I welcome her warm tongue into my mouth. "Please fuck me," she says breathily in between kisses.
I carry her to the side of the pool and back her against it before plunging two fingers inside of her. There's no friction from the water; she's soaking wet with the slickness of her own juices. "Are you ready for me?" I ask.
She bites her bottom lip and nods with eager eyes. I don't want to be her bitch so I rub the tip of my dick up and down her opening just to tease her. Her legs tighten around my waist as she thrusts her pelvis toward me. Her desperation to have me inside of her is such a fucking turn on, I can feel my cum start to move up my shaft. Fuck self-control. I need her as much as she needs me. With one furious thrust I bury myself deep inside her. She tips her head back and screams out in elation.
"You're gonna get us caught," I say before cupping my hand over her mouth.
"But you're so fucking good," she says, her voice muffled by my hand.
Water gently splashes over us as I repeatedly push myself deeper and deeper into her. I've never had a pussy this tight and this wet before, it's as if she's trying to steal my dick, keep it inside of her forever. Suddenly I have stamina like I've never had before. I feel like I could go all night with her. Her tits are gently bouncing against my chest and she's panting in between moans of ecstasy. "Don't stop," she commands.
The more engorged I get, the tighter her pussy feels. The sensation is almost more than I can bare. "I'm gonna cum soon," I whisper through my clenched teeth.
"Oh, god, yes," she says throwing her head back. "Fill me with your cum."
I hear myself grunt and even though I'm feeling euphoria run through every inch of my body, I also feel like I'm floating above it, all control over what I'm doing lost.
"Baby, I'm gonna cum," her voice seems to echo around me.
I feel a sudden surge, like electricity coursing through my body and I know this is it. My dick spasms and I can feel rope after rope of cum gushing into her. She's screaming "yes, yes, yes," taking it all in like champion as her walls repeatedly tighten around me and she continues to pull the cum from my cock. My body quakes and I grunt as the last bit of semen squirts into her.
I press my head into her breast as I catch my breath and I can feel her heart racing in her chest. Her legs are still tightly wrapped around my torso, our bodies still fused together. She kisses the top of my head and combs her fingers through my hair. "I think I win," she says.
"What?" My head is in a fog, still processing what just happened.
"I fucked the person I wanted to first. I hope that's okay with you?"
I lift my head from her chest and look her in the eye. "Are you kidding me? I think we both win. I've wanted to fuck you since the first time I saw you walk into the office."
"Really?" she says, squeezing her pussy around my now softening dick. "Why didn't you ever make a move?"
"You're the hottest girl in that place and I'm just a geeky programmer. I felt lucky just to be your friend." My limp dick slips out of her and she pouts.
"When can we do this again?" she asks, tightening her legs around me, seemingly not wanting to let me go. I can feel my warm cum start to seep out of her.
"Let's play a new game," I suggest.
"Okay," she sounds interested, "and what would that be?"
"Let's try to fuck as many times as possible over the next three days without getting caught."
"Deal," she says thrusting her hand out for me to shake.
And just like that I no longer hate the corporate retreats.
***
