Room 308

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“No, no, it wasn’t that bad. Conference just ended, anyway. ”

“Eh, sort of. Continental breakfast, that kind of thing.”

“Hey, the company pays for everything, so I’m not complaining.”

“Uh, not yet.”

“Dude, I’m here on business. Yeah, it’d be nice to hookup but...”

“Alright, alright. Thanks, man. See you tomorrow.”

It’s been a long week. Miami has been fun, but it’ll be nice to get back home tomorrow. Ryan will definitely lord it over me, but I really don’t have time to go out, much less to have a vacation hookup, as he calls it. I still need to pack and I gotta get up early tomorrow to catch my flight...

He is right, though. I’m in a city I’ve never been to. If I wanted to, I could…do anything. Be anyone. Ahh, I’m just not really the type to have one-night stands and all that. It just seems kinda...messy.

The ocean breeze is cool as it passes over my face. I look out into the peach-colored sky of the sun setting over the ocean. I wander along the sun deck, just enjoying the nice weather and the sights and smells of the ocean. There’s a group of people doing yoga down below the deck on the green.

I lean up against the deck railing and peer down below. I watch a woman arch her back and press her body into her yoga mat. Damn, she’s...really flexible. And very attractive. I think I’ve seen her around the hotel this week. Yeah, I definitely saw her at the bar a couple of nights ago.

“She’s gorgeous, isn’t she?”

Shit. Oh, this is awkward.

“Oh, uh, I...yeah...”

“Sorry, I didn’t mean to surprise you. I think that’s my friend you’re staring at.”

“I didn’t mean to stare. It’s just... been a long week, you know? I was just getting some air and...”

“It’s okay, really. She likes to show off.”

You wave down at the woman, and she waves back with a smirk. She motions for at her watch and you ignore her.

“That's Kim. I'm Gina.”

“Nice to meet you. Uh, are you two here on vacation?”

“Yeah, you know, just came down to get away for a few days. You, uh, look like you're here for something a little more professional.”

I look down at myself and suddenly feel overdressed and stuffy in my suit and tie. You, on the other hand, fit in seamlessly with the locale. Your bathing suit top is peeking through your shirt and your feet are bare.

“Unfortunately, yeah. A Leadership summit. I’m heading home tomorrow morning, actually.”

“Oh, so you’ve been stuck in the conference room all week, huh?”

“Yeah, I think I’ve left the hotel, like, maybe twice this week?”

“Whoa, whoa, whoa. Okay, I can’t let you leave Miami without having at least a little bit of fun.”

“Yeah?”

“Yeah. Come on, you’re on vacation from now until...what? Six or seven AM tomorrow? ”

“My flight’s at 7:30.”

“Okay, okay, how about this? Kim and I are planning on going out to grab drinks when she’s done with yoga. How about you meet us at our room and we’ll… see where the night takes us. ”

“Okay, uh, yeah. Great. I’ll see you there. An hour?”

“Yeah. Sounds good. Oh, it’s room 308. ”

You’re like a breath of fresh air after a week of seemingly endless seminars. There’s a glint in your eye that makes me feel…I don’t know, on display...but in a good way. I don’t know that I’ve ever been so obviously checked out by a woman. I don’t hate it.

The next hour is a slog. I shower, try to come up with a suitable outfit–casual, but not too casual–and pace around my room trying to kill time. I don’t want to be early...that might look desperate. And I definitely don’t want to be late and give you the impression I’m not interested. Damn, am I actually this nervous right now?

I can’t stop thinking about how good your friend’s ass looked, bent over...and how revealing that bathing suit you were wearing was...

“Hey, there he is. Come in. You want some champagne? ”

“Hey. Oh, um, yeah, sure, thanks.”

The woman I was watching doing yoga earlier, Kim I think is her name, is sitting on the bed with a champagne glass in her hand. There’s something in the air, something I can’t quite identify. I feel a little bit like I’ve just walked into a room where everyone was just talking about me.

“Hey, I’m Kim.”

“Hey, uh, Matt.”

You pour me a glass and I let our fingers graze against each other.

“Man, you two have a great view. My room faces the highway, unfortunately. ”

“Yeah, we got lucky.”

I look out the balcony window and fidget with my hand in my pocket. What am I doing here? I’m not the guy these two probably think I am - into partying and drinking and hooking up with random strangers at hotels - but I guess I can pretend to be.

“So, um, you were thinking about going out? I’d love to see the city since... ”

“Actually, we were…kind of thinking about staying here.”

“Oh. Um, okay, yeah, I mean, that’s no problem. I’ll probably just head back to... ”

“We…were hoping...you can stay here...with us...if you want.”

You sit down on the bed next to Kim and nod for me to join. My palms are a little sweaty all of the sudden. Both of you are beautiful and for some reason, both of you want my attention.

“I, uh, heard you were watching me earlier...”

“Oh. Yeah, well, in my defense, I did hear that you like to be watched.”

“Well, that’s definitely true.”

You put your hand on my thigh and my cock twitches. Fuck. I’m already getting hard. Your hand shifts upward, slowly, until you’re kneading and massaging my upper leg. Kim leans over and kisses me gently while your fingers pull at the button of my jeans.

Your hand slips into my pants and palms my cock through my boxers. You rub it gently, back and forth. Fuck, that feels good. Kim shrugs off the straps of her dress and takes my hand in hers. She guides me to her tits and I glide my fingers across her nipples...

I break our kiss so I can shift my mouth down her chest. I suck her nipples into my mouth, one at a time, rolling my tongue around them. I turn to you and lift your top up over your head as you wrestle my belt popping it open. Your hand slides into my boxers, tracing the shape of my hard cock with your fingers.

“Do you want to watch us together for a bit?”

“Fuck yes.”

You take off my shoes and remove my pants, including my boxers. I strip off my shirt and lay back on the bed. You and Kim quickly help each other shed the rest of your clothes. You stand at the foot of the bed and run your hands along Kim’s waist. You press your mouth to hers and I see your tongue slipping between her lips.

Fuck, you look… perfect together. I wrap my hand around my cock and stroke it as I watch. Kim throws her head back as you kiss down her neck. Your fingers play at her entrance, teasing her. My cock throbs in my hand.

I feel your eyes on me, watching me watching you. I stroke harder, faster. You slip your fingers inside Kim and draw little circles around her clit, teasing her.

“Oh, god...”

Her hands tangle in your hair and dig into the back of your neck. I have to get closer. I slide to the edge of the bed and drag pre-cum down the tip of my cock. Your fingers push further inside her and your hand pumps in and out of her, slowly, like you know exactly how she likes to be touched.

“I think he needs a little attention...”

You break away from each other and you kneel down on the ground at the foot of the bed. Kim moves behind me and cradles my head in her hands. Her warm lips drag slowly down my neck. Nestled between my legs, you take my cock in your hand and guide it to your mouth. A jolt of pleasure shivers through me as you part your lips and settle them around the tip. You open wider as you take all of me in...

Kim’s hands cup the sides of my face and she kisses me just below my ear.

“Mmm, fuck…yes.”

You slowly pull your lips off of my cock and rise up off the floor. You climb onto the bed and straddle me.

“Do you want to fuck me?”

I close my eyes as Kim’s hand strokes my jaw. I can’t keep track of who is touching me and where.

“Yeah. Yeah…I want to fuck you both so badly. ”

Kim lifts herself up and forward. She settles her thighs on either side of my face and lowers her pussy down to my mouth. I drag my tongue between her legs and find her clit. She rides my face with slow little bounces, and my hands wrap around her ass. I squeeze, helping her grind against my face...

Your hands keep playing with my cock...fuck, it feels so good. I hear the sound of a condom wrapper and your hands unroll the rubber down my shaft. I feel you lift yourself up, shuffle your legs apart. You lower yourself down and your pussy takes the full length of me inside.

The weight of you both on top of me feels so good...my cock thrusting in your pussy and my mouth working hard on her clit. There’s something incredibly hot about not being able to see you, just feeling you taking charge of your pleasure, using me to get off. Kim grinds herself against my face harder and I can tell I’m hitting just the right spot with my tongue...

I’m trying to hold on as long as I can, trying to savor every moment of this. You bounce harder up and down on my cock, digging your nails into my chest...your moans are growing louder and louder...cum for me...I think you’re about to...

Fuck, the sound of you cumming. Oh my god, I’m close...

Kim climbs off of my face and turns over onto her hands and knees on the bed.

“Fuck me, finish me off, please.”

I readjust myself and sit up on my knees. Both of us are at the edge. All we need is that extra little push...I guide my cock into you from behind and squeeze your hips, hard. You rock back and forth onto me and we meet in a messy rhythm.

“Yes, just like that...right there!”

You pull me down onto the disheveled bed between you. As exhaustion hits me, I have the brief, fleeting thought that I should get my flight changed. One more day should do it…

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