Risky business... | 2016

Some years ago when I had roommates, we would often throw costume parties. It's a fun way to mix things up and everyone usually has a great time.

This year, after some discussion I'd decided to be Tom Cruise from risky business. If you haven't seen the movie go watch it, it's good. The costume is basically socks, tighty whightys, a white shirt and shades. After tapping the keg and having a couple beers, our friends started showing up. Just dudes so far, so I hadn't changed yet. At this point my friend Frank shows up with a bunch of his girl coworkers from the bar he works at. There was a sexy cop, and a group of sexy sailors. Game on. I go change.

If you ever get the opportunity to do the 'risky business' slide past a room full of babes, do it. Smiles all around. I grab a seat on the couch and start rolling a joint. Right away the sexy cop sits next to me and introduces herself. Kim is petite, maybe 5'3" asain with dark skin and great legs. Her costume is a low cut shirt with a badge, a cop hat, 'shit kicker' shades, booty shorts, fishnets, and a belt with cuffs on it. She's also wearing some killer high heels.

"You know Kim, normally I'd tell you to take your shoes off in my house" I smile at her, "but it would be... a crime"

Corny I know, but it made her laugh.

"I'd hate to have to arrest you" she replied jingling her cuffs. Her belt had shifted when she sat down so they were right in between her legs. The effect was not lost on me

"Liar! You'd love to arrest me" I was becoming aroused which was dangerous in what I was wearing. I was grateful when the doorbell rang.

I excused myself and ran downstairs to get the door. It was the girls that lived next door. There was 3 of them all wearing togas. Esther, Monique, and Susan. At the time of this story I was 24. These girls were all in there 30s and stupidly hot. I'd been trying for the last few weeks to fuck Esther and Susan. Monique had a boyfriend. Esther was a tall redhead with great tits and big lips. Susan had dark hair in bangs, and was a little shorter than Esther, which made her curves stick out. Monique was a short French girl. She brought her boyfriend.

"Looking good girls!" I lead them upstairs to the keg and start pouring. As I hand off the beers I notice s couple things. One, the girls can't take their eyes off my package. Two, the kitchen is filling up with people waiting for beer.

Esther, still staring asks "So how many pairs of underwear do you have on Max?" the room goes quiet. Monique's boyfriend shoots me the dirtiest of looks.

"Uh, one. How many does it look like?"

"It looks like more than one"

"Do you wanna see for yourself?" instead of waiting for a reply I pull them halfway down, exposing everything but the head.

"Oh wow good for you Max!"

That was probably the biggest ego boost I've ever had. A room full of girls and guys admiring my bulge. At that point I should've just grabbed either/both of them and pulled then up to my room, but I had just started seeing a great girl who was coming to the party after she got off work. I'm not a cheater, so that was that. The bell rang again and I excused myself.

It just so happened to be my girl Betty and 2 of her work friends Bob and Travis. They weren't in costume.

"Max oh my god what are you wearing!?" Betty exclaimed

"He's Tom Cruise" Bob jumps in, "haven't you seen risky business? Thanks for invite big guy!"

Travis says nothing. I lead them all upstairs drinks are served and introductions are made.

Even in her work clothes Betty looks amazing. 5' nothing, great big tits a narrow waist and a big bum. She is my ideal woman. She is the epitome of my type. She's wearing a black tank top and black jeans that look like they were painted on. I'm starting to notice a tightness in the front of my briefs so I head back to the kitchen for a refill. Betty follows.

"I love that I can basically reach out and grab my boyfriend's ass." she says grabbing my left cheek. "I bet you love all the attention you're getting tonight"

"I hadn't noticed" I lied

"You fucking liar!" she says giving my bulge a squeeze, "I brought some snacks. Go give them out." She breaks out a bag of salt and vinegar chips and another that was BBQ.

I slide into the living room where most of the party was congregating. I hand off the BBQ to a sexy sailor yelling, "Barrrrrbeque!" at this point I notice that Travis looks pissed. He's got his arms crossed and he's scowling at me. I toss him the salt and vinegar. "You can take these, because you look SOUR!"

Everyone laughs. Betty not so subtly squeezes my cock again. I'm starting to get hard. I take Betty hand and lead her up to my room.

I shut the door and she jumps me kissing me hard, grabbing my dick. We tear each others clothes off.

"I've wanted this all night. Watching those girls stare at you got me so horny. Fuck me already!"

She was already very wet. I played with her clit. She bit her lip.

"Mmmmmmmmmmn that feels good. " she was starting to tense up, her orgasm building. I quickly slipped on a condom and started rubbing her pussy with my cock.

"Stick it in!" she moaned, her face turning red. I put it halfway in.

"OOOOOHHHHH!!" she came hard arching her back and grabbing the sheets. I keep rhythm with her spasms, still not going in all the way.

"FUCK YES!!" she starts playing with her clit. Fuck this is hot. "Yes yes yes FUUUUCK!" she comes again. It's probably the most beautiful orgasm I've ever seen. The sheets have been pulled off my bed now and she's shuddering, her pussy gripping my cock. I go balls deep.

"Oh god don't stop!"

I don't. I'm pounding her. We're both sweating. She bites my shoulder. It feels good. I spread her ass and fuck her pussy hard. She comes again and it pushes me over the edge. We're both out of breath, still attached. Spent.

"Do you think they heard us downstairs?" I ask

"I fucking hope so. You're a fucking stud"

I certainly felt like one