Roleplay - Sex Stories

Roleplay

... face? I bet you have lots of guys telling you how beautiful you look everyday.”

She didn't answer. By this time the bartender had come over with their glasses of wine and sat them down in front of them. Bill picked them both up and handed one to Jen. He clinked the glasses together and said, “Here's to the most beautiful girl in the world, and the pleasures she may experience tonight.”

Jen said, “My name's Jennifer, but my friends call me Jen.”

Bill said, “My name's Jack. Butyoucan call meanythingyouwant.”

Jen thought,Bill is really getting into this roleplay. I should have chosen a different name. But it's too late now.

Jen was only planning on taking a sip of the wine. She wasn't a big drinker, and the last and only time she'd had wine was at her wedding. Instead of a little sip, in her excitement she gulped down half the glass. She started to choke and sat the glass back on the bar. Bill gently patted her on the back and said, “Go down the wrong pipe, did it?”

Coughing, she said, “I haven't had wine since our…um, I mean my wedding.”

Jen was trying to get into the roleplay and she almost messed up by sayingourwedding instead ofmywedding. They made small talk until their glass of wine was gone and Bill said, “Why don't we go somewhere more private and intimate, so we can get to know each other better? I have a motel room just around the corner. We could go there.”

Jenwasready to leave and said, ”Why don't we go back to my place. We'll be much more ...

... comfortable there.”

Bill said, “Are you sure? I mean, what if your husband comes home unexpectedly and catches us?”

Jen laughed and said, “Oh, I'm sure my husband won't come home unexpectedly and catch us.”

They both walked outside and Jen asked, “Whose car do you want to take, yours or mine?

Bill said, "How about I just follow you?”

He walked her to her car and she saw him get into the car beside hers when she went to drive off. It wasn't his car, she would have to make sure to ask him which friend let him drive their car.

Driving home, Jen could tell she was wet. She wanted to reach down and finger herself to orgasm. But she was afraid she might have an accident. Plus she wanted Bill deep inside her before she came.

They both parked in front of the house and she waited for him to come over to her car and then they went inside. The front door opened into the kitchen and once they got inside and Bill shut the door behind him, before she even had a chance to react Bill was bending her over the kitchen table. Laying face down on the kitchen table, she wasn’t all that tall and her feet didn’t reach the floor, so there she was, her feet dangling in the air in 6 inch heels. Bill slid her skirt up around her waist and noticed she didn’t have any panties on.

When he saw she had no panties on he gave her bare ass a hard slap with his hand. Jen let out a little yelp and then she heard him undo his belt and unzip his pants. He then slapped her ass with is cock and ...