Betsy was a new administrative assistant in the office. She was from a small town in West Texas, had just turned 21 and moved to the big city. Our office was a fast paced, high intensity group and we played as hard as we worked. Betsy was the admin assistant for one of the managers that I worked with, so I had contact with her on occasion. We had chatted some and she seemed naive and inexperienced in life and sexually. She was very cute with a tight body, short and smallish tits.
I had kidded and teased her some, her face blushing when she figured out the double entendres being thrown around. Other staff members would talk about how surprised she was when she heard about people in the office hooking up and some of the wild things that went on. We had been to a couple of happy hours and after one of them spent some time in my car making out although she did not really let me get too handsy with her. Betsy enjoyed the kissing, but got a little uncomfortable when my hands started wandering. She had not been much of a drinker when she came to work with us. It was not hard for her to get quite a bit tipsy and she had been driven home by some of the other staff members she had become friends with.
I was speaking with her at one of our happy hours after work one day. She was a little tipsy and I was trying to learn more about her.
"Do you have a boyfriend here?" I asked.
"No, have not really met anyone here yet. I know a couple of guys from back home that are here and we get together some."
"You live alone?"
"No, I have a roommate. She is from home, but had moved here a couple of years ago."
We continued to chat and she had a couple of more drinks and was getting more tipsy. While we were chatting, another of the admin's came by to chat also.
As she was leaving, she looked at Betsy and pointed to me, "Keep an eye on him, he can be a naughtly boy."
"I am shocked you would say that," I said smiling at her.
"Oh do not worry, I have heard about him," she said smiling.
We went back to chatting. The conversation touched on sex when she caught me staring at a woman at the bar.
"Would you sleep with her?," she asked.
Busted, "Yeah she is pretty hot, but so are you."
She blushed a bit and sipped her drink.
"I am not as pretty as her and clearly do not have the breasts she has."
"You are pretty. And tits, while fun to play with are not the only factor in fun sex."
She was really getting embarrassed now and I could tell she was a little off balance.
"See any guys here you would sleep with?"
"We do have some hot guys in the office, but they would never look at me."
"I think you would be surprised what they say."
"Really? Like what?"
"They talk about what a nice body you have and what they would like to do with you."
"Who does? "
"There are a couple of staff guys who would like to ask you out."
"I wish they would. Not really been out with a guy for about 6 months. Hard to meet people when you are new in town."
"I will tell them they should ask you out. Go to dinner and have some fun."
"Please do."
"I will. You have slept with a guy, right?"
She kinda hung her head, then looked up at me. "There were a couple of guys back home that I messed around with, but not a lot of times, no."
"But you did have sex with them, touched their cocks, let them fuck you, right?"
Betsy was really embarrassed now, her face bright red.
"Yes, I had sex with them, but not very often."
"What else did you do with them?"
"I shouldn't really be talking about this, right? I mean, it's really personal."
"Up to you, it is your story to tell afterall. So, what else did you do?
"I would masturbate them in the car."
"Fun. Ever in bed with them?"
"No, only in a car or on a couch a couple of times."