Pretty New Hostess, Peyton - Sex Stories

Pretty New Hostess, Peyton

Peyton

Well to start, there’s this small family owned Italian restaurant by my house that’s probably my favorite, especially Friday evenings after work, when I need a drink, and something to eat. The staff there is always very friendly, and being I’ve been going there for a very long time, many know me when I walk in, or at least it feels that way. Anyways, the owner likes to hire high school and college kids, trying to give them their first opportunities to work, which I support.

With that said, this one particular Friday, I immediately noticed there was a new hostess they had hired. She was a very attractive young girl, and her friendly smile and, bubbly demeanor almost immediately had me drawn to her. She really was pretty, had a friendly personality, and a smile that made me stupidly smile too.

She had dark straight, shoulder length hair, and being she was petite, small framed, she didn’t have big boobs, which I liked. It really was hard to not check her out every time I’d follow her to my table, and think about being with her, especially seeing that great looking little butt. Furthermore, seeing that pretty face smiling back at you, it really was hard to not get caught staring at her firm little body and tits, especially whenever she happened to wear one of her tight black top.

Most of the times, when I followed her as she took me to one of the booths, continuing to smile, I couldn’t help but look down at the fancy design on the back pockets of her jeans. ...

... “Man,” I thought, “she’s got a great little body,” and seeing her shapely little ass and somewhat long legs in those jeans as she walked away, only accentuated the fact.

Sitting down, I couldn’t help but watch as she walked away, and again think about being with her. However, being I had to be more than twice her age, I knew there was no way, but it was still hard to not fantasize about getting her in bed. Every time now, when I visited this restaurant, which was starting to be more and more often, I always found myself looking for her, always hoping to strike up a conversation, hoping there might be that opening to ask her out.

However, being she was obviously a student, she wasn’t there much during the week and when I realized she was usually there only on weekends I tried to go not only Fridays like usual, but Saturdays too. She really was so attractive, naively friendly and whenever we happened to talk, I always ended up clumsily flirting with her. I wanted it to happen but it was easy to see it made her a little uncomfortable, especially when there were other customers or staff nearby. Yea, I know it was awkward, and I didn’t want her to feel uneasy, but I really liked her and continued to hope maybe there would be a chance.

She was all I could think about and after a couple weeks, I got up the nerve to ask her, “What’s your name?”

I already knew the answer, because I asked my waitress one time, and when she smiled and simply replied, “Peyton,” there was an ...