A group from my college had gone across state for a debate competition. We spent the night at a hotel, and each of us had a roommate of the same sex. The teachers were acting as chaperones, and did room checks up to 11:00. My roommate was my best friend, and she wanted to take advantage of the hotel room to get some "quality time" with her boyfriend. The plan was that he would sneak out of his room after 11:00, and I would sneak out of our room to give them a few hours together.
The hotel had a 23-hour hot tub, so I figured that I would go and soak in that while they got it on. I had been in the tub for about 10 minutes when this guy came down and joined me. He was in his upper thirties, but looked nice for his age. We talked for a while.
I told him about the debate team and why I was there. He told me that I was going to hurt my debating if I stayed up too late, and offered to let me sleep in his room in his extra bed. I thought about it for a while and then accepted his offer, though I said I had to be back in my room in time for a wake-up call.
When I got out of the hot tub, he sort of stared at me. I was in a small bikini, and I guess I looked pretty good. I never thought of myself as super hot or anything, but I am young and in pretty good shape. He dragged his eyes off of me before it was really rude, but I noticed, and was sort of flattered by the attention.
Anyway, we went up to his room, which was a large two-bed room with a mini-fridge. He told me to take a shower, and that I could wear one of the hotel terry-cloth robes while my bikini dried. When I got out, he was watching the TV and drinking a coke out of a glass.
He went in to the bathroom and took a shower.
I took a sip of his drink, and I knew right away that it had rum in it. I sat there and finished his drink while flipping through the channels when he came out of the shower, also in a robe.
We turned off the TV and talked for a while, sitting side by side on one of the beds.
He asked me if I was jealous of my roommate. I shrugged and told him that I was planning on staying a virgin until I married. I was terrified of getting pregnant. He said that he respected my judgment.
He said that he had a daughter my age, and that he had told her that if she had sex, she should be very careful. He said that you can't tell a young person not to have sex, but that caution can save a lot of trouble, and he hoped that she would be smart about it.
We talked a little more about sex. He started, he said, when he was eighteen, and that now he thought that was too young, and he wished he had waited.
He said, "You have to be really strong. A pretty girl like you must have a lot of chances to give in."
I blushed and looked down so he said, "Really. You have a beautiful body. If I was your age, I'd be all over you."
I blushed even more, and he said, "It's really cute the way your blush goes all the way down your neck and onto your shoulders. He touched my neck as he said this, and it felt sort of good.
Then he started rubbing my shoulders, and it felt very nice. I was a buzzing a little from the drink I'd had. I guess it was pretty strong, and I never drank, so it was hitting me fairly hard. I just let him rub my shoulders. He moved behind me and kept rubbing.
Then before I knew it, he was kissing my neck. That sent shivers all over my body.
I could feel my nipples harden and I got goose bumps all over my body. He pulled me to where we were lying down, and pulled the robe partway down my chest and arms so that he could rub my nipples. It felt natural. All this talk of sex, had me more worked up than I had realized, and I was feeling great. He reached into the pocket of the robe he was wearing and got out a condom and set it on the bed-side table.