I turned 18 just before school was out my senior year, two weeks later I went with mom and dad on vacation. The first night we checked into a super 8 motel, they got me a room for myself. After getting checked in, they went shopping, I stayed around the pool, but didn't go in. A little while later this middle aged black guy sat down beside of me and started talking. He was a big guy, around 6ft or better, and perhaps 250 or so lbs, no shirt, and his chest was covered with thick black hair. I know I looked small sitting there, as I was only 5-5 and an even 100 lbs. I was in a girls bikini bottom, and having a very small guy package, and a girls build, he might have thought at first I was a girl.
He asked if I was going in, and I told him not yet, as I had forgotten to bring a towel, but might later on. He said he never swam, the cloreen in the water made his skin crack, he just liked to sit and watch. He said sometimes I get lucky, and get some hot young ass to play with. He said sometimes its a girl, but I like boys too, he said I can tell you're a boy, but you could pass as a girl. Have you ever acted like a girl and let a guy mess around with you.
I had, and weather I liked it or not, he was pushing the right bottons, and I told him I had. He put his hand on my knee, and said, do you like being treated like a girl, and I said yeah, sometimes, but it depends on who's doing it.

Do you think you would like for me to treat you like one, I know just how to work it, it was already too late, so I said ok. But mom and dad said they would be back about 6:30, and it was almost that time, and I was sopposed to meet them at their room, so I told him I'b be at the pool when we got back. He was there when I returned, and we went to his room, which was only two rooms down from mine. I was a little neverus being around a total stranger like that, but it soon wore off, and things got started slow, but didn't take long to get hot.
He told me he was going to make me wish I was a girl, and when I was pushing my ass back on his bbc, and he was pulling me down to him and kissing my neck, I was starting to feel like one.
Then he got me on my back with a pillow under my hips, he was on top, he mouth on mine, and I was tingling all over.

Then he started working forward, but when his dick touched my ass I quickly squeezed up, and started to turn over, but he pushed his toungue between my teeth. That took me totally by supprise, suddenly he slipped his dick in my ass, and as soon as he did, he made three or four thrusts, and I felt his nuts touching my cheeks. My thoughts were, oohhhh shit, he did stick it in, but uhh, uhh ohh, he made some thrusts and I'm oohhhhh yeahhhhh, and then it was a blur. He took long slow thrusts, short ones, no thrusts, just bumped against me while fully in, all kinds of thrusts.

Then started with long slow ones, slowing going faster and harder, we were sweating, it was getting hard to breathe, my arms were around his neck, my heels were behind his thighs, then suddenly he was ramming his dick in me so hard I wanted to scream, and then he just stopped. He had it in so tight, and was just holding it there, I could feel it throbbing and flexing. Slowly he started to relax, he pulled his tongue from me mouth, but his lips stayed, and his kisses got more tender, and more passionate.
I remembered him saying that he was going to make me wish I was a girl, and at that moment I really was wishing that. I knew that he'd fucked me, and I was sure he'd cum in me, and for a split second I had this weird feeling, but then he started slowly thrusting, I felt him going soft, then he raised up, looked down at me and said, you little bitch wanted that didn't you. I nodded my head yes, he thrust into me a few times, then pulled out, we took a shower togather, then I went back to my room. The next day ridding in the back seat he was all I could think about.