Last June was a great Month for me. My name is Leeann. I graduated from High School and had my eighteenth birthday in the same week. Lots of family came to celebrate both events.
Most of the Uncles and Aunts stayed at local hotels, because we didn't have room for all of them. My Uncle Fred did stay with us, in our guestroom.
Fred has always been my favorite Uncle. He treats me as if I am older than I am, not like a kid. On this visit, he went a lot further. When no one else was around, he would kid me about being "legal" and he would say we should "keep it in the family."
We would both laugh about it, but I thought he was at least a little serious. He would brush up against my butt whenever he got the chance. When no one could see it, he even goosed me, pushing his middle finger up against my asshole, though my pants of course.
He would say things like "You really look good in those pants. I bet you would look even better without them!"
I would giggle and say, "Stop it! You are acting silly!"
After the week of parties, everyone but Fred left for home. He had another week off, and was invited to stay and enjoy our pool. Fred is my Father's younger brother, I guess he is about forty.
Mom and Dad went back to work on the next Monday, and Fred and I were going to hang out by the pool. I was in my two-piece, which was pretty revealing on my eighteen-year old body. Fred was in his surfer jams, which were pretty young for his age.
He went in to use the restroom, and I went in a few minutes after him to do the same thing. We came face to face in the hallway, and he gave me a hug, which turned out to be way different than a hug from your Uncle.
He was fondling and feeling my butt, and I didn't know what to say. I did notice the bulge in his bathing suit, and I couldn't help myself, I felt it. I said, "My God, is that the Loch Ness Monster in there?"
He gave me a kiss, and said, "Don't worry. It won't bite you."
He went on, "We are alone for the day. I have been dreaming about having sex with you for a long time."
"Uncle Fred! We can't do that! That is incest! And what about if I got pregnant? We would both be done for!"
He said he had other things on his mind.
I said, "You mean you want me to blow you?"
"That would be nice. But there are other things we can do which are even better. I could pretend I am the UPS guy, and make my delivery in the rear."
I was shocked. I said, "I have never done anything like that! I don't think I could!" I felt his cock again, and said, "I don't think you could ever get this thing up my ass!"
I have to admit that I was intrigued. I began to imagine what it would be like. I had never even considered anal sex, but the idea of Fred's cock up my ass was turning me on.
We went back to the pool, and sat and talked about it for a while. I finally said, "OK, I am willing to try. But I have to be in control. I don't know if it will even work."
We went upstairs to my bedroom, and on the way Fred stopped in his room. It turned out that he just "happened" to have some sexual lubrication in his suitcase.
We took our swimsuits off, and I put the lube on his stiff cock. While I did that, he pushed his middle finger all the way up my asshole. I said, "Ouch! That is big enough for me! How in the world am I ever going to be able to take your nine inch cock in me?"
He just said, "Please let me try."
I suddenly had an idea. I took a tube of my lipstick, and I drew a line encircling the shaft of his cock, about half way down. I said, "OK, but do not put it in any farther than this lipstick line!"
He looked a little disappointed, but I guess it was better than nothing. He said OK, but I insisted, "Do you promise?"
He looked unhappy, but he said, "I promise."
I got on the bed face down, and I put a pillow under my hips to lift my butt up for him. I spread my legs so far it was uncomfortable. He put the tip up against my asshole, and pushed it in.
I let out a yelp, but it didn't stop him. I felt the tight muscle at the entrance to my ass stretch to the max, and then it just relaxed. He eased it in farther, and the discomfort went away.
He stopped pushing it in, and just held still. I couldn't see the lipstick circle I drew as the limit, but it felt about right. I guess he is a man of his word.
He began to gently fuck me, just pulling out an inch or so, and pushing it back in. I knew what was going to happen soon.
I have refused to have sex with my boyfriends, because I want to remain a virgin until I get married. I know that is unusual today, but I think it will help to make the marriage last. I don't want to wind up divorced like so many others.