I have been in to ass play just about all my life and started playing with my ass as a young boy then in the 9th grade let my best friend try fucking me at his house one summer day while his Parents were at work. We both wanted to try it but he didn`t want my dick in his ass so I let him fuck me and it was great. I can remember it like it was this morning. I was face down on his bed laying on a towel. My lags spread both hands on my ass spreading my ass cheeks with him on top of me rubbing his hard dick on my asshole with baby oil on my tight hole.
I felt his dick head pushing on my tight hole and could not wait for it to go in. It felt weird once my asshole started to open up to let him in and it stung quite a bit because he was fairly big and he had to go pretty slow and it wasn`t easy to take it all but I did. His naked body on top of mine my asshole stretched around his dick and our nuts touching as he laid on top of me both of us moaning and groaning and moving around as he pushed it in to me hard a few times then slowly began to fuck me. It was the first time for both of us so he didn`t last long at all and we never talked about it at all but figured it out when the time came.
He was on top of me fucking me and said he was going to cum and before we could figure out what to do he came hard balls deep in my tight ass and it felt so good I shot my load on the towel never touching my dick at all and was laying there in my own cum with his cum in my ass. I will never forget that first day and how he just laid on top of me with his dick still in my ass as we talked and moved our hips a little and how he got hard again so fast inside of me. It felt very good to both of us so we took our time the second time and he fucked me a very long time and stopped a few times so he wouldn`t cum so fast.
We had a lot of fun with it and talked to each other the whole time he fucked me and I even stuck my ass up towards him quite a few times asking him to stick t in me more. Then asked him to go faster and harder and it just got better and better as we went until we couldn`t hold back any longer and I asked him a few times if he wanted to cum in me again and he kept telling me yes each time then he came hard inside of me and stayed in me as long as he could until he got soft and slipped out of my ass and we were both glad we had the towel under me so we didn`t have to wash the sheets on his bed because there was a lot of cum leaking out of me and he even spread my ass cheeks to watch his cum running out of my ass.
The rest of the day we never put any clothes on and after I told him I really liked the way it felt when he put it in me he put it in me a lot in different positions in just about every room in their house and once in their living room with me bent over the arm of their couch he stood behind me just sticking his dick in me pushing it in all the way then taking it back out just to shove it back up my ass over and over for awhile until he had to cum and had it in my ass all the way when he did.
We did that a couple of times that day and the next time I was sitting on a big chair in his Parents room with my legs up and my ass right on the edge of the big soft chair with the towel under me and he was between my legs putting it in and taking it out over and over again until he came in me again. We were both bug strong boys football players and no one would ever suspect either of us of doing anything like this but we were and enjoying every minute of it. That entire summer either he was at my house or I was at his and since both our Parents worked all day we had all the privacy we need to fuck all we wanted to.
One day we were at his house back in his room and he was fucking my ass as I laid on my back with my legs up on the edge of his bed and he was just starting to cum up my ass when we heard his Mom come in the other end of the house and yell out to us. He couldn`t stop but took his dick out of me as soon as he shot his load in me and we quickly put our shorts and a T shirt back on and just barely got sit down before she came in to check on us and told us she forgot something and had to get right back to work. It was a very close call and I`m glad we didn`t have to get up while she was there because I had her son`s cum leaking out of my ass making a wet spot on my shorts that she would have for sure noticed.
We got naked as soon as she drove off and fucked the rest of the day but that was a very close call that day. As we got older we came up with some pretty wild ideas and started having oral sex often after I sucked his dick for the very first time one day in the shower. I let him cum in my mouth and swallowed some of it then he tried sucking me and in a week or so both of us were swallowing each others cum easily and loved to 69 together. In high school we were at his house one day and I found a pair of his Mom`s panties in the dirty clothes and put them on then walked in his bedroom with them on and he laughed his ass off but liked seeing me in them and fucked me on my hands and knees with them pulled to the side just enough to get his dick in my ass and I came in his Mom`s panties and the smooth silk made my cum nice and slick and I kept them on for awhile rubbing my dick in my cum. I washed them in the sink and let them dry then put them back in the dirty clothes but that started something that we had a lot of fun with and after wearing his Mom`s or my Mom`s panties quiet a few times one day I dressed in my Mom`s sexiest clothes high heels panty hose short skirt bra stuffed with stuff to look like I had real tits and one of her wigs.
I played like I was the woman and he was the man and it was fun and pretty hot and a few days later I went so far as to do the make up lipstick and all and wore the sexiest things in my Mom`s closet and we had some pretty hot sex that day and he fucked the shit out of me and we had a lot of oral sex and I watched hi fuck me dog style with my panties pulled down and my short skirt lifted up on my back in a mirror in my Parents room and that was pretty damn hot also.
For years he and I had a lot of really good sex and a lot of fun together and continued to do it until we were in our mid 20`s then life goes on and we moved away and was too far apart to get together any more and we lost track of each other over the years but I can still enjoy jacking off some times thinking about all the things we did back then. It was a wild time in our lives and no one even knew about any of it.


