My First Time Was Not What You Would Expect

I have considered myself straight most of my life (mid forties) but my first experience with sex was around 11-12 with a good boy friend so this is weird.
I actually remember we had so good time together, we started by sort of playing and dry humping in tree branches that stimulated our small butts.
After a few weeks probably, we started searching for lone places to kiss and make up which I remember was incredibly romantic, we kisses like crazies for very long time.
Next step was getting naked, and basically have the sex is possible at that age, we suck each other, penetrate with fingers and then had full sex for a few months, all the time was extremely romantic, honestly it was too cute and lovely, i sort of stopped thinking about that experience for some time until I knew about him around mid 20s and I started having good memories of that time.
I never had gay relationships after and been straight since, but never lost the desire for anal and even had a big period basically pleasuring myself even for hours after my then GF and had sex and she went to sleep… I just felt not full if I didn’t had a good sizes dildo…
It went as far as going out to walk or have dinner fully filled with a working vibrator around 25-30s… then married and happiness came with great sex and a wife that knows me and fills me with what Im in the mood for very often, she knows Im all about big dicks and we eventually got a nice set of toys for all moods, so basically I now understand that im bi, even when gay sex happened only once decades ago. My wife fantasies with me of being fucked, and she actually fucks my butt just as I need once or twice a week, so no longer feel incomplete as I did in the 20s… and I have very good memories of my first lover

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Anonymous

by Anonymous on Jun 6, 2024 at 4:08 AM

My first sex was with my best friend up in our hay loft. He and I were 13 and in the 6th grade. I don’t even know how it happened but I am glad that it did.
It was his idea to jack off together and once we were standing face to face jacking off he asked me if I wanted to do more. I said sure this feels good what do you want to do. He told me we should suck each other. So we did. He went first and on his knees he sucked my dick and made me cum. He spit it out then said it was my turn. I sucked his dick on my knees and made him cum. When he came he had both hands on my head and his nuts on my chin. I had to swallow and it wasn’t bad at all.
After that he said let’s get naked and I said Ok. Once we got naked he told me he wanted to fuck me. He described to me what he wanted to do as he jerked on my dick and I jerked on his. He had me get on my knees and lean forward on a hay bale. He got behind me and held his dick to my asshole. Right away I liked the way it felt so I began to push back. That seemed to excite him and before long his dick was in my tight asshole and he was pushing it up my ass.
I told him it felt good and I liked it. I told him it hurt a little but it felt good. Before long his nuts were touching mine and he began to moan and I felt his dick pulse inside of me and I figured it out. He came inside of me and I wasn’t expecting that. But it felt good.
He said he wanted to fuck me so more and I told him to go ahead. He was fucking my asshole and the more he fucked me the better I liked it. My asshole was very slick with his cum and it felt so good I asked him not to stop several times. He was really fucking me goid when I heard my mom calling us that lunch was ready. His cum was shooting up my ass as I listened to mom calling us to lunch.
He came up my ass then his dick slipped out of my ass then we got dressed. While we were get our clothes on I asked him if we could fuck some more after lunch. He said sure but it’s too hot up here in this loft. I told him we could go down to the creek and swim and find a place to do it down there.
We went swimming but mostly laid on our towels in the thick under brush naked while he fucked me all afternoon and he came in my ass several times.
From that gay on until we were out of high school he fucked me almost every day and some days several times a day.
That summer we stayed at his house or mine nearly every day and our parents worked so we were alone all day together so we never put on any clothes and all we did was suck each others dick and he would fuck me as many times as he could. It was so much fun and felt so damn good. Things got a little wild several times as he would get me to stick things up my ass. He liked to watch me put things up my ass and he always got me to suck his dick with something up my ass. One day he used a cucumber on me. It took several tries before it went in because it was pretty fat. Once he got it in my ass he made me take as much of it as I could. We were both amazed at how far it went up my ass and once I got used to it I didn’t want him to take it out. Once he did it was a lot easier for him to put his dick in me as the big green cucumber opened me up pretty good.
We bought Polaroid film for an old camera his parents had and we took pictures of us sucking each other and a lot of pics of his dick and other things up my ass and he liked taking pics of my asshole with his cum dripping out of it.
When he and I had some privacy we were two very nasty boys and I really liked taking his dick up my ass and letting him cum inside of me. I still like to use a cucumber and jack off with it deep in my ass and think about the good old days and my best friends dick shooting cum up my ass. Those were the best if times.

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