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My one and only gay experience

Im 35 now, been straight all my life besides experimenting one time in my early 20s. Ive never told anyone about it but i figured id share it anonymously. I was probably 21 or 22 at the time, back then i was constantly on backpage and craigslist looking for hookups. I was up late one night browsing with no luck when i decided to check out the m4m category. I quickly found out that was where all the activity was. I started talking to a guy my age maybe a little younger. He sent me a few pics and told me he would give me a bj in my car. I was hesitant but decided to make the hour drive and see what happens. It was dark when i got there, i pulled into his neighborhood and picked him up. He gave me directions to a sketchy dead end road where we ended up parking. There was a house not far from us which made things very risky. He was very quiet which was ok with me i was already nervous. I pulled my shorts down and he leaned right over and started blowing me. I got hard pretty quick and he was going to town on me. He sat up then pulled his shorts down and my heart started racing. He asked if i wanted to give him head, i was nervous, i reached over and played with his dick a little and told him i wasnt ready. He leaned back over and continued to give me head, i reached over and started feeling his ass. I was enjoying it but still so nervous. It felt great but i wasnt even close to cumming. I told him i should probably go and drove him back to his house. I got maybe 10 minutes down the road and he text me telling me to come back and fuck him and to relax and give him a chance. I was reluctant because my gf was going to get off work soon and be calling me wondering where i was at. I ended up turning around and going back. He had me park down the road from his house and he snuck me in his laundry room which was sorta detached from the main house, part of the car port. It was dark, he wrapped his arms around me and started kissing me and i just gave in. We were making out and it got super heated. Something clicked like this is so hot. He got on his knees and pulled my shorts down and started giving me head again. Then he took his shorts off and bent over the dryer and i got behind him like i knew what i was doing. He had to guide my dick in. I was surprised, no lube i finally slid in. I couldnt believe what i was doing, like wtf! I started fucking him and he was letting out the hottest little moans. I closed my eyes and just pretended he was a chick lol. I was honestly surprised he wasnt in pain. Not even 2 minutes in i feel him quivering and his ass clenching hard on my cock and i said u ok? He said yeah i just came. First i had ever heard of an anal orgasm. Not long after that i nutted too. I instantly felt regret as soon as i pulled out. I put my shorts on and started heading home. I could literally smell booty in my car on the drive home. He started texting me telling me he wants to stay in touch. I blocked him and never looked back. Still to this day ive never done anything with a guy again. I dont totally regret it, it was quite an experience. Believe it or not if i was single id probably fuck a trans chick. Thats my story.

Apr 18

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      • I was used by a few older men at age 10 through 13. They would dress me in their dress shirts and underwear and touch me, finger my ass and kiss me. I loved the attention. For being good i occasionally would get blowjobs from their wives.

      • I was like 14 and he was like mid 20s and his adult size erection penetrating kid sized butt hurt so much that it just made me lose interest in trying that stuff again.

      • Same for me !!! I was twelve and it hurt like crazy getting his man sized erection onto me !!! It was the one and only time a man was in me.

      • I was maybe twelve. It was with my friend's fourteen year old brother but it still hurt like crazy. I was lucky as hell that it was over in just a few humps. I never tried it again.

      • For me it was my best friend. We convinced each other to try anal... I was so excited I popped before I even entered him. I cleaned up my mess and then it was his turn. It was amazing... I had the anal orgasm, sissygasm... Whatever you want to call it. Ever since, I'm his bottom... When ever he wants. My wife knows and allows, even encourages it.

      • Generally any story that begins with “my one and only gay experience”, automatically suggests that there are more, probably many more gay experiences.

      • One and only so far. You will suck cock again someday. No one ever sucks cock once.

      • Trans chick's are fun! That's my story!

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