I was 19 and my gf at the time was 18, i used to watch a lot of anal porn as for me something about the way it looks is so visually appealing but for whatever reason i wasn’t actually interested in trying it in real life, i would poke fun at the idea with ny gf every now and then and she would say yeah okay lets do it but then we would always take a step back and be like haha jokes.
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So on our first time doing anal, one morning I suggested it again but this time we went ahead and did it, I put some lube on her ass and a bit on myself too, I was rock hard and had morning wood and she was a petite 5’1 girl and must’ve not weighed anymore then 100lbs, I’m a little over 6 inches so it was a tight fit and we spent some 20 minutes just doing it slowly entirely in the lying down spoon position.
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I could never fit all the way in but at one point I thrusted a bit too far and it was quite tight so I was about to accidently cum and told her I was gonna cum and said I’ll pull out but she said no because she didn’t want come all over her bedsheets as she knew I cum a lot so I ended up cumming inside her ass and to this day i still think it was the most I’ve ever cum, i came for what felt like 20 seconds and she said “oh my god really?” As i kept cumming she said she “i can stil feel it” and giggled, it was one of the hottest moments of my life and i always think back to it, she went to the bathroom right after and said she couldn’t get any cum out so must have spent all day and night with her ass full, she jokingly told me I shouldn’t have cum with my whole dick inside her ass to which I replied that it wasn’t even the whole thing and it was like halfway in but it was a very violent orgasm, the ones where your cum shoots out like a hose.
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Now some 10 years later I’m a certified anal addict and almost excluseivly just do anal and this is what started it for me!
Source: reddit.com/r/gonewildstories/comments/tzml96/mf_the_story_of_my_very_first_anal_sex_experience