I have a conservative upbringing and try to be a good boy. That’s a major reason why I was a virgin into my 20s. But of course I let myself wander and end up in some naughty situations, especially thanks to the internet. Back in college when I was about 23, I was chatting online with a woman on AOL IM from the room I was staying in near college. She was a couple of years older, I remember maybe 26 or something. Can’t remember, really. But she invited me over after some chatting that night. I was planning to save myself for marriage, but I couldn’t resist this invitation and drove about an hour and a half out to see her.
I knocked on the door and she let me in. Turned out that the woman she was staying with was still home that night. However, that didn’t seem to be a problem as she went to her room and we never saw her again. She and I went to the computer room where she had been sitting. We sat there for a bit and looked at the porn that she was checking out a bit on the computer. I didn’t really know what to do. And she must’ve been a bit nervous. Eventually, she took the lead and turned the computer off and then the light. We sat in some chairs facing each other. She lifted up her shirt and let me touch her boobs and asked me if I liked big boobs. …Of course, I do. Eventually I undid my pants and pulled them down a bit. She started stroking my hard cock a bit. Then she ended up pulling hers down. I nervously touched her pussy feeling the shaved stubble and noticing that she was wet. She continued stroking me and, not surprisingly, soon I was throbbing. The cum erupted from my cock. I could see it shoot up high in the air. She was able to even quickly grab a sheet of printer paper and catch a shot or two. Then she said the words that lots of guys don’t really like to hear… “You cum fast.” Just after this is when my conservative guilt of having done something naughty started getting to me. I pulled up my pants and went to wash my hands and then grabbed my jacket and she followed me to the door. And never talked to her again. Obviously, there are parts that I like about this and a lot more parts that I regret. I feel bad about how I left, of course. …Clearly, it was still memorable.
Source: reddit.com/r/gonewildstories/comments/asbr1x/my_first_sexual_experience_a_hand_job_story
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