Here is a little story about me losing my virginity, with a little bit of a build up to the main event
When I was 18, I was seeing a girl named Katie who had a crush on me since as long as I could remember. We started talking more and more and eventually we wound up hanging out a lot. As things usually progress in a relationship we started getting more and more physical.
Katie was the first girl I ever really kissed let alone cuddled with. I remember us cuddling in my bed watching a movie that we both knew we could not care less about. We started grinding a bit with eachother and started making out. Eventually hands started sliding on top of our clothes but never giving eachother what we wanted. I finally and nervously moved my hand over her pussy and played for a few seconds until she stopped me. Damn. She said she would rather just kiss and that she isn’t ready for more yet.
Whatever! I was just really happy what I was getting as the awkward virgin at the time.
A few weeks later we ended up on a drive late at night and found ourselves in a dead parking lot. We kissed a bit and then she started rubbing me through my shorts. The way things were going I thought tonight might be the night! Then all of a sudden she pulled down my shorts leaving me with my boxers exposed. She reached over my boxers and started slowly jerking me off and I was in heaven. She kept stroking me as she slowly lowered her head down and played with my tip through the boxers – what a tease! She kept this up and I told her I was cumming. She didn’t stop and I didn’t know what to do and I came in my boxers as a little cum pushed its way through the fabric. She lowered herself again and licked the cum clean off. I could tell she liked a bit of the humiliation factor of me cumming in my boxers and I knew we were due for some crazy sex in the future.
Things never really moved away from handjobs till one night we were drinking at a party together. We were more than a little tipsy and I felt a tug on my arm and a bacardi flavoured whisper in my ear saying “let’s go home now. I need to fuck you!” I felt like I was already two steps a gone by the end of the sentence and we got back to her place.
We ran to her room and clothes came off in an instant. Katie immediately assumed a doggy position and I started licking her clit and playing with my fingers like I knew what I was doing. She then asked a question I had never had to answer before: “do you have a condom?” Fuck. No I sadly said I didn’t have one. She said it was okay we could still have fun. We started making out more and grinding on eachother, my cock sometime rubbing against her warm pussy. Through all of the grinding and making out I hear her say “I need you now. I need you inside me and I don’t care how, just put it in my ass”
I definitely paused for a moment, my foggy mind and the cards that were dealt in front of me almost made me giggle. Being young and awkward I never saw my future self in a position like this. She rolled onto her back and I started trying to get myself inside her. With the inexperience and the alcohol I thought I finally got it all lined up and started pushing more and more and finally I slipped in. My god, I’ve finally done it. I’ve lost my virginity – but no where close to how I expected it to happen. I start rocking more and more and eventually we get a rhythm going. I was just focused on not coming in 5 seconds when she peeps up: “by the way, you’re totally in my pussy right now.” The whole time I thought I was in her ass turned out to be just a drunken lights-off slip up. Like me being in her pussy was the wrong hole lol.
I still have no complaints at this point and neither did she and we started picking up the pace more and more until I finally couldn’t take it anymore and pulled out and covered her ass with more cum than I had ever came before.
We spooned right after until we both fell asleep pretty quickly. In the morning we had some more fun going down on eachother and all in all I think it’s kind of a funny story and it is a fun night to look back on.
Source: reddit.com/r/gonewildstories/comments/9qm144/mf_a_funny_story_on_losing_my_virginity