When it comes to my early sex life, I like to think I got by on sheer, dumb luck. I was an awkward kid in high school into early adulthood, not bad to look at, and pretty funny, but also weird, shy, and not very fashionable. So imagine my surprise when I lucked up and got myself a smoking-hot girlfriend my junior year, whom I’ll call Carina. She was 5’2”, medium-brown complexion, lithe figure, nice tits, and later, a tattoo on her lower back.
Long story short, I fell for her hard. When we broke up, I went to pieces. I was a mess. I spent that summer out of the country with relatives and came back with my head on straight and ready to move on. After I graduated, I got my first job at a department store and was getting ready to start college on a scholarship. All in all, things were looking up.
Then one day, I got a phone call. It was Carina, looking to reconnect. She extended an open invite to hang out at her place, anytime. Literally anytime. In my naïveté, I thought nothing of it other than she was trying to be friendly. Yes, I was once that clueless.
We kept in contact, and one night, my job sent me home early from an overnight shift. Being fully awake and restless at 1:00 in the morning, I didn’t want to go home yet, so I called Carina and asked to come over. She said ok, and I made my way over. I should mention that at this time Carina lived with her family, and had to sneak me in.
We sat in the living room watching TV and talking. Soon, I noticed a familiar look in her eyes — she wanted to kiss me. When our lips met, it was like old times, only better. Eventually she broke the kiss, took me by the hand and led me quietly upstairs where I knew the bedrooms were. I followed with a dawning sense of what was about to happen.
Carina’s room was lit by a candle and the streetlight outside. She put on some music and started taking her clothes off. FINALLY getting the hint, I followed suit and laid on her bed. She got some lube from her dresser, smeared it all over my dick, got on top and slowly eased my length inside her.
Once I got over the shock of what was happening and everything that led up to it (I seriously just went there to watch TV!), I really got into the moment. She rode me slowly at first, trying to get used to my size. I reached up and squeezed those perfect tits of hers as she picked up speed.
Eventually, I picked her up off of me and she got on all fours next to the bed. I fucked her hard from behind while looking at us in the mirror by the door. We looked good, better than any porn I’d seen. After a few minutes of doggystyle, we got back in bed and I fucked her missionary. She got especially wet, whispering my name. That took me over the edge, and I pulled out, cumming inside a tissue she quickly retrieved for me.
Not a bad way to end the night, right? Well, we weren’t finished. We fucked again twice that night, the third time I came inside her. Carina finally snuck me out at around 6:00 that morning. I came home with the Sunday paper under my arm and a spring in my step. My mother was already up and cooking.
“Well, good morning,” she greeted me cheerfully as I went into the living room and out of her sight. “How was work?”
“Fine, Mom,” I replied as I sat on the couch and opened the paper.
“Did you work hard?” she called from the kitchen.
“Oh, yeah!”
Source: reddit.com/r/gonewildstories/comments/9toqov/the_night_i_got_incredibly_lucky_and_lost_my
Nice story, honestly I’m just the same shy, awkward and clueless. I would have thought the same thing lol. Only difference you got laid, ooofff.