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Virginity

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When I was younger, I took an organized trip to Italy. It was really cool, we went and saw a bunch of sites, I shared a hotel room with one of my buddies so we were constantly making jokes, but best of all we were given some time to explore this small town. While waiting for food in a small cafe, a group of girls came over to us and started introducing themselves in some…

I have only recently realized that I have a big dick. I realized sometime in college it was above average but never realized how big even with all the clues. My first time was at a small party. We were at this girl’s house, in the finished basement. Drinking and things that 18 yo kids do. Somehow the topic turns into massages and I say that I think I can give a nice back rub/…

I haven’t celebrated my birthday in years but since I thought I should do something special to mark my entering adulthood. I invited some friends over and we all ended up getting super drunk. I have a huge crush on one of my friends that I had invited and an even bigger crush on his older brother. His brother s 5 years older than me so before yesterday we couldn’t do anything. I’ve tried to…

I haven’t celebrated my birthday in years but since I thought I should do something special to mark my entering adulthood. I invited some friends over and we all ended up getting super drunk. I have a huge crush on one of my friends that I had invited and an even bigger crush on his older brother. His brother s 5 years older than me so before yesterday we couldn’t do anything. I’ve tried to…

Met her on a dating site (POF) and started chatting with her, I asked her if she was into younger men, she said yes surprisingly and we chatted for a bit. After a couple days of chatting we decided to meet, I came over for the first time and we kissed and touched for a bit but nothing else, same with the second time but the third time before I went over, she texted if…

“Oh Eddie, I didn’t know you were home!” Ellen had just stepped into her cedar-lined sauna surprising her son’s eighteen-year-old friend who had been lying quietly on one of the benches. He sprang upright on the bench. “I’m sorry Mrs. Feinman, I guess I should have asked if I could use your sauna,” he replied embarrassed. Ellen waved her hand reassuringly. “Nonsense. I told you when you came out here that for the two weeks…

To explain, the day I got my cherry popped was after a party, woke up in. My at the time Friends bed and we did it. Started my relationship with him, who I love. And at the same time took my virginity. I wasn’t counting it though so after days of scheming and other things I started my plan. I went over to his house one day knowing he was alone, why I didn’t just…

Part 1 – [HERE](https://www.reddit.com/r/sexstories/comments/xe9bb0/sheltered_teen_to_slutty_housewife_the_beginning/?utm_source=share&utm_medium=ios_app&utm_name=iossmf) It seems like you guys liked the first part of this series, so I’m happy to keep writing. Show some love once you get to the end, or cum, whichever comes first lol. It had been about three weeks since my first masturbation/orgasm experience that I discussed in part one. I was hooked, making up for lost time, and using my summer after high school to literally play with myself 7-8x…

As a waitress I have a lot of stories regarding people saying, or doing certain things, and I want to say that when I was 18, an older man, (mid 30s) was being flirtatious and he had asked if I had wanted anything from him and me being a teenager still in high school responded positively since a lot of girls around my age talk about sex and obviously teens are pretty horny… So he…

Basically the title, lost my virginity last Friday and feels better posting it here than on r/ sex lol. (This post is kind of a ramble at times so sorry in advance) I’ve been with my partner for 3 years and felt ready and excited to have sex with him, even though it didn’t really go as planned. He did make sure I was both comfy and safe, had lube, condoms, and I brought my…