Sexual Relationships
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When did you have your first sexual encounter? What was your age and with whom and how did it go?

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Most Helpful Girls

  • I had my first sexual encounter when I was 16. When I was in high school, I was asked out by a guy that I liked and I accepted. We had a lot in common and we clicked instantly. However, due to certain body insecurities, I was nervous about having sex with him. Ever since I was little, I was insecure about my vagina's appearance. I assumed that my boyfriend at the time would be disgusted by it. As a result, whenever he made moves to have sex with me, I often postponed, explaining that I wasn't yet ready. Eventually, he wondered why I kept putting off sex with him and I finally admitted my insecurity. He assured me that he wouldn't care. After that, I finally gave in and we had sex for the first time after a date. Back then, I was working at McDonald's and saving money.

    Whenever I saved enough, after payday, I would sometimes have rooms reserved for me at hotels just to keep to myself and escape. I did this after our date, which allowed us to have our own privacy and plenty of time to be alone with each other. When he did see my vagina for the first time, there wasn't much of a reaction and he said that it didn't bother him. That made me less insecure about it. The sex itself wasn't really all that great because the first time was painful, but the experience was great because he was a great guy to have sex with. He was reassuring, careful not to hurt me, and often gave me compliments. The sex that we had in the future was much better than the first time though as we learned better techniques and how to please each other over time.

  • First blowjob I was 13. First full sex I was 14. First anal 18.

    • Oh boy you went full naughty

    • I would have loved to have that experience with you

Most Helpful Guys

  • I was 10 with a girl that was 10 as well , I don’t really consider it my first time but i guess it was. Considering I was inside her. My mom was friends with her Mom so when they would come over to visit, the daughter and I would run off and play and find a hiding spot and kiss and get naked together she was the first vagina my penis entered but again we were kids. Her and I messed around every time we saw each other , like we had this instant connection. I eventually moved away and haven’t seen her in a very long time , When I was 21 years old I ran into her again at a club and the connection was still there , we ended up having a lot of sex that night , she confessed to me that she was in a relationship and cheating on her boyfriend with me so I agreed just to stay friends , after that night of wild sex with her I haven’t ran into her since. I did find her on social media but she is happily married with kids so I didn’t interfere , but she still looks gorgeous, I was tempted but I didn’t message her

    • Thanks for MHO

  • I was 15.. my aunt was sleeping next to me.. I suddenly felt sensations in my cock.. my aunt was touching my dick and feeling it.. she tried to penetrate it by putting her leg on me covering a blanket and trying to get it inside her.. she was not successful and maybe she couldn't go further as she was scared others will notice.. I didn't have guts to open my eyes.. so I continued sleeping.. next morning I behaved as nothing happened even she did the same.. I think she really thought I was sleeping

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What Girls & Guys Said

9 34

  • Depends what "sexual encounter" means but if you mean penetration/full on sex then I was 20 and it was with my girlfriend at the time. It was nice but she became anxious for a few reasons that were understandable so she stopped rather quickly even if she was the one who initiated.

  • I was sixteen. The girl was fifteen and was a friend of friends that I hung out with. She had had one previous boyfriend so was not a virgin.
    We wound up going inside a house trailer that her parents had in their back yard.
    My experience was great. It was magical to finally see and feel a girl's naked body.
    Once I was inside her, I didn't last long. She had the hots for me so she didn't mind the brevity. We wound up going steady for several months.

  • Consensual or not?

  • I was almost 16 and it was with the lady I baby sitter for how did it go it went very well I loved baby sitting for her. I remember one night coming home around 4 am walked in the house. My dad was up and said hey as I walked by him he said you smell like fuck and I said yah I think I stepped in it on the way home lol we both laughed so hard

  • 1st Base: Highschool with my senior crush (Friends brother, behind the sports club)
    2nd Base: College casual date again my roomies cousin
    Sex: Ex Boyfriends birthday in final year

  • My first sexual experience was my first time having sex... I was 14 with my ex that was 16 it was actually really good. He started by eating me out (took me by surprise when I had sex with someone else in my teens and he acted like eating pussy was disgusting) and then it just kept getting better lol

  • Senior year of high school, just before I turned 18. He was my boyfriend then, soon to be husband. How did it go? I was 28 weeks pregnant when I graduated.

  • Still waiting for my first time...

  • I was 24. The guy was twice my age, because I was desperate to no longer be a virgin thanks to all the men who have made fun of me for being one for so long.

  • I was 16 and it was with a high school classmate of mine in her car. I didn't really know what I was doing but I was thrilled nonetheless.

  • Still waiting for my first.

  • Was 21. With my girlfriend. Wasn't as magical as i expected but was good to say the least.

  • I was in the 10th grade, I was always the class clown so I was very popular and was always at all the parties, I dated, but no sex yet, there was a group of three girls who weren’t popular that always sat together, one of the girl, Wanda, was short and cutely chubby, and she had huge tits, I knew she had a crush on me so I ask her if she wanted to go out, we went to the beach, held hands right through the day and that night we parked in a deserted area, we went to the back seat, and I almost came out when she took off all her cloths and I seen her beautiful tits, I sucked on them for half an hour, then I went into her (condom on) and came out so much that the condom overflowed, it was just a great night, we ended up going together for 5 years, we didn’t marry each other but what a great first encounter , and Wanda is just a beautiful person who I’ll never forget because she was my first

  • I was age 28 and it was with my first ex-girlfriend and
    it was just foreplay

  • I haven’t yet

  • 20, a friend, went well

  • I was 18 I was the one to initiate it went by quickly

  • 20 with current boyfriend and it went well

  • 11, daughter of my father's girlfriend.

  • Way back in high school. Sophomore year. We were both 15 and it was pretty awesome.

  • Show More (23)

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