Dec 152014
 

So I was in 9th grade and it was the second to the last day of school. We where putting up anti bully sticky notes after school and we started kissing in the hall. My girlfriend and I where always talking about sex and what we would do to each other. She was in 10th grade at the time still a virgin and all. And I reached under her skirt and felt her pussy, she was wearing no pantys and was super wet. I stopped after a minute and we continued on. Then we came to a gym and it was open and dark so we went in and started kissing.after about 2 minutes of kissing she pulled my pants down and grinder her pussy on it. She said “okay babe put it in but not all the way” I listened and in a minute I said “do you want me to get the condom out and she said yes. So we got on the gym floor and we started having the roughest most perfect sex and I felt her cum 5x before I came. The next day she was walking with a limp. 

  • Gender: Male
  • Age of Virginity Loss: 15
  • Current Age: 16
  • How would you categorize your story?: Secret
  • Country: USA
Dec 152014
 

I would describe the man I lose my virginity to as the personification of sexy. He’s tall, dark and handsome, and loves to cuddle and dirty talk and essentially worship whatever woman he is with. I met him when I started university in the fall and we were immediately attracted to each other. Finally the casual flirting turned to something more, and we just couldn’t keep our hands off each other. We go to a music school, so there were days when he would just pull me into a practice room and make out with me on top of a piano. The sexual tension was building for weeks before we went to his house one day and made out on his bed. He had told me before that he absolutely loved giving oral sex to a woman, so at some point my pants came off and he went down on me for almost a half hour, fingering me and kissing me while I squirmed and moaned. He definitely could have made me orgasm faster, but he was teasing me, pulling me so close to that point before backing off and making me beg for it. I was finally about to orgasm when his cousin/roommate came home. I tried to keep it down but it was pretty impossible and she knocked on his door and essentially killed the mood. We went back to kissing then, and I was dying to touch him but I was just too afraid that I wouldn’t know how. He could sense that too, and at some point he took my hand and guided it down to his dick. I was shocked at how big he was- he told me afterwards that he’s 8 inches and quite thick as well. I jacked him off for a while and things were incredibly hot and heavy. I couldn’t handle it anymore and asked him if he had a condom. He told me he did, but he knew I was a virgin and he didn’t want to because he was afraid it wasn’t going to feel good for me. I begged him and finally he gave in, getting up go get a condom and finally penetrating me.

It was kind of uncomfortable at first for me to accommodate his huge size, but once I got used to it it felt great. He lasted a really long time and we tried a bunch of different positions; missionary with me on the bottom, me on top, on our sides, doggy style. My personal favourite was when he pulled me to the edge of the bed and fucked me from a standing position while holding my legs over my head. He was able to penetrate me fully then and it was so satisfying to feel him all the way inside me. We were in that position when he pulled out and orgasmed. Then he ate me out for a few more minutes, his dick growing hard again. I offered to give him a blowjob, so he laid down on the bed and I crouched over him and wrapped my lips around his dick. I was surprised by how natural it was to me; I actually enjoyed it as I got more into it and started to deepthroat him as much as I could manage. Finally he couldn’t handle it anymore and pulled me up to make out with me for a while longer. We cuddled until I had to leave, and even then it was so hard to let go of him. He told me it was one of the best sexual experiences of his entire life and he was so impressed by how good I was in bed.

Overall it was an incredibly sexy experience and I can’t wait to have sex with him again. People always say your first time should be with someone you love, but that’s not true. He was and still is my boyfriend, and he’s very special to me, but I would have enjoyed the sex with him regardless. I’ll never regret losing my virginity to him.

  • Gender: Female
  • Age of Virginity Loss: 18
  • Current Age: 18
  • How would you categorize your story?: Sexy
  • Country: Canada
Dec 152014
 

I’m 17 years old and I always told people I wasn’t a virgin. I always watched others and copied them when they talked about sex. So people always assumed I wasnt a virgin. Plus getting hit on everyday doesn’t hurt when u can say it was a random hookup. So anyways I was with my girlfriend of 10 months when I met this girl (mouse). We spent the nights chatting on skype and sexting each other. I fell for her fast and within a week I fell in love with her. I broke up with my old girlfriend and ask out mouse. That Saturday I went over to her house and we laid down on the bed. We immediately started kissing and making out. I started feeling her up and took off her shirt. I kissed her everywhere. She loved it and took off her pants. I fingered her and went down on her at the same time. After a while she sat in my face while I ate her out. She suck my dick and gagged on it a couple times and cried. It ruined her makeup. We had sex kinda except I was to big for her and only got halfway in. She is short. I’m 5’9” she is 4’11”. We tried a couple different positions and the best we got was when she was riding me.

We had a sex playlist while this was going on. Her sister age ten walked in on us having sex. It was so awkward and had this shock look on her face. That’s how I lost my virginity.

  • Gender: Male
  • Age of Virginity Loss: 17
  • Current Age: 17
  • How would you categorize your story?: Funny
  • Country: USA
Dec 152014
 

So I went over to my crush from freshmen year and we were watching a movie. He kept getting closer to me and started rubbing his hands gently around my waist and next thing you know we were making out. He kissed my neck and went down slowly kissing my stomach and then down there. He stuck his tongue down there and fingered me and I enjoyed it. He then asked me if I wanted him to put it inside and I said yes. He went slowly because he knew I was a Virgin. It hurted a little but got used to it. I did bleed a little but we wiped it down and after we continued to watch the movie on the coach while laying on his lap. He is officially my boyfriend.

  • Name: Ashley
  • Gender: Female
  • Age of Virginity Loss: 18
  • Current Age: 18
  • Country: United States
Dec 152014
 

I as at a party, and we were playing spin the bottle. my crush was there. When I span the bottle, it landed on him. now all of the other kids that were there gave little kisses on the cheeks, making “eewwwss” and barf sounds afterwards. But when I scooted in front of him, he put his hand gently on my cheek, opening my mouth with his thumb slightly, and kissed me. My 1st kiss. One of my other friends yelled “get a room” after a while. SO gavin stood up and lead me out of the room into the spare room at my friends house. He started kissing me. After a while he placed his hands gently on my breasts, I didn’t pull back . I had been watching porn since 8 years old. I wanted to loose my virginity. So I let him, and after a while he tugged off my shirt and bra. He licked my nipples, it felt amazing. Then he started down torwards my waist. I tore off his clothes and the rest of mine, and we stood there, naked in front of each other. I gave him a blowjob, and he licked my clit. After a while he finally inserted his dick. It hurt, but felt good. He pounded me ad finally cummed in my pussy. It felt so good, and I lapped up the cum. Now I’m pregnant. At age 13. Gavin is the dad. Lucky me.

  • Name: Liz
  • Gender: Female
  • Age of Virginity Loss: 12
  • Current Age: 13
  • How would you categorize your story?: Young
  • Country: USA
Dec 152014
 

Many years ago I was with this girl. She was only about the third girl I’d ever really “dated.” I had been with a girl before her with whom I’d groped and felt up, but nothing under the clothes. So when I met the girl I lost my virginity with I was ready to do it finally. She was my age, both of us were a bit ahead of the game as far as puberty. We both looked older than we were. Early bloomers, I suppose. (also, I lost my virginity about a day or two before my 14th birthday). We’d been together a month by the time it happened, and had already given each other oral sex once or twice in the couple days leading up to the big event. But we could both tell we wanted to go further. One day at my house when no one was home we decided to put on a porn I stole from my uncle. This heated things up quick. I remember her asking me, “What position is your favorite?” I felt silly saying, “Doggy all the way!” because I had no experience, it was just the one that looked sexiest. She walked out of the living room and into my bedroom. I didn’t know what was going on so after a minute I went in there and she was on all fours, head down, ass up on my bed, and I asked, “What are you doing?” She replied, “Waiting.” My heart raced as I left and came back in a minute. Same position.

I thought, fuck it. I’m doing this. I went up to her on the bed, got behind her and started touching her ass. She unzipped her pants, and so did I, and I pulled them down with her panties and we both fiddled around with my penis until it finally went in. We didn’t even bother with taking off the rest of our clothes the first time. It was not very sexy in hindsight. She wasn’t very wet so it took a bit before I could start thrusting, but after a few moments we were both moaning and having a good time. And in no time (literally, 5 minutes later) I came inside her. I got an old shirt and she wiped it up and we laid on the bed and laughed and cuddled. And for the next two months, while we were still together, it was everyday, sometimes two or three times a day. And we wised up and finagled condoms and never again had sex without one.

  • Gender: Male
  • Age of Virginity Loss: 13
  • Current Age: 23
  • How would you categorize your story?: Immature
  • Country: USA
Dec 152014
 

We had previously dated but never had sex so I was still a virgin. It all happened when we were at a nightclub together and couldn’t keep our Hands off each other. She offered for me to come back to her place. We began making out heavily and then I removed her dress before the making out continued. I removed her bra to expose her breasts which were very perky, about a b cup. To describe Haylee she is about 5’9″, slim to normal build with bright red hair, not overly attractive just a normal looking girl. Back to the story she then took off my Top and starting playing with my crutch area. I took this as permission to play with her area covered by her panties. And my gosh her panties were very damp even wet on the outside. As I slid my hand under her pants I felt a fairly thick bush of pubic hair. It turned me on even more her ginger pubic hair. She removed my Pants and took my Dick in her hand and began rubbing. I’m not big by any means a fraction over 6″. Obviously getting to this stage we were prepared to have sex however didn’t have a condom. She said shed never had unprotected sex before and me being a virgin that meant the possibility of STDs were out of the equation so we agreed on having unprotected sex. Due to me being awkward she got on top of and inserted my penis into her warm wet vagina. She claimed it was the first time she had had sex in 6 months and she certainly did feel tight I just laid back watching her nice boobs pop up and down as well as her fiery red pubes become entwined with dark black pubes until I began shooting jets of semen inside her. It was quite messy but we cleaned up and went to sleep. We discussed possibly having to get a pill the next Morning but she was confident that the timing of her cycle meant she should be safe and it turned out she was correct. We had sex a few more times after and used condoms. I may have been a latecomer at 20 but certainly made up  for it now. My current girlfriend and I have been together 3 years and still fuck like rabbits!

  • Gender: Male
  • Age of Virginity Loss: 20
  • Current Age: 25
  • How would you categorize your story?: Friend
  • Country: New Zealand
Dec 152014
 

I’ve had a friend since I was only 12 years old, and she was 14. I always told her how I felt because, she was truthful to me. She knew that I got “crushes” but, these crushes were just feelings mixed with “I wish I could be a closer friend” All of my “crushes” were girls too. When it was her 17th birthday she told me she liked me. I didn’t want to hurt her feelings so I told her I liked her in a platonic way. She brought me to her room and kept telling me that maybe if I tried sex I would like it. So, I did. I felt no pleasure at all afterwards…. I don’t think I’ll have sex again. :^) I’ve only masturbated about 4 or 3 times in my life and I really feel no need or pleasure in it.

  • Gender: Female
  • Age of Virginity Loss: 15
  • Current Age: 19
  • How would you categorize your story?: Young
  • Country: Canada
Dec 152014
 

I had always thought of myself as asexual, but when I graduated high school, I found myself being more and more attracted to women. I guess I was just a late bloomer. I had only ever dated one other girl, and we never even kissed. Randomly, during my third year of university, a girl came up to me at work and a few weeks later she asked me out on a date. We started casually dating and then things started to get serious. She had already been with someone and was 2 years older and I was a virgin, so things progressed slowly. She would get excited sometimes when we would kiss and I knew she wanted to have sex, but I was too afraid. She asked how long and I told her “within three months”…so I took almost the entire three months and then finally I knew it had to happen. When her parents were out, I went over and we watched a movie and then we began to make out and things got heated. We decided to make out in bed, and one thing led to another, and before I knew it, we were having sex. It felt great, but I was so afraid that I was only half hard, and though we went for like 40 minutes, I didn’t end up ejaculating. She was surprised at how good I was considering it was my first time, and we made sure to get lots of practice in. I don’t completely remember my first time, but I’m glad to say I waited for the right one, and that we are still together. I’ll marry her one day :)

  • Name: Anonymous
  • Gender: Male
  • Age of Virginity Loss: 21
  • Current Age: 22
  • How would you categorize your story?: Immature
  • Country: Canada
Dec 152014
 

I have always told myself I would wait until marriage to have sex because I am a Christian and grew up in the church. But the pressure I put on myself to wait was too much. I had been talking to a guy at work who is known as the flirt. There are only a couple guys and many girls at my work and he is the only attractive one. We flirted a lot and when him and his girlfriend broke up we started really flirting. At that point I decided to stop waiting. He invited me over to hang out with his friends and him. We all got drunk and he was very touchy. I asked where the bathroom was and he led the way. When we got it the bathroom he grabbed me and started kissing me. That was the first time I made out with someone. He left to let me use the bathroom and we continued drinking and flirting. He eventually kicked his friends out of the house and grabbed my hand and led me to the bedroom. He acted like we were just going to sleep as he took off his clothes and apologized because he couldn’t sleep high a shirt on. So I followed suit and got undressed as well. We it into bed and started making out. We a few different positions and he did oral. I was too nervous to do it to him because I hadn’t done that before either and was nervous to be bad at it. We had sex for like an hour. There was one point where it did hurt and was uncomfortable but the pain passed. I did bleed which was awkward but he didn’t say anything. I tried to leave after because that’s what they do in the movies with a meaningless night of sex but he asked me to stay and I did. Than we both had work at seven in the morning and that totally sucked. But the overall experience wasn’t bad at all. I don’t feel eternally attached to him or like we are destined. It wasn’t fireworks or anything and I don’t feel any different. IT was fun though. And I would do it again. Preferably not at three in the morning when I have to wake up at five. But I would do it again. He was considerate, even though he talked a lot which I was not a fan of. I dont get the hype of losing your virginity. And it’s kind of fun working together with our secret.

  • Name: Scarlett
  • Gender: Female
  • Age of Virginity Loss: 19
  • Current Age: 19
  • How would you categorize your story?: Friend
  • Country: USA