Nov 012015
 

So this summer my cousin and i were snap-chatting this guy named zach and well zach tries getting with anyone he can. so he asked my cousin and i for a threesome. so we took this as a chance to play a joke which we tend to do a lot. so we told him yes but we were going to tell him we were trans right before we did it. So we got all dolled up and met him at the golf course parking lot a half mile away from my cousins house. he met us there and we were talking outside his truck for like two minutes and we couldn’t tell him we were trans so my cousin pretended to be drunk but I’m a terrible liar so i couldn’t.

so we got in his truck and were driving around for a good twenty minutes so we decided to go down this dirt road and he stopped his truck and told my cousin to get out of the truck so she did and he climbed in the back seat and told me to so i asked why and he said so we could talk well i got in the back and he grabbed me and tarted kissing me and then grabbing my boobs and pussy he then took off my shirt and bikini top then my shorts and swimsuit bottoms i then took off his clothes his dick was huge i then started sucking it and then he layed me down on the seat and spread my legs they went really far because I’m a cheerleader and extremely flexible so he found the hole but it took him a long time but he finally found it it was really hard to fuck because it was really small but he finally came.

then i got dressed and he opened the door to tell my cousin to come back she got back in the truck and he was driving us home and he decide to call his best friend the guy i had a thing with and tell him so that didn’t end well but we still fuck almost everyday after cheer and football practice. 

  • Name: madison
  • Gender: Female
  • Age of Virginity Loss: 15
  • Current Age: 15
  • How would you categorize your story?: Funny
  • Country: USA
Nov 012015
 

I never dated or held a job during high school; my teenage years kind of snuck up on me and before I knew it I had graduated and was working my first job at the local movie theater. This is also where I met my first girlfriend. I felt very inexperienced so I let her make all the first moves. We were making out on her couch at home and she moved my hand down from her shoulder to her tit, which surprised me enough I exclaimed “Oh my God!” She just giggled, and things rapidly snowballed from there; I lost my virginity within the first week of dating her. She was far more willing to let me take off her bottoms than her top, which annoyed me, but hey, first pussy! I wasn’t too upset given the circumstances. ;)

During those long, late night teenage phone conversations she had told me she preferred it when the man took charge, sexually. She wished I was more experienced than her, not less. However, I was a virgin and she was not, so I expected HER to take the lead and told her as much. So one night she and I were in her bedroom (with the door open to keep us from fooling around, for all the good that did!) and I was on top of her, kissing her. She reached under the pillow and produced a condom. We’d been talking about having sex so I wasn’t surprised. I rolled it onto my cock and got between her spread legs… and I couldn’t get it in!

The angle was just wrong and although I knew textbook female anatomy, the real world application was something else entirely. The reduced sensation from the condom probably didn’t help either. So after a few awkward attempts we gave up for the moment and went back to kissing and talking, albeit naked with the condom still on. About ten minutes later she said, “Ray?” “Yeah?” “Make love to me.” “Now?” “Now.” “Get on top of me.” And now that she finally took control, things went smoothly. She guided me into her pussy and slid down my cock, and I remember thinking at that moment, “Wow, I’m not a virgin anymore.”

The sensation was unusual, I’ve never experienced anything quite like it even afterwards; it was like all of the sensation was focused entirely on the ring of her vaginal entrance slowly sliding down my cock, almost like a cock ring. When she hit bottom she gave me a lustful look and asked if it felt anything like I expected. I breathlessly told her no, it wasn’t at all how I expected it to feel. We proceeded to make love, slowly and quietly so as to not get caught. Neither of us came, in fact neither of us came at all during that entire 6 month relationship! With 17 years of hindsight, I strongly suspect she didn’t really WANT to have sex so much as she did it because “that’s what boyfriends and girlfriends do.”

I know she felt a bit guilty for losing her virginity at 14, had yet to experience an orgasm, and probably had some issues with sex. I just wanted her to take the lead and teach me, she wanted the man to take charge so she could be swept up in it, and as a result we sort of fumbled around the whole relationship, sort of flying blind. If I had it to do over again I probably would have lost it to my second girlfriend, who was much more sexually assertive and would’ve ENJOYED “breaking me in.”

Ironically, it was after that that I gained enough confidence to take control in the bedroom, be rough if that’s what she wanted, and learn to FUCK instead of “making love.” So my takeaway is, don’t be in such a rush to lose your V-card that it prevents you from actually enjoying it. ;)

  • Name: Ray
  • Gender: Male
  • Age of Virginity Loss: 19
  • Current Age: 36
  • How would you categorize your story?: Regret
  • Country: USA
Nov 012015
 

Looking back at it now, I rushed into having sex majorly. I went out with this boy for about 4 weeks before we did it. He had had sex with 8 girls already and I was a virgin. My virginity had never been important to me but if I could go back, I probably wouldn’t have done it over again. He treated me nicely but our break up was bad and we don’t talk anymore even though I see him pretty much everyday after school. His dick was so big, that every time we did it (only like 3 times) I bled so much. So yeah.

  • Name: Mayble
  • Gender: Female
  • Age of Virginity Loss: 15
  • Current Age: 18
  • How would you categorize your story?: Secret
  • Country: Australia
Nov 012015
 

When I was 15, I met a guy who’s way older than me, he was 20. Our relationship was kept as a secret from my mom and all of our friends. He kept talking to me about his previous relationships and they all includes engaging into sexual activities. I said that it was fine for me to have sex and that I’m ready, such an immature thing to say. He said that he understands that I have zero experience in such stuff and that it would be better to start off by making out then escalate to higher levels.

Honestly I wasn’t even ready for making out, I just didn’t want to lose him, especially that he replaced my dad’s figure (since he was older and I’ve never met my dad). We didn’t do anything sexual except making out for almost 2 years. Sometimes he tried to make have sex with him but I refused. And I noticed that he gets really mad and distant if I refuse to make out with him because I’m not in the mood. I started realizing he’s only using me to satisfy his libido and that’s when I broke up with him. It didn’t go in a civilized way as he kept yelling at me and getting to my face. Then I dated another guy, and I found out he was having sex with other girls in the first 3 months of our relationhip. I got really mad honestly. And I went to my ex’s apartment (he was also dating another girl) and I had sex with him.

It was quiet painful and I bleeded a little bit in the beginning. He didn’t start off gently or anything. It was insane and violent. It was like we both lost our minds. It hurt a lot but I didn’t care. All I was thinking about was making my bf jealous and hurt hin like he hurt me. After we finished, he told me not to tell his gf about this and that he enjoyed it a lot. I got dressed and left. Then we did it again a few times more, secretly.

  • Name: Sherihane
  • Gender: Female
  • Age of Virginity Loss: 17
  • Current Age: 17
  • How would you categorize your story?: Secret
  • Country: Lebanon
Nov 012015
 

So, I’m sure most of you know what it can be like being 17, ya know the whole “I hate my parents, I don’t want to live here” stuff. Ya, that was me alright to the point where I had been talking to a guy online who was 3 years older then me. We hit it off pretty easy, he seemed like a really nice guy. Finally it came to the point where a “friend of mine” and I decided we didn’t want to live with our parents anymore so we packed our bags and we ran away. We hitch hiked to the closest major city, which happened to be where the guy was from. Once we got there we headed for the mall and I texted him saying I was in town and asked if he wanted to meet finally. He replied saying ya, but he was bringing his room mate with him.

My friend and I waited in the mall and when he arrived he gave me this great big bear hug, which was amazing. After that, we all went to the theater and he paid for my ticket in which he stated ” If this movie sucks, you owe me a blowjob” Ya I had literally just met him and he was already talking like that. So ya, the movie sucked and we ended up back at his place where I did in fact give him a blowjob…. Which in turn led to my first time having anal, and his friend pretty much walking in on us..

I was pretty scared.. I ended up in the hospital the next day because he had been so rough during the anal that he bruised my ribs.. A few nights later he asked me out, I said yes of course because i thought he was a nice guy.. I was wrong. That first night of dating he took my virginity, which hurt alot.. Never having sex before that, I didnt really know what to expect and he also left a hickey on my throat that made it look like I had been attacked by a bear it was that big.., but every night after that we would have sex..

I wasnt even really ready to have sex at 17 but I did it so I could keep a roof over my head. Eventually I realized he wasnt a good guy.. It got worse everyday after I first lost my virginity, to the point where 5 months later he hit me with a door, and then when I tried to get out of the relationship I did end up in the hospital..

It was a mental rollercoaster,I mean I have a boyfriend now who treats me amazingly but memories like that never really go away. I worry that what my ex did to me will eventually screw over my current relationship due to all the issues I have now. But anyways thats how I lost my V….

  • Name: Dani
  • Gender: Female
  • Age of Virginity Loss: 17
  • Current Age: 22
  • How would you categorize your story?: Regret
  • Country: Canada
Nov 012015
 

One night, I was at my friends house ( 13 year old girl ). her brother is 15 and has lots of older friends who i usually get with. so one night a new friend comes over and his name is bryan he asked me how old i was and i said 13 and he said you look a lot older and you must act a lot older too. and being me i got super shy and just laughed then my friend asked him how old he was and he told us he was turning 23 he then went back to the studio room and later came back with two beers and FORCED me to drink them.i did and barley got tipsy but just went along with what he was doing. he closed the door and sat down on the bed with me ( my friend still in the room) and put my hand on his leg close to his crotch. He started to get touchy with me and i did too.

we did oral and was about to fuck but my bitchy friend came into the room and yelled at me,telling me that i was making a bad decision. I didnt care but he stopped cause she was on the verge of crying. she liked him too and wanted attention since she never gets any. so he stopped with me for a while and gave her some attention. He then asked me to go to 7/11 with him and i said yes. he took me to his car and we started to go to 7/11 and i had to direct him since he didnt live in the same town as me. he pulled over on a side street ( at 2 a.m) and told me he was gonna finish. he has a 2 seater car and it was terrible trying to find a position. he climbed over to my side all ready to go with a condom on and we started going at it. he flipped me over after a while and he finished it that way. We then went to 7/11 and he bought me a slurpee (:

I do not regret this at all and my friend still does not know that we did that.

  • Name: Chasity
  • Gender: Female
  • Age of Virginity Loss: 13
  • Current Age: 13
  • How would you categorize your story?: Awesome
  • Country: USA
Nov 012015
 

So I went to this camp where a bunch of kids from Christian Schools go to for a week every summer. This was the summer between 7th and 8th grade. It was my one and only time going; it was his one and only time going as well. I remember seeing him staring at me when he saw me standing in line for admittance. He was really cute in a way so I gave him a smile and he winked at me. The next day he approached me and we started talking. He told me how infatuated he was with my “big smile” so we really started hitting it off. The next day we had a nature hike and he kissed me and then asked me to be his girlfriend. I must’ve blushed but I said yes without hesitation. The 2nd to last day we managed to walk off to the boys cabins (which were empty) and we climbed up to one of the top bunks and he started kissing me then before I knew it his hands were in my pants and he slipped a finger inside me slowly but sexy.

He couldn’t really get his hand alot of motion so he started to unbutton my jean shorts to which I resisted and went to kiss him instead. He kissed back but then he moved back to unbuttoning my shorts and when I tried to stop him again he said he wouldn’t fuck me but he just wanted to finger me better to which I let him. As he slid my shorts and panties of down my legs my heart was pounding. No guy had ever seen my pussy before. He fingered me and it was amazing i had my back arched and eyes closed when he slowed down I opened then and saw he was moving up to kiss me again. Apparently he worked his pants off with his free hand and put his dick right up against my vagina. Putting the tip in just barely he asked if he could have me.

I told him I was a virgin and he said he was too. So I placed my hands on his bare ass and gently applied pressure as I felt him slide all the way into me. The quick wince of pain hurt but it went away quickly and he thrusted for about maybe two minutes before I felt him “explode” inside of me. O my god, feeling his cum shoot in me was the craziest rush I’ve had to this very day. He laid on top of me for a while after that with his dick still inside me. He kissed me and looked me in the eyes till we both got paranoid about getting caught and got dressed and left.

I wanted to have sex with him again but we never got the Chance. The last day he signed my tyedyed T-Shirt with “I Love U More Than Life Itself” I still have it to this day. We talked through E-Mail for a while but lost touch in high school. I think about him from time to time but I’ve. never reached out to him on fb or anything like that.

  • Name: Anne
  • Gender: Female
  • Age of Virginity Loss: 12
  • Current Age: 26
  • How would you categorize your story?: Young
  • Country: United States
Nov 012015
 

My current boyfriend and I ride the same bus home from school. On a certain day, while we were sitting next to each other on the bus, he told me he was feeling particularly horny. I told him I couldn’t help but feel that way too. It was winter so he had a coat to cover us with. Soon, I found him placing his hands under my shirt to lift it up. In response, I slid down his pants and underwear to reveal his 7 inch cock. I slid out of my jeans and he began to thrust his dick into my 14-year-old mouth. Next he began to lick and suck on my young, erect nipples. This led to me laying on my back in missionary position – completely naked at this point, I might add. He thrust slow into my virgin vagina at first, but then hard and fast until I accepted his wet and sticky sperm into my mouth. When we were completely finished, I swallowed and we were both sweaty messes. We put on our clothes quickly and kissed each other goodnight.

  • Gender: Female
  • Age of Virginity Loss: 14
  • Current Age: 14
  • How would you categorize your story?: Young
  • Country: United States of America
Nov 012015
 

It was our school dance and a lot of girls were invited as well as some friends. I was with my friend lets called her Amanda(not her real name). We were dancing and having fun and we decide to go get a soda. As we walked through the hall to the cafe, two boys came over. They talked to us for a little bit and all of a sudden started kissing us. They pulled us into the bathroom and locked the door. We started to strip them and we did the same to them. Then I sucked his cock. He came in my mouth. Then we switched and he started to lick my pussy. I became so wet. Slowly he pushed his cock against my pussy.He didn’t put it in yet, just rubbed it against my clit. Without warning he shoved it in, it hurt for a sec, but the sex was amazing. Then he took his dick out and shoved his balls and  dick inside me. Then he came a lot. I looked over and Amanda was being fucked to, but then the other boy came over to me. I though they where switching but then he put his dick in my pussy to! It was a threesome. And they both came hard! Amanda came over and I licked her pussy. It was amazing!!!

  • Name: Anonymous
  • Gender: Female
  • Age of Virginity Loss: 12
  • Current Age: 12
  • How would you categorize your story?: Sexy
  • Country: USA
Nov 012015
 

So, we were dating for a year and we often talked about our first time but it never happened because he was never at my house and i was never at his house. It was the first time I came to his house, we watched a movie and made out. We became horny and he asked me if I was okay with that so we did it. I regret nothing, he was gentle and sweet and it didn’t hurt that much.

  • Name: Lucy
  • Gender: Female
  • Age of Virginity Loss: 16
  • Current Age: 16
  • How would you categorize your story?: Loving
  • Country: Sweden