Jan 262015
 

It was just after both me and my twin brother had broken up with our boyfriend and girl friend who we had been dating for about 3 years each. We had both just starting to get sexual as both of us started puberty around 10. So one day is was having a shower and it was only me and him at home. He came in and had a shower with me which we did a lot. The he asked me what I had done with my boyfriend. I Told him that we had had oral a couple of times and almost had sex once. He said my boyfriend was very lucky to have me and said I was much better locking that his girlfriend. I started laughing and then I look down and saw he had a huge boner. I grabbed it then made out with him. He said his girlfriend never did that. we got out of the shower and I start to get dressed when he said let’s save time and just stay naked. I asked why jokingly and he replied “this” and lead me to his room. He pushed me on to the bed and asked okay and I replied okay. We had sex for five minutes before we both came at the same time. It was the best thing I ever felt and we still do it every weekend.

  • Name: Anna
  • Gender: Female
  • Age of Virginity Loss: 12
  • Current Age: 16
  • How would you categorize your story?: Family
  • Country: Australia
Jan 262015
 

Well I lost my virginity to a guy I met in a bar after being stood up by a friend of mine. I was sitting at booth waiting on my friend, but she couldn’t make it because her ex came over her house when she was getting ready to meet me for dinner. I was really mad at her that was her typical behavior blowing off her friends for a guy. I text all my other friends but everyone was busy. At this time I had about 4 drinks and could barely text anymore. I was about to leave when the sexiest man I ever seen walked in with an older guy walked in. They sat in the booth right in front of me. The hot guy was facing. I didn’t know what to do, I couldn’t stop looking at him. I looked at his hands and no ring. Great! I promised myself not to leave. When I drink I get bold. And after starting on my 7th drink I felt like a goddess. But i could barely stand on my own so i listened to there conversation. I learned that the older guy was his dad, he’s single, works as a police officer and his age which was 25. Perfect! Last thing to seal the deal in my head was to get him to look at me which was not easy as i thought. I tried everything to get his attention then it started to get hot so i took off my jacket. After that all the men in the bar stared at me. I remembered i was wearing a short dress with the v neck cut all the was down to the bottom of my breast. He was staring so i motioned him to the restroom. About 3 minuets later he came in the restroom. I didn’t know what to do with him. He pushed me up onto the sinks and we make out aggressively. It was so hot. He kept putting his hand up my dress and i’d drag it out. He was Hispanic and kept saying things in Spanish. I understood him because i’m Cuban and I responded. It was getting pretty heavy. He asked me what i wanted to do. I had no clue what he meant. Before responding he bends me over the sink and start to do anal. The pain was so bad but i tried to endure it but after 6 pumps i was done. I told him to stop he did. He asked me if i was a virgin i said yes then he gave me gave number and asked for mine. I gave him a made up number. I felt so dirty. My ass hurt so bad. I felt so embarrassed and left out the back of the bar. Half way home i remembered i forgot my clutch. The only thing inside was 60 dollars and my address. i really didn’t care about any of that stuff. About a week later I got a knock on my door and it was the guy from the bar in a Police outfit with my clutch in his hand. He asked to come in. We talked for hours i apologized for giving him a fake number and he understood why. Im supposed to go on a date with him on the first of February 2015.

  • Gender: Female
  • Age of Virginity Loss: 19
  • Current Age: 19
  • How would you categorize your story?: Stranger 
  • Country: USA
Jan 262015
 

So my very first relationship was with the guy of my dreams almost a year ago. Anyways, I’m not going to lie I’m the shy girl, but when I was with him I was the dirty girl! I straight up told him over text I wanted to give him a blowjob, the next day I did it at a park. Anyways not long after that he came over to my house, my parents were out, it was perfect, he was sweet and considerate. It didn’t even hurt! It was perfect. And now we have great sex almost everyday.

  • Gender: Female
  • Age of Virginity Loss: 16
  • Current Age: 17 
  • How would you categorize your story?: Perfect 
  • Country: Canada
Jan 262015
 

My cousin sister came home for a usual visit when my parents where not at home. She was 4 years elder than me. Actually I don’t have  the Idea of sex and even masturbation.She went to wash room for refreshing.When I went after her hearing moaning from washroom she was fingering her pussy. I took a shock look And went to my room. She came to my room and forcefully unzipped my pants and had it in her mouth suddenly she pushed to the bed and started riding at me. Although its forceful…..its awesome. 

  • Gender: Male
  • Age of Virginity Loss: 15
  • Current Age: 18
  • How would you categorize your story?: Against my will
  • Country: India
Jan 262015
 

There was this guy who I had crush on ever since I was in 7 grade (in 11 now).i always thought he liked me 2.he was my best friend in middle school. In 8th grade he used to say that he’ll sleep with me one day and I always had this butterflies in my stomach. Getting to the point…we went to different high school. I really missed him a lot at first and then I got over it. During this summer, I kinda went to this school for m cousin graduation day n I saw him there but I didn’t talked to him because I had my sister spying on me. After I got back home,he called me on fb and said that I looked amazing. To be honest, I ain’t that pretty!!! We talked for a while and he once again talked about sleeping with me but this time I said no! Then the days passed. I had summer school and I was kinda bored and alone so I called him and we talked for a while and he said he’ll take my virginity the first time he sees me. I was like maybe.the next day I was bored and went to see him. He kissed me for the first time and it felt good. His touch had already made me wet. Couples of day passed, I kept seeing him everyday after school and on Saturday,he called me and asked if he can come pick me up or no. I said yes cuz I wanted to hug him so badly. It was raining out but still who cared about the rain!! He parked his car next to key bank n they had security cameras so I could say yes.

He brought two condoms(love brand)  and he said he always got hard seeing me and he want to make me his girl forever but I ruined the romance by saying that I was on period. So he said ok. On Wednesday, I went to the place where he worked and the only thing I said was “I’m ready” We went to the basement( basement? Yes!!) I was shy at first. He started kissing me on the lip n his hands were all over my body. It was his first time too.he kissed me everywhere.he was so hard, I could felt him right close to me. He made it throught my boobs kissing and finally took my dress off, grabbed my boobs and took my bra off. I was so wet,I’m wet thinking about that moment b writing it down. Ah. I took his pants off,it was huge forreal. He grabbed my ass and pulled me close to him. Really close!! He tried sliding in but couldn’t since it was huge. I didn’t wanted to disappoint him so I made him sit on the chair and got top on him. Kissed him and I guess he orgasmed. It took like 5 sec to slid him in me n it hurt little bit but the pain felt good for the first time.

I felt so close to him I kept hugging him while riding on him. And after like 5 min, he came and my dad called so we stopped and he made his friends drop me home because he knew I was in pain. That’s how I lost my virginity. After that I think I got addict to having sex with him, we had sex like 20 times in 3 months. Most of the time was in his car at night. i never got pregnant and I’m not on birth control. I guess Plan B worked.

  • Gender: Female
  • Age of Virginity Loss: 15
  • Current Age: 16
  • How would you categorize your story?: Secret
  • Country: USA
Jan 262015
 

So this happened two months ago and I’m still thinking about it. My parents left town for a few days and I stayed home all by myself. They knew I would invite my friends over and so I did. I invited all my friends from school and we started having fun. We talked, danced, laughed etc and suddenly my phone rang. My best friend Ian called and asked if I could meet him in an hour because he has so many things on his mind and he needs to share it with me. And of course, I asked him if he would like to join us. He agreed and came twenty minutes after I invited him. My friends and I were a little drunk because we were drinking wine and playing drinking games. Anyway, I felt sorry for Ian and invited him into my bedroom so we can talk about his problems. He kept going on about his grades and how he has no girlfriend and I looked deeply into his eyes and I kissed him. And he asked me if I knew what I was doing and how this kiss could ruin our friendship, because we agreed that we won’t involve many emotions in our friendship because he and I are the most f*cked up people you could ever meet. I said that I knew what I was doing and we started kissing so passionately. I have never felt anything like that ever! He took his t-shirt off and we both got naked really quick. He laid on top if me and asked if I was sure that I want to do it. I said yes and we did it. He was very gentle and patient. Surely I can say that we made love that night. I’m glad my first time was with him, even if I’m not sure how to feel about what happened that night. At the beginning of the story we were just friends and at the end we became friends with benefits.

  • Name: Marika
  • Gender: Female
  • Age of Virginity Loss: 17
  • Current Age: 17
  • How would you categorize your story?: Friend
  • Country: Croatia
Jan 262015
 

So my whole life I have wanted to wait for a good guy and the right time. I always wanted the experience to be special. Well life doesn’t always go as planned. So on the weekend I went out and drank way too much, my best friend recently broke up with her long term boyfriend so we were celebrating she’s was single. We were way over our drinking limit (I don’t remember much). I remember making out with this guy and at that time I thought he was adorable…. no. Then I was in a car and studdently at my house, making out in my bed. He wanted to have sex.. I said no sorry not happening I’m so drunk and tired. He kept asking and asking. I finally explained to him I was a virgin and this isn’t how I want to lose my virginity, I’m waiting for the right relationship and I don’t even know you.. So no! Next thing I know we’re having sex. It was very painful and not fun since I wasn’t into it. Then we talked and cuddle a bit and he left.

He did text me the next day and wants to go out, but to be honest I don’t really want to see him again, he should have realized how drunk I was and understood it was my first time. It was a mistake, I strongly recommend to wait for when your ready to lose your virginity and make sure the guy actually cares! But life goes on and I believe everything happens for a reason so if this also happened to you don’t dwell on the negative, take it as lesson and move on stronger than you were before.

  • Gender: Female
  • Age of Virginity Loss: 18
  • Current Age: 18 
  • How would you categorize your story?: Stranger 
  • Country: Canada
Jan 262015
 

The summer before 8th grade my parents went on a two week long trip to Hawaii to reconnect. They left my 15 year old brother in charge, which mostly just meant him and his even nerdier friend (lets call him Jack) who basically lived with us would have me cook for them. That was ok, because I enjoyed hanging out with them, especially Jack who was super sweet and cute. But he was such a goof ball and awkward with most people he had never had a girlfriend. I really wanted Jack to notice me, so one of the days I convinced them to go swimming. I put on a 2 piece bikini I borrowed from my slutty best friend. It was already small and that meant it was super small on me because I had (and still have!) bigger breasts than her, so I was basically spilling out of it. The whole day Jack couldn’t stop staring at me, but he barely said a word to me! I was honestly really confused by it, I thought he might have been judging me for looking too much like a slut.

That night though, he snuck out of the guest room into my room. I should have been asleep, but I couldn’t because of how bad I felt. When he got into my room, he immediately started stammering on about how I was so beautiful and he was having a mini-panic attack telling me how much he liked me. I got out of bed and dragged him back into it and started to kiss him. I don’t know what came over me, but I was just so happy he liked me. Maybe it was all the stories my friend had told me about sex. I don’t know how long we made out, could have been 5 minute or 50, but he started to undress me. I only wore a shirt and panties to bed back then, so it wasn’t much he had to get through. Then he took his boxers off.

I was a bit nervous at this point, scared really, but I was so, so turned on. I wasn’t really sure what to do, and I’m glad he made the decision to just go ahead and stick it in me. It hurt a little, but I didn’t bleed, and within a thrust or two I was feeling how great sex is. I didn’t cum that first time, because honestly he came really fast, but I was hooked. I actually sucked on him after he came so he would get hard again, and then I rode him to my first orgasm with a partner. That happened the third day my parents were gone. We had sex every night until they got back, though we quickly learned it made most sense for me to blow him before we had sex so he would last a bit longer. We stayed a couple until he went off to college, we both agreed the distance would be too hard, but every time he comes back to town and is single we still get together.

I had my first threesome with him (and my slutty friend) over Christmas break, which is what reminded me of this first time, but I guess that’s another story!

  • Name: Katie
  • Gender: Female
  • Age of Virginity Loss: 13
  • Current Age: 18
  • How would you categorize your story?: Sexy
  • Country: USA
Jan 262015
 

I was 19 when I lost my virginity to my 42 year old maid. She had a dark skin tone and chubby body. She used to work at my house since past 7 years and thus we were very close. I had always fantasised about her. I got lucky when my whole family had gone out leaving me alone for a week. A soon as my family left I dared to watch porn in TV at the living room. But i got caught by my maid. She was on a naughty mood at that time and started kissing me. This slowly started getting hot and we ended having sex on the sofa. Now she is my regular sex partner. We kiss each other everyday even when other family members are present in the house. We have sex whenever we get privacy. My maid taking my virginity is one of my biggest secrets. I sometimes do regret it but also feel good that I lost my virginity somehow.

  • Gender: Male
  • Age of Virginity Loss: 19
  • Current Age: 20
  • How would you categorize your story?: Old
  • Country: India
Jan 262015
 

I lost my virginity just before New Years. As you can tell from my age, I am a late bloomer, and my virginity has always been a sensitive subject for me.

I would always avoid talking about girls with my family and long-time friends, while I would lie to my more recent friends, saying that I did have success with girls, but no interest in a relationship. I have had a female friend (let’s call her Natalie) for the past two years. I am closer to her than I ever was to anyone else. She’s a good, non-judgmental person to talk to about anything, but I was still very hesitant to reveal my secret to her. I told Natalie several times that I was hiding a big secret from her, but I promised to tell her eventually. I did eventually want to tell her…but AFTER I’d solved all my girl problems. However, fate had other plans. I had Natalie over my place, where she was spilling a big secret of her own: she was considering leaving her husband for a guy who lived across the ocean. After talking about her internal conflict, the subject changed from her secret to mine. At first, I’d told her the same thing I’d been telling her all along: that I wasn’t ready to let the cat out of the bag yet, but that I would eventually do so. However, Natalie insisted that fair’s fair; she had told me her big secret, so I should tell her mine. Half of me had already wanted her to guess the secret, and Natalie HAD confided something monumental in me, so I caved. I started by apologizing to Natalie, telling her that I’d lied in many of our heart-to-hearts. Then, since I saw a significant chance that I’d lose Natalie as a friend, I told her what a great friend she’d been.

And then I told her. That I was a virgin. That I wasn’t really single by choice. That my dad had never taught me how to be a man. That I had become very religious in college, and chosen a group of friends who were the same way, to avoid the judgment from my circle of friends. That most of those friends are married by now, while I have only managed to be rejected and have my heart broken over and over again. How I’d been studying pickup artistry and hired dating coaches over the past 2+ years in a bid to improve my situation. And how I’d gone to great lengths to hide my efforts from my dad (who would probably think I’m wasting my time) and my mom (a semi-radical feminist who would probably think my way of dealing with my virginity is degrading to women).

“It sounds like you’re ashamed of it,” said Natalie after I’d finished. “I am ashamed,” I said. “You see that my coat’s still off and I’m still sitting here,” said Natalie. “I have some questions for you, and I’m hoping you can be honest.” “Sure,” I said. “Are you waiting for someone special to lose your virginity to?” she asked. “Not really,” I replied. “Do you have protection for when girls come over?” Natalie continued. “Yes,” I said. It was mostly wishful thinking at that point, but I’d bought a box of condoms, keeping several in my room and several in the glove compartment in my car, so I would be protected when (and if) the moment would come. The next question was a test of my will to answer honestly: “Before you knew I was married, would I have been a girl who you’d consider hooking up with?” “Yeah, it was definitely on my mind,” I responded. It was true: Natalie is very pretty. However, because of her being married and us being friends for so long, I hadn’t really thought about her that way for a long time. I should have been able to connect the dots by now, but I didn’t, not even after the next question: “Would you consider losing it to a friend?” “That’s weird,” I said, my face contorting. “Really?” pressed Natalie. “Because we could do it just so you can get over this. We’ll use protection, and we can keep it our secret.” “I dunno…” I answered. “I really don’t want to lose your friendship…you ARE the one friend I don’t want to lose…” “But what if you knew you WOULDN’T lose me as a friend?” She had me there. I could only say, “Well…” “Come on,” she said. “Do you want to get this over with for 2014? Or do you want to wait for 2015?” “There are only a couple days left in 2014,” I said, relieved for something of this nature to say. “I know,” said Natalie impatiently.

“Do you want to get it over with or not?” I didn’t say anything. I did want to lose my virginity ASAP, but the thought of losing it to a friend still wasn’t sitting well with me. On the other hand, though, Natalie was making me a generous offer to take away my biggest stigma right then and there; no waiting for another girl to come along, and a guarantee that the girl who would be my first would be attractive. I just sat there, torn between my two instincts… “Come on,” said Natalie, taking my hand and leading me into the bedroom. That was all the persuasion I needed. I followed nervously; was this actually happening? We got to the edge of the bed, and Natalie grabbed the bottom of her shirt. “Hey,” I said, “before we start…we WILL still be friends after this, right?” “Yeah,” she said. “Thanks very much for this,” I said, giving her a big hug. “So where’s the protection?” she asked after we broke off the hug. I held up a condom in response, sitting down on the bed as I did so. Natalie took off her shirt, jumped onto the middle of the bed, lay down facing me, and slowly pulled down her bottoms. I almost froze again at the sight before remembering that I had something to do too. I lay down next to Natalie, pulling my pants down to reveal my half-hard penis. I wanted to get completely hard before starting, but my dick wouldn’t get any harder.

“Here,” said Natalie, “let me help you a little.” She reached down, giving me a few strokes. Still, though, I couldn’t get fully hard. Damn it. Seeing that this was all that would happen, I gave up and put the condom on right then. I turned toward Natalie, still looking for something to get me harder. My eyes fell on her breasts, now only covered by her bra and tank top. “May I…?” I asked, holding my hand over her chest, unsure how to ask something of this nature. She didn’t move away or say no, though, so I slowly lowered my hand, rubbing one breast, then the other. After I had felt her bosoms, Natalie got up, straddling my cock. Slowly, she lowered herself onto it. I tried to be stoic on the outside, but inside, I was wondering: is this really what it feels like to have your cock inside a pussy? I didn’t really feel much; was it just because of nerves?

Did Natalie just have a loose vagina? (She already gave birth to three kids.) Had I destroyed the sensation in my penis from years of jerking off to porn? Was it some combination of the three?

Whatever the reason, Natalie started moving up and down my shaft, moaning “Your dick is inside me” on the first few pumps. After a few minutes, she said, “Let’s try something else.” She lay facedown on the the bed, legs apart. Taking my cue, I positioned myself behind her, and inserted my penis into her again. Excited at the prospect of being the one in control, I started thrusting like a madman. After pounding away for a few more minutes, I heard Natalie moan, “You wanna cum inside me?” I could only grunt in response, but boy, did I want to! However, we went for another minute or so, and…no juice. “Damn…” I gasped after realizing it wasn’t happening.

“What’s wrong with me?” “You’re rushing,” said Natalie patiently. “Just slow down….” We changed positions again, this time with Natalie on top again. This time, I was bolder, grabbing her ass as she moved up and down. A couple of minutes into this, she pulled down her bra and tank top, and I grabbed her tits. After a few more minutes, we switched to missionary, and she tried to make me cum again. Still, though, I just couldn’t finish. “That thing you have on isn’t helping,” said Natalie. We disconnected our bodies, and she leaned over me, pulling off the condom. My worries about making her pregnant were completely eclipsed by excitement.

As we came back together, Natalie said, “I’m glad you told me; this is fun!” We started going again, and I got bolder still. I rubbed Natalie’s face, hair, and torso all over. I stuck a finger in her mouth. I sucked on her boobs. I rubbed her clit hard. I even suggested new positions to try. But even without the condom in the way, I still couldn’t finish. Natalie told me a couple more times that I was rushing, and a few times, she told me that I was nervous. A few times, she even said, “Nothing’s wrong, it’s okay.” So we kept going. And going. And going. Until suddenly…. Natalie’s phone rang, interrupting our little session. Natalie ran to get it. It was her husband, demanding to know why she hadn’t come home that night. My jaw dropped when she told me the time: it was well after 6 in the morning! Hurriedly, she ran into the bathroom to fix herself up.

After she came out, I asked Natalie my two big questions: how was I for my first time, and what did she like and dislike? To my relief, she said I was really good for my first time; I’d lasted longer than she’d thought possible. She said I could definitely get away with pretending to be more experienced. She only brought up my failure to finish as something that needed to be fixed, but told me it wasn’t the biggest deal in the world. As she left, I said quietly, “Thanks…”

So far, in spite of everything, it doesn’t feel really different now that I’m finally not a virgin anymore. It doesn’t even seem completely real that I lost my virginity. But so far, Natalie and I are still the best of friends. And to have a friend who did what Natalie did for me…well…I’m grateful beyond words for that. And as for another girl to get sexual with…well, I’m ready now in every sense of the word.

  • Name: Andrew
  • Gender: Male
  • Age of Virginity Loss: 26
  • Current Age: 26
  • How would you categorize your story?: Friend
  • Country: USA