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Virginity Confessions

Read the best #virginity confession stories

I was 12 when my 14 years old stepbrother kissed me by accident... then he kinda got a crush on me and one day while I was drunk (My real dad was horrible) and dancing alone he walked in my room where I was shut the door and came up behind me with his flaccid dick on my covered ass I felt a feeling that I had never felt before and turned around and before I could say anything he kissed, undressed and started to finger me I was in shock I couldn't move so he laid me down and I covered my face as he forced his hard dick in me popping my cherry he started to thrust in and out it was so painful the first time and as the days went on it got more pleasurable until I got addicted to us having sex ... a year later I said I couldn't do it anymore and stopped cause I found out what we was doing was wrong there's never a day I don't look back and regret it but what can ya do we're all human...

#stepbrother   #sex   #virginity   #drunk  

well this isn’t really a sin but anyways... so I’ve hooked up with a really hot basketball player like 2 months ago I’ve met him off a dating website and he was in town two weeks later so we met. He made it pretty clear that he wanted sex, but said that he was open to meeting after ( I know now that that was his tactic) and I told him I was still a virgin. I wasn’t sure if I’d do it even hours before we met but I thought to myself, damn you can’t let this great opportunity pass, he’s so fucking hot I just couldn’t say no. So we met at his cousins place, who was on vacation and also had a really nice place, and had sex. I left the same night bc I don’t live far away and texted him that I got home safely etc. The next morning he was very different ( via text) he was cold and said that he isn’t looking for a relationship and it was just a one time thing for him. He blocked me right after on instagram (so childish), he probably thought I was going to try and stalk him on social media. So fast forward to me trying to forget the whole thing, 2 months later a instagram notification pops up that he followed me again/unblocked me. I kept checking his profile every now and then w a fake account but never contacted him or anything, he was very inactive. Now he starts posting lots on his story etc, which I look at w my fake account so he won’t notice. I keep liking him more and get depressed everytime I see news of him and don’t know what to do...

#sex   #virginity   #basketballplayer  

I willingly and eagerly gave away my virginity at 17.  I wanted it.  I was ready.     

It was after a dance.  We went to a nice hotel.  My dress was off as soon as the door closed.  We kissed and cuddled in underwear and then I got naked and lay on top of him wet kissing him.  Finally I lay on my back.  He got naked and we did it.  We went at it for quite a while.  It was really good.  He knew what he was doing. It was a great first time.

#sex   #virginity   #17   #premarital  

When i was about 13 i was staying round my cousins house. we were both 13/14 at the time and we were both horny teenagers. we would often tease eachother- i would rub her tight little pussy while she bit the covers praying her mother wouldnt hear. But one night we decided to fuck, we planned it all out. set a date arranged it- i knew all this stuff from my older brothers so it wasnt much of a problem, also i watched a load of porn and was horny 24/7... desperate to lose my virginity i grabbed a condom from my brothers drawer and went to her house to see her. her mother was out so we had the house to ourself, it was awkward at first. we just layed in bed. adventually we started kissing and i slipped my hands down her pants gracefully- she had shaved a couple of days ago so there was a little stubble. i fingered her and rubbed her pussy till she was dripping wet. Then i asked if she was ready to fuck and she thankfully said yes- i slipped the condom on my rock hard dock then we tried to get it in being the newbies that we were. this faffing about made it kinda awkwar but finally i got it in and she slowly slid down until it was pretty much balls deep- we fucked and moved around a bit slowly because she compained it was hurting.. because we spent so long kissing and foreplaying there was barely anytime to fuck.. we was only going for about 10 mins until we heard a car door slam and the front door open, we both hurrily pulled our pants up and jumped out of bed. i didnt get to cum in the end so have been wanting to finish it off one last time but havnt had the courage to re-ask her. also i cant seem to get anymore condoms, i have one but im saving it for me & my girlfriend.. i wouldnt want to go unprotected for either of them

#virginity   #cousin   #sex   #new   #tight   #young  

When I was 12 my mother and father divorced, and my mum got full custody. I missed my dad, but I was fine with living alone with my mum. It wasn't until I was 13 that my mother remarried, marrying my stepdad, who had a son 2 years younger than me (let's call him D). So, by the time I turned 16 I was sexually active and I had a semi-BF whom I had a semi-open relationship with. My mother, however, refused to believe that I was no longer her sweet little girl (and continues to think so to this day, I'm 18 now), so I wasn't allowed to have any boys my age even set foot in the apartment we all shared. I had developed a nice pair of C-cups and a big bubble butt, so I was quite popular with members of the opposite sex and some members of the same sex. My stepbrother D had, as most 14-year-olds including myself did, a high sex drive, and nobody to share it with. He always acted awkward around me, and at first I thought it was because he was shy but I quickly realised he had some sort of attraction to me. It was knocked into twelfth-gear when I dyed my hair black, around the time I went into my 'rebellious phase' as my mother called it. If you ask me, considering I still feel the same way into young-adulthood, it wasn't a 'rebellious phase’ and was in fact my sudden realisation that I don't deserve to be treated like garbage. Anyway, I liked wearing short petticoats and stockings, all in black and white, and I feel like D really 'liked’ that. One day, I was just about to climb into the shower and D was just on the way out, and when I was naked and under the water I was something flashing behind the shampoo. I looked and it was D’s phone, recording me in the shower. I ran the phone under the water until it turned off, then when I got out I made a bit show to him that I had dropped it into the water. He was left bewildered as I walked away. On another occasion, he tried hiding disposable camcorders in discreet locations where he could catch me naked and every time I would find them and I would destroy them. When I was 17 and he was 15, my lack of any sexual activity was driving me nuts; my semi-BF had gone back to Ireland for the summer and as I said before no boys were allowed in the apartment. I was lying on my bed when I remembered the camcorders; they had stopped turning up a while ago and I thought he just gave up, but I then thought 'what if he just found a good hiding spot for them?’ Curious, I decided to check the bathroom and my bedroom. I found two real camcorders (he probably replaced them with real ones when I didn't find the disposable ones), both in pretty good locations. The one in my room was hidden under a pile of really old books and clothes from my childhood I had never bothered disposing of or even touching, and had a good view of my bed. The one in the bathroom was tricky, but D had managed to hide it between the medicine cabinet and the toilet cistern which were directly next to the shower, giving a good view of it. I was creeped out at first, thinking he must have months worth of footage of me, so I went to confront him in his room. I knocked on the door, sister for him to say 'come in’ then closed the door behind me and said “D, we need to talk about the camcorders.” He froze, glared at me and he mumbled something that sounded like 'sorry’ or 'dirty’. I told him to show me the folder, and the bastard had at least 2.5GB of footage of me on a USB stick hidden next to some expired condoms in his drawer. He said that he supposed I wanted him to delete it and do my laundry forever or else I'd tell his dad or something, but I said to him 'No, I have another idea’. I told him that I had been driving myself crazy with a lack of sex for ages, and reminded him that it didn't count as incest as we weren't actually blood related. He got the message, but he was shocked. This lanky fifteen-year-old nerd with a warbly voice and poor self esteem was getting asked for sex by his seventeen-year-old punk stepsister. I have to give D credit, he was well-endowed. I had seen it by accident before and even through his baggy boxers shorts it was quite visible. I brought him into my bedroom where the walls were thicker and the bed was comfier, and we started kissing. All his condoms were expired, but I had some fresh ones and he started stripping me down until I was wearing only panties and stockings. I took down his boxers and he was rock hard, so I sucked his dick. I had had plenty of practice with my semi-BF and of course my own dildos and I think he really enjoyed it because before I knew it he said he was going to cum. I jerked him to orgasm and let him jizz all over my face. As I wiped and licked all his jizz off my face, I got the condom out and put it on him with my mouth (I learned how from the internet). I’m quite the self-confessed freaky slut, so I have experience with anal sex (I think it's my favourite sexual activity), so I pulled down my panties and wiggled my butt at him, asking which hole he wanted. He said he wanted both, but he wanted my pussy first. I straddled him and before I knew it I was riding him and moaning like a ghost. He was biting his lip and return desperately to keep it up, but after five minutes he was cumming again. I climbed off him, wiggled my butt at him again and said that we don't need a condom for the next part. The speed in which he recovered, ripped the condom off and threw it in the bin was blinding, and he plunged into my butt before I knew what was going on. He did me doggy style for another few minutes, and this time he came inside my butthole. I loved the feeling of him fucking my butt bareback so much, I couldn't help but have an open mouthed smile the whole time. After that we were both spent, so we huddled up together and fell asleep. We managed to make it back to our own beds before our parents realised what happened, and they were none the wiser. We now have sex as a form of lust/stress/pain relief, and we do it about once a week. I'm 18 now and he’s 16, and he can now last a lot longer, as well as the fact that his confidence and his grades have improved. My semi-BF is ok with it, as he feels like it’s 'mutual masturbation’. D mentioned inviting his friends around for them to all fuck me and I'm actually toying with the idea, just so long as my semi-BF is involved too.

#anal   #incest   #virginity   #slut  

I have a boyfriend and our relationship is perfect. We love each other and we are really happy. There is only one thing. We didnt have sex yet. I am a virgin and he is not and he is really understanding. Yesterday was my birthday. He came over and I felt like ı was ready to have sex with him. This is our fifth month. We decided to try because he is big and ı am a virgin so we thought that it would hurt alot. We talk about sex and how much we want to share this alot. But he did not get hard. Its okey ı dont mind because ı love him, ı dont just want him. But ı really felt like it was the right time. I felt like he does not desire me. I just dont understand why he wasnt hard. I thought he wanted me. We talked about it and he is really sad about what happened. I dont want him to feel insecure. But ı dont know how to react this. We waited for that moment and it didnt happened and ı just wish he was hard. Maybe he just felt stressed.

#sex   #virginity   #love   #boyfriend  

I'm a 22 yo transwoman (mtf). i've never told anyone but i lost my virginity to my next-door neighbor who i knew all my life and was like a second dad. When I was little he was my baseball coach. I started transitioning when i was young, my parents were ok with it and since i hadn't really finished puberty yet it helped to make me more feminine. I used to go to his house after school since both my parents worked and i used do my homework and watch tv. One Friday my parents were going out after work so i was gonna stay by him until later that night. It was a regular day. i came over, went in the pool. came in and had dinner and we watched tv. from swimming i was kinda tired so i started leaning and snuggling with him while we watched a movie.

He said I could lay down if i wanted which i did only i rested my head in his lap. I laid there and he stared rubbing my back and then he started going further down to my butt. i liked it and just went with it and started rubbing his leg. my head was on his lap so i noticed he was started to get hard. to this day i do know where i got the guys but moved my hand up and started rubbing his dick, over his shorts. he then moved his hand from my back towards my barely existent boobs. im sure he could see and feel my nipples get hard because he was focusing on them and it felt so good. no one had ever touched me like that before and i got so horny that i lifted myself up and pulled his dick out and started sucking it. Before long he gently pushing his cock in my ass. i had been "practicing" by myself for a while but i wasn't prepared. it hurt at first but then it felt good. it wasn't too long before he came in me. when it was all done i think he was afraid but i told him i wouldn't tell anyone. this became a regular thing for a while until he had moved. I just had to get this out, i've never told anyone before.

#virginity   #neighbor   #transgender   #mtf   #sex  

I just lost my virginity at 14 to a girl I hated till last month.


I was 25. It was my birthday. I'd been seeing my boyfriend for about a year. I didn't start out intending to have sex, but I must admit that I had thought about it. I had wanted him for a while, but I was raised to wait for marriage. Still, on this particular day my desire for him was especially strong.

My boyfriend said he had a very special birthday present for me, so we went to his house. There he carried out a well executed seduction. I was more than a bit reluctant, but I was in love with him, so eventually his gentle persistence won me over. He was kind, sweet, romantic, gentle, and persistent and respectful of my feelings and eventually my resistance fell away. I couldn't resist anymore.

He had mentioned to me a few times that he had an urge to make love to me, but that he respected my feelings enough not to pursue it. I had felt the urge too, but I had always managed not to succumb to it. Somehow, this day felt different, though I didn't realize why.

He started to make small, subtle advances and I barely noticed. Or maybe I didn't want to notice. The wet kisses passed unnoticed. He mentioned again that he had been thinking a lot about making love to me lately. Gradually, the advances got more direct and forward.

Somewhere along the line, I started to say no and it came out OK. That's when I knew it was time. I was surprised, but I knew I was ready, due to his persistence. So I gave in. I was scared, nervous, uncomfortable, but exhilarated, happy, excited, and curious. I actually found myself looking forward to it. I was overwhelmed by the sheer pleasure and the romantic moment.

I sent him out of the room, then I stripped my way up the stairs, leaving a boot at the foot of the stairs, another boot a couple of steps up, my dress a couple of steps after that, my pantyhose a step up from there, my bra at the top of the stairs, and my panties hanging on the doorknob of the bedroom.

I waited completely naked on the bed, wrapped in a sheet. He quickly stripped down to his undies and climbed on the bed next to me. I was tingling. After a little foreplay, I took his underpants off. Then we curled up and gave each other oral simultaneously. We did that for about half an hour.

Then I rolled over on my back and he went inside. We had intercourse for quite a long time. He was very good, and he told me he enjoyed it too. I had two or three orgasms and he came too. It was excellent! He was very good! It was passionate and romantic, about as good as a girl's first time can be.

Afterwards, I felt a mix of emotions: sadness, exhilaration, excitement, disappointment, deep romance, nervousness, peace, a bit of regret, but also happiness, satisfaction, and a myriad of other feelings. It was all something of a jumble.

It was a wonderful first experience, very romantic and tender. He was patient and he was very good. I felt like part of me had just died, but I also felt like I had staarted an exciting new adventure, one I would enjoy many times afterwards. What a great birthday present!

#virginity   #sex   #premarital   #seduction  

I had a very ugly girlfriend with a great body. She knew she was ugly and guy stayed away from her. She was used by her boyfriend before me and he let me fuck her several times. He would fist fuck her pussy and her asshole and let guys and other girls watch. When then first got together she was a 14 year old virgin and he was 20 and took advantage of her. He would make her do all kinds of kinky thing, even dogs while taking videos and still pictures. She allowed herself to become a total slave, slut, cum bucket just so she could have a boyfriend. After a couple of years and so much abuse he just got tired of her and dumped her while I was fucking her. He left the apartment (she was 16 and kicked out of her parents house) and told her to get her "shit" and go after I had enough of her used up holes. I took her into my place, she immediately got naked and when asked why she said that her ex always made her strip and be naked in the apartment. So I told her to bend over the kitchen table and buttfucked her.
Her body was incredible, but her pussy and asshole were extremely loose. She'd been fisted in both holes for about 2 years every day. Her ex always told me he made sure she had a fist in each hole for 30 minutes everyday. I was eating her canyon cunt out one day and started playing with her piss hole, she went wild. She had a big clit and loved it being sucked on (most guys wouldn't do it since she'd had so many cocks in her), but this made her totally nuts. After she came three times I fist fucked her cunt and she came twice more, then I used the lube and started inserting cue tips into her piss slit. First one, then rocked it back and forth and again she started going crazy with sensation. Then I inserted 2, 3,4 eventually that first time I had 8 inside her urethra and she was hurting a bit. I left them in for 20 minutes, then slowing stroked them in and out of her. The next day I did it again, and so on for a week. Then I put in 12 and fucked her with them. She started to buck and heave and have an orgasm. Within another 10 days or so I was inserting my middle finger into her piss slit and finger fucking her, even sometimes while my cock was pistoning in and out of that sloppy cunt of hers.
She knew what was coming and was very scared but I shamed her into acceptance by telling her that since I was the one who saved her, I was the one who gave her a place to live, food to eat and money for school everyday she should at least give me the one remaining virginity she had left. I made her confess to how many cocks she'd had inside her, and how many pussies she'd eaten or fucked with her big clit. I wrote them in india ink across her pussy, then the amount insider her ass went across both cheeks. I also wrote them on her tits, so she'd see them everytime she was looking in the mirror. She relented and that night I lubed up like never before, and actually stuck my cock into her piss hole. I was so excited, she was in a bit of pain I could tell, but my cock certainly didn't care. I gave her a minute or two to get used to it and started very slow motion fucking of her tight hole. She was screwing her face in slight pain, but put up with it. "I'm about to cum baby" I said, she encouraged me. "I'm going to be the first guy to cum in your pee hole honey" "do it" she grunted back. I started pumping that pee hole faster and faster and after a minute of fast motion and her started to cry a bit, I shot a huge load up her urethra and only what I could imagine ended up in her kidney somewhere.
It was great. After that I started fucking pisshole anytime I wanted and it was incredible feeling. Knowing I had my own personal sex slave to treat anyway I wanted, and a 4 hole slave at that. She got to where she can take it very well, enjoys it and actually cums faster that when I try to fuck her used up cunt or asshole (yes she cums getting fucked up the ass too).
So I took a 3 hole slut/cunt and turned her into a 4 hole cum bucket.
A friend suggested I try to sell her piss hole for money, and get enough where I could get her pussy sewn tighter and maybe just a bit of dentistry with some plastic surgery and then book her through a high end escort agency. Being a man or woman fucker with 4 holes open would make a lot of money.
She said she would do whatever I wanted when I talked to her about it. Then she came and I shot my load up her pee hole again, rolled over and went to sleep.

#slave   #slut   #virginity  

I am addicted to porn and i know 8ts really wrong to get addicted to.such things i lost my virginity my masturbating and then i kind of got a husband and still i masturbate and hide it from him i can't get over this urge but now i am getting over it and i need to stop it

#addiction   #lie   #virginity  

Pray and roll the dice for #virginity

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