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Confessions

Virgin Confessions

Read the best #virgin confession stories


I'm a 17 year old virgin female. I sended a guy nudes and he asked me if he could have more so I said "why not have the real thing? ;)" and we stopped talking about a week later since I told him that I'm a virgin. I really hope I lose my v card before I go to college...


#nudes   #virgin  


I was 15 when an older cousin told me we could go to this older mans house and he'd blow us and give us each $10. I refused several times, but once after 3 beers I was ready. I'd only masturbated before other than at age 8 through 10 played with my cousins pussy. I was very apprehensive going into this place and didn't want anyone to see me. We got there and this long haired guy of about 40 years or so gave us some beer, some pot, and my cousin dropped his pants and sat in a chair across the room from me and the man got on the floor between his legs and gave him a blowjob. After my cousin said that it was my first time, so the man told my cousin to leave and he'd get me home.
"You a virgin" he asked me and I told him the truth. "Stay here I have something special for you, will you wait for a few minutes?" I said yes, and I think he didn't believe me he said he just wanted a taste and made me take off my clothes and sit down and put my cock in his mouth. It felt great but he stopped. He took my clothes in his bedroom and told me to wait.
When he came out SHE was totally dressed sexy as hell. She had on make up, a sexy nightie, stockings and styled long natural hair. "I'm going to take all those nasty little virginities away today." he/she said in the most feminine voice you could imagine. She turned down the lights, drew the drapes, and took me naked to the bedroom.
While there she first blew me, then kept playing with me until I got hard again, and I was rubbing his/her ass, and found out that she had small little titties. They actually filled out her A cup bra. They were nice and natural, very soft, with puffy nipples. "Hormones" she said, "You like?" I told her yes and my cock was hard again as I was sucking on "her" titties. I was playing with her panties sticking my hand down them like there would be a pussy, and she had a tiny little cock which she made me call her clit. It was pulled between her legs and her perfectly trimmed pubic hair really made her look like she had a pussy. I was rock hard now and she pulled me on top of her while she was on her back and spread her legs. "Look at me baby" she said as her hand slipped my hard 8" cock into her soft, willing ass. "When we're like this it's my pussy, when I'm on my belly it's my ass" she explained. "You like my pussy baby?" I replied it was wonderful and she started rocking back and forth and I picked up on the movement. I was sucking her tits, squeezing them and when I was about to cum I couldn't help it I kissed him/her. Her tongue danced inside my mouth and I rammed it into her and shot a mega load of cum (at least 10 to 12 ropes) up into her manpussy. Kissing me in her afterglow like a woman would, I kept my cock inside until it grew soft and slipped out. With that I rolled over next to her. We kissed, I played with her clit and those really nice soft titties.
She pushed my had down to her clit and I didn't want to be a "faggot" and suck cock and told her so. But she told me that she'd done everything for me, and now it was her turn, and I needed to learn to let the girl cum too. I made her promise that she wouldn't tell my cousin that I'd done this, and she promised. I went down on her and started sucking her cock. She blasted a tiny load in my mouth and I swallowed it all.
After that we both relaxed in the living room a bit, with another beer for me and some pot for us both. It was really strong pot, and I was lying down on the couch with her kind of behind me and I felt her finger rubbing something wet on my butthole. She was lubing me up, stuck two fingers in and it actually didn't hurt too much. In my stoned state it was pretty good. I didn't say a word and she whispered that no one would ever know but I had to lose all my virginities and this was the last one. She fucked me with her tiny little clit (about the size of my middle finger) and came in my butt. I got up to go to the bathroom to get it out of me and when I came back she was lying on the bed on her hands and knees, with her panties down her leg with her ass up in the air asking me to fuck her in her ass. I did, I came, and she gave me my clothes along with $100. She said I could come back anytime, and I did. I must have gone to him/her at least 150 times in the next year or two. Maybe more. Some weekends I'd fuck her all day long. I actually let three (1 at a time) guys who were over to see her fuck me, and I sucked at least 10 cocks for her. She paid me each time, but I think she charged them, I was never sure and didn't care. I got to fuck all I wanted and she was a gorgeous woman when dressed and made up. It was 4 years before I managed to get a real woman to allow me to fuck her.


#crossdresser   #mm   #virgin   #anal   #oral  


I am a straight 16 yo virgin with a boyfriend. I live at home, do school, and p/t work. So I am busy. It's not easy to masturbate, but I do enjoy playing with myself before sleep. I don't think I've had the Big O yet. But my arousals intesifies when I read. Some confessions are so juicy, I return for more. I have thought of kissing my best friend but it's only a fantasy. I read some say it's natural for a girl to kiss a girl once but not in my world. Maybe a kiss would go on to the big O. it makes me really wet, my heart beats up, my thoughts go rampant, and it's so hard to keep quiet, but I must. I am confused as to why I get like this when I am super horny. In a normal state of mind I don't have sexual thoughts of my friend.


#straight   #curious   #horny   #wet   #virgin   #confused   #boyfriend   #busy  


I'm 16, my mom 32, and her boyfriend is 24 and the type of guy I look at. And I like him. He loves me. We have had light sex only and I want him to take my virginity, but at the same time, I don't want my mom to find out and get hurt. I am always horny and mastrubate daily, but I want more. I don't know what to do. I want him to leave and at the same time I want full sex with him.


#confused   #loyal   #love   #virgin   #horny   #young  


This goes back 30 years. I went to New York City in Manhattan for business. I was stressed and tired and a little buzzed and drunk. I went to an oriental massage parlor that was located in one of the lesser hotels that populated Times Square at that time. There was a cute Japanese girl giving me a massage, I was totally naked. She started rubbing my balls and cock and I got hard. She asked if I wanted a happy ending and I said yes, and gave her the required $20 extra. Then I asked her to get naked and gave her $40 more. She did it. I was fondling this skinny Japanese girl with horizontal pussy hair, and for being so thin, she had at least D cup tits with dark nipples. I tried to stick my finger in her pussy and she backed up very quickly. We started talking more, I offered her $ 150 if I could fuck her. She said no and eventually said she was a virgin. I questioned her because she was jacking guys off for a living. But she insisted. I told her I'd give her $ 100 to look at her hymen. To this day it's the only hymen I've ever seen. Then she wanted to go back to my happy ending. While she was jacking me we talked a lot, I was trying to convince her to go out with me. Finally I had a date for the next evening, and for $1000 right then I fucked her virgin cunt. To this day I have the white panties I used to wipe her blood and some of my cum off her pussy and ass cheeks. We went on the date and I fucked her again for free. Each time I came in her super tight pussy. That date night before we went out I got her to suck me off, then went on the date and could spend plenty of time when it came to her pussy fucking.
I went back 6 months later and went to get a massage. She was working the counter instead of the back. She stood up and was pregnant. I told her I guessed she'd let other clients do it to her for money. She said no, she'd only had sex twice between her legs, and once in her mouth.
I made her book me with a really young girl, fucked that girl and let her know about it before I left.
Never saw her again.


#virgin   #oral   #sex   #prostitution   #massage  


I had sex with my best friend's boyfriend. He is also my ex. He lost his virginity to me. She still think they are both virgins


#lie   #sex   #bestfriend   #virgin   #confession  


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  


22f. I'm kinda dirty. I've been masturbating since I was 15, but only by touching my clit. And I enjoy reading smut or porn everyday.

Now I'm in a relationship. I really wanna give my first time away to my guy but I can't seem to get it to fit? He isn't big or anything, my pussy just closes up. It also hurts when he uses only 1 finger to finger me, even when I'm pretty wet. He also hasn't make me cum before.

Help? Idk what to do. I'm still a virgin but I kinda wanna just get fucked senseless.


#virgin  


I am 15 yrs male. I masturbate all the time and it feels really good. I love doing it and sometimes in strange places. A man I know (40yrs) caught me doing it in his basement when I was cleaning. He didn't care, he came over and did it for me and put my cock in his mouth and sucked it all down when I shot off. Then he told me to take off my clothes, got me upstairs to his bed and he had sex with me. He was slow and gentle and used a lot of lubrication. After I got used to the feeling it wasn't too bad. I still want to have sex with a pussy but I want to have sex with him too. I let him have sex with me as often as I can, and afterward he sometimes takes me in his mouth. He bought some makeup, lipstick, stockings, bra, panties that I wear for him and I really enjoy it. He said that he knows of a woman who is older than him and not great looking but she would let me have sex with her. I can't wait. I've really come to like having sex with him. He says I'm better than any girl he's ever been with. The woman sent some pictures of herself naked with him, and she's coming over tomorrow. She says first he and I have sex, then she will let me have sex with her.


#mm   #masturbation   #mf   #mmf   #anal   #oral   #virgin  


Me and my bf live in same apartment. We have sex daily. My parents doesn't know this. They still think I am a virgin.


#sex   #adultery   #virgin  


A girl friend and I (f) had a long talk on the phone, not having seen each other in years and not having talked in over a year.
It got onto the topic of sex, as she's very promiscuous and I'm a virgin (not by choice). She was telling me all these things about how she loved to do this and that to women, and how she either had done or wanted to do to people we knew in school. Admittedly, I was somewhat jealous.
Then we were discussing her flying out to see me, and she said, "Then I can take that cute virginity of yours."
Of course my shyness had me denying that as she continued to tease me, but on the inside I was absolutely elated. That night I was masturbating to the thought of her eating me out, even though I NEVER imagine people in real life! (That's just asking for trouble!)
I know she was only joking, but I REALLY wish she wasn't.


#crush   #virgin   #masturbation  


I am in my 50's now, and have had plenty of women of all sizes, shapes, and from decent looking to outrageously beautiful. I've even had my share of men, and a couple of trannies as well (I'm very partial to fucking asses, female preferably - but any port in a storm). I am a leg/ass man, always have been, prefer darker haired women, black hair is the best. However; I can't stop thinking about an old girlfriend in college. She was doing her Masters program and was quite a bit older than me, 6 years. She graduated, taught for 4 years, then came back for her MA. We talked a lot after classes, hung out a bit and for some reason I was asking her out. She a dark brown haired brunette, good looking and had incredible legs, and a nice bubble ass. I was already hooked on ass fucking by then, but figured we'd better go slow. Then at dinner one night she announces that she is still a virgin. I can't believe that there are any 27 year old virgins anywhere, much less in a college, in a mid sized city. So I went slow, we started kissing and making out, she had a great body but was a little light in the tit department. She had full A cups at best. My two girlfriends (that I had together in those days) were both A cups, my main girl not even a full A, so I didn't care. I was kissing her, had her pants off, her panties down and was fingering her super bushy, thick thick haired pussy, I still to this day haven't seen a girl with that thick a batch of hair on her pussy. She kept not letting me move my hand up her blouse, so I kept it outside her blouse when squeezing her tits. I figured I was fingering a virgin pussy, eating a virgin pussy - I finally while eating her got to see her hymen, and was even fingering her asshole which was incredibly tight, and I'd have some virgin ass before. Eventually I get her to agree, and we go to a motel I turn off the lights at her request, and at my insistence I leave the TV on for some light as I wanted to see her face when I plunged my cock into her pussy and break that hymen. I get her bottoms off, then her blouse, and you can tell that she wants to keep the bra on, and I just reach over and pull it up over her tits. Except there were no tits. NONE. She was flatter than I was, she was like 12 year old boy flat. All she had was nickel size brown areolae and pencil eraser nipples on a totally flat chest.

I took off her bra and the tissue in it, and laid her down. Seeing that forest of pussy hair, I plunged in and took her cherry. She bled a little, gasped a bit, then put up with my pumping her until I shot my load without a rubber on at all. We fucked for about a year, she got very relaxed about her lack of tits with me, and didn't care anymore, I could suck them tweak them do anything to any part of her. Once in a car I was getting a suck from her and told her I needed to come and she wouldn't let up, so I shot in her mouth. She said I was the first she'd ever sucked, but I figure she was lying. To last 27 years without getting your pussy popped she had to be giving her dates something. Then another time in a car again I had her pants down and went to fuck her from behind. I was fucking her and went to rub her clit and realized I'd just taken her asshole. I was fucking her in the ass and she never said a word, then I inserted my finger in her cunt and moved both around till I shot my load up her asshole.

So after that I had a three hole bitch, with no tits, who felt grateful that I wasn't that into big tits. We kept up fucking for a while, then I left school (I was done, she was still playing around) and I went to work and traveled a lot. I hadn't seen her for over 6 months, only called her three time or so, and one of those made her get me off on the phone. I went to the university and we talked, she realized it was over. She married an older grad student, who was pretty darn fat, but I guess he liked anyone who would let him fuck her.

For some reason for the last couple of years, I'm super attracted to titless women, and can't help thinking about her. That totally flat chest and that super thick bush still stick in my mind. I've wanted to go to the small town she lives in and taught in, just to see if I can see her again. But I know better, what you see after this many years never turns out well.


#virgin  


I went to my friend's slumber party but there were only six of us because parents were afraid to let their kids out of lockdown. We had fun anyways and I still made three new friends. At bed time we changed and lied togheter on the floor with sheets and pillows. We giggled, talked, told stories and I fell asleep. In the middle of the night a head between my legs and a tongue at my vagina awoke me. I was startaled and afraid to. It felt good so I pretened to stay asleep. I had no idea when it all started but it lasted another five minutes or so before she quietly slid away. My pleasure feelings stopped and I fell back to sleep. When we got up that morning it was weird to look at everyone and know that one of them just gave me my first sexual contact. I talked and even stared at their hair looking for clues. Nothing. I went home not knowing who gave me those pleasurable feelings. Was it one of my friends or one whom I just met. And why me? Will I ever know, do I want to know? Will I look at girls in the same way as before? Curiousity is still in my head. I have a new bad I cannot break. I go to bed and end up thinking of that night. I start touching and rubbing until I have to get up, lock the door, and get naked. I put my blanket and pillow on the floor. Then I hump, ride, and grind my pillow with each girl running their tongue on my pussy. I try each girl to find the who gives the most pleasure. Every day gets better and better and I cannot wait till bedtime to masturbate.


#tongue   #slumber   #friends   #sleepover   #girls   #parents   #sex   #pussy   #virgin   #pleasure   #pillow   #hump   #grind   #ride   #stories   #curious   #habit   #masturbation  


I think I'm bisexual, I'm 31 and i didnt have a relationship and I'm a virgin. I dated a guy once a couple of months ago and he made me awake from being a woman.... but he wanted sex and I have a huge earthquake in my mind about wheter to accept or not, I read on internet and everything about what to do in this situation, I asked advice to my closest friends, so I decided to continue seeing him. But i turned him down because he took so many time to replyinh my messages also he was going to move far from here so..... it ended in nothing.

I met a really nice girl, she has a very interesting personality, nice smile, small face, I like her, the same as me she didn't have a relationship in her life, but I don't know if she likes girls also. she said she is nor confortable with just being with other people, two alone but she accepted to hang out together and do nerdy stuff. I want to see her again. I downloaded some pictures of her .... and imagine some good things like what are we going to do next and if she wants to be with me..... I really like her..... dammmmmmmmmmm


#bisexual   #love   #virgin  


We were off the main flow of the party and just chatting. Then I started flirting and he was flirting. Not sure how or who started it. This was my dads friend who was complimenting me. And a little touching as he tickled me. It was fun, exciting, and arousing all at the same time. Then he kissed me. As I pushed off, he started rubbing my crotch. Now I was wanting and allowing him to kiss and touch me. Next his hand is down my pants. And am feeling emboldened, so I rubbed his pants. On the outside, his dick felt thick and hard. I didn't have the courage to reach down his pants and verify it it was really that big. We remained fully dressed except my shirt he had unbuttoned enough to expose my braless tits. The perfect ones he said he had always adored in so many ways. One hand was on my tits as he licked and sucked. His other was fingering my pussy making it noisy and slushy. This was the best sex I ever had. I was biting my lip trying to keep quiet. As soon as I was about to come, we heard someone approaching. We quickly broke off and parted. He returned to the party and I went to my room. For at least an hour that night I fantasized and masturbated having multiple orgasms.
Now he wants more and I tell him it was a mistake. I said in case you didn't know, I am only 16, a virgin, and I don't act that way. And that he should just consider himself lucky to catch me at that time and place. But now we must move on and pretend it never happened.
If he's around for my 18th birthday party, I want to pickup where we left off. He's very attractive and obviously turns me on.


#flirting   #complimenting   #touching   #rubbing   #crotch   #braless   #licked   #sucked   #fingering   #wet   #orgasm   #masturbate   #young   #16yo   #attractive   #older   #pussy   #tits   #dick   #sex   #adored   #expose   #noisy   #fantasy   #virgin  


I'm a straight male (26). When I was very young, maybe 5-6 I was molested by an older female cousin. My memories are pretty vague but I remember her telling me it was a game, that she had a baby in her and the only way to get it out was for her to rub her pussy against my penis. This happened a few times. I remember she liked playing with my underage Cock and said that I had a nice one for being so young. I remember being confused when I got my first erection from her rubbing her wet pussy against my cock, covering it in her juices. finally one day she got brave and slowly lowered herself onto my adolescent bonner. She barely made it past the head when the door suddenly opened and my other cousin was standing in the doorway. She freaked out and ran to tell the adults. I remember not being allowed to play together anymore and other than the initial scolding my family has never talked about it. I think it's because of that experience that I'm unable to have healthy relationships and I'm still a virgin...


#sex   #incest   #rape   #cousin   #pussy   #virgin   #straight  


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  


When I return from my overseas trip I stopover in a big city for 8 hours or so. I'm thinking about going to see a transsexual prostitute to satisfy my curiosity about anal sex. That is, my anus being fucked. I found a gorgeous looking one online. She'd be gorgeous if she was a woman. But she doesn't work on the day I get in. I might offer to pay her extra or maybe the prospect of a tight virgin asshole will sway her. Either way I want her cock in my butthole. I wanna act like a little slut and moan loudly while she pumps my man hole.


#tranny  


I am 27 years old and have never been kissed or had sex with. I feel like such a fucking loser all the time. I have some friends, but I think they just pity on me and are not actually my friends. They invite me along, but only sometimes. I guess when they need a designated driver because they know I do not do alcohol. I see on their FB and snap when they are out having fun without me.
I really like to have a girlfriend, but I do not know how to talk to women... I am such a fucking loser.


#lonely   #virgin   #change   #friends   #confession  


I am here to relax and read which ultimately leads to masturbation. Here I get ideas, think I'm normal, and think some of my thoughts are weird, liking thinking of my boyfriend's dad to give me a big orgasm. I am a 17 yo virgin and the only sex has been with my current 16 yo boyfriend and it's pretty bland. I guess that's all the more reason I like to masterbate. That's all.


#older   #teen   #masturbation   #virgin   #read   #ideas   #orgasm  



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