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When I was twelve my neighbor would always watch me when I was outside. I started noticing when I was in my bedroom with the window open that he would sit in front of his window and watch me as I danced or played. Now I had always been an overly sexual child I would hump anything in sight and even beg to be taken to the local park solely for the purpose of climbing the flagpole with all the strength I could muster just to feel my little bald vagina pulse on that pole after dragging it up and down on the Hot hard metal and hanging there for dear life as the last pulses of those innocent childhood orgasms wracked my body......... Back to my confession..... As I was dancing in my room my parents informed me they were going go town and guess what he was watching and knew they were leaving too! Once their car pulled away I noticed he left TJE window but quickly returned with a telescope so he could see me better. I remember pulling MU chair from my desk and placing it under mu window so I could stand on it so he could see all of me and slowly took off my clothes. Once naked I placed one foot onto my windowsill so that I could spread my bald virgin vagina openndor him to see. I then began to masturbate while he watched and I can't remember another time in my life I have ever been more turned on and excited I came so hard and so much I squirted all over myself and the windowsill. The best part for me was when he pulled down his pants when I was finished and began stroking his DICK as I watched a man cum for me for the very first time ever. We did this routinely for almost two years ohhhhhh how I miss that.
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 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
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
All I want to do it be in love and have a wife that loves me . I’ve been stuck in a loveless marriage for 13 years , I just Turned 30 and I look and feel the best I ever have I work out and show my wife love looking for it in return . She just ignores me and doesn’t try to make her self better then me .
It also scares the shit outta me that I’ve been with my wife since I was 16 and never had the chance to experience having sex with anyone else and that I probably will die only knowing her loveless sexual encounters .
I used to work at a library after high school. I was 21 and there were a lot of younger, teenage girls that worked there. One of them, on her first day grabbed my crotch and told me she was good at giving blowjobs. We would fool around at work, secretly. One day she texted me that she was home from school and alone, so I went over on my lunch hour. She proceeded to blow me and I took her virginity in her bedroom. We hooked up a few times afterwards. Years later (now both of us married) we got back in touch and picked up where we left off.
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!
Waiting for my girlfriend at her house. Her mum asked may I, as she lightly touched my crotch. I was stunned and said nothing. It ended with the best sex and my the first blowjob of my life. Now I make sure my girl is home before I visit. Her mom is very hot and I want more but I cannot risk getting caught. Why did she do this to me? She has been divorced for years and alone so I understand except that she is twice my age. I'm 16 and still a virgin.
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
My name is Melanie. When I was 13 years old, my dad took me and my siblings to a mountain village in Wyoming for the summer. He owned a condo there, and that summer I developed a crush on a teen boy who also was in the village for the summer. One day, the boy and I happened to cross paths in a parking lot next to the garage under his family's condo. He told me he wanted to show me something, so I followed him into the garage and all the way to the back corner where a door led to a small empty room. We entered the room, and he asked me if I wanted to make out. I nodded yes, and he closed and locked the door. We started to kiss and I felt his hand slide up the inside front of my t-shirt, his fingers slipping through my bra to my left nipple. To make things easier for him, I took off my shirt and bra, but then he asked me to keep going and to take off my sneakers, shorts, and panties, too. I said OK, but only if he promised not to do anything that would risk getting me pregnant. He agreed, and I stripped myself nude. He got on his knees and began to lick my clit and my pussy. It felt amazing, and I started to moan. Then, he stood up and asked me if I trusted him enough to go along with whatever he wanted to do. I was feeling excited and horny, and I impulsively said yes. He told me to get down on my hands and knees, so I did. Then, he took off his shorts and underpants, straddled my hips, and lowered his cock between my thighs. He had a huge erect cock. I felt the tip of it placed against my anus, and I felt his hands grab my hips. The next thing I knew, his cock was sliding into my asshole. I was surprised, but I was excited, and his cock felt so warm. It started to hurt as it stretched my sphincter muscles wide, but I bit my lip, and as his cock penetrated deeper into my rectum, he began to rock his shaft back and forth, and I began to moan with each thrust. The truth is that I was moaning from pain, but I didn't want him to know, and as I moaned with each thrust, I whispered "Yes" or "Fuck my ass harder" so he thought my moans were from pleasure. That turned him on even more, and he began to thrust his cock deeper and harder into my rectum. I was not only moaning louder with each thrust, but my thighs were shaking, and I could feel my whole body glistening with perspiration as I endured the burning pain of each anal stroke, reaming out my ass. He had tons of energy, and he must have been thrusting into my asshole at a rate of 120 thrusts per minute. This went on non-stop for half an hour, so he must have pounded my virgin rectum about 3,600 times. It hurt a lot, but it also started to feel good about half-way through. And he was loving it. He moaned with pleasure at every thrust. Finally, he delivered a massive load of cum deep inside of my ass, and then we both collapsed to the floor, his erect cock still lodged deep inside of my ass. We were both breathing heavily and sweating, and his cock felt so warm inside my rectum. My pussy felt wet, too. Any way, that was my first anal sex ever. And I never had a chance to be with that boy again before the summer ended. But I am now married and 31 years old, and my husband and I have anal sex regularly, like eight or nine times a month.
I am a young teen girl, just finished by freshman year in HS. I have let lots of boys get with me naked. Though I am still a virgin. I let them do it in my mouth and inside my butt. The first two boys told everyone else, now I'm the school slut, even though I'm still a virgin. My brother even threatened to tell mom and day so I let him do it to me too.
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...
I'm a virgin, but I fantasize about having sex everyday...
I just have lost hope that it's gonna happen to me someday... I'm not exactly "sexy" material...
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.
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.
My mom is quite mean to me and my stepdad which has pushed us together. We watch out for one another and are very close. When the bitch is not at home, we enjoy a shower and washing one another. Flirting, soft and brief kissing but no tongue, and some light touching just to tease. I often get aroused and extremely horny, but we never do hardcore including open masturbation. We respect each other as best friends and adults practicing self-control. We resist all temptations that could lead to problems. Always playing it safe to make sure moms not around and keep in mind when she might pop in. She's dumb but should she ever deem something inappropriate, we have rehearsed all excuses. 18 months from now I will get on birth control and stop sneaking. And my fantasy will transpire with my sexy love driving me off to college. The second we leave I start teasing so he is ready, anxious and wanting. Once there and the door closes, I seduce him until he devours me, taking my virginity and giving me my best orgasm ever. I'm just not sure I can wait that long.
#stepdad #sex #lust #bff #touch #nude #shower #flirt #kiss #fantasy #resist #hardcore #virgin #temptations #devour #college #horny #masturbation #inappropiate #sexy #aroused #respect #sneaking #orgasm
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.
I need to confess this.
A few weeks ago I went to see a band with a few friends and it was quite far from where we live so we took the train and stayed in a hotel for the weekend. I ended up sharing a room with my cousin. I am 17 and he is 19.
The second day we were going to the london eye but my cousin wasn't well so I stayed in the hotel with him to save money really, later he felt better so we decided to get ready and go for food so I headed to the shower, after a while I came out in my towel and found my cousin on his bed on his phone wanking his dick, I laughed but it was so awkward, After a few seconds he leaned over the bed and pulled my towel off, I tried to stop him but it was on the floor and I was totally naked, he told me it was fine and he touched my dick and im not going to lie it felt good, I was so shy but he pulled me closer and started sucking my dick and I soon got hard.
After sucking me for a while he pushed me on the bed and he forved his cock in my mouth and face fucked me so hard, I'd never sucked a guy before so I could barely fit his length in me so he threw my legs up and started licking my ass hole and i almost cum, it felt so amazing!
He tried to fuck my arse but I was too tight and he said it was normal because I am a virgin. Instead he wanked me to cumming and he ate it off my stomach before he turned me over and cum on my bum.
Since we have sexted and sent each other nudes over snapchat and I really want him to fuck my tight hole!
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