When i was 14 i started dating a boy from my class at school. He was a lot of my firsts and i went over to his house lots just to make out and chill. He had an older brother who was in college and he was really hot. Big muscular frat guy type. I had a big crush on him probably just because he was my boyfriends older brother. I added him on snapchat and things started off innocent enough at first but eventually he asked me to go for a drive around town with him in his car. I thought that sounded really fun so i agreed and he picked me up after my parents went to bed. We drove around for a bit and made small talk but we eventually turned down a quiet backroad and he started coming onto me. He ended up taking my virginity in the back seat of his car that night.

Our secret relationship progressed from there and we started exchanging nudes and hooking up regularily. One night he invited me to hangout with him and a few buddies at their frat house and of course i jumped at the chance to be seen as his girl in public. When we got there i was greeted by 4 other guys and they were all drinking and having a good time. After a few hours of drinking was when things started to get a little bit out of hand. My " boyfriend" started to make out with me on the couch. His friends started to chant him on with different commands and he was going along with it. Eventually i was naked and getting fucked in front of all his friends who were cheering it on. I ended up getting fucked by all 5 guys in all 3 of my holes for a good 2 hours.

My boyfriend found out what i was up to with his brother and we broke up but i still kept hooking up with his older brother and a few of his friends.

I lost my virginity when i was 8 by sort of raping my 13 year old baby sitter but she started it. We were playing truth or dare and she dared me to look up dirty things on the computer. I didnt know what to look up so she asked if id ever seen porn. I didnt know what porn was so she put some on. My dick started to get hard and after watching a few clips i decided to take off my pants. She kind of laughed and then fondled it a little and told me to put it away. I didnt want to though and i started grabbing her boobs and begged her to show me. She relented and took off her shirt, she had cute perky little boobs with small nipples. When i asked to see her vagina she told me the game was over and i had to go to my room. I begged and told her i know its wrong for us to play like this but i wont tell anyone ever i swear. She thought about it for a minute and then she told me i was only allowed to do what she told me to do. She took off her pants and told me to lick her pussy. She was a good teacher and told me where to lick and what to suck on. Eventually she let me come up and kiss her. She liked to lick all the slobber off my face. While we were kissing i plunged my dick down into her and she gasped really loud and tried to get me off of her. We were pretty equal in strength and she couldnt get me off so i stayed on top until she started to enjoy herself. I had my first orgasm i think inside of her and then we laid there for a minute while she told me i could get into big trouble if i said anything and that as long as i kept my mouth shut we could do it again when she came over next time.

She came back every couple weeks until i was 10 and we would try stuff we saw on the porn. My favourite is when shed sit on my face and make me eat her pussy. She would slowly rub my cock and lightly smack my balls around while she told me that i was her special little guy. She liked it when she got to lay on her stomach and i lick her pussy and ass before using the vaseline to fuck her in the bum. She was really into butt play and when she would suck on my dick she would always put her fingers or a hairbrush up my butt. I started to like getting my butt played with and still do to this day.

When i was 12 i started to really miss getting to play those games so i messaged her on facebook. She said that if i could find a way to sneak out and not get caught that she would come pick me up and take me someplace to have sex. Perfect. When she pulled up to get me there was a guy in the car with her. She introduced him as her boyfriend and told me that if i wanted to fuck her again that he would get to fuck me first. So i lost my anal virginity to her 20 year old boyfriend when i was 12. I ate her pussy and she played with my hair while her boyfriend filled my ass with his cum. She had me fart the cum into her mouth, then she came up and spit into my mouth and made me swallow it. So i swallowed her boyfriends cum that was in my ass. I went back to do stuff with them quite a bit until they moved away when i was 14. My favourite part of it was when they got a strap on so her boyfriend could face fuck me while she plowed my ass.

It was good fun

so, late last year... i made a bunch of confessions about having fantasies about older men. i was 18 then and going through a lot in my life at the time.

now, I'm 19 and currently trying to get on my feet again. however, last week, i was staying with my friend's aide at her house in the country. her and her husband are both extremely dirty-minded (as well as being swingers) she in particular noticed a bit of a connection between me and him. it all came to a head when she told him that he could kiss me if i wanted which I did and soon enough, he's on top of me. he didn't take my virginity but he did give me the night of my life, despite how much it hurt... i just hope his kids didn't hear me.

During the summer months my family rented a cabin on the river. When we got old enough we were allowed one friend each with their mother's permission. The boys, my brother and his friend, slept in the loft. Myself and my friend we slept in the second room. My parents slept in the other room. There was one bathroom for everyone. But it never really bothered anyone.

The boys were fifteen and we were thirteen. We were over at the swimming hole and my brother kidded us into taking our tops off and they laughed at our tits. They pushed their trunks down and swung their dicks around. We laughed and then we got serious and we touched their dicks and held them in our hand and looking back and forth at each other, we put their dicks in our mouths. We gave our first blowjob.

They wanted to see pussy and we let them pull our pants off and we opened our legs and let them look. We opened our pussy with our fingers for them and let them poke their finger in our vagina. And then let them poke their dicks in our vagina. I held onto my brother neck real hard, real hard and he told me he was going to lose it and to let him go, but I held on for all my might and he did lose it, all of it right inside my vagina. The other boy with my friend, he lost it all over her front and she had to wipe it off with her panties.

It got real quiet and we sat on the edge of the dock and watched the fish swim in the setting sunlight. My brother asked me if I was upset with him and I said no, it wasn't his fault. Next time he told me I had to let go of his neck.

But there wasn't another time, or next time. My friend didn't come to the river with me the next year and my brother's friend had moved out of town. It was just the two of us up there, I was fourteen and I had to learn how to cook and I was on my period that week. I gave him a hand job down on the dock, but that's as far as it went that summer.

As we went through high school we had normal sex at home. Like a married couple. He would touch me with his fingers and sometimes kiss me on my bottom, which always drew electricity and made it easier for him to get my legs open for him. Why we had intercourse with him on my back, who knows, but that's how we did it. That's how I liked it. I knew how to lift my hips for him, he never had a hard time getting it in.

I got married later on when I was all grown up. But I have never gotten used to my husband. Not even after ten years. For me to enjoy sex I have sex with my brother. Just like we did when were kids growing up, I lay on my stomach and he kisses my bottom and feels me up between my legs until I am pretty wet before he gets on me. I love the weight on my back, how he holds me with his hands to get leverage, how he uses his hips. I don't know, I just love how he makes love and has sex with me.

I was in high school when we got a new girl in class. she was from the rich part of the city. We became best friends and I was quickly invited to their house. They had a pool and soon I would be there at least once a week enjoying the pool with her and her family. We always went to her room to change into our bikinis. Our bodies were nicely developed and when he was around, her dad would always compliment us. To her it was a bit weird, but I always enjoyed the compliments.

A few months later her dad changed jobs and was home more often during the day time. At the same time my friend got more into sports and would be gone for a match during the day or in the weekend. I can remember we were in their kitchen having a snack and a drink, when I said I missed swimming, as her and I saw each other less at that point. Her dad's said I was welcome to swim even if my friend wasn't around. I was happy to hear that, so I came over a few times, even if she wasn't around.

Once or twice a week, when I went there, swimming, just the dad was around. He would invite me into the kitchen for snack and after a few invites, I finally started taking him up on it. The first time, while we talked, his hand slid over my legs. I was a little iffy about it, but he was sweet and didn't try anything. The next time, his hands migrated from my legs to my back. That's when I realized I liked the attention. He was a sweet, gentle guy, way better than the rough, horny boys at school, and he deserved way more than his prude, frigid wife. So I let him.

It took a few more visits before he let his hands go to my ass, but when he realized I didn't freak out, he moved them to the wet spot on my bikini bottom. He looked at me and I nodded that it was okay. Things had changed between us by that point, and I wanted to be around him, feeling his hand play with my privates.

The next time, he removed the fabric, and pushed his fingers inside me. Then he set me on the kitchen table and kissed me down there. I was too inexperienced to really know what to do, but I let him make me feel good. That was all he seemed to want to do that time.

The next time I came over, we both went swimming. His hands were all over my body, and he suggested nude swimming. I agreed, and that was the first time I saw a real, live dick, not just pics on the internet or from random snaps. It was also the first time I jerked anyone off, the first time seeing cum, and the first time I french kissed. The next couple times I came over, I had my first 69 and my first blowjob. God, I loved him and hated his wife for being married to him.

Things got messed up when I came over the next time. I started changing in my friends room like I did everytime and he came into the room naked and laid me in the bed. We kissed a little and then he took my virginity. However, we didn't knoe that my friends match was cancelled, and they came home while he still fucking me. We didn't hear them until they came in the door, and then it was too late to try to explain it away. They caught us red handed because while I might have been able to dress quickly, his clothes were on the other side of the house.

That was obviously the end of our friendship, and I still miss both my friend and my first love.

When I was 15, I would go to public playgrounds and jerk off on the play areas. Sometimes I would convince other boys or girls younger than me to join in, this is how I lost my virginity to a 12 year old girl.

We were alone in a small hidden area and I taught her what sex was, I said I could show her how to have sex so we did, I came so quickly once I got inside her tight young pussy it was the best.

I'm 25f and I've never had sex with a cis man. I've only ever been with my significant other, who is a trans man (female to male). I've never kissed or fucked anyone with a dick. It just hasn't happened in my life yet. I've always wanted to be raped and abducted. Sometimes I think about how hot it would be to auction off my virginity. Let whoever bids the highest abduct and rape me for a few days. I think I'd like them to be older than me too. He could bring friends if he wanted. I have very few limits and am not on birth control. It's mostly a fantasy but I think if the opportunity came along, it'd be hot to get grabbed by someone who wanted me so badly.