The the summer before covid when I was 15 my mom's bf had a condo near the beach and on most weekends over the summer we would stay there. I had a scooter and my motorcycle permit and we drive myself there. This one Friday night it was about 10pm and I was bored and went to go ride around and listen to music and I saw this girl Kerri walking along the side of the road by herself. I met her the first weekend I stayed at the condo and she was friends with this kid Vince and his brother Tommy that I met at the condo pool. She was hot for a 13 year old and has big tits but really skinny (she weighed like 90lbs) but she all over Tommy so I thought they were thing. When I rode to her I yelled "a hottie like you shouldn't be walking at night alone your gonna get raped." She just yelled "Jacob!" and ran and threw her arms around me. I could smell alcohol and she was drunk and it was obvious she had been crying. When I asked if she was OK she just said "yeah Tommy's is just an asshole!" When I asked what he did she said said she didn't want to talk about it and asked if she could ride around with me and I said yes. So she jumps on the back and wraps her arms around my waist to hold on and we drove over the Skyway bridge and back then she asked me to "take her home" but no one was home when we got there and she asked me to come inside to "make sure no one is going to rape me" obviously joking about what I joked about. So I go in with her and we turn on all the lights and check closets and shit as if there was actually going to be someone hiding in her house. Then I was standing in her room and she leaps at me hugging me but threw me off balance and we fell on to her bed with her on top of me. We laughed and then she starts kissing me as I'm squeezing her insanely hot ass. The next thing I know we were having sex and she was obviously not a virgin. I later learned she had fucked both Tommy and Vince. I only ever told my best friend.

It was in the summer, a long time ago when I lost my virginity. I was 12 (m) and had no idea what was happening, with the exception being that it was more instinctual than anything. I was visiting my friend who was 13 and his two sisters; one 11 and the other 9. Their parents were at work so we had the house and countryside to ourselves. As we were playing tag and other chasing games, my friend suggested that we go inside the house and get something to drink. This is where it got interesting.

After quenching our thirsts, he says that we should play “strip spin the bottle” and settled into the den area of their house. I had never played anything like this and was a bit shy but after a few rounds, I got more comfortable. Before we knew it, we were all naked. I was taken aback as to just how comfortable they were being naked together as I was still a bit shy but, after we started play wrestling on the floor, I got more comfortable.

Now, doing this, especially with the girls my penis got hard. Really hard. I kinda got embarrassed again but then I saw my friends penis and it was rock hard too, only difference was his was about half the size as mine. His sisters giggled a bit but to my surprise, the 9 yo one reached out and grabbed me. She, I shit you not said “I want to feel you”.

Now, to this day I hadn’t ever seen a girls pussy before and had no idea that my cock was supposed to go inside one. She laid down, spread her legs and pulled me on top of her, guiding my dick head right to the opening of her pussy. Meanwhile, my friend and the 11 yo just sat and watched. She rubbed my dick head up and down her slit and I felt warmth and wetness. To be honest, I was kinda scared. She pulled me into her and I felt her lips wrap around my dick head. It was the best feeling I had ever experienced….. well, that was just before I basically and instinctually started pushing my cock inside her.

I got about halfway in and she let out this noise that I hadn’t ever heard a girl make - thinking I was hurting her, I went to pull out but she just said “MORE!” So, I slid my cock in/out a few strokes and before I knew it, I was in all the way. The feeling was so intense - warm, wet, tight and very inviting. If I recall correctly, I was about 6” long and fairly thick, which made being inside her very enjoyable.

I naturally started pumping and it wasn’t long until I felt that burning sensation of an orgasm building, just like when I’d masturbate. After a minute or two I picked up the pace of my strokes and before I knew it, I was fucking her with all I had. I can still hear her screams, grunts and moans like it was yesterday. Then, after about 5 minutes that familiar feeling came, as I lost control and orgasmed, pumping my sperm inside her.

I looked over at my friend and his other sister and saw that he was on top of her doing the same thing. I found out later that they’d been exploring and experimenting for a few years and it was their plan all along to include me that day. I didn’t get to fuck her again until about 5 years later and I have to say, she was even more enjoyable. I haven’t had the pleasure since.

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.