Choose language

Forgot your password?

Need a Spoofbox account? Create one for FREE!

No subscription or hidden extras

Login

Confessions

First Confessions

Read the best #first confession stories


I am now 18, white female and haven't had sex since I was 12.
I was very developed at age 10 I had full pubic hair, and by 12 had D cup boobs with very pronounced and very big nipples.. I was in a play area behind a local school by myself at 12. I was in an area that had a building on one side, a large brick wall on two sides and the fourth had a smaller brick wall with an opening in it to enter that particular play area. 3 boys that I knew because they had been friends with my brother, came into the area and started talking to me. They were very complimentary, and talked to me like I was their age (one was 18, the other 2 were 17). They said I was beautiful and had a very grown up, beautiful body. I was quite proud of it and wanted to show myself to be more of a teenager like them. One started talking about how beautiful my boobs must be, the other talking about my butt, they asked if they could see them and I said no. The oldest one chastised the others for asking such a "little" girl to show them. He said that only a grown up woman shows herself to guys. I said I was grown up but didn't want to show them anyway. The oldest boy took me aside and in a corner against the wall and said that if I was grown up he'd give me $10 to show him, just him, my boobs. He held up the $10 and I never had money of my own, so I took it and pulled open my blouse and opened my front opening bra. He held my boobs and squeezed them and gave me another $10 to lick them. It felt really good and he pulled my blouse down, my bra falling on the ground and let the others come see and lick them.
Then he stuffed another $10 in my hand and they took down my pants and then pulled my white panties down totally exposing my very hairy bush. I asked them to stop but the oldest boy laid me down on the ground on top of my pants and panties and blouse and started to play with my vagina, complimenting me on my body and how hot my boobs and vagina were, how grown up I looked. It actually felt very good and I was getting very very wet down there. He put his mouth down there and started licking me and it was like heaven, I was shaking it felt so good and as I learned through masturbation after, I had a couple of orgasms with his mouth. He then pulled his pants down to his knees and shoved my knees apart and got on top of me. I tried to resist but he stuck it in me saying how when he was finished I'd definitely be a real grown up girl. He pushed and pulled and shuddered while thrusting it way up inside me. After he was done I saw his sperm leaking out and I thought I'd had a period because of the blood. He took my white panties, wiped up the blood from my formerly virgin vagina and some of his sperm and told me he was keeping this as a reminder of "popping my cherry". With that the other boys took a turn each, and the oldest boy did it to me again. They bruised my boobs with their hands and made hickies with their mouths. The other two left, I could her them laughing and talking about the "pussy" they'd just fucked. The older boy took me home but stopped about two blocks away and made me suck him. I had to walk home with 4 loads of sperm inside me as it was dripping down my legs with no panties.
Two days later he took me to the movies as a "date" and took off my panties in the car, there was hardly anyone in the theater, so we sat way in the back and he was kissing me, and grabbing me all over, then rubbed something on his penis and sat me on his lap. He had me sit so his penis went into my butt. We went back to his car after, and he did it to me again in my vagina this time, and had a friend come in the car and I had to take him with my mouth while he played with my boobs and my sperm leaking vagina.
I haven't had sex since, and don't want to.


#mmmf   #nc   #virgin   #anal   #oral   #vaginal  


18m here. I took a girls cherry, she was my first virgin pussy. I had one virgin ass with a girl but never a pussy. I knew Connie was a virgin, she told me as we were talking in class one day. She is pretty fat, not really good looking, and I'm not into big tits which she has in abundance. But I dated her just to say I had a virgin. She said she'd never blown a guy before either but I think she did, she was too good and swallowed it all, everytime she sucked me off. I want to pop her butt cherry. After that, I don't know. I don't really like going out with her, she's sort of dumb actually, and I've always dated really hot girls with incredible bodies. I keep thinking of the blood on the sheet and on my cock after I popped her pussy though. It was hot. I wiped some of it and my cum up with her panties and I still have them.


#virgin   #bbw  


My neighbor and I were sipping wine and chatting. I was telling her this and that about my marriage and how my husband leaves me unsatisfied. Next thing I know she was kissing me. It ended with me having my first experience with another girl. Now I am sorting things out. I was so horny and totally lost control. I confess.


#guilt   #sex   #girlgirl   #lesbian   #horny   #husband   #neighbor   #69   #kiss   #first  


I first masturbated when I was 13 and shared a bed with my sister. And now at 17 I still masturbate with her in the room (no incest kind of thing) I'm just used to not having my own room. But since I'm headed to college I'm going to be able maybe get my own dorm room and masturbate all I'd like and I can't wait for that experience.


#college   #first   #sister  


So, freshman year in high school I had my first boyfriend (I am female). We had dated before during the summer but it hadn't worked out. I never stopped having feelings for him, and I got some friends to talk him into asking me out. We were at one of my friends birthday parties, and she told him that he should date me. He laid on my chest while we played "never have I ever" and he was heavier than me, so I wasn't super comfortable but I loved being with him so I didn't say anything. After that we played truth or dare, and some friends dared us to play "seven minutes in heaven. We got to the closet and there was memory foam in it so it was very comfortable. That night we stayed in that closet for nearly two hours, simply laying with each other. He asked me out and I said yes. Shortly after he did, he kissed me and used tongue. We laid together for a bit longer and he started groping me. It felt nice, and he told me I have very nice boobs (32 D). After that we tried to fall asleep together, and he used my tit as a pillow. But the friends came in at about 2 or 3 am and told us we had to sleep in separate rooms. People thought we were fucking. A few days later there was a soccer game, it was raining and our friends encouraged us to go behind the school and make out. So we did, after talking for a while he kissed me. He groped my ass and tits. We both do cross country, so the following week on the bus home from a cross country meet (it was pretty late, and winter so it was dark) he put his hand on my leg and kept sliding it up until he was touching my vagina through my jeans. He also had his arm around me and was trying to grope me. I whispered to him that it probably wouldn't work because I was wearing jeans, and he stopped. I leaned on him and we stayed like that, his arm around me and my hand on his leg. I decided that I wanted to him to keep going, and his hand was on top of mine (the one on his leg) so I took that hand and put it near my breast. He didn't seem to get it so I put it right on it so that he would touch it. He groped it and used his hand to draw circles around my nipple. Then we started to approach our school so he stopped, and we got off the bus and parted ways. Flash forward to Thursday of that week. We had a cross country practice and after practice, I changed and we went in the back of the school, behind a shed. We started kissing, and he was groping my ass and tits. After a moment he started rubbing his hand on my pussy, through my pants. Then he slipped his hand down my pants, and started rubbing on it through my panties, but they had slipped to the side. He then moved them fully and rubbed around. Then he put his hand farther down, and slipped his finger into my vagina. His hands are bigger than mine so it hurt a bit when he first put it in, but then after I got used to it I started moving my hips against his movements. He didn't know what he was doing, so he kept taking his finger out and trying to rub my clit (which he didn't find). Then he would put it back in and just sort of jam it in and out. It wasn't too bad, probably because it was a brand new thing for me. While this was happening he tried to get his hand under my bra, and ended up just moving it to the side so he could feel my breasts without it in the way. He was gentle at first but then started getting a little rough. He stopped fingering me and lifted up my shirt, and then started kissing(maybe licking??) my chest, and massaging my breasts. He tried to unclip my bra, and I decided to do it for him. Then, he noticed the time and said he had to go. He hugged me once more, and left.

Later that night I told two of my closets friends, and I decided to talk to him because I did not like how quickly the relationship was moving. So, we started talking and I told him that. He said that he wasn't planning on doing that it had ended up doing it anyways. He started talking about how hard the relationship was and how he had gotten more stressed when it had started. Then I told him something about how much I had wanted our relationship to work, and he said that he wasn't as into it as me. I was crying at this point. He asked me what he did wrong while he was fingering me and I explained to him a bit of how he should've kept a steady rhythm and how he should've actually found my clit, and maybe went for my G spot. After that he told me that he wasn't happy with our relationship and that we werent similar, and that I was too quiet (I was quiet bc i was nervous around him) and stuff like that. He said that he was pushed into the relationship. He said that he felt that he should've never gotten into the relationship, and that hurt me a lot because I really, really liked him and wanted to spend more time with him, but not move so quickly. He had said that he had asked me out on impulse, and was only thinking of the physical things (basically wanted to use me). And that our relationship was stupid. Then I asked him what he was going to do (was he gonna break up with me or wait and see if it worked out.) He said " I don't think I can do this anymore". I was crying so hard at this point because I had wanted this relationship for so long, and it turned out that he didn't even care about me. Then he said "in any case, bye, see you tomorrow. This will work itself out." I later learned from a mutual friend that he had broken up with me. I certainly did not think that he did, because his texts were very misleading. I felt so hurt from that and hated him. But I couldn't really hate him because I still liked him. Every time I saw him it hurt me. Then when I asked him if he had actually broken up with me (because he was super unclear and I wanted to check with him) he said yes, and left me by saying "k". He was extremely rude, and took so much from me. If I had dated him longer and not boughten up the fact that we were moving too quickly, I probably would've lost my virginity to him.

I know this isn't exactly a blowjob story, but I am still pissed about that and wanted to tell someone.


#highschool   #fingering   #hatred   #breakup  


I am a 16 year old highschool boy, and I finally fucked someone. My best friend who is 15 lived on the same street as me for about 8 or 9 years with his divorced mom. We've always hung out, explored together, and as puberty happened to us we would strip around each other, even jack off together. I even tasted some of his sperm and he tasted some of mine. I have a sister who is 15 also, and when possible and no one was home we would go through her dirty clothes and pull out her used panties and smell them, even jack off into them. Then we started doing the same to my moms hamper. In her pants we would see more, even some of what I assume was my dads sperm in them, and they always smelled more of her sex than my sisters panties. We would do the same with his mom's dirty undies and bras.

His mom left us alone for this past weekend, staying at his house, my parents just down the street she didn't think anything of it. On Saturday morning we both got naked and were in his moms room going through her things. We found some pretty wet panties and we sniffed them, rubbed our cocks in them. Both our moms are pretty hot still, in their early 40's but really nice bodies. My mom actually has a better body than my sister does. Going into a drawer in her walk-in closet he brought out a huge vibrating dildo. I mean this things was bigger than any cock. It was like two soda cans stacked on top of each other. We couldn't believe she stuck that thing inside her. I turned it on and rubbed it against his cock and balls and he got instantly hard. He did the same to me. In her nightstand I found some KY jelly.
"You know what this is for?" I asked
"What?"
I explained that it's for anal sex mostly and it lets things slip in really easy. He took some on his finger and pushed his finger inside his ass while I watched. I put some on my finger and pulled his out, and stuck my finger in his ass and moved it back and forth, penetrating him fully the entire length of my middle finger.
"Goes in nice and smooth huh?" I said
"Really smooth" he muttered through his grunts and moans.
He laid down on the bed face down spreading his cheeks, and told me to put some on his butt. I did, pushing it in and around his hole.
"Now put some more on you, get it all over it" he said
I started putting more on my finger and he said no, that he meant to put it on my cock. I rubbed it all over my cock and took up his invitation, laying on top of him on his mother bed. I slowly but steadily pushed my thick 7 inches into his baby smooth butthole. I was in and stopped. He was moving his bottom around and asked if I was all the way in. I had about an inch left and he grunted as I pushed it all the way. He started rocking his ass in fucking motions and I asked if that was what he wanted me to move like. The reply was almost a pleading for me to do it. I started fucking him. It felt so good to be inside someone I didn't care that it wasn't a girl. I always dreamt of fucking a girls but his ass felt so good, so tight along my shaft. I could feel his warmth all the way with every stroke. Added to the great feeling, I was sniffing his moms panties and could smell her pussy. I couldn't hold out more and after about 4 or 5 minutes I started moaning and thrusting really fast and really hard.
"Do it, do it, fuck me, fuck me real hard" he kept saying over and over as I was shooting my sperm inside his butt.

After I was done I just laid there with my cock still inside him. Eventually it slipped out of him and we both got up and cleaned up. I'd finally fucked someone. Not what I'd imagined but at least I fucked and came inside someone.
We don't talk about it, but we went and bought our own KY so we wouldn't use up his moms. We even found some naked pictures of his mom. That evening we both slept in her bed, I had slept there the night before alone. This time I fucked him on his back. I even sucked his cock after fucking him once, one of the times he jacked off while getting fucked. I don't really want to suck him or to get fucked, I just want to fuck and get sucked. So it's Friday now, we have another weekend without his mom. We've stayed all week together. I fucked him 5 times that Saturday and Sunday and got sucked off once, and sucked him once. This week, we would fuck when we woke up in the morning, or he'd suck my cock and jack off while doing it. We always had some form of sex at least for me, if not him when we got home from school, and at night in bed we fuck like newlyweds.

I really want to fuck a womans pussy but I like this for a nice substitute for now.


#mm   #anal   #oral  


My husband convinced me to have a threesome. He won't admit it, but he has the hots for this sexy neighbor. And I won't tell him I was curious. It was my first experience with another female. I expected one and done. Wow, she was/is awesome. Now just the two of us go at it when we can. If my husband only knew what he started. Girls, just try it once, you might be surprised. With that being said, I am now open to mmf, just once?


#threesome   #ffm   #mmf   #husband   #neighbor   #sexy   #orgasm   #curious  


I had my first kiss with a girl named Britni. It was amazing. Sadly her mom found out and she isn’t allowed to ever see me again.. she was my everything. I lost a piece of me.


#brokenheart   #whyme   #firstkiss  


I never told anyone that my high school swim team coach molested me. I grew up in a midsized city that felt very small town. The kind of place where it doesn't take long for rumers to spread.

I joined the team when i was a freshman. During practice one day i got a really bad cramp. A couple of girls had to help me stay above the water and get me to the side of the pool. The muscles on the back of my left thigh locked up and I couldn't straighten my leg.

The coach and asst coach got me out and carried me into the locker. There was a room to one side that had a padded table in it. My coach closed the door and stayed with me. I remember it hurt so bad i was crying.

She massaged my leg and it started to feel better. I didn't notice until most of the pain was gone that she was running her fingers under the bottom of my swimsuit and she would brush her hand between my legs as she was massaging me.

When I could mostly move my leg she had me turn over. I was shivering from being on the cold table. She said something about getting me out of my cold wet swimsuit. Before i could react she was pulling it down my shoulders and off. I didn't know what to do. I just laid there. It felt like forever before she coverd me with a towel.

She started massaging my leg again and brushing up aginst me between my legs. She asked me if it felt good. I don't think I said anything.

I had never been touched there by someone. I remember her talking as she moved her hand between my legs. She put her other hand under the towel and touched my breasts. I'd masterbated before but this was different. I had an orgasim unlike anything I had ever given myself.

By the time there was a knock at the door she had given me another one and had her finger inside of me and knew i was still a virgin. She covered me back up and opened the door. She told the asst-coach that she must have locked it by mistake.

When we were alone again she helped me off the table she squeezed my butt and told me to keep this our little secret. Sometimes she had me do things to her. She was my first kiss. The older i got the more i hated her for taking those first experiences.

I started to notice others girls ended up in that room with her and the way we look at each other like we knew what was going on we just didnt say it.

A few years later she got fired and left town. No one really knew what happened but there were rumors. Small town USA loves a good gossip story.

I guess i had just blocked all this out. I knew it was real I just ignored it. Then about a month ago I got a friend request on Facebook. It was her, and everything flooded back in. I felt like that scared exposed 14 year old little girl. This all happened in 1983. Far too late to do anything about. Part of me wants to tell her actions effected my life. The other part of me is terrified to say anything at all.


#teacher   #student   #molestation   #fear   #silence  


I had my first kiss a year and one day ago at the age of 17. It was with the girl I had the biggest crush on in 8th grade through highschool. We were just friends but she let me kiss her, and now we don’t even speak. I miss her sometimes even though she just kind of stopped talking to me.


#firstkiss   #relationships   #sad  


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.


#virgin   #fetish  


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  


Back when I was a little girl (5 yr old) I was at church and me and my friend lucy were at the back of the church where no one was and we played house and we pretended to be cats but then we started playing as husband and wife I was the husband and she was the wife and we kissed just a peck and we heard someone coming so we hid under a table and we giggled and this is where it got sexual we looked at eachother and we slowley moved in to kiss eachother and we kissed there and we kissed roughly and we used tongue too she now goes to my school and we never mention this to anyone I get uncomfortable and awkward around her but I have a boyfriend now


#regret   #lucy  


A few years ago, when I was 15, there was a very nice but very big girl working at the same store. She and I always had a good rapport but she was about 5ft. 5in and weight about 260lbs. She had huge breasts, but the big size never did anything for me. She was 19 and had a 4 year old son by her 21 year old husband. He knocked her up at 14, married her and at 15 she had the baby. He beat her when he would drink which was several times a week. We worked several evening shifts together and many times were the only ones in the store. She knew I was a virgin, and would make sure every now and then that I could see her tits or even her hairy pussy. Then one time when we had the store locked and were cleaning up, she came into the storeroom and kissed me full on the lips. Not just a peck but a heated, passionate kiss. She said she'd wanted to do that for a long time, and I thanked her and returned her kiss with another. She backed off, and started taking off her dress, then her slip, bra and huge granny panties. She stood before me totally naked, huge tits with pink aureola and thick nipples that stood out about 1/2 inch. Her meaty pussy lips were half hidden under her belly but she lifted her belly for me to enjoy the full view of her black pussy hair, and there was plenty of that hair.
"I won't fuck you, I won't do that to my husband, but I want you to be the only other person who's seen me naked like this" she said
I moved over to her and kissing her again, placed my hand on her pussy, took my mouth to her left nipple, and whispered, then just let me feel what it's like. She let me finger her, and told me to put three fingers into her pussy while I sucked her massive tits, my teeth rolling around those big, rubbery nipples. She moaned and pulled my pants down, I took off my shirt and I knew I was getting my first piece of pussy. I didn't care that it was a fat married girl my cock was hard and wanted pussy.
"I won't let you fuck me" she said again
"Then what are we doing?" I asked
She said she'd suck me and started. I then laid her on the carpeted floor and lain next to her. She was grabbing at my cock and I at her tits and pussy.
"Let me just put it in to feel what one feels like, and to feel what your husband feels. I won't fuck you, only push in and just hold it" I asked
She said that was OK and laid back and spread her legs and closed her eyes. I got on top of her and pushed my 7 inches into her married, fat cunt. "Just hold it there, don't move it around" she told me.
I did just hold it there, telling her how wonderful she felt and that I was glad that she let me have my first feel of a pussy on my cock. She wanted to fuck but held back and made me pull out. As she was rolling over I saw that pink rosebud of her asshole.
"What about back her" I asked as I touched her asshole. "Does he do it to you back here"
"No, no one has ever done that to me" she commented
"What if we do it then? If he doesn't fuck you there, then it's not like you're taking something away from him, and it'll be a sort of mutual thing, two virgins fucking"
"No it will hurt" she said

Having had a cock up my ass once when very young and very unprepared, I vowed to never hurt anyone like that, and I told her I'd be gentle. She stood up and walked to the office totally naked, and got out a jar of Vaseline and rubbed some up into her asshole, and put some all over my cock. She then rolled over on her stomach and reached back and spread her butt cheeks exposing my target. I told her to roll on her back and she did pulling her legs up to give me a full view of her big tits, luscious mouth, hairy pussy, and that tight looking sphincter.
I leaned in kissing her and pushed my cock into her and inch at a time. Once it I gave her time to get used to it and she was through squeezing her ass muscles (which almost made me cum), I began slowly and gently pumping my cock into her ass.
"Is it like you thought? Do you like it this way?" she asked
"yeah, it's great. I liked your pussy too" I whispered back
"That's for my husband but my mouth is for both of you, and this. . . my ass, is only for you"

I kissed her and tweaked both her nipples between my thumbs and forefingers and she started bucking and heaving, breathing heavily, and was actually cumming. That made me shoot off and I couldn't help it I found I was ramming my cock in and out of her to the hilt everytime, and going very fast but she was cumming. I shot rope after rope up into her. As I was doing that and kissing her with our tongues going crazy, I kept remember the man who fucked me, this was the way he was acting, this was what he was feeling, only I had a woman with a pussy behind me.

After that we had oral sex (she taught me how to eat pussy well) and anal sex. Every once in a while she'd let me stick my cock inside her pussy. She got to where she would sometimes get a bit demanding and would make me eat her pussy after her husband had fucked her. She liked getting rid of his sperm and liked making me eat it I think. Then I could always fuck her ass, hard and fast. Finally one of the times I was inside her pussy, I started pumping and she tried to make me stop. I held her arms down and fucked that fat cunt and came buckets into her. It was my first piece of pussy. Unfortunately I guess I raped her to get it. She stopped letting me fuck her for about a month, then we started in again, right as I was about to slip my cock into her asshole she reached down and put it in her pussy.
"Fuck me baby, fuck me like I'm your woman"
I did and after I shot another big load up her cunt, she told me she was pregnant and that he husband had been out of town during the time she could have been fertile, which means the baby was mine. I had gotten her pregnant while I was raping her pussy.

She stayed with her husband, which was good as I had lots of college plans, moving plans, and had plans of laying girls who weren't so damn fat in my future. During her pregnancy I got to nurse on her (and after as well) fuck her in the pussy or ass or mouth as my choosing, then about 3 months after the baby she quit. I went on to a great job, traveling internationally, have several svelte girlfriends, and never looked back. Though I can say that any woman who has not been a one night stand, has had to take it up the ass as well as the other two holes. I guess I'm an anal addict now, after all that was my first way of getting laid.


#anal   #nc   #pregnancy   #cheating  


I'm 13f and the other day I was lying in the park with my close friend who I haven't seen in like half a year. She told me she loved me and she wanted to kiss me, I don't know what happened but I kissed her very passionately it seemed like it lasted a life time. It was also my first kiss. We walked back to her house holding hands and stopping to kiss like 3 times. Later she asked me to be her girlfriend I said yea this is my first proper relationship and I just had to tell someone.

I'm at that age where if I tell any of my friends at school I'll get highkey judge and terrored so I'm telling the Internet.


#lesbian   #kisses  


I'm a horny boy who loves all sex. I finally got fucked in my butt last night! I've always been too shy to do it, and I worry that the guy I'm with will talk. And he better not. I was just soooo drunk and coked up that I coulnt help myself. He was great too. He told me to go use an enema, which I've done before, so no big deal. I washed myself in is shower, and shaved my butt. When I was done he was already in bed watching gay porn. I jumped in naked and we made out for a few minutes. Then he got on top of me.... Ugh his cock was so hard. He told me to lift up my butt and he put a pillow under it. Then he reached for some things in s drawer... I wasn't sure what but then I heard ripping and plastic caps. I figured he was putting on a condom--which he was. Then I felt him rubbing really slimy wet lube on my butt and into my ass. I was dying of anticipation. He asked if I'd ever been fucked before and I said no. So he wrapped his hand around his cock with his thumb pointing out toward my hole. He eased his thumb in slowly and wiggled it. It made me relax my butt hole, and he said stay open. Then he slid his cock in me in one thrust. It hurt a little but I wanted it so bad that panted past it. He left it deep in me for a few seconds then began to pump me. Have you ever felt a cock massage your prostate? Holy fuck! It was awesome. It only took him about 2 minutes to cum, and he sucked me off immediately after pulling his dick out of me. I came quick too. I wanna do it again tonight!


#bicurious   #first  


I haven't told this to anyone, but when I was 15 my first sex was homosexual anal. I fucked my boy cousins ass one night while staying at his house overnight, he was 15 also. The next day we went to the basement behind some shelves. He had his pants down and bent over the back of an old couch, with Vaseline on his butt and a jar of it in my hand I was going to lube up my cock and them use my receptive cum bucket again. He was wanting it as bad as I wanted to give it. We got so involved we didn't hear his sister (14) come down stairs with some laundry. She came back and asked what we were doing, and he stood bolt upright pulled up his tidy whiteys then his jeans and walked out. I was there with a jar of Vaseline in my hand and a hard 7" thin cock sticking straight out.
Oh, were you guys doing what we all used to do when we were little? she asked. I replied yes. From the time we were about 9 till 11 all three of us, plus one neighbor girl formed a club and used to get naked and play with each other. My cousin used to do strips for me and her brother in her bedroom if no one was around. She would let us rub our little cocks against her butt, even trying to insert them, I fingered her pussy and it got real wet before she chickened out and left me hanging, but once she started developing tits and pussy hair she stopped it all. We tried and tried to get her to at least show us her tits and hairy pussy but she wouldn't.
Don't tell my brother how much hair I have or anything, and you can only stick it in my butt, don't you dare stick it in me in my front, she insisted. Then she bent down and told me to rub some of the Vaseline on her butt. I did, then put some on my cock and fucked her up her ass.
My first and second fuck, were my cousins, a brother and sister, both anal. I continued to fuck them both for about 3 years. Her, only anal and eventually oral and her brother only anal. I did manage to suck his cock to completion about 5 times during that time though. Finally; one time when I took her on a date, we went to our normal motel, and I held her down while I ate her pussy, she loved it. About a month later I was eating her, and spread her legs, pinched her D cup tits and holding her down stuck my cock into her pussy. I finally got my first piece of pussy. Dark, hairy pussy that bled a lot. I always heard it only bled a little when breaking her hymen, but from eating her out the hymen was pretty thick. It bled for about 3 days actually, didn't stop until I fucked her a few more times. She hated that I forced her to fuck and stopped seeing me for a while. Then came back and I had a nice steady piece of pussy, ass, and mouth, plus her brothers ass.


#bi   #anal   #cousins  


I am 18 and have been fucking an older married woman for 2 years. She lives in my neighborhood. She is really very pretty, has a little belly and wider hips because she had three kids. She is 38 years old, blonde on top and brunette on her pussy. It all started because a neighbor of hers, a really hard body brunette of 35 was giving me BJ's and she thought it was crazy that the woman wouldn't fuck me, but the woman didn't want to cheat on her husband. So the blonde said she would let me fuck her and being 16 and a guy, I took her up on it. I would play with the neighbors tits, ass and pussy, as she'd usually get totally naked when she blew me, but this time I got to actually fuck someone. She got very excited that she got to take my cherry and told her neighbor that she did it. So the neighbor stopped blowing me because my cock has been inside another woman.

So knowing I wouldn't have any source for sex my new blondy became my lover. She has taught be how to fuck, how to make women cum, and do everything to please a woman. About 8 months into our fucking she got pregnant, she really didn't know if it was mine or her husbands, but since they still fuck a decent amount she says it's his. He and I sort of look alike anyway. I got to fuck a pregnant woman, and more importantly got to suck her big, bulging tits. Mary is only a B cup normally but she grew to a really big C. I liked squeezing her tits and making the colostrum come out while pumping her pregnant pussy, but afterward I really loved the milk. After the baby stopped nursing I got her to keep her milk flowing for me for almost 4 more months. Then her husband was asking about it too much so she had to let it dry up. It's been great having a steady lover. Her husband leaves at 6am everyday and doesn't return until about 7pm so we get plenty of time together in between my work and classes. She's taught me everything, even letting me fuck her butthole. That has become my absolute favorite. I didn't realize it but she has been talking to Carrie her neighbor, the one who used to give me BJ's. So now Carrie let's me fuck her in her butt (her husband has never done that to her) and she feels she isn't cheating because he doesn't do that to her, and I don't stick my cock in her pussy, though I really want to do that. I'd love to know what that smooth shaved pussy feels like. I do eat her out though, and she totally screams when she cums, and loves what Mary has taught me. Carrie actually cums from getting fucked in her butthole. Mary likes that her stuck up neighbor is a bit of a slut too.

Plus with all I've learned and the confidence I have around girls, I fuck plenty of them my age now. I guess it's the confidence of my knowing what I'm doing in bed, and the fact that I don't care because I know I can cum in any of two very good looking, older women.


#married   #affair   #virgin   #anal   #oral   #nursing  


I had been out of town for a month and getting desperate. I was in New Orleans, and walked past a tiny little bar and decided to go have a beer. As I sipped my beer I noticed a small, rather shy looking girl at a table all alone next to the dance floor. I kept watching her, she had a yellow sun dress on, and small boobs which I like, and very nice, shapely legs which I LOVE. I didn't see her butt, though all in all, she was looking pretty good. I saw some guys come out of a door at the back of the place, then a couple of what could only be crossdressers. Oh well, New Orleans, and live and let live. Then I noticed a butch patron and the bartender were a guy in drag, and a super butch lesbian. I figured it was a safe bet that the object of my immediate lust was a CD. I bought her a drink, sent it over, and then asked if I could join her and she said yes. She was definitely a He. Not being gay, but very desperate to have someone to have sex with other than my hand or a paid masseuse, and her being actually very pretty with a very feminine petite body, I started talking. She didn't want to talk much as her voice gave her away, but she was still pretty femmie sounding. After several hours, and a burger each for us, I made her stand up and start slow dancing. She was shorter than me, about 5ft. 8in, with a very thin body. I put both arms around her waist and as we danced, I went towards the corner and with her back to the corner and no one seeing, I pulled up her dress in the back and stuck my hands in her panties. She protested, and I wouldn't stop. Finally she said "Back Room" , I didn't know what that meant, but she advanced to that door at the back showing everyone my hands were on her bare ass. It was a totally dark room. "We can do whatever we want here" he/she said. So I pulled up the dress and pulled off the panties and started groping her ass. Kissing and licking, and rubbing, she asked if I wanted to do it there. I said no, I wanted her in my hotel room. Instead she said to go to her apartment which was only a block away. So I put the panties in my pocket and saw her moving what must be her cock between her legs, and we walked out, paid the tab and left, with the patrons wishing us a very sexy and good night.
At her place in subdued light I could imagine myself with a girl not a guy. I like buttfucking girls, so this should be no different. I got the dress off, kept her bra on, and with no panties saw her little cock a little bigger than my thumb, that was all. . . and it was fully hard. I pushed her down on her knees and she began sucking my cock, I told her to suck my cum so I could last longer when I fucked her. She was excellent and I was cumming in about 10 minutes. She the laid me down, got some oil and gave me a great massage for about 20 minutes ending up with her using the oil and getting my cock hard again. I pushed her on her back and got between her legs and kissing her, stuck my cock in her cumhole. It was very loose with all that oil, and I'm sure because she'd been fucked by a LOT of cocks in her time. I fucked her for about 30 minutes very rough and hard it felt like I was fucking a pussy, not at all like the girls butts I'd fucked. I rammed my cock up into this little cum bucket and flooded her with my cum. Adding to my 8inches I'm guessing I shot hard enough that it went over a foot up her poop chute. Exhausted I rolled off her and lain next to her. She moved my hand to her little cock which we called a clit and asked me to suck her. I told her I didn't suck, actually had never done it with a guy. She gave me the oil and told me to use my hand and help her out, and in her most feminine manner said "A good lover makes sure the girl cums too!". So I did. I actually gave a cock a hand job. When she was shooting I had moved my face close to watch, I did lick just a couple of drops off my hand. With that done I stuck around and fucked her ass one more time this time her on her belly and I left.
We met a few times in the next couple of weeks, and she finally got me sucking her little thumb sized clit, till she'd cum in my mouth. I don't mind so much. Last night we went out as two guys, and I fucked her all night at her place, stayed over and woke up to a smooth, girl in lingerie for my morning fuck. Then she rolled me over on my belly and got on top of me.
It's amazing what being desperate can do for what I used to think was the straightest guy on the planet.


#cd   #crossdresser  


I was always so horny as a teenager. I wanted to be railed all the time. Needless to say, my neighbor was hot, but he was interested in someone else. One night I didn’t care. I was so horny it was driving me crazy. So I walked down my neighborhood 6 houses down to his house. He wasn’t home… but his dad was. He knew what he wanted and didn’t care, he invited me in. We were talking about his son funny enough, but an awkward silence ensued… he started looking me up and down. It wasn’t his fault I had on a skimpy dress, my tits we’re hanging out of it. I wear a triple D. He started caressing my thighs and slowly worked his way up to my vagina. So we started making out. He started grabbing me everywhere. I was so turned on. After about 5 minutes of that I lead him to his living room and pushed him down on his couch and strattled him. His dick was pressed against me, it made me want him even more. He started taking my dress straps off and then my tits were out for the world to see. He started grabbing them while still making out with me and then we stopped making out and he moved down to my tits, he started sucking and biting all over them. Then we made our way to his bedroom… I was grinding on him and then he took my dress off the rest of the way and I unbuckled his belt and unzipped his zipper of his jeans and pulled his pants off leaving him in his boxers, but I didn’t take his dick out, I teased him… I bounced up and down a little and started grinding up and down on him. Then I got off of him and walked out of his room. He came chasing after me, I’m guessing because I gave him blue balls. I was regretting my decision to not wait for his son, and doing it with him… but I said to hell with it, if his son and I ever happened I didn’t want it to be my first time. So I walked back to his bedroom and sat on the side of the bed until he came in, he walked up to me and grabbed my arms and pushed me down onto my back, he towered over me and started with a kiss on my mouth worked his way to my nipples, down my stomach and to my clit, he knew exactly what to do down there, 3 ex wives… I’d hope so. He made me completely unfold on his mouth. What can I say. I wasn’t going to be selfish. I stood up from the bed and pushed him onto it, the I climbed on top or him making out with him and grinding on him until I made sure he was rock hard again, and I got off the bed and pulled his boxers off. I teased him a little and started kissing his thigh, I could tell he wanted to force my mouth on him. But I kept teasing him, until he begged me to put it in my mouth. I did just that, and it was amazing. I finished him off twice. I didn’t think I’d be that good at it considering it was my first time. But it was almost like I knew exactly what to do. But I wanted more. I assume he did too, because after all of that he pulled me on top of him strattling him again and started kissing my neck. But I was thinking of something else… I lifted myself off of him just enough to slide his dick in me. Then we went crazy. I didn’t realize I could bend that way. Figured out the positions that I love and the ones I didn’t enjoy so much because they were uncomfortable. After we finished I put in my skimpy dress and walked back to my house.


#sex   #lust   #fun   #firsttime  



Pray and roll the dice for #first

Confessions by confessionstories.org

back to top