Confessions tagged with 'virginity'.

#3147

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My introduction to masturbation was somewhat traumatic. I was 4 years old and my step father told me he wanted to teach me how. I know now that this is a form of molestation, but at the time I trusted him and did as he said. After my mom divorced him, I still continued masturbating for my own pleasure. At that young age I would hump the arms of couches or lay on my stomach and hump my hand. My family scolded me and told me a multitude of lies to get me to stop; God is watching, Jesus cries when he sees me do that, Mickey Mouse doesn't let little girls who do that go to Disney, etc. Honestly, the feeling I got from masturbating was so incredible that I just decided to do it in private instead.

Fast forward to the first grade, and two of my male friends and I had been discussing touching our privates at daycare. I knew what a penis was as I had a younger brother, but they had never seen a vulva before so I showed them mine. This turned into a PUBLIC mutual masturbation session. We all sat on the sofa facing the TV (far away from supervision) with our arms twisted behind us and our hands down the backs of our pants playing with ourselves. I'm not sure how that worked for the boys, but I was playing with my anus and it felt incredible. Other boys and girls apparently knew what we were doing and told us we were gross but we didn't stop. We also challenged each other to go to the bathroom and touch our own pee. This was the beginning of a slight urine fetish for me. At that age I also had a girl friend who I would talk with about our mutual crush on one of the counselor's teenage sons. How we thought of this, I don't know, but we agreed that it would be exciting to live under his mattress, cut a hole for his "Weiner" to go through, and lick it while his mom came in the room. Actually, she said she wanted to chew on it but I thought that might hurt him so I told her chewing might be bad...I'm sure she would have liked to thank me later. She and I never had any other sexual encounters and never masturbated together because it was then that I began to realize I liked both boys and girls.

I continued masturbating, but did it in my own since I moved away from my friends. We had moved in with my aunt and my mom worked nights so even though we shared a room, we were never home at the same time and I claimed it as my own personal masturbation space. I'd come home from school, run upstairs, lock the door and strip. We had a footboard with a large knob on it that I would hump (even when it hurt) and I humped our desk and desk chair too. For Christmas when I was 9 I got a my sized Barbie, whom I scissored with at any chance I got. I didn't even know what scissoring was, but I knew I wanted to put my privates on hers. I also masturbated to Victoria's secret magazines and Adult Swim shows.

When I was 10 or so, I found my mom's stash. Strappy leather kink-wear, Playgirl magazines, and a small bullet vibrator. I would strap the leather harnesses onto me (even though they were too big) and yank the strap that went between my legs until I orgasmed. I used the bullet all the time and his it in my pajama drawer, which my mom found. I told her I thought it was a back massager and she told me it was, but it was broken and she had to throw it away. Little did she know... I also had this stone egg that a teacher bought me on a field trip to a cave. I loved putting it in my underwear and rubbing it against my clit, but regret never slipping it inside of me.

My early teenage years were filled with me finding anything I could to fill my holes. First I started by using my drum sticks (I was in band). I would put one in my vagina and one in my anus. I loved it when the two would touch one another inside me. My mom found out about this (I have no idea how) and instead of confronting me wrote "Ew...gross" on one of the sticks so that the next time I pulled them out for a bit of fun I was MORTIFIED. I threw them in a dumpster and switched over to Sharpie markers. I would stick up to 8 of them in my anus which brought me to orgasm so quick! Even now at 23 I do this despite my wide array of dildos and plugs. I would bring the same Sharpie markers to school and would nearly cream my pants when someone would borrow one from me.

I gave my first blowjob at 14 to my boyfriend. I loved sucking his penis, and I loved it even more when he would tell his friends about it. I gained a reputation and I couldn't care less. After we broke up, I would give guys blowjobs, then they would take me on a date (McDonald's -_-).

I had anal sex for the first time also at 14 with my new boyfriend, but let's just say it was a HUGE mess. Thankfully he didn't tell anyone at school because I think it was just as embarrassing for him.

I had vaginal sex for the first time at 16 with another new boyfriend. The guy had cheated on me and told me he'd never cheat again if I let him "put it in me" so I let him. I didn't have an orgasm, and he wasn't big enough to "pop my cherry". Afterwards he said "You weren't as tight as I thought you'd be." Weeks later he "popped" it while fingering me and got mad that I "didn't tell him I had my period". I just let it go rather than telling him the truth.

After I dumped him, I had a steady boyfriend for the next 4 years. He never gave me oral, and I was never satisfied by him but I loved him so I faked it.

After we broke up I had a boyfriend with a death fetish for a year who had to pretend to strangle me to death in order to have an orgasm. I'm into choking now, but honestly that guy was too scary even for me. I wouldn't be surprised if he killed someone for real.

I finally came out as bisexual, but during my brief slutty phase could never manage to sleep with a girl, only desperate guys...

Then I finally met the love of my life. We complete each other both emotionally and sexually (he also has the largest penis I have ever seen!!!!!). He wants me to finally sleep with a woman if I get a chance, he wants me to peg him and tie him up and spank him and I love it! We take turns being the one in control, but honestly we get the most pleasure out of making sweet love and adoring each other's bodies. The most important thing for me is that we encourage each other to masturbate and we don't hide it from one another. We talk about techniques, when we do it, where we do it, etc. He is truly the person of my dreams.

#3022

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I must say that, I’m blessed with a very thin cock. He’s not short, he’s 17 cm long but looking to my friends when we shower after sports or when we do our circle jerks as all teenage boys do, mine is very slim. Almost only the half of the other boys. My grandma, with who I could talk about anything and who I told it, had looked at it and said, it has the thickness of an early teenage boy but the length of an adult. I have been 15, when I fort he first time showed it to a girl. We had been at the cinema and on the way back we made a Stop on a bench in our park. We kissed a lot and she accepted my Hand under her shirt. And she tou-ched my cock outside my pants. I opened my fly and took „him“ out. The first she said was, thats thin! OK, I knew already. But then she said something, I will never forget. She told me, that it’s the ideal Cherrybreaker. Even because it’s so thin. The length is good fort he girl to feel it deep inside her and the thinness is good for not hurting so much. That evening I „only“ got a blowjob from her but 2 weeks later she invited me to her home and she had me take her little sisters virginity (of course the sister wanted it too!). It seems to be true, the little girl, from the look still more kid than adult, only felt a very quick pain, then only fun and joy.

#2354

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This happened a few years ago. I was on a cruise with my wife, and her parents. It was a seven day cruise and we were on the fourth day. I was getting a little bored with doing the same thing everyday, so I decided to go to the steam room after my workout. I usually only go to dry sauna, so the wet steam room was new to me.

A little back ground on me. At the time I was 30 and had been married for about 5 years. I have always been really sexual, I would consider myself tri-sexual, meaning I will try anything sexual...lol. I am mostly straight, I absolutely love to have sex with women, but I have been with a few men also. I had never been fucked by a guy until this cruise.

As I entered the steam room I wasn't really thinking that I could get lucky but I was only wearing a towel around my waist just in case I met someone that would want to play. The room was full of steam, so heavy that you could barely see. I was walking with really small steps until I could see the benches to sit on. I made my way around the room following the benches. There was only one guy in there, a black guy, and he had a towel around him hiding his cock. I moved on around the room and sat down just a few feet from him. From this distance I could still see him, but not very well. I leaned back on the wall and started breathing in the steam and started to relax. I decided to open my towel to let anyone else coming in see my cock. I stroked it a couple of times to get it semi-hard.

I sat there for a couple of minutes and looked back over toward the black guy. I couldn't see him very well, but I could tell that he had opened up the towel and was now sitting there with his cock out in view. I could see his cock very well, so I decided to move over a little closer to him. I stood up while leaving my towel on the bench, turned around, picked up my towel and started folding it, and placed it on the bench closer to him.

As I was doing this, I was thinking that I had never had a black cock before. I had had black guys suck me off, but I had never touched a black cock before. I was a little nervous, but was very excited at the thought of sucking a big black cock. This made my cock get really hard. I didn't notice that I was completely hard until I sat back down.

I looked over toward the black guy. Being this close, about 4 feet away, I could see his cock and it was big and sticking straight up. I looked up at his face and his head was leaned back against the wall with his eyes closed. I looked back down at his cock and it looked amazing, like one of those big black cocks you see in porn videos. My eyes were locked on his cock, it had to be at least 8 inches and thick. I didn't even realize it, but I had instinctively started to slowly stoke my own cock. My heart was racing as I sat there wondering if I could get that big thing down my throat. I kept glancing up to his face to see if he would give me a signal or something. He kept his eyes closed, but he stroked his cock a few times. I didn't know what to do. I really wanted to suck him, but how did I know for sure he wanted me too without him giving me a look or something. I sat there still watching him and after another couple of minutes he gave his monster a couple more strokes.

With that, I decided, he must want me to play with it or he wouldn't have stroked it. So with my heart pounding and my hands shaking I stood up and walked over and knelt down in front of him. I looked up and his eyes were still closed. I leaned forward and without touching him in any other way, I took the head of his cock into my mouth. I kept looking at his face, he still didn't open his eyes. I started to swirl my tongue around the base of his head. I heard him let out a little moan. That was all I needed to hear. I started bobbing up and down taking his BBC into my mouth. His cock was so thick that when it hit my throat it didn't want to go down. But after a few time of pushing down on it, I finally got it to go into my throat. It actually hurt a little because it was stretching my throat open. I took him all the way in and stayed there as long as I could. When I came up for air, I looked up at him and his eyes were open. He was looking down at me and was smiling. He put his hands on my head and started guiding me up and down on his beautiful cock. I kept taking him all the way in and fucking his cock with my throat. I could feel his cock getting really hard and I knew he was close to cumming. I pulled off him and started playing with his balls and slowly stroking his cock with my hand. I wanted to make this last as long as I could.

I licked and sucked on his balls for a bit and licked up and down his shaft, then took him back in and deep throated him again. While he was balls deep in my throat, my knees were starting to hurt being on the hard floor, so I kept him in my mouth, but stood up. This made my ass stick straight out. I kept sucking him in this position. When he was all the way in my throat again, I felt a hand on my ass.

I had been so lost in this BBC I didn't even notice someone else had came in. The hand massaged my ass a little but quickly found it's way to my cock. My cock was the hardest it had ever been. This guy knew how to stroke a cock, his hands were amazing. One hand was massaging my ass and the other stroking my cock. I spread my legs really wide to give him better access. I was enjoying the BBC so much that I didn't even look around to see who it was.

I kept working on the monster in my mouth when I felt a warm mouth on my cock. The guy behind me had sit on the floor and slide up under me and was now sucking my cock. I was so turned on, that I started cumming in only about 30 seconds of being in his mouth. He was a pro, he swallowed every drop of my cum and kept sucking. This caused me to moan on the BBC that was going in and out of my throat. This put him over the edge and he started cumming. He grabbed the both sides of my head and shoved his cock as deep as it would go into my throat. His spasms were hard and kept going. I couldn't hold him in my throat long enough and had to pull off. I got the last two strings of cum in my mouth. It tasted really good. I kept sucking him. His cock started to get soft, but I just kept sucking. I wanted to make him cum in my mouth again. The guy that was under me had stopped sucking my cock and was now behind me again licking and tonguing my ass hole. I didn't know who this guy was, but he really knew how to make an ass feel good. He was sticking his tongue as deep as he could into my ass and it felt amazing. He was sticking his fingers into my ass also opening up my man pussy.

The BBC was starting to get hard again. I started deep throating him again and he was moaning and guiding my head with his hands. The guy behind me stood up and grabbed my hips. He pulled my ass up so it was inline with his cock and before I knew what was happening his cock was sliding into my ass.

I had never been fucked before. I thought it would hurt, but since he had opened me up with his tongue and fingers, his cock went it me really easy. When he was balls deep he started fucking me. I could feel his balls slapping against mine. I was lost in pleasure, I had never felt sensations like this before. This made me really want to make this BBC cum in me again. It didn't take the guy behind me long to shoot his cum deep in me. As he finished, he slapped my ass a couple of times with his cock and then was gone.

My ass was still up in the air and feeling very empty. I started moving it around hoping to find something to go back into it.

The BBC in my mouth was hard as a rock again and he was fucking my mouth/throat as fast and as hard as I would let him. Then I thought, I would love to see if I could get this BBC all the way into my ass. The guy must have read my mind because he pushed my head away and reached out for my cock and pulled me to him and spun me around.

He guided my ass hole down onto his BBC. As I lowered myself down onto his hard cock, I was happy the guy from before had left his cum inside me. If he hadn't I don't think I would have been able to take such a big cock.

I had leaned forward and was backing up/down onto his cock, and after a few tries, his cock was buried all the way inside me. I rode his cock like it was the last cock I would ever get. He was moaning and pulling me back to go as deep as he could.

My legs were getting tired and about to give out. I pulled up off of him, turned around, grabbed his BBC, and pulled him up. As I did this I turned and put my hands down on the bench and stuck my ass up in the air as far as I could. He didn't waste any time and shoved his hard cock back inside me. It felt so amazing, I didn't want him to ever stop fucking me.

In this position he was hitting my prostate and it was causing me to feel like I was going to cum. And after about 3 minutes of him fucking me like this my cock started shooting cum like crazy. It was the most intense orgasm I have ever had. My orgasm caused my ass to pulse and squeeze his cock which made him start to cum. He flooded my ass with his cum. I felt so full, so satisfied. When he was done cumming, he pulled out and he also slapped my ass a few times with his cock. I turned and sat on the bench. As I looked around I saw his ass disappear into the steam.

I sat there with cum running out of my ass, breathing hard, and felt so satisfied. I grabbed my towel and put it back under me and was trying to gather myself before I left the room. Then I realized that neither one of us said a word during the entire encounter, and I didn't even know what the first guy to fuck me looked like. I knew what the BBC looked like but I was so intrigued by his cock, I don't think I could have picked him out of a line up, unless it was a line up of cocks....lol.

I was getting ready to leave when a guy came in and sat right beside me and asked me how I was doing. I told him that I had just sucked a BBC and been fucked by two cocks one of them being the BBC that I had just sucked. He looked at me kinda strangely and opened his towel, his cock was already hard. I will tell about him later.

#1817

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I fuck my dog several times a week. It started out when I was a kid, I was super curious about my body and the first time I really explored any of that, other than with my fingers in the tub, was when I fucked the ball hitch on my dad's truck. I would sneak out at night and in the dark I would sit in the hitch and rock back and forth letting that ball hit my spots. It would make me cum so hard. I was never popular in school and only had a handful of boyfriends. After school, I went to college and did some drugs and was constantly drunk. After I got my degree, I moved to the city and there I got an apartment. I got my first computer and would spend all night looking up random stuff, porn included. I found bestiality one night and became obsessed. After a long time of convincing myself, I finally bought a lab. I let my pussy and ass get so nasty and dirty and he loves to lick my cunt. He fucks me so hard and makes me squirt over and over. Goddam I wanna fuck him now.