Hello my name is Rich, i love JACKING OFF especially in front of girls…it started as a kid with some girls in my neighborhood they tricked me into taking my clothes off…i got hard instantly.. and they played with me until i came…..i got so excited with them seeing me do that… i begged them to watch me play with myself until i came…they just laughed at me and brought some of their girlfriends to watch too…i couldnt say no ..it excited me so much i JACKED OFF when ever they wanted me too no matter who was watching..its embarrassing but i love that feeling along with cumming in front of the girls…
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While it has been quite a few years since I babysat for a living, the memories of some of the things I did while babysitting still make me cringe just a little inside. I wasn’t your run of the mill “good girl” and probably wasn’t the best babysitter either. But, I was well liked by the dads, so to speak. I remember having such a crush on older men at the time and many times I was unable to control my flirting. Most of the time, I was simply flirting and had no intention of really going through with anything. However, there was one occasion in which I was taken off-guard by a perfectly willing participant.
I had a couple I babysat for almost every weekend and of course had the biggest crush on the husband. Most of the time he would drive me home after the couple arrived back from wherever they had been. One night, as we were riding in the car, I became bold and put my hand on his leg. At first he seemed a bit shocked but then he pulled the car over and just grinned at me. I was a little nervous because I was really not prepared for what came next, no pun intended.
Looking back on the situation, I don’t think he ever really intended to cheat on his wife, not by his definition anyway. Once the car came to a stop he leaned over and kissed me. Before long he had his hands all over me and we were making out right there on the side of the road! I must have had some idea that this would be “romantic” when I started it but instead I wound up giving my very first handjob, and then it was over as quickly as it started.
Needless to say this is when I realized that playing with fire might in fact get me burned. This was the night I learned to play with boys my own age. After this night I never babysat for that couple again, In fact, this might have been the last time I babysat for anyone!
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When I was in high school, I used to baby sit for a family a couple streets over. The couple had two youngsters, who I used to watch when they went out for dates or to visit other couples. I spent several months watching them about once a weekend – I would send the kids to bed in the evening, and then usually have a couple hours to myself to just relax before the parents arrived home. About once a month, the dad would hand me a wad of bills before sending me on my way.
One night, after watching tv for a couple hours, the mom came in through the back door, alone. She was pretty tipsy, apparently after a night out drinking with another couple. Her husband was still at the bar with the other guy, and both wives had shared a cab back home. I came out of the living room and met her in the kitchen.
She started chatting brightly with me, asking what colleges I wanted to go to and how classes and sports were going. That shiny look in her eyes never disappeared the whole time. Eventually, I was about ready to head out, so I got to saying goodbye. She started apologizing for her husband not being there, as it was my “payday”, and she couldn’t send me home with any money. I said it wasn’t a problem; they could just pay me next time. She walked over and gave me a huge hug, saying how thankful she was that I was available to watch their kids, and that I was so nice and didn’t mind not getting paid. She was squeezing me tight against her tits, with no space between us. I was trying to extract myself, knowing that I was instants away from an awkward situation, but it was too late. I got a boner pretty much on the spot, and trying to pull away probably made it all the more obvious.
She released her hug, and said “Oh”. She put her hands on her hips and tilted her head at me, sort of the look you’d get when you’re caught with your hand in the cookie jar. She then said, “Maybe I can pay you tonight after all.” Then she put her right arm around my shoulder, and with her left hand reached down and started undoing my belt.
I remember stammering and choking a bit as she released my belt. She asked me to take my pants down for her, which I quickly did. So there I was my pants and boxers around my ankles, my dick out, and this sexy mom with her arm around my shoulder. She spun me around so I faced towards an open spot of the floor in the kitchen. She then reached down and put her hand around my dick. She started jerking me off, and I knew I wasn’t going to last long. Maybe a minute later, I told her I was going to cum, but it came out more like “Uh… uh…”
I think she knew what I was trying to say, and kept on stroking. I came all over the floor, and she giggled lightly as I did. When she finally stopped jerking me, she pulled her hand up to look at it and show me. It was streaked with cum. She walked over to the sink and grabbed a towel, wiping off her hand and kneeling down to wipe the floor. That’s when she said “Well, thanks again for your help tonight. We’ll see you next week.” So I pulled up my pants, and walked out, leaving her down on her knees cleaning up my cum from her floor.
It wasn’t my first handjob, but it was the first time I’d ever cheated with someone.
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I was raised in a conservative household as a kid that hadn’t necessarily raised me as a bigot, but more into the mentality of not comprehending and accepting homosexuality. Of course, being born in a small town in the prairies didn’t help much either—and then I made the biggest move in my life. From a small rural town in Texas or the big city of New York and liberalism at the age of 16. (I am 23 now)
I wasn’t an ugly guy, but at that point I was too timid to have a girlfriend at that point. So I had nothing holding me back when I was enrolled into a boarding school. I initially was setup in a room(or flat like they called it) which included three rooms, a kitchen, and a mini living room as it was a private school that resembled more of an apartment more than anything. There, I met a bi football player, David, who was my roommate and another guy, Mike, who was evidently gay. They would often play hit on me a lot, but I always jokingly made it known that I wasn’t interested. However, I could always feel their stares when I came out the shower, or when I went to sleep. However, we were all pretty cool with each other despite my concerns for my well being.
I eventually continued exploring the school the following months and fell in love with a girl. After a few months of building up courage, I decided to ask her out—only to get rejected in the end. That night, my roommates tried to tell me everything was alright, but I was too depressed and went to sleep. Sometime throughout the night, the football player sneaked into my room, naked, and hid a camera while the gay roommate slept, and he closed the door. (Thankfully the walls were soundproof)
He then reached into my bed and undressed me considering the fact that I’m a very deep sleeper. As I suddenly regained consciousness, I reached for the covers and stood up and ran away to the other corner of the room. The size of his cock was amazing as it throbbed and looked at me, and even made my own penis get a boner in the process, which he saw as he hungrily looked at my body. I knew he wasn’t a virgin by a milestone as he tried to seduce me, but I tried to stand up for myself. However, David was a much stronger and buffer individual, and he picked me up and threw me into the bed. David then got on top of me and ripped the covers right off of me and began kissing my neck and chest, to which I gently moaned. Our cocks were not touching each other, but I knew it wasn’t right and I pushed him away telling him to leave. However, he told me that pleasure wasn’t bad and that nobody had to find out. I don’t know what happened to me next, but as David began kissing my body and caressing my ass, legs, and chest, I succumbed to his sexuality. The way he explored my body in many ways with his hands came off as natural to me as he kissed my neck passionately. David was experienced in many ways as he made me want more as he reached the head of my penis and fingered it into getting harder.
The moment caught me off guard when I kissed him back, and he began going down on me, kissing my chest all the way to the head of my dick, and he began giving me an amazing bj to which I had an orgasm instantly. A few minutes passed as I saw his head going up and down while I moaned, afraid that someone would walk in on us, when I finally came in his mouth and moaned loudly as I had never released before. Best of all, David swallowed. I began to instantly give him a bj in gratitude and loved the sensation of his meat, to which he moaned. After a couple of minutes of deep throating him, his cum shot at my chest. I knew what I wanted at that point as I got in all fours for him, and I remember the feeling of him pushing his cock into my ass and taking my virginity. At first I couldn’t breathe from the pain, but as he thrusted in and out and his balls slapped my ass, it was magic. My moans illuminated the room that night as he took my ass. After a couple of minutes, he came inside of me and we fell asleep in the same bed, cuddling.
I woke up the following morning by his side, naked, and instantly freaked out. I blamed my depression for what I had done. However, as he saw this, he showed me that we had made a sex tape and the things I did in that tape were unbelievable. The way I enjoyed everything and my moans and facial expressions were out of this world. That experience began my gay experimentation throughout my high school years even though I’m Straight. Ever had a story similar to mine? I’d love to hear feedback on here and by emai
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I’ve been part of a foursome since I was 16 years old. Things started when I was only fifteen and my girlfriend dared me to masturbate for her. We were in her parents basement and she was sitting in the old couch, under a blanket. I guess she didn’t think I would, but i peeled off my clothes, and started stroking my cock, right away. As soon as I had my cock out, she threw the blanket back. She was naked except for her pink bikini panties, and she had a hand down the front of them. I could see her fingers were busy! It was so hot, I came faster than I ever had before.
After that we wound up masturbating for each other a lot. One day, her friend walked in on us. She wasn’t shocked. In fact she asked if she could join us. She was beautiful, so, of course, I didn’t mind. The three of us wound up masturbating together. After she left, my girlfriend confessed that she’d set the whole thing up, and hoped that we could continue to get together. I agreed, gladly. My girlfriend also told me that she’d made out with her friend, and, that they’d even felt each other’s tits. I told her that I’d love to see that! The next time we were together, my girlfriend leaned over, and kissed her friend. They started making out, and feeling each other’s tits, and before long they began fingering each other’s pussies, as I jerked off.
Several days later, they started teasing me about how much they’d like to play dress up with me. Though I agreed it might be fun, I told them that iId only let them dress me as a girl if they’d let me lick both of their pussies. They agreed quickly and, in less than half an hour, they had me dressed completely as a girl. They even had me in make-up and a wig. I ate both of their pussies dressed up like that. Then, my girlfriend’s friend started to kiss me. She took off my top, then my bra, she tore the short skirt off of me, tugged my panties down, and fell to her knees. That was the first time I’d ever had my cock sucked! And, I loved it. We played like that a lot, after that.
Then, on my girlfriend’s sixteenth birthday, she told me she wanted me to give her a special present. I asked what it was and she told me she wanted to see me with another guy. At first, I said no, but she begged and begged and told me that they had played the same game with her friend’s boyfriend and they thought he was pretty cute, but he had told them he was bi-curious and he really wanted to know what it would be like to be with another guy. She promised she’d let me fuck her if I just kissed and jerked him off. I really wanted to fuck her so I agreed.
A few days later, the neighbor came over with the guy – dressed as a girl. My girlfriend had already gotten me dressed up, too. He was pretty cute, but I was still feeling very reluctant; however, he walked right up to me and kissed me. I liked it. Soon, his tongue was in my mouth and I was kissing him back. The girls urged us on, telling us we should tear each others clothes off. Before long, he was touching my cock; he stroked it until I came. He was really good at it, better than either of the girls. Almost before I knew what I was doing, I found myself playing with his cock.
A few weeks later, he went down on me for the first time. It was so good, I just had to return the favor. I loved sucking his cock, and I really loved it when he came.
Now, ten years later, the four of us are still together and we’re all in love with each other. I love being with him, but i still prefer to be with either of the girls. He’s better at sucking cock, and I love to suck him, too. But I like fucking the girls, eating them and, though they’re not as good at it as he is, I like it when they suck my cock, too.