Jacking off while being watched
When I was in college I found out that masturbating in front of my girlfriend really turned me on! The first time was a little difficult starting out; jacking off was something private, it seemed to me, something I did to relieve sexual tension with no one knowing about it. The first time I stroked my dick in front of my girlfriend, I was embarrassed for the first few strokes, but as I got into it, I got more and more turned on and my dick was throbbing hard to it's full extent as she watched, looking a little unsure as she also rubbed her pussy. She was lying back on the bed and I was on my knees between her spread legs, jacking my dick and watching her rub her pussy. When I was a younger man, I could shoot about 10 shots of cum several feet through the air like the biggest, hardest cumshots you see in porn movies, and when I finally brought myself to orgasm from between her knees, with her looking directly at the head of my dick, she flinched slightly as the first shot hit her in the face and hair. I shot cum over the front of her body from her pussy to her face and she gave herself an orgasm too. After that time, we would masturbate together from time to time when the mood hit us. Once, when I hadn't seen her for a while and I hadn't cum in about a week, I suggested that I'd like to jack off for her while she still had all of her clothes on. She agreed, and I asked her where she would like me to cum. She said "on my panties", so she lay back on the bed and I undressed and got between her legs and she raised her skirt to just above the crotch of her panties. I had a raging harden, and since my dick hadn't had any attention in so long, it was quite sensitive and the feeling of stroking it was very intense. I masturbated until I could feel an orgasm approaching then stopped and let my dick throb in the air until I could stroke it again without making myself cum. I continued to edge myself in this way until my girlfriend started to seem a little impatient, after all, she wasn't getting any physical attention during all of this, so finally I moved forward and aimed my dick right at the crotch of her panties and began releasing my load. With a week of saving it up, the excitement of masturbating in front of my girlfriend and the build-up from edging myself, this was one huge load of cum! As I continued to jack off and shoot thick cum on her panties, I heard her gasp slightly and utter a few wordless exclamations, and when I was done she smiled excitedly and said "You must have shot a gallon!".
I knew it was her turn for pleasure after that, so I quickly began to undress her, starting by removing her cum-covered panties and then the rest of her clothes and I began eating her pussy. It wasn't long before I was hard again and her pussy was soaking wet and we began to fuck. After the week of waiting, I still had a raging harden and was able to shoot another big load inside her pussy, but not before fucking her for as long as she wanted.
I've had a few other girlfriends that I have jacked off in front of and I've always been majorly turned on by it. Sometimes it was agreed upon, and other times I just started masturbating to see her reaction. One evening I was with a girl that I had been seeing for only a fairly short time. She had a bubble butt that drew plenty of looks and full, round thighs. She was lying naked on the bed and I spread her legs and got between them and began to admire her fully exposed pussy, rubbing her soft, full thighs. It was the first time I had taken a good look at her full, spread pussy. I grabbed my harden and started stroking it as I continued to admire her naked body. She seemed embarrassed and a little shocked at first as if what I was doing was completely unexpected and something she had not seen before. That added a new element to my pleasure in jacking off in front of her, and as she began to get used to the idea, she seemed pretty turned on as I jacked off until I shot her with a big load of cum.
Eventually I found myself in a situation where I didn't have anyone interested in watching me masturbate, so I posted a swinger ad to see if any women would respond. To my surprise, I got a response from one young woman who said she would love to watch me! We talked on the phone a couple of times and she asked a few questions including "where would you shoot your load?". I replied that I would shoot wherever she wanted. She then asked if I would shoot off all over her tits and I said "absolutely!" She also asked; "does it matter what I look like?" and having not thought about it, I replied "No, I suppose not…".
So, I got a room as agreed, and waited for her knock at the door, halfway expecting to be stood up and end up alone. At the agreed time, there was a knock at the door! I hadn't been stood up! I opened the door to find a young woman in her 30s, and I immediately saw why she asked if it mattered what she looked like. She was of average looks, but she must have weighed well over 300 pounds. I imagine that she was often rejected because of her weight, and probably didn't get asked out much, so that's why she asked. Well, her size was no problem for me, especially for the business at hand, so to speak. She entered the room and we chatted for a couple of minutes until I said "are you ready?". She nodded, and I took off my pants and started to handle my dick, making it start to grow. She removed her shirt over her head to reveal enormous breasts! Now, sometimes when women are extremely overweight their breasts don't look very good to me, but hers were beautiful! They were well shaped and looked like some of the prettier breasts that we see pictures of, but they were so much larger! Her nipples were well placed, not pointing down, and very well proportioned for the size of her breasts, meaning they were also quite large. The nipples were a couple of shades darker than the rest of her skin, and all in all, she had the biggest tits I've ever seen, and they were beautiful! By this time I was stroking my dick and it was reaching full hardness. I asked if I could touch her and she quickly said yes, so I started rubbing, caressing and playing with her giant tits with one hand as I stroked my dick with the other. As I stroked, she moved closer and lay down on the bed with her face very near my dick, She seemed to enjoy the sensation of having my harden near her face, so I stopped stroking it momentarily and let it throb inches from her face. I was in no hurry, and she wasn't either, so I took my time stroking and displaying my hard dick while she seemed to be enjoying the whole experience. At one point, she asked me to lie on my back on the bed and she slowly moved down to get between my legs and moved her face very close to my harden as I stroked it. She then took my dick in her mouth and started to suck it and bob her head up and down, stroking it in and out of her mouth. That wasn't exactly what I had planned, but hey, who's going to turn down a blowjob!? I lay back and enjoyed her sucking my dick for a good while and she seemed to be enjoying it too, but as I said, I was in no hurry and I wanted to enjoy jacking off in front of her, so eventually I began stroking myself again as we positioned ourselves in various ways for her to view the action and for me to enjoy playing with her huge tits. Eventually, she was on her back on the bed and I was kneeling beside her masturbating, and I decided it was time to go ahead and cum. I said "do you want me to shoot off on your tits?". She hesitated, took a small breath and said "you can cum in my mouth if you want to".
Having a woman watch me as I make myself cum is part of the fun, but once again, who is going to turn down a chance to cum in a willing mouth?! I stroked until I was about ready to cum, then moved above her and put the tip of my dick in her mouth and continued to stroke it, jacking off in her mouth until I was about to cum. Right before my orgasm I took my hand away and stuck my dick further in and let my load shoot into her waiting mouth! She began to squirm a little on the bed, obviously turned on so much that she couldn't hold still as she swallowed the spurts of cum my throbbing dick was shooting into her mouth. I kept my dick in her mouth as my erection deflated, and she fondled it with her lips and tongue as it softened. Finally, I lay down beside her and she thrust her hand into her pants and began masturbating vigorously until she began to shout and spasm with her own orgasm.
We lay together in the bed and talked for a while, and eventually I recovered enough to start to fondle her tits and stroke my dick again. After shooting a big load in her mouth, there wasn't much left to shoot on her tits, but I managed to jack off and cum once more, this time on her tits. She rubbed the cum all over her tits, rubbing it in, and finally she got dressed and left to go home. with one load of cum in her stomach and one load rubbed into her huge, beautiful tits!
Another ad and another response! I had run several ads but never got responses from women, so I hadn't been able to jack off in front of anyone for a while. I tried running an ad for a couple to watch me to see if I got any responses, and I finally got one response. We emailed back and forth for a few days and set up a meeting. I met the nice looking couple at an agreed-upon parking lot, then followed them to their home where we made a little small talk and then the woman of the couple laid out some padding and a blanket on the living room carpet and watched as I removed my clothing. Her husband sat in a chair and observed the process and offered encouragement as his wife grabbed a roll of paper towels and pulled up a small stool to sit close at my side as I lay down naked in front of her. The weather outside was cool, and both of them were fully dresses with long sleeves, sweaters and such. It was a little strange being the only naked person in the room, but it was fun too!, So, I stripped naked in the couple's home, lay down on the floor in front of two fully clothed people and began to stroke my dick as they watched, commented, and encouraged until I shot my load into the air and it fell back onto my dick and balls, my hand and my belly. When I was finished and had stopped stroking, the wife pulled a towel or two from the roll, and smiling, she gently and thoroughly cleaned me up. I remained naked as we chatted for a while and finally I dressed and went home.
Once again I find myself with nobody to jack off in front of, but hopefully there will be more episodes in the future!
I knew it was her turn for pleasure after that, so I quickly began to undress her, starting by removing her cum-covered panties and then the rest of her clothes and I began eating her pussy. It wasn't long before I was hard again and her pussy was soaking wet and we began to fuck. After the week of waiting, I still had a raging harden and was able to shoot another big load inside her pussy, but not before fucking her for as long as she wanted.
I've had a few other girlfriends that I have jacked off in front of and I've always been majorly turned on by it. Sometimes it was agreed upon, and other times I just started masturbating to see her reaction. One evening I was with a girl that I had been seeing for only a fairly short time. She had a bubble butt that drew plenty of looks and full, round thighs. She was lying naked on the bed and I spread her legs and got between them and began to admire her fully exposed pussy, rubbing her soft, full thighs. It was the first time I had taken a good look at her full, spread pussy. I grabbed my harden and started stroking it as I continued to admire her naked body. She seemed embarrassed and a little shocked at first as if what I was doing was completely unexpected and something she had not seen before. That added a new element to my pleasure in jacking off in front of her, and as she began to get used to the idea, she seemed pretty turned on as I jacked off until I shot her with a big load of cum.
Eventually I found myself in a situation where I didn't have anyone interested in watching me masturbate, so I posted a swinger ad to see if any women would respond. To my surprise, I got a response from one young woman who said she would love to watch me! We talked on the phone a couple of times and she asked a few questions including "where would you shoot your load?". I replied that I would shoot wherever she wanted. She then asked if I would shoot off all over her tits and I said "absolutely!" She also asked; "does it matter what I look like?" and having not thought about it, I replied "No, I suppose not…".
So, I got a room as agreed, and waited for her knock at the door, halfway expecting to be stood up and end up alone. At the agreed time, there was a knock at the door! I hadn't been stood up! I opened the door to find a young woman in her 30s, and I immediately saw why she asked if it mattered what she looked like. She was of average looks, but she must have weighed well over 300 pounds. I imagine that she was often rejected because of her weight, and probably didn't get asked out much, so that's why she asked. Well, her size was no problem for me, especially for the business at hand, so to speak. She entered the room and we chatted for a couple of minutes until I said "are you ready?". She nodded, and I took off my pants and started to handle my dick, making it start to grow. She removed her shirt over her head to reveal enormous breasts! Now, sometimes when women are extremely overweight their breasts don't look very good to me, but hers were beautiful! They were well shaped and looked like some of the prettier breasts that we see pictures of, but they were so much larger! Her nipples were well placed, not pointing down, and very well proportioned for the size of her breasts, meaning they were also quite large. The nipples were a couple of shades darker than the rest of her skin, and all in all, she had the biggest tits I've ever seen, and they were beautiful! By this time I was stroking my dick and it was reaching full hardness. I asked if I could touch her and she quickly said yes, so I started rubbing, caressing and playing with her giant tits with one hand as I stroked my dick with the other. As I stroked, she moved closer and lay down on the bed with her face very near my dick, She seemed to enjoy the sensation of having my harden near her face, so I stopped stroking it momentarily and let it throb inches from her face. I was in no hurry, and she wasn't either, so I took my time stroking and displaying my hard dick while she seemed to be enjoying the whole experience. At one point, she asked me to lie on my back on the bed and she slowly moved down to get between my legs and moved her face very close to my harden as I stroked it. She then took my dick in her mouth and started to suck it and bob her head up and down, stroking it in and out of her mouth. That wasn't exactly what I had planned, but hey, who's going to turn down a blowjob!? I lay back and enjoyed her sucking my dick for a good while and she seemed to be enjoying it too, but as I said, I was in no hurry and I wanted to enjoy jacking off in front of her, so eventually I began stroking myself again as we positioned ourselves in various ways for her to view the action and for me to enjoy playing with her huge tits. Eventually, she was on her back on the bed and I was kneeling beside her masturbating, and I decided it was time to go ahead and cum. I said "do you want me to shoot off on your tits?". She hesitated, took a small breath and said "you can cum in my mouth if you want to".
Having a woman watch me as I make myself cum is part of the fun, but once again, who is going to turn down a chance to cum in a willing mouth?! I stroked until I was about ready to cum, then moved above her and put the tip of my dick in her mouth and continued to stroke it, jacking off in her mouth until I was about to cum. Right before my orgasm I took my hand away and stuck my dick further in and let my load shoot into her waiting mouth! She began to squirm a little on the bed, obviously turned on so much that she couldn't hold still as she swallowed the spurts of cum my throbbing dick was shooting into her mouth. I kept my dick in her mouth as my erection deflated, and she fondled it with her lips and tongue as it softened. Finally, I lay down beside her and she thrust her hand into her pants and began masturbating vigorously until she began to shout and spasm with her own orgasm.
We lay together in the bed and talked for a while, and eventually I recovered enough to start to fondle her tits and stroke my dick again. After shooting a big load in her mouth, there wasn't much left to shoot on her tits, but I managed to jack off and cum once more, this time on her tits. She rubbed the cum all over her tits, rubbing it in, and finally she got dressed and left to go home. with one load of cum in her stomach and one load rubbed into her huge, beautiful tits!
Another ad and another response! I had run several ads but never got responses from women, so I hadn't been able to jack off in front of anyone for a while. I tried running an ad for a couple to watch me to see if I got any responses, and I finally got one response. We emailed back and forth for a few days and set up a meeting. I met the nice looking couple at an agreed-upon parking lot, then followed them to their home where we made a little small talk and then the woman of the couple laid out some padding and a blanket on the living room carpet and watched as I removed my clothing. Her husband sat in a chair and observed the process and offered encouragement as his wife grabbed a roll of paper towels and pulled up a small stool to sit close at my side as I lay down naked in front of her. The weather outside was cool, and both of them were fully dresses with long sleeves, sweaters and such. It was a little strange being the only naked person in the room, but it was fun too!, So, I stripped naked in the couple's home, lay down on the floor in front of two fully clothed people and began to stroke my dick as they watched, commented, and encouraged until I shot my load into the air and it fell back onto my dick and balls, my hand and my belly. When I was finished and had stopped stroking, the wife pulled a towel or two from the roll, and smiling, she gently and thoroughly cleaned me up. I remained naked as we chatted for a while and finally I dressed and went home.
Once again I find myself with nobody to jack off in front of, but hopefully there will be more episodes in the future!
10年前