Your Hottest Masturbation Experiences

I guess when I webcammed with strangers on DirtyRoulette. I was very horny and wanted a way to be on camera while I was still anonymous. So I logged in and set my preferences to men. I wore just a scarf that covered my hair and face and a red tshirt.

I loved connecting with men who were horny like me and whipping up my shirt to reveal my braless tits! Their expression of pure joy as I jiggled my tits like a pathatic slut in heat was everything.

Some chatted with me so I panned down my phone to show them my slick pussy. Few of them asked me to finger myself while the watched. Which I did eagerly because I was aching to masterbate. I created such a mess on my bedsheet but it was so worth it.

The scarf kept falling off so at one point I did something very stupid and showed my face on camera to strangers who showed their face as well. They loved it when I blew kisses to the camera. Some mimed licking my pussy and grabbing my tits. It was so sleezy, crass and pathetic but I loved every second of it. Not everyone knew english well. One man just kept repeating "Show boobs" Instead of being offended like I should have, I flashed my titties.

Some were good at talking and one engaged in dirty talk. Calling me naughty as my pussy filled the screen. Some liked hearing my moan their name while the saw my body shake as I fingered my pussy. If they wanted to know my name I asked them to call me by the name of a woman they fantisize about. The ones who said the name of a person they knew irl instead of a celebrity turned me on so much.

I have never captured my face in nudes I've shared with strangers on chat or this forum, so this was a very different feeling. To know that there are strangers on the internet who can match my face to my naked tits and dripping pussy. That they know the shape of my mouth as well as my swollen clit.

It must have been a total of 12-13 people in quick succession that I matched with on that site. I never did it again.
 
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I guess when I webcammed with strangers on DirtyRoulette. I was very horny and wanted a way to be on camera while I was still anonymous. So I logged in and set my preferences to men. I wore just a scarf that covered my hair and face and a red tshirt.

I loved connecting with men who were horny like me and whipping up my shirt to reveal my braless tits! Their expression of pure joy as I jiggled my tits like a pathatic slut in heat was everything.

Some chatted with me so I panned down my whore to show them my slick pussy. Few of them asked me to finger myself while the watched. Which I did eagerly because I was aching to masterbate. I created such a mess on my bedsheet but it was so worth it.

The scarf kept falling off so at one point I did something very stupid and showed my face on camera to strangers how showed their face as well. They loved it when I blew kisses to the camera. Some mimed licking my pussy and grabbing my tits. It was so sleezy, crass and pathetic but I loved every second of it. Not everyone knew english well. One man just kept repeating "Show boobs" Instead of being offended like I should have, I flashed my titties.

Some were good at talking and one engaged in dirty talk. Calling me naughty as my pussy filled the screen. Some liked hearing my moan their name while the saw my body shake as I fingered my pussy. If they wanted to know my name I asked them to call me by the name of a woman they fantisize about. The ones who said the name of a person they new irl instead of a celebrity turned me on so much.

I have never captured my face in nudes I've shared with strangers on chat or this forum, so this was a very different feeling. To know that there is are strangers on the internet who can match my face to by naked tits and dripping pussy.

It must have been a total of 12-13 people in quick succession that I matched with on that site. I never did it again.
Lucky people!
 
I guess when I webcammed with strangers on DirtyRoulette. I was very horny and wanted a way to be on camera while I was still anonymous. So I logged in and set my preferences to men. I wore just a scarf that covered my hair and face and a red tshirt.

I loved connecting with men who were horny like me and whipping up my shirt to reveal my braless tits! Their expression of pure joy as I jiggled my tits like a pathatic slut in heat was everything.

Some chatted with me so I panned down my whore to show them my slick pussy. Few of them asked me to finger myself while the watched. Which I did eagerly because I was aching to masterbate. I created such a mess on my bedsheet but it was so worth it.

The scarf kept falling off so at one point I did something very stupid and showed my face on camera to strangers how showed their face as well. They loved it when I blew kisses to the camera. Some mimed licking my pussy and grabbing my tits. It was so sleezy, crass and pathetic but I loved every second of it. Not everyone knew english well. One man just kept repeating "Show boobs" Instead of being offended like I should have, I flashed my titties.

Some were good at talking and one engaged in dirty talk. Calling me naughty as my pussy filled the screen. Some liked hearing my moan their name while the saw my body shake as I fingered my pussy. If they wanted to know my name I asked them to call me by the name of a woman they fantisize about. The ones who said the name of a person they new irl instead of a celebrity turned me on so much.

I have never captured my face in nudes I've shared with strangers on chat or this forum, so this was a very different feeling. To know that there is are strangers on the internet who can match my face to by naked tits and dripping pussy.

It must have been a total of 12-13 people in quick succession that I matched with on that site. I never did it again.
so hot! never done dirty roulette, but i would pray for an experience with someone hot like you!
 
I guess when I webcammed with strangers on DirtyRoulette. I was very horny and wanted a way to be on camera while I was still anonymous. So I logged in and set my preferences to men. I wore just a scarf that covered my hair and face and a red tshirt.

I loved connecting with men who were horny like me and whipping up my shirt to reveal my braless tits! Their expression of pure joy as I jiggled my tits like a pathatic slut in heat was everything.

Some chatted with me so I panned down my whore to show them my slick pussy. Few of them asked me to finger myself while the watched. Which I did eagerly because I was aching to masterbate. I created such a mess on my bedsheet but it was so worth it.

The scarf kept falling off so at one point I did something very stupid and showed my face on camera to strangers how showed their face as well. They loved it when I blew kisses to the camera. Some mimed licking my pussy and grabbing my tits. It was so sleezy, crass and pathetic but I loved every second of it. Not everyone knew english well. One man just kept repeating "Show boobs" Instead of being offended like I should have, I flashed my titties.

Some were good at talking and one engaged in dirty talk. Calling me naughty as my pussy filled the screen. Some liked hearing my moan their name while the saw my body shake as I fingered my pussy. If they wanted to know my name I asked them to call me by the name of a woman they fantisize about. The ones who said the name of a person they new irl instead of a celebrity turned me on so much.

I have never captured my face in nudes I've shared with strangers on chat or this forum, so this was a very different feeling. To know that there is are strangers on the internet who can match my face to by naked tits and dripping pussy.

It must have been a total of 12-13 people in quick succession that I matched with on that site. I never did it again.
This is a great story! Thanks.
 
First time I gave myself prostate Big O orgasm. Just wanted to play back there. The outcome was unexpected and amazing. Too bad I was standing when it happened. I dropped to my knees it was that intense.
 
I'm bi and I to had phone sex with a man my hands were shaking as he told me that he is wanking over the thought of fuckin my wife as I watch him and how I'd lick and suck him clean then clean the wife's wet cum filled pussy I ended up sending him pictures of her and we wanked off together for years
So sexy!!!
 
Hot about a thread of our hottest masturbation experiences? I think it would be a real turn on and give each other ideas for some hot techniques to try :)

Please feel free to share and comment. Everyone welcome to share. Men, Women, Trans ;)

Here is one of mine. This happened 12 or so years ago but I remember it like it was last night.

My wife was out of town so I decided to have some fun. We have a number of toys. Vibrators, dildos, butt plugs, realistic strap on. My wife's vibrator gets the most usage and the strapon is the forgotten toy sadly getting no love. My original plan was to get out a vibrating dildo and have some fun with it. As I went into our toybox I saw the strapon lying at the bottom. I picked it up to have a look. I've always been turned on by it. It's a realistic doc johnson 8 inch strapon. Looks amazing and I've always been turned on by the smell as well. I think because it reminds me of the strapon and of being naughty and dirty :) As I was holding it I thought what the hell let me bring this to bed as well. I had my favorite vibrating dildo and my 8 inch strapon and headed off to bed for some fun. I didn't have a plan for the strapon just thought I'd bring it to bed and see what I came up with.

I got cozy in bed. Had my laptop out and had Literotica loaded up. I started out by reading a few stories and getting myself hard and excited. Once I was good and ready I lubed up the dildo and lubed up my ass and slid it in. It felt amazing as always. It had been a while since I'd had my ass played with and I was loving it. Felt so good. At this point the strapon was just lying next to me. Still no plans for it.

I was edging myself along while reading stories on Lit. It felt so good. My plan was to have this gone on as long as possible. I started to get closer and closer to cumming. At this point I decided to turn the laptop off and focus 100% on what I was doing. I also didn't want to ruin the laptop with a big load all over it.

With the laptop off the room was pitch black. The dildo still in my ass. I decided to pick up the strapon. Just grabbing a hold of it turned me on. It felt so good. I brought it up to my face just to have a smell. I was really turned on and so horny. I was in one of those crazed horny moments where if someone walked in and asked me to do something there isn't a single thing I wouldn't have done.

Then I had an idea let me place the strapon at the tip of my cock and see if I could edge some cum on to the strapon then I'd lick it off. I always chickened out on tasting my cum after cumming so I thought maybe the combination of edging and the strapon would do the trick. As I place the strapon along my stomach and lined up perfectly with my cock I became turned on even more. I was close to cumming now. I thought let me just push a little further. So I moved the strapon so it was just touching the tip of my cock. The second it made contact I lost control and started cumming. My plan went out the door. This was no edge fest this was a full blown eruption. My cock was spasming and I felt 3 huge squirts land on my upper chest and stomach. Once I stopped cumming I was still horny. I still had the strapon lying along my stomach. I didn't know if any cum had landed on the strapon (it was pitch black). I knew I came a lot. I picked up the strapon and thought to myself should I do it? Should I lick it? So I brought the strapon up to my face and held it a few inches from my mouth and nose. The smell was different. I could smell my cum on the strapon. This really turned me on. I now knew there was some cum on it. I still didn't know how little or how much. I was really turned on but wasn't ready to lick it. I was chickening out again. I was holding the strapon directly above my mouth with the tip facing downwards just a few inches away but couldn't bring myself to do anything. Then it happened. A huge glob of thick creamy cum dripped off the strapon and landed on my lips and right into my mouth. It felt like a huge amount of cum. At that moment it was as if lightning struck. The shock and excitement that was sent through my body was like nothing I'd ever felt. I became so horny and crazy I opened my mouth and feasted on that strapon. I sucked every bit of cum off it. Licked it up and down and cleaned it. then scooped up all the cum off my chest onto the strapon and licked it clean again.
You made me cum, that's amazing
 
Hot about a thread of our hottest masturbation experiences? I think it would be a real turn on and give each other ideas for some hot techniques to try :)

Please feel free to share and comment. Everyone welcome to share. Men, Women, Trans ;)

Here is one of mine. This happened 12 or so years ago but I remember it like it was last night.

My wife was out of town so I decided to have some fun. We have a number of toys. Vibrators, dildos, butt plugs, realistic strap on. My wife's vibrator gets the most usage and the strapon is the forgotten toy sadly getting no love. My original plan was to get out a vibrating dildo and have some fun with it. As I went into our toybox I saw the strapon lying at the bottom. I picked it up to have a look. I've always been turned on by it. It's a realistic doc johnson 8 inch strapon. Looks amazing and I've always been turned on by the smell as well. I think because it reminds me of the strapon and of being naughty and dirty :) As I was holding it I thought what the hell let me bring this to bed as well. I had my favorite vibrating dildo and my 8 inch strapon and headed off to bed for some fun. I didn't have a plan for the strapon just thought I'd bring it to bed and see what I came up with.

I got cozy in bed. Had my laptop out and had Literotica loaded up. I started out by reading a few stories and getting myself hard and excited. Once I was good and ready I lubed up the dildo and lubed up my ass and slid it in. It felt amazing as always. It had been a while since I'd had my ass played with and I was loving it. Felt so good. At this point the strapon was just lying next to me. Still no plans for it.

I was edging myself along while reading stories on Lit. It felt so good. My plan was to have this gone on as long as possible. I started to get closer and closer to cumming. At this point I decided to turn the laptop off and focus 100% on what I was doing. I also didn't want to ruin the laptop with a big load all over it.

With the laptop off the room was pitch black. The dildo still in my ass. I decided to pick up the strapon. Just grabbing a hold of it turned me on. It felt so good. I brought it up to my face just to have a smell. I was really turned on and so horny. I was in one of those crazed horny moments where if someone walked in and asked me to do something there isn't a single thing I wouldn't have done.

Then I had an idea let me place the strapon at the tip of my cock and see if I could edge some cum on to the strapon then I'd lick it off. I always chickened out on tasting my cum after cumming so I thought maybe the combination of edging and the strapon would do the trick. As I place the strapon along my stomach and lined up perfectly with my cock I became turned on even more. I was close to cumming now. I thought let me just push a little further. So I moved the strapon so it was just touching the tip of my cock. The second it made contact I lost control and started cumming. My plan went out the door. This was no edge fest this was a full blown eruption. My cock was spasming and I felt 3 huge squirts land on my upper chest and stomach. Once I stopped cumming I was still horny. I still had the strapon lying along my stomach. I didn't know if any cum had landed on the strapon (it was pitch black). I knew I came a lot. I picked up the strapon and thought to myself should I do it? Should I lick it? So I brought the strapon up to my face and held it a few inches from my mouth and nose. The smell was different. I could smell my cum on the strapon. This really turned me on. I now knew there was some cum on it. I still didn't know how little or how much. I was really turned on but wasn't ready to lick it. I was chickening out again. I was holding the strapon directly above my mouth with the tip facing downwards just a few inches away but couldn't bring myself to do anything. Then it happened. A huge glob of thick creamy cum dripped off the strapon and landed on my lips and right into my mouth. It felt like a huge amount of cum. At that moment it was as if lightning struck. The shock and excitement that was sent through my body was like nothing I'd ever felt. I became so horny and crazy I opened my mouth and feasted on that strapon. I sucked every bit of cum off it. Licked it up and down and cleaned it. then scooped up all the cum off my chest onto the strapon and licked it clean again.
I know what I’m doing next time the wife is away!!! However I will be seeing how much of it I can get down my throat.
 
I guess when I webcammed with strangers on DirtyRoulette. I was very horny and wanted a way to be on camera while I was still anonymous. So I logged in and set my preferences to men. I wore just a scarf that covered my hair and face and a red tshirt.

I loved connecting with men who were horny like me and whipping up my shirt to reveal my braless tits! Their expression of pure joy as I jiggled my tits like a pathatic slut in heat was everything.

Some chatted with me so I panned down my phone to show them my slick pussy. Few of them asked me to finger myself while the watched. Which I did eagerly because I was aching to masterbate. I created such a mess on my bedsheet but it was so worth it.

The scarf kept falling off so at one point I did something very stupid and showed my face on camera to strangers who showed their face as well. They loved it when I blew kisses to the camera. Some mimed licking my pussy and grabbing my tits. It was so sleezy, crass and pathetic but I loved every second of it. Not everyone knew english well. One man just kept repeating "Show boobs" Instead of being offended like I should have, I flashed my titties.

Some were good at talking and one engaged in dirty talk. Calling me naughty as my pussy filled the screen. Some liked hearing my moan their name while the saw my body shake as I fingered my pussy. If they wanted to know my name I asked them to call me by the name of a woman they fantisize about. The ones who said the name of a person they knew irl instead of a celebrity turned me on so much.

I have never captured my face in nudes I've shared with strangers on chat or this forum, so this was a very different feeling. To know that there are strangers on the internet who can match my face to my naked tits and dripping pussy. That they know the shape of my mouth as well as my swollen clit.

It must have been a total of 12-13 people in quick succession that I matched with on that site. I never did it again.
So hot!!!
 
one that often springs to mind,when i,m asked this question,was some years ago now. i was talking to a woman friend online. she was on cam and giving me instruction.i was not on cam,and so she was fully dressed.by the time,she had made me cum,she was naked and playing along too..
Why were you not on cam?
 
The first time my woman got her shoes really smelly for me. I’ve jerked off sniffing her heels and flats before but she wore them with no show socks, so I knew they could be smellier if she wore them barefoot. I had to beg and beg but she finally wore her flats without socks. She was convinced they would get too stinky for me and that I would regret it. She was wrong. Yes, they smelled a lot stronger than I expected, but I loved it. The smell was so pungent and sharp, I couldn’t believe it. She kept asking me if I really liked the smell, she thought I was just being nice. She told me if I really like the smell then I should jerk off in front of her sniffing them. I blew a load so quick she couldn’t believe it.
 
That's a great story, TNT. Loved it. My hottest masturbation experience was also in front of an audience, but in my case it was very much intentional.

After I left the sexual explorations of puberty behind, any masturbation that I did was on the sly. It seemed like a personal failing, not that that feeling slowed me down too much. That is until I had a girlfriend who told me she wanted to watch me. OMG! I never worked so hard to avoid anything in my life! For weeks, every time we went to bed she asked me to cum on her and multiple times a week, one way or another, I'd weasel out of it. I really didn't even want to admit that I knew how to masturbate, but finally I agreed to it.

As you all know, its no big deal and in fact way better than masturbating all alone. It took a few strokes to get comfortable in front of her. She let me know just how much she liked watching I just relaxed and went for it. It was pretty cool, BUT when I got to the point where I thought I should be feeling like I was about to cum I wasn't even close. I kept at it and used every trick I knew to make myself cum. Nothing. I kept stroking and at one point seriously thought about giving up, but I couldn't do that either. Still, nothing. I was jacking off like crazy, drenched with sweat, breathing hard and heavy -- still not even close -- until my gf took pity on me and gave my balls the lightest squeeze.

I came all over her tits, neck, tummy, pussy. I don't think I ever came so hard or so much in my life. My gf was plastered with cum. I was exhausted... and as I made to get off and lay beside her she stopped me with two words, "lick it."

There was no fight left in me. I did as she said. It was a lot.

Although she's long gone that afternoon is as present in my mind as if it just happened. Thanks for the reminder.
I had one time when she said "you made the mess, now lick it all up." And I gladly did! I had been eating my own cum for years, so wasn't a big deal, but having her direct me to eat it, was hot as hell!!!
 
Outside in the rain, houses close by on each side, in the early early morning dark ..4:30.... cumming in a thunderstorm
 
I got quite close with a woman on another forum, we’d chat every day, share fantasies, porn videos we’d found. We also started describing our masturbation sessions in detail. She expressed an interest in having me taste myself and describe it to her. And that is how I got quite into that. Sadly we both got banned (for sharing the porn links) and neither of us had contact details for the other. I have searched but haven’t managed to find her anywhere else.
 
My hottest and most memorable masturbation session was with my cousin.

We had gone for a ride in my new car (a junker but it ran) and stopped at the beach to talk.
Andreja and I were both around the same age (she was a year older) and had always spent time together.

She mentioned that she had heard that guys masturbated a lot and was curious as to what we did and how it felt. Wasn’t long before I had my pants down and I was showing her how I jerked off. I never felt so sensual or erotic jerking off by myself and now it was an incredible sensation as I was doing it as she watched.

When I came it shot out like never before, Andreja said that she really like seeing me do that and wanted to watch again.

And she did as well as helping me.
 
Does phone sex count? My hottest was always during ohone sex with someone where I did most of the talking and she did the groaning which made it so intense for me....it was crazy. Second was when I let the jets in a pool hit me in the cock and balls while thought about those times and would cum without touching myself.......but maybe that doesn't count as masturbation.....but damn it felt good
 
I have a few that are very hot to me, but maybe not as wild as some of these. My first was when Mrs. WhO2 and I were dating the 2nd time. Our first time I had to work hard for sex, and it was fine but it didn't happen every date. We broke up for a year but bumped in to each other and started dating again. The 2nd time was so different, and she wanted sex pretty much every time we were together. Friday I would jack off before picking her up (if you've seen There's Something About Mary, you understand). Later that night we'd end up back at my place and have sex. After I took her home, I would would be driving home thinking about how great the sex was now that she was into it, so I'd have to jack off again so I could go to sleep. The next morning I'd wake up thinking about it and jack off one more time. Saturday evening I would start the routine over. I might have a bit of a masturbation enthusiast.
 
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