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Yahoo Chat, Webcam, Cowgirl and My New Dildo

Posted by: Age: 32 Posted on: 0 comments
2 likes 2537 views Category: Masturbation Male-Female Tags: cowgirl, dildo, webcam, anal, exhibitionism

I haven't been on Solotouch for a while and the only other story I put on here was from years ago:
http://www.solotouch.com/story/car-masturbation-335
This story is probably one of my more uninhibited ones involving yahoo chat, a webcam, a cowgirl and an 8" dildo.

 

Yahoo messenger used to have this chat feature where anyone could create 'chat rooms'. I stumbled upon this and there was a section for 'adult' chat room topics. There was every topic under the sun and I was kinda laughing about one that someone had created called 'guys ride dildos for women'. I clicked on it and was surprised at how many women were in the chat room. In these chats you could hear people talking in the chat room and then people have webcams and you can click on and view people's webcams also. People with webcams could also invite others to watch their cam and have multiple viewers.

I found the whole thing amusing but turned it off and went out for the night. I met up with friends and ended up having too much to drink. The next morning I was feeling pretty hung over. When I'm hung over I get very horny so I turned on the computer and went to the chat rooms and saw the 'guys ride dildos for women' chat again.

The women in the chat room seemed to really be getting a kick out of it and were laughing and talking with each other over their microphones in the chat room while telling each other which cams to look at and making comments and encouraging these guys to fuck themselves with dildos for them.

I think most were just really amused to have guys humiliate themselves for them and were laughing, joking and having fun sort of like a group of women at a bachelorette party. I was amused too. At first. Then having these women laughing and cat calling was starting to get to me.

I have had girlfriends slip a finger in my ass during sex and that was a turn on but that is as far as it went and now in my hungover and horny state I was thinking about what it would be like to have a dildo up my ass and what a turn on it would be to do it for a female audience. Humiliating to say the least but I knew that if I went through with it it would be an experience that I wouldn't soon forget.

I also knew that if my hangover wore off I wouldn't be horny enough to go through with it so I immediately got dressed, got in my car and drove to a porn shop that was twenty minutes away with the intention of buying a dildo. I got there and was a bit embarrassed to be buying a dildo but picked one out, checked out and drove home with it. The whole thing was about getting turned on by doing something humiliating at this point which I really seemed to be enjoying. I had picked out a fat 8" purple dick shaped dildo with balls. I'm not gay so picking out the one with balls to match was just that much more humiliating for me knowing that someone would see me use it.

I had bought some lube and once home I proceeded to strip all my clothes off and lubed up the big rubber cock for a trial run. Putting it on the floor I knelt in front of it, pointed it at it's target and slowly sat back on it. The big rubber head pushed it's way in and I thought I was going to jump out of my skin it hurt so much. Damn that hurt. So I stopped and had to relax before trying it again which was better the second time. Shortly I was able to take it all in and it actually started to feel good in a horny, humiliating and filled up sort of way.

So the only thing left was lights, camera, action. I decided I was going to go through with letting one of these women amuse herself at my willing expense.

I went to the chat room where the same banter was still going on and offered to go on cam for someone. An attractive woman in her mid 30's who was dressed like a cowgirl and wearing a cowboy hat took me up on it. She had a webcam as well with voice. She was very attractive and had a nice comforting sexy voice. Unlike some of the others that were obviously just having a laugh, this woman really seemed to enjoy the whole thing.

I told her I hadn't ever done anything like this before which she seemed to like and took on an encouraging instructional role. She gently directed me with everything she wanted me to do for her. I was fully clothed and she told me to undress for her. I complied and obediently took off my dress shirt and pants for her. I never wear underwear which she said she liked.

She had me show her my body and rub my cock for her briefly before telling me to turn around. She told me to bend over and move closer to the webcam. She then instructed me to spread my ass. "Now slip a finger in your ass for me" she said. In my mind I couldn't believe I was hearing this, but knew I was going to do everything she asked without hesitation as that was what was such a turn on for me. I did exactly as she asked and started to spread and finger my ass for her. She was giving me verbal encouragement saying mmmmm's and compliments and when she seemed satisfied that I was ready for more, she boldly said, "Now I want to get your dildo and fuck your ass with it Honey."

I'm sure I went flush on those words as my heart beat increased while my hands fumbled for the lube. I stood up and squeezed some KY on the tip of the rubber cock. I bent over for her and slid the dildo over my ass before pressing it in. This time not as painful as I think the excitement of the moment took over. I enjoyed having her eyes on me and hearing her tell me how much she liked it as I saw her hand working between her legs. Her shirt was now unbuttoned with her beautiful large breasts exposed with her still wearing her cowboy hat. She looked very sexy and amazing with her hand moving through the tuft of hair between her legs.

I did everything she asked. She had me put it on a my chair and ride it which I did with my hard dick bouncing up and down as I rode up and down on the dildo. All the while she was giving encouragement and praise calling me 'honey', 'baby' and 'sweetie' as I fucked my ass for her. When I was about to cum I started jacking my dick and shot a big load of cum with the dildo inside me. What an amazing orgasm! I came wave after wave with many jets of cum.

I haven't done anything like that since and would have to be really horny to do something like that again but that leads me to the fantasy side of things that has come about since then. I now occasionally fantasize about pegging which is having a woman fuck me with a strap-on. I am pretty sure I would give that a try if the opportunity came about.

Enjoy your thoughts and if you have any questions I would be happy to answer. Feel free to message me. Happy Jacking and Jilling!

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