Masturbation Fantasies 5 - Dressing with a friend

My wife goes away on business trips quite a lot and will be away for several days, sometimes up to a week. I usually take advantage of those time by indulging my fetish for cross-dressing.

On my wife's most recent trips a friend of mine, Dave, came around for an evening of beer, pizza and watching football on the TV. After a few beers we were feeling relaxed, and the football was boring us, so the conversation turned to other things. Dave mentioned in passing that he thought my wife, Sandra, was very sexy.

I had to agree with him, of course, but I further confessed that we didn't have regular sex. I told him that we have an agreement that She can have affairs with other guys as long as She was discreet, and in return I get to indulge my own fetish. He was dying to hear what my fetish was. He kept on pressing me until I gave in and told him. I told him that I regularly cross-dressed, especially when Sandra was away.

"No way!" he said. "I do the same!"
I couldn't believe that Dave was into cross-dressing, same as me. He told me that he had been dressing for years and his wife had caught him some while ago, as Sandra had done with me.

The conversation got quite animated now. We were comparing notes on how and when we dressed. In no time at all I was describing Sandra's lingerie. He didn't hide the fact that he was getting excited at the thought of what Sandra's lingerie might be like. So, I decided to show him. We went upstairs to the bedroom and I showed Dave some of Sandra's extensive collection of very sexy lingerie.

This is what I showed him:




"Omg!" he said, "this is making me feel so fucking horny, knowing that Sandra wears all this stuff."
Dave was clearly getting very excited, as was I. As I opened each drawer I revealed Her bras, then panties and finally Her satin slips. Dave's quickly unzipped himself and he stood there gazing at this gorgeous collection of lingerie whilst stroking himself to an erection.

Dave was transfixed, so I took the initiative and I selected several pairs of Sandra's silkiest knickers and laid them out on the bed so that he could get a better look. "Go on, strip right off" I said. "Enjoy stroking yourself". So he did.



I was amazed by the effect these panties had on Dave, although I don't know why I was surprised because they had the same effect on my. It only took just over a minute for Dave to be shoot his cum all over my wife's panties. Omg, I was excited by the sight of this. So, I too stripped off completely.

I felt I had to compete with Dave, so I selected a pair of black satin panties. Sandra often wore these panties when She went out on a date, so I find it particularly special to cum over these. Using another pair of Her silky panties wrapped around my cock I very quickly reached a climax and showing Dave how I love to cum over panties.




Omg, this is so exciting, I thought.
Dave and I both naked, and enjoying ejaculating over Sandra's lingerie. All our inhibitions had now gone. So, it seemed totally the natural step to dress up in Her lingerie.

Dave needed no further encouragement and we were now both rummaging through the drawers and closets to find lovely lingerie that we wanted to wear.

Dave was looking particularly gorgeous in this lovely white lingerie. I loved watching him jerking off.




I too chose to dress in white. And once again I was cumming very quickly.





It was at this point that my wife returned from Her trip. She was two days early.
Dave and I were busted.
But it was all pre-planned by Sandra. She knew that I would be dressing up and had planned to catch me and humiliate me, because just a few seconds after Sandra entered the room She was followed by Her sister and a friend.

Catching Dave in the act of dressing up was an added bonus that She had not contemplated. But Her plan was to properly sissify me. This is what She did to me .. and Dave.

First they locked us up, then put us both in very sissy dresses then they taught us how to suck cock.




Then they taunted us both by showing us condoms used by their lovers.




My wife now continues to train me so that I can become the best sissy I possibly can be.




I wait to see if Dave will return .... I wonder what he wants to do next?