First Cross Dressing Experience

When I was 22, I called unexpectedly on a friend in his forties to collect a book he promised me. His wife answered the door and as she knew me, she did not say he was out. She said I could come in but not to get too offended what I would see.
I went into the lounge and there was John, fully dressed in a sexy female outfit and wearing make-up. At first I was shocked but then I noticed I was getting aroused looking at him. The three of us chatted for a while and his wife said she was happy with him dressing up as long as it was kept quiet.
Eventually, she went out to go shopping and left us. John then asked if I was 'interested' because he saw the bulge in my trousers. With a blush, I said 'possibly' and he then took me into his bedroom. He had his own wardrobe of female clothes and asked if I would like to try some on. Hesitating, I agreed and he found me knickers, nylons with suspenders, panties, underskirt , bra and a slinky black and red dress.
I put them on and was so excited that my erection was prominent. He felt my .... through the clothes and remarked about my excitement.
He sat me down and made up my face with rouge powder and lipstick. A wig was also produced.
At this point, he said I looked very sexy and he leaned towards me and kissed me. I kissed him back and soon we were french kissing and holding each other's ..... My hands were all over his silky nylons and knickers and I just waned sex desperately.
He laid me on the bed, undid my dress and bra and started to suck my nipples. This was the moment I knew I would always enjoy cross dressing.
The climax came when he gave me a superb BJ and swallowed it all.
This was the start of many years with him and other TV's I met with him.
Later that day when I had got dressed and appeared normal again, his wife came home. She looked a us and said' you have both been having sex. She did not mind, in fact she said it was fine with her and I could call again. I did many times, on some occasions she was there. That is another story.
satincd satincd
61-65, M
3 Responses Aug 14, 2010

What a great experience, I wish it was me.

what a perfect situation. wish I had one

hot hot hot story