Crossdressing a Life - Sex Stories

Crossdressing a Life

... then slid to my knees and lifted her skirt, I leaned forward and kissed the tip of her nylon clad cock, I was in heaven. I pulled her panties to one side and swallowed her whole cock, she moaned softly.

Lynda then stood and bent over showing me her very sexy bottom and asked me if she had a nice bum. I stood behind her and caressed her bottom, then I knelt behind her and kissed her bum cheeks, then I parted her bottom and rimmed her sexy little rosebud, I placed a finger in her and kissed her bum cheeks, as I fingered her, she reminded me of her no anal rule and my promise. I continued to finger her to a wonderful sissy orgasm, Lynda went weak at the knees.

When I left Lynda thanked me for being understanding and asked, I would like to visit again.

I asked if I visited again could I kiss her panty clad cock? This was agreed upon, on every subsequent visit, Lynda would welcome me in, lift her skirt and receive a kiss on the tip of her cock.

In between visits I kept up some correspondence with Lynda and we both agreed we would like to have a threesome with another girl. Lynda managed to organise a meet with another girl.

I arrived at Lynda's at 7 knowing our other guest would arrive slightly later.

We sat in Lynda's both dolled up to the nines, when our guest arrived, we introduced each other, and our guest went upstairs to change. When she came back, we sat on the settee with me in middle with a girl either side of me kissing and caressing each other. Then ...

... Lynda knelt in front of our guest and sucked her cock. Lynda then went and sat in the other chair whilst me and our guest kissed and cuddled, I sucked on her nipple and looked across at Lynda, she had one hand rubbing her nipple and the other hand rubbing her crotch, it was the most erotic scene I had ever witnessed.

I met Lynda many more times over the next couple of years, I had real feelings for her.

My next meeting was with a married couple who were in their late sixties, and Lee was a bi crossdresser. When we first met his wife had a pot on her leg and would not be playing. We met at their house; we were both in male mode he went to his room to change, and his wife directed me to their spare room. I entered the living room to find him sat on the settee fully dressed, his wife was sat in an armchair, he asked me to sit next to him. We chatted for a while, his wife was very interested, we then started to kiss and cuddle. His wife then said, "It's time you two ladies went to the bedroom" Once in the bedroom we kissed and caressed each other, then embraced in a sixty-nine until we both came. He left me to change and went back to his room. Once back in the living room his wife asked me if I had enjoyed myself and would I like to come back again. We then all three of us chatted over a cuppa and talked about everything including sex.

On my next visit Lee met me at the door fully dressed, and welcomed me with a loving kiss, we sat together on the settee, me in male mode ...