Follow along with me as I find another crossdresser to play with. Before I was married I did this several times and now my wife thinks, that for several loving reason, It would be nice if I could find a tg lover. I’m going to write about my experiences success and failures along the way. Oh, and a few pictures too!. But first, it might be helpful to know a little about us and how this came about.
Donna is my second wife. I divorced her after 27 years of marriage. We didn’t have children which made everything easier. Our sex life had never been good and it actually got worse over the years. In our 23 year I told her that I had been women’s underwear since I was a boy. She accepted that very well but it didn’t change any thing in the bedroom. Eventually I came to realize that I wanted a relationship that would support and encourage my crossdressing and my fetish. That was not going to be possible. I didn’t know, when I left her, if I would ever find what I was looking for but I’m enough of an optimist to take the chance, take the risk. Even though sex was terrible We were very good companions and friends.
I moved to San Francisco and lived of my savings for awhile. I found a cheap large furnish hotel room with a a very tiny kitchen. It was in the tenderloin district so not the best neighbor hood, to say the least. Once I got settled in a began to cruised the internet trying to hook up with play partners. I was looking for straight women and crossdressers and found both in short order. Thank you, Craigslist! After 4 months of really fun playing with several crossdresser I answered an ad from a woman who I later turned out to marry. She was a professor of gender studies at the university, erotic artist and had just left her female partner of 12 years. She identifies as a bisexual dyke. She’s also 15 years younger than me. Since we meet, 9 years ago, I’ve transitioned to living full time as a woman. I’ve done without therapy, doctors and hormones. I did get breast implants though.
We both wore dresses when we we married. Her Catholic family was in full attendance. they are loving and excepting. All her nieces and nephews, and there are many, call me Auntie. Her dad now opens doors for me. I shop and cook for the family at holidays and my mother in law loves and buys me something very girly for Christmas. Like beautiful hair clips or silk lounging robes.
Donna and I have the most amazing sex life. With her encouragement and support I not only came out as being transexual but I came out as a sissy. I know that in our community sissy came mean a wide range of things. Sissy is the world I use that encompasses my erotic desires. Little pink satin dress trimmed with lace, frills and rosebuds. Sissy panties with rows of lace across the bottom. Stockings and garter belts next and finished off with pink hair bows and ribbons. Donna loves to dress me and play with me all along the way. She’s learned that I love her to do it in front of a mirror so I can see us and especially me! I love women in old fashion underwear. Full cut panties, girdles, stockings, petticoats, slips and nightgowns. I but all her play clothes so she’s wearing what excites me the most. I love the time when we dress each other. Everything I’ve ever wanted to do with a woman sexually we’ve done.
Donna cares so much that I’m erotically fulfilled that she asked if there was anything missing for me. She asked “I know you really like sex with other crossdresser. Do you miss that?” I told her I did and she asked if I’d like to find a crossdresser to play with from time to time. I said that only if she was there. At first she was interested and we talked about it for many hours until she came to realize that it might be best if I play without her but she wants me to tell her all about what we did with and to each other. I’m guessing we’ll both masturbate while I tell her.
I’m writing all this to give you some background. I’m going to start a group called How To Find A Crossdressing Play Partner. I’ll write frequently about my search for a play partner. I’ll post the ads I place and the sites I place them on. I’ll write about the responses I get. You’ll be able to follow all along and even into the bedroom once I find and meet my soon to be crossdressing lover.
