40 yo SWM. I have finally found true love with the woman I married a year ago. I met "J", 38 yo BF, 6 years ago on the job. She was a temp. We became friendly and our personalities hit it off. She was also married with a 13 yo daughter, who had a different father. We kept in touch after she got a job elsewhere, sometimes meeting for lunch. I never felt more at ease with a woman, especially given my series of bad relationships (one with an abusive GF). Part of my 'woman problem' was my crossdressing habit. Hey, I love it, I look good, but my GFs always doubted my sexuality. I'm totally str8, never even thinking about being with a dude.

J and I became good friends to the point of sharing our innermost feelings. She told me her husband was a player, traveled alot, and was shady. I told her I crossdressed. One Saturday night, she showed up at the drag bar I hung out in. She actually bought me a drink, and we hung out and talked and danced. Long story short, starting that night, we started an affair. Sex had never been as good as with J. Her mom and daughter, who lived with her in her home, knew I crossdressed, and her mom knew of the affair. We had to break it off, as her husband was spending more time in NY and had a temper. He never knew of the affair.

We remained friends, and 2 years ago J called me and told me she divorced her husband. We immediately rekindled our affair and we became lovers. By now her mom, daughter, and her best F friends had seen me crossdressed, and accepted me fully. Her mom and daughter loved me. And since J and I are close in size (she's 5'6" and I'm 5'7"), I 'inherited' her old clothes and shoes from when she was 25 lbs heavier.

Last May we got married. I had gotten on my knees and kissed her feet when I proposed. She said yes and we both cried in each others arms. I gave up my apartment and moved in with my new family. I have never been so happy. I couldn't have a better mother in law or step daughter. Once a month J, I, and her best friends go to my drag bar for girls night out. I wear one of J's outfits, and they treat me so cool. J is my dreamgirl, and every night b4 bed I get down on my kness and kiss her feet in gratitude.

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Anonymous

by Anonymous on Sep 9, 2012 at 8:10 AM

I am a str8 crossdresser too, 41. I was also lucky to meet the woman of my dreams in a not so typical way. My wife of 3 years is 63, a very attractive black woman with 2 grown daughters. We met 7 years ago as neighbors. She knew I was a crossdresser, but was always cool and encouraging. She would invite me in for dinner once a week, always allowing me to come as a 'woman'. After we became good friends (altho I was always sexually attracted to her), we'd spend Sundays at her place as 2 ladies, having tea, eating chocolates or taking walks in the park (I easily pass as a woman).
After much asking, begging and cajoling, she agreed to date me. By her rules I had to be a man on dates. 3rd date we made passionate love. Since we were lovers I had to meet and impress her daughters, now 42 and 39. They thought I was strange, but realized I made her mom happy and treated her like a queen.
The last 3 years have been pure bliss. I really do treat my wife like royalty, never allowing her to do housework and giving her daily foot massages. And her daughters are like the sisters I never had.

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