Dressing Once Again

First of all let me say I am a 64 year old divorced man. Like some teenage boys I always liked feminine things, panties, bras, pantyhose and whenever I had the chance I started trying on my older sisters things. She was two years older and her things fit perfect on me. That went on for several years then eventually I got into girls, got married then divorced and before long I was living way out in the country all alone. It wasn't long before the urge came back to dress and before I knew it I had a complete wardrobe of panties, bras, pantyhose thigh highs, skirts, tops and heels. The desire to dress like a Woman got stronger and stronger and it wasn't long before I was totally feminine except at work. At night I dressed and was the Woman and began using toys on myself and started wondering if I would ever get the real thing with a man. I am wondering if there are other men in the same boat as me, I know I'll probably get some nasty feedback but I feel more like a Woman than a man when I dress and there is way more to my confession!

Comments

Anonymous

by Anonymous on Feb 19, 2024 at 5:27 AM

Married, closeted sissy here. A guy dressed as a woman oh so turnes me on. So sexy. I don't have a collection of women's clothes. When traveling alone, I love to buy stockings and prance around my hotel room like a sissy. Seeing my hard cock under those black sheer stockings is a real turn on. I actually find buying stockings at the store a turn on. I always wonder what the clerk, male or female is thinking. Someday I hope to have a gay clerk ask me if the stockings are for me. "Yes they are. Would you like to see me in them?" Hot! I've worn my wifes sexy bras when when home alone. I feel sooooo gay and sexy wearing a woman's garment. Makes for a smoking hot stroke session. I had a regular suck buddy in another city I traveled to regularly. I loved wearing stockings when he came to my hotel. So gay and hot. Bottom line, there are loads of us sissies out there turned on by trannies and wearing females things ourselves.

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Anonymous

by Anonymous on Feb 19, 2024 at 6:43 AM

Divorced sissy in my 60's. I always felt feminine growing up, but did the macho thing got married. But deep down didn't feel manly. So, at age 40 we divorced living alone gave me the opportunity to bring out me feminine side. After about 2 years of cross dressing and playing with men I decided to transition from male to female. I went on feminizing hormone therapy. After a year my penis and testicles gotten even smaller, my body hair was lighter, my hair on my head became thicker, my body fat redistributed to my hips and stomach, my breast was always aching as they were budding. My emotions went up and down, I cried easily, and I started feeling like a woman. After 2 years on hormone therapy, I decided to get an orchiectomy. I had both testicles removed. I told them to leave the scrotum for future surgeries. I now live as a woman. My next step is bottom surgery. First time in my life I feel alive. The fun part is shopping for sexy feminine things.

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Anonymous

by Anonymous on Feb 19, 2024 at 5:14 PM

I also.have sometimes worn womens underwear and love it. I am a guy who lives being on his knees sucking a mans cock. I just cannot suck enough guys off

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Anonymous

by Anonymous on Feb 20, 2024 at 4:40 AM

I met a man on a site.he was married too. he was looking for a slave. I was truly wanting to be in that role. we meet 4 times before he changed jobs . It was amazing. he gave me orders. after our first meeting he instructed me to start watching sissy hypno porn. it was very hotttttt. Never saw that one coming… he had me lay out my wife’s undies. Then the next time he told me to be wearing them…
I truly loved the role. I wish he had bought me better fitting cloths and someone could have helped me do the full dress thing for him. Was hot for a moment

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