holleytanner69
The Essentials
Last Seen: Online
Joined: Aug 03, 2026
Age: 75
Gender: Crossdresser
Location: Washington, DC, US
Interested In: Crossdresser
Height: 6 ft. 0 in. /182.88 cm.
Race/Ethnicity: White
About Me
About Holley Olivia Tanner
About 20 years ago in Buffalo, I was introduced to the “finer’ side of life, and Rita (my former feemt name) was born. At first, it was just a one in while thing. I was married to a prude whose idea of sexual relations was once a month. I was searching and found Rita. In Rochester, I met a woman and we started to have relations, and it is completely hetro.
Note: The name change—recently I was with a woman whose just happen to be name Rita. After a few months of dating, I found out she was cheating and was using my money to finance her affair. So, I was upset and could not be Rita. Holley was a girl I date in college; Olivia was a girl I dated while in Spain; and Tanner was the last name of the special love—you know my prom date and after the prom.
One night we were discussing what to watch on TV when I came over—nothing great was on—I suggested a movie, and she said could I rent a porn movie. Well, I got a couple on porn movies. This went on for a couple of months, one night in the movie—a CD scene was in the movie. After a discussion on the scene, she told me she thought it was kind of sexy and turn her on... I told her that I like the idea—that night I slept in a red satin nightgown. The next morning, we f until noon. Neither of us went to work.
I let her pace the way—one night she asks if I wanted to dress for Halloween in a couple of months for a party. I say okay reluctantly (hehe). During the next couple of months—she practices make-up, me walking in 3.5-inch heels, and having a ball. She asked me what name I was like to be called... I said I always like Rita. She wanted to call me Darling. So, we comprise I became Rita Darling Bosser. Since she was the boss and her last name Bosser, I choose Bosser as a last name. The party was a success, and I dressed whenever I was over at her place—about two or three times a week.
We went to Buffalo a lot and there are clubs to party—she loves the attention she got. Sex was great that night. The clubs in Buffalo are very friendly—like the Silver Swan (in New York City) was. It was not your typical gay bar. No clicks and every friendly.
About two years ago, I moved down here and her job moved her to California shortly after that. So much for my friend. I miss my dressing partner. She brought a lot of my clothes and picked out styles for me. She was great in that department.
I meet the woman down here; we moved in together—she was stone cold again it... I throw away with all my outfits—wigs, shoes, dresses and under garments. Now Holley is born—new clothes, shoes and whatever. FUN
One night I was watching BBC America—they had a great program on Transvestite, and the spouses. It was great and how the wives would explain their feelings about her mate’s dressing My live-in girlfriend said it was very disgusting and men should not be allowed to do it. I ask why? I asked about women wearing men’s clothes in public— “That’s okay” was her comment. I said what if the man only cross dressed in the privacy of the home—again—NO WAY!!! A great Double Standard
About 20 years ago in Buffalo, I was introduced to the “finer’ side of life, and Rita (my former feemt name) was born. At first, it was just a one in while thing. I was married to a prude whose idea of sexual relations was once a month. I was searching and found Rita. In Rochester, I met a woman and we started to have relations, and it is completely hetro.
Note: The name change—recently I was with a woman whose just happen to be name Rita. After a few months of dating, I found out she was cheating and was using my money to finance her affair. So, I was upset and could not be Rita. Holley was a girl I date in college; Olivia was a girl I dated while in Spain; and Tanner was the last name of the special love—you know my prom date and after the prom.
One night we were discussing what to watch on TV when I came over—nothing great was on—I suggested a movie, and she said could I rent a porn movie. Well, I got a couple on porn movies. This went on for a couple of months, one night in the movie—a CD scene was in the movie. After a discussion on the scene, she told me she thought it was kind of sexy and turn her on... I told her that I like the idea—that night I slept in a red satin nightgown. The next morning, we f until noon. Neither of us went to work.
I let her pace the way—one night she asks if I wanted to dress for Halloween in a couple of months for a party. I say okay reluctantly (hehe). During the next couple of months—she practices make-up, me walking in 3.5-inch heels, and having a ball. She asked me what name I was like to be called... I said I always like Rita. She wanted to call me Darling. So, we comprise I became Rita Darling Bosser. Since she was the boss and her last name Bosser, I choose Bosser as a last name. The party was a success, and I dressed whenever I was over at her place—about two or three times a week.
We went to Buffalo a lot and there are clubs to party—she loves the attention she got. Sex was great that night. The clubs in Buffalo are very friendly—like the Silver Swan (in New York City) was. It was not your typical gay bar. No clicks and every friendly.
About two years ago, I moved down here and her job moved her to California shortly after that. So much for my friend. I miss my dressing partner. She brought a lot of my clothes and picked out styles for me. She was great in that department.
I meet the woman down here; we moved in together—she was stone cold again it... I throw away with all my outfits—wigs, shoes, dresses and under garments. Now Holley is born—new clothes, shoes and whatever. FUN
One night I was watching BBC America—they had a great program on Transvestite, and the spouses. It was great and how the wives would explain their feelings about her mate’s dressing My live-in girlfriend said it was very disgusting and men should not be allowed to do it. I ask why? I asked about women wearing men’s clothes in public— “That’s okay” was her comment. I said what if the man only cross dressed in the privacy of the home—again—NO WAY!!! A great Double Standard
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