My story updated. . .
Posted: Sat Feb 05, 2022 2:44 am
The original of this was published on July 6, 2008.
It was a dark and stormy night. . . .well, ok, the truth goes a little differently.
Although I have a mental snapshot of carrying around a pair of shiny patent leather Mary Jane shoes as a very young child (probably around 3 or 4) my cross dressing started during the summer of 1971.
I should probably tell everyone that I am 49 (As of Aug 2009, I am 50 and in Feb 2022, I am 62) years old. I graduated high school in 1977. During the summer of 1971 I had just turned 12 and from what I recall, I was just hitting puberty.
IT ALL STARTED
During the summers of the early 1970’s I would go off to visit my grandfather who lived in a small town in western New Mexico. There were two boys my age, that I ran around with. One day, one of the boys and I were in the spare bedroom where I was staying. Somehow, we found a bikini that my mother had purchased for my cousin the year before. Evidently, she had left it. It was a typical 1970 style bikini, moderate cut (my cousin was about 16 or 17 at the time and had a colorful flower pattern.)
We were goofing around and teasing each other, and we ended up trying it on. I guess it made more of an impression than I knew, as it seemed I was hooked.
I really don't recall much about that year, but the next year, I "borrowed" a white bra (34B) and panties from my girlfriend. She never knew and as far as I knew, she never suspected either. I don't remember a lot, but I would wear them in a sexual connotation after going to bed. Before long, I borrowed another bra, panties, and baby doll nightgown from her.
GETTING CAUGHT IN THE EARLY YEARS
was not a pleasant affair for an 8th grade boy(1974). Even though my mother was a progressive and educated woman (she was a high school teacher) I don't know that she could have understood the ramifications of being confronted. I came home one day to find the cloths on the kitchen table. (It was a good thing that I had no brothers or sisters) I was immediately confronted when she got home a bit later, and was given the third degree about where the lingerie came from, but fortunately, she did not ask a lot of questions about what I did with them. My biggest worry was that she would make me "march down there and return them. Luck was on my side as she didn't do that either.
Funny thing, my mother asked, why I didn’t just try her “things” on. I just didn’t have the heart to tell her that as 13 year old boy, my mother’s 38 B bras hung off me like a XXX sweatshirt on a 4th grader, and the cups were big enough to seemingly hold a cantaloupe, not small and hand sized like my girlfriends boobs at the time.
Temptation eventually got the better of me though and I could not resist the urge to dress in lingerie again. For a short while, I did without, but later hit on an interesting solution. I had a friend who was a bit younger than I, and had a sister that was a year older than I. Since he owed me a favor, I asked him to "borrow" one of his sister’s bras and panties, which he did. This time the bra was a plain white 34A and was very soft and silky. Taking no chances, I hid these articles outside of the house where they were never found.
By the 9th grade I was hooked. I can recall wearing the panties under my jeans to night school one night. That was the first time I had worn anything outside of home. The feelings of trepidation, abject fear and excitement were indescribable. Those feelings would set the tone for probably the rest of my life, and I will describe below.
THE HIGH OF WEARING LINGERIE:
What I would realize later in life was that the trill of wearing something “forbidden” like a bra or panties set up an anxiety state. . Abject fear, and the thrill of getting away with wearing such things at the same time. . My nervous system was being pushed and pulled on both sides, sympathetic and parasympathetic, excitement and relaxation at the same time. After a few years of doing this, wearing a bra and panties felt like a relaxing norm. Getting away with it was totally usual. “I had a secret, and no one knew!” It is the same strange feeling today, more than 50 years later. The only thing that is different today is that I often wear black ballet shoes, with black jeans and socks out in public. It is not noticeable unless you really look, and 99.95% of the people NEVER look.
OLDER, BOLDER AND WISER
Around this time, my parents had purchased a house that was being built. and we would go over every few days to see how things were going. It was during this time that I first wore a bra out in public. I decided that since I enjoyed wearing panties under otherwise "normal" clothing, I would try wearing a bra. My first experience with this was on a trip over to the new house. I wore the 34A bra and panties under my boy clothes, and a windbreaker. No one noticed and I once again had the thrill of "Getting away with it."
Like many of my cross dressing brethren, I started becoming aware of what the girls of my age were wearing and wanted to emulate them, be like them, at least in what they were wearing. Most guys would notice that a girl was cute or had "great knockers." but I would notice what sort of bra they were wearing. . (With everything else in short order.) Of course, like most impetuous boys of that age, when you see something, you want, you try to get it and I was no different. I was not quite ready to go purchase these things on my own and asking mom to take me bra shopping just seemed a little out of the question.
Strangely, it was about this time that my parents decided I needed a bit of sex ed as well. Their solution? A copy of Dr. David Ruben's bright yellow "*Everything you always wanted to know about sex but were afraid to ask." Certainly a "Novel" approach to the problem. Ruben didn't really address cross dressing per se but touched on it. It did help me to realize that it was something that I was not likely to be able to easily change and gave me a leg up on accepting my behavior.
My parents were also starting to respect my privacy more. This was a good thing as the cloths now went into a locked box under the bed. Though I am sure they knew it was there, they did not at any time demand to know what was inside.
So, now the problem of how to expand my "wardrobe" presents itself. Since we lived in the suburb of a large city (Ok, suburb of Oklahoma City) and I had a 10 speed that I rode regularly at night, a solution presented itself in no time.
There were a couple of apartment complexes within a few miles of where I lived. I discovered the laundry room one night. Hum, I thought. . no one is around. . . so, I watched, waited, and then went in. Opened a dryer and quickly looked though. I don't recall how long it was before I found something but soon my collection was growing.
I had given some thought to what to do or say if someone came in. Since I was in 10th grade and high school at this point, an excuse was easily formulated. my girlfriend left my class ring in her pants pocket when she stuck it in the laundry. Perfect excuse. . . and the only time I had to use it, it was accepted without question.
In my senior year, I had a girlfriend who was the first that I told about my cross dressing. I guess the social outlook had started to change as she was accepting of it. In fact, she was the first girl to buy a bra for me! She never had a problem with my wearing panties under my clothing which also helped with my accepting my "uniqueness."
GROWING OLDER GRACEFULLY. . .
in some respects was easy. As you get into adulthood, you start to accept things about yourself, and cross dressing was no exception. I was never bothered with my cross-dressing, but I did worry that friends and others might be. It was never much of a problem; I generally kept the issue from my friends and family. This would change in a few years however.
Buying lingerie became much easier though. As you get older, people assume you are married, and no one really asks you about it if you go into a store to get something for yourself. I soon realized that if you went into a store (this was the early 80's) and purchased lingerie for your wife/girlfriend/lover no one cared. There was no embarrassment. The big hurtle was always doing it the first time. You find yourself second guessing and looking at people in the store. ."will they say something" you ask yourself? After you can work the script in your mind and in reality, a few times, it becomes easy.
(Feb 2022 NOTE. . In this day and age no one cares at all. . even If you boldly proclaim you are buying lingerie for yourself!)
When you are young and in your 20's, you are thin and buying cloths is easy if only it were always that easy. . .After getting my first credit card, I discovered catalog shopping. This was in the days before the internet and even dial up BBS's were very popular. My choice in lingerie at this time ran to very small cup bra's that I could wear under a shirt and sweater. Avon fashion had a thin cup bra that was perfect.
A few years later, I married at age 21. My first wife was told about my cross-dressing from the start and never had a problem with the issue. Although the marriage did not work out, She and I are still on good speaking terms to this day.
I married a second time in the 90's when I was in my 30's. Having a wife that accepted the behavior made life much easier. Not only did she accept it, but she also encouraged my cross dressing. A few weeks before we were married, she had gotten a pair of small and inexpensive silicon breast forms for my birthday. Before that, I had been using foam that had been cut to size and shape. At this point, I was also an RN, and had enough disposable income to afford the "hobby" and a wife comfortably.
When we got married in Las Vegas, while I was wearing a bra, my first pair of silicone breast forms and panties! A few weeks before we were married, she had gotten a pair of small and inexpensive silicon breast forms for my birthday.
MID LIFE REFLECTIONS
of my life and cross dressing are many and varied. I do not regret putting on a bikini the first time. I enjoy my cross dressing. My wife enjoys my cross dressing and encourages it as well. I have often wondered, what set of factors drove me to dress a second time. . . I would think that the first time would have some amount of excitement for anyone, but WHY does anyone continue to cross dress? I have read extensively about it, but there are no real answers.
In my life, all the girlfriends (save one) have been very accepting of cross dressing. It truly saddens me when I read of an older cross dresser who kept cross dressing from their spouse and were later discovered with disastrous results. Keeping such a deep secret for so long from you soul mate could only be seen as a deep deception. I am thankful that times have changed, and at least in my case all I have shared with have been understanding and accepting.
I did have one girlfriend who went psycho for other reasons and tried her level best to destroy me. She went to all my friends and family, and promptly told everyone that I cross dressed (and a few lies as well) At the time is seemed like a disaster. I soon realized a valuable truth though. I realized that to those who really loved or cared about me, would accept me as I AM. It was from this event that I gained the courage to tell everyone that I really did cross dress. Out of the friends and family I told, everyone was fine with it. I was not going to let my cross dressing be used to hurt me. If everyone knows, you can't harm me with the truth.
TODAY MY CROSSDRESSING
is almost exclusively "under dressing." That is, I wear a bra with silicone breast forms, panties, and Keds or some other not glaringly obviously woman’s shoe. Keds are good, black Mary Janes are good. . .In all the time I have dressed this way, I have only once gotten a strange reaction and that was in a book store. I was wearing white keds and some fellow just stopped, mouth agape and stared at my shoes. Never said a word. . just stood there with a stupid look on his face.
From the first time I went into a woman’s shoe store (with my wife) and asked to try on women’s keds, (the salesMAN never said a word, just helped me like any other customer) I have never had a problem buying women clothing or shoes. I want younger cross dressers to understand that salespeople don't care, it is a sale. . that’s it. About the only group you might have problems with is young teen age girls in wolf packs at the mall. . .
I have discovered that I can wear an under wire bra with 36B silicon breast forms and not be noticed under a bulky or loudly colored shirt (such as a Tiki or Hawaiian shirt)
2022 UPDATE, MUCH HAS HAPPENED IN THE YEARS SINCE MY LAST UPDATE in 2010.
Where to start? I have been married a total of 4 times, and in each case my wife accepted my cross-dressing. . some wives were more “enthusiastic” about it than others, but overall, none rejected it. Wife #3 was a girl, literally my same age, and who had graduated from another High School in the city area that competed with my school way back in 1977. . .she was a bit reluctant at first, but after chatting with her best friend who told her that cross-dressing was just a “fetish,” seemed to solve the issue for her. After that it was not an issue. . .Of course, her son was gay, and she was a bit conventional. Still, it was not a problem.
Wife number four was the most accepting of all. We were married when I was in my 50’s, and she was a bit younger. She had three children, two boys and a girl. . Which presented some interesting challenges. “We” collective decided to tell the two children (middle boy and younger girl) that I cross-dressed. It went surprisingly well, and I discussed it in another post. We only had a single worry that one of the children would spill that fact to their father (with whom I initially had a contentious relationship) but we explained about personal information that one does not tell everyone else. Of course, we had to thread a needle here as we wanted to make sure that if anyone inappropriately, you MUST tell someone, your mother, a teacher, whoever. Amazingly the kids accepted it and had no problems keeping it under wraps. . .
GETTING CAUGHT, OLDER YEARS
I would add that the eldest boy was not told, but found out of his own accord and was in a most embarrassing way. One night my wife went to her mothers for an evening, and the youngest stepson went to spend the weekend with his elder brother (who was out on his own at the time when his mother and I had married) I was off that weekend and was home alone. Sitting at the computer in Bra, breast forms, and jeans. . I had locked the front door, but younger boy had a house key. The kids were playing video games and decided to come back home to get a different controller. .
About 21:30 (9:30 PM) someone was making noises at the front door. . I went to investigate when the door swung open, and in come the stepsons, only to find me retreating to the bedroom wearing a bra. . I wish I could say Hilarity ensued, but only for the boys! I explained and of course, in short order, he spilled it to everyone in the family. . brother in law, sister in law. Mother in law. . you name it. . Fortunately, they did not tease me about it. . and said little. But It was out.
ANOTHER SOURCE FOR CLOTHS
Just a quick mention to the newer cross-dressers. If you have not been to Goodwill or other secondhand shops, you should visit them. IF you want to build a wardrobe, Goodwill is the place to go. They have a wide selection of dresses, skirts, blouses, jeans, pants, coats. . . you name it! The stuff is attractively priced, and literally no one cares if a guy comes in and takes a dress into the dressing rooms. We have 5 Goodwill centers in my area, and I have been to each one, tried on cloths, and purchased them without incident or funny look. I have even had some interesting discussions with people about the issue while there!
CROSSDRESSING IN YOUR 60’s
These days, at an age of sixty-two, I never would have imagined myself still cross-dressing at this age. I don’t know that I can say I gave it any serious thought, but just never imagined it. I still underdress. . wear a bra and small forms, panties, and often black ballet flats while out and about. There is very little sexual component left to it today, but I still engage in sex, often cross-dressed. These days, I worry more about finding a decent bra, than anything else. After years of underdressing, I realize that no one is going to “catch on” that I am cross-dressing, and even if they did, would not likely even care. People hugging me? Not a worry. . in all my years underdressing, NO ONE has ever noticed. . .
I don’t wear lingerie to the occasional doctor’s office visits. . Such things are not their business, and I really don’t see letting the docs or their staff “discover” that I am wearing lingerie to be of any value for anything. There is a difference between accepting one’s cross-dressing and one proclaiming to the world, “Look at me, I am wearing panties and a bra!” So what? . . .the world does not WANT to know, nor do they care.
NO PURGING ZONE:
I would add that because I had accepted my cross-dressing early on, (remember my mention of reading "*Everything you always wanted to know about sex, but were afraid to ask?" in the 70's? That helped me to understand I was not going to change the behavior, and the best course was to accept it.) I never tried to change it, and never really had a desire to change it. I would add that if I had to do it all over again, I don't know that I would consciously pick up cross-dressing casually. Beats the heck out of exposing ones self, and risk getting arrested, or some of the really weird sexual fetishes.
Strangely, I did, one time around age 17. . and took all of my lingerie and hung it on a tree near a neighbors house. Neighborhood kids at the time thought it strange but never connected me with the incident. To this day, I still don't know WHY I did that. . but never went through a purge/replace cycle after that.
MY BREAK WITH THIS INTERNET SITE AND THE CROSSDRESSING/TRANSGENDER COMMUNITY
It has been some time since I have posted on this website. In fact, I have dropped off the site, as well as any other cross-dressing sites. . the “why” goes back some time, but you deserve to know why.
This goes back to the early days of my public admissions of cross-dressing. . Around 1994, I had decided that I wanted to expose the third wife to my cross-dressing in a different way. Not just a boring recitation of facts, but more on questions such as: Why I did it, what I got out of it, that I was not gay, and more importantly that I had no desire to become a woman. There was a local group dedicated to exactly these concepts. A nationwide group called Tri-Ess.com. They still exist to this day. As they put it:
“Tri-Ess is an international support and social group for straight (heterosexual) cross-dressers and their partners, spouses, and families. Our organization has provided over 50 years of cross dress service!
We are comfortable with our birth gender and feel no desire to change it. But we have an opposite-gender facet to our personalities that most people either don't experience or rarely express. By accepting and exploring our cross gendered side, we find a broadening of experience that can be enriching, fulfilling, and liberating. We dress in emulation, rather than in mockery, of the opposite gender.“
Their mission, is and was, the heterosexual support for “cross-dressers and their partners, spouses, and families. . .” Note the distinction. . Transsexualism is not listed. I recognize that this will not win any brownie points these days, but there are people who just want to cross-dress and have NO DESIRE to change their sex. I am not going to spend a lot of time on the how’s and why in this update, but to say, that this same issue that has largely killed Tri-ess, has greatly affected this web site as well. People deciding they were transgendered and not just, "cross-dressers.
Don’t get me wrong. . there are some amazing people on this web site. Most of the people here are. I have had, historically an ongoing disagreement over the issue of cross-dressing v. transgenderism with this site. Please just understand, I am not telling anyone, how to live your life, you alone are the best judge of how to live your life. However, by the same token please understand that crossing the barrier from Cross-dressing to Transgenderism is a significant one. It is not to be taken lightly, and it is not for everyone. Deciding one day to change your sex is not a panacea to a perfect life. Nor is it something you can easily come back from. You cannot just change your sex like changing cloths. It just does not work like that.
Just be aware, you don’t HAVE to cross the threshold to Transsexualism to be happy. . others can and have done it and are happy in life.
Wishing you well, in which ever road you choose-
Wesley
It was a dark and stormy night. . . .well, ok, the truth goes a little differently.
Although I have a mental snapshot of carrying around a pair of shiny patent leather Mary Jane shoes as a very young child (probably around 3 or 4) my cross dressing started during the summer of 1971.
I should probably tell everyone that I am 49 (As of Aug 2009, I am 50 and in Feb 2022, I am 62) years old. I graduated high school in 1977. During the summer of 1971 I had just turned 12 and from what I recall, I was just hitting puberty.
IT ALL STARTED
During the summers of the early 1970’s I would go off to visit my grandfather who lived in a small town in western New Mexico. There were two boys my age, that I ran around with. One day, one of the boys and I were in the spare bedroom where I was staying. Somehow, we found a bikini that my mother had purchased for my cousin the year before. Evidently, she had left it. It was a typical 1970 style bikini, moderate cut (my cousin was about 16 or 17 at the time and had a colorful flower pattern.)
We were goofing around and teasing each other, and we ended up trying it on. I guess it made more of an impression than I knew, as it seemed I was hooked.
I really don't recall much about that year, but the next year, I "borrowed" a white bra (34B) and panties from my girlfriend. She never knew and as far as I knew, she never suspected either. I don't remember a lot, but I would wear them in a sexual connotation after going to bed. Before long, I borrowed another bra, panties, and baby doll nightgown from her.
GETTING CAUGHT IN THE EARLY YEARS
was not a pleasant affair for an 8th grade boy(1974). Even though my mother was a progressive and educated woman (she was a high school teacher) I don't know that she could have understood the ramifications of being confronted. I came home one day to find the cloths on the kitchen table. (It was a good thing that I had no brothers or sisters) I was immediately confronted when she got home a bit later, and was given the third degree about where the lingerie came from, but fortunately, she did not ask a lot of questions about what I did with them. My biggest worry was that she would make me "march down there and return them. Luck was on my side as she didn't do that either.
Funny thing, my mother asked, why I didn’t just try her “things” on. I just didn’t have the heart to tell her that as 13 year old boy, my mother’s 38 B bras hung off me like a XXX sweatshirt on a 4th grader, and the cups were big enough to seemingly hold a cantaloupe, not small and hand sized like my girlfriends boobs at the time.
Temptation eventually got the better of me though and I could not resist the urge to dress in lingerie again. For a short while, I did without, but later hit on an interesting solution. I had a friend who was a bit younger than I, and had a sister that was a year older than I. Since he owed me a favor, I asked him to "borrow" one of his sister’s bras and panties, which he did. This time the bra was a plain white 34A and was very soft and silky. Taking no chances, I hid these articles outside of the house where they were never found.
By the 9th grade I was hooked. I can recall wearing the panties under my jeans to night school one night. That was the first time I had worn anything outside of home. The feelings of trepidation, abject fear and excitement were indescribable. Those feelings would set the tone for probably the rest of my life, and I will describe below.
THE HIGH OF WEARING LINGERIE:
What I would realize later in life was that the trill of wearing something “forbidden” like a bra or panties set up an anxiety state. . Abject fear, and the thrill of getting away with wearing such things at the same time. . My nervous system was being pushed and pulled on both sides, sympathetic and parasympathetic, excitement and relaxation at the same time. After a few years of doing this, wearing a bra and panties felt like a relaxing norm. Getting away with it was totally usual. “I had a secret, and no one knew!” It is the same strange feeling today, more than 50 years later. The only thing that is different today is that I often wear black ballet shoes, with black jeans and socks out in public. It is not noticeable unless you really look, and 99.95% of the people NEVER look.
OLDER, BOLDER AND WISER
Around this time, my parents had purchased a house that was being built. and we would go over every few days to see how things were going. It was during this time that I first wore a bra out in public. I decided that since I enjoyed wearing panties under otherwise "normal" clothing, I would try wearing a bra. My first experience with this was on a trip over to the new house. I wore the 34A bra and panties under my boy clothes, and a windbreaker. No one noticed and I once again had the thrill of "Getting away with it."
Like many of my cross dressing brethren, I started becoming aware of what the girls of my age were wearing and wanted to emulate them, be like them, at least in what they were wearing. Most guys would notice that a girl was cute or had "great knockers." but I would notice what sort of bra they were wearing. . (With everything else in short order.) Of course, like most impetuous boys of that age, when you see something, you want, you try to get it and I was no different. I was not quite ready to go purchase these things on my own and asking mom to take me bra shopping just seemed a little out of the question.
Strangely, it was about this time that my parents decided I needed a bit of sex ed as well. Their solution? A copy of Dr. David Ruben's bright yellow "*Everything you always wanted to know about sex but were afraid to ask." Certainly a "Novel" approach to the problem. Ruben didn't really address cross dressing per se but touched on it. It did help me to realize that it was something that I was not likely to be able to easily change and gave me a leg up on accepting my behavior.
My parents were also starting to respect my privacy more. This was a good thing as the cloths now went into a locked box under the bed. Though I am sure they knew it was there, they did not at any time demand to know what was inside.
So, now the problem of how to expand my "wardrobe" presents itself. Since we lived in the suburb of a large city (Ok, suburb of Oklahoma City) and I had a 10 speed that I rode regularly at night, a solution presented itself in no time.
There were a couple of apartment complexes within a few miles of where I lived. I discovered the laundry room one night. Hum, I thought. . no one is around. . . so, I watched, waited, and then went in. Opened a dryer and quickly looked though. I don't recall how long it was before I found something but soon my collection was growing.
I had given some thought to what to do or say if someone came in. Since I was in 10th grade and high school at this point, an excuse was easily formulated. my girlfriend left my class ring in her pants pocket when she stuck it in the laundry. Perfect excuse. . . and the only time I had to use it, it was accepted without question.
In my senior year, I had a girlfriend who was the first that I told about my cross dressing. I guess the social outlook had started to change as she was accepting of it. In fact, she was the first girl to buy a bra for me! She never had a problem with my wearing panties under my clothing which also helped with my accepting my "uniqueness."
GROWING OLDER GRACEFULLY. . .
in some respects was easy. As you get into adulthood, you start to accept things about yourself, and cross dressing was no exception. I was never bothered with my cross-dressing, but I did worry that friends and others might be. It was never much of a problem; I generally kept the issue from my friends and family. This would change in a few years however.
Buying lingerie became much easier though. As you get older, people assume you are married, and no one really asks you about it if you go into a store to get something for yourself. I soon realized that if you went into a store (this was the early 80's) and purchased lingerie for your wife/girlfriend/lover no one cared. There was no embarrassment. The big hurtle was always doing it the first time. You find yourself second guessing and looking at people in the store. ."will they say something" you ask yourself? After you can work the script in your mind and in reality, a few times, it becomes easy.
(Feb 2022 NOTE. . In this day and age no one cares at all. . even If you boldly proclaim you are buying lingerie for yourself!)
When you are young and in your 20's, you are thin and buying cloths is easy if only it were always that easy. . .After getting my first credit card, I discovered catalog shopping. This was in the days before the internet and even dial up BBS's were very popular. My choice in lingerie at this time ran to very small cup bra's that I could wear under a shirt and sweater. Avon fashion had a thin cup bra that was perfect.
A few years later, I married at age 21. My first wife was told about my cross-dressing from the start and never had a problem with the issue. Although the marriage did not work out, She and I are still on good speaking terms to this day.
I married a second time in the 90's when I was in my 30's. Having a wife that accepted the behavior made life much easier. Not only did she accept it, but she also encouraged my cross dressing. A few weeks before we were married, she had gotten a pair of small and inexpensive silicon breast forms for my birthday. Before that, I had been using foam that had been cut to size and shape. At this point, I was also an RN, and had enough disposable income to afford the "hobby" and a wife comfortably.
When we got married in Las Vegas, while I was wearing a bra, my first pair of silicone breast forms and panties! A few weeks before we were married, she had gotten a pair of small and inexpensive silicon breast forms for my birthday.
MID LIFE REFLECTIONS
of my life and cross dressing are many and varied. I do not regret putting on a bikini the first time. I enjoy my cross dressing. My wife enjoys my cross dressing and encourages it as well. I have often wondered, what set of factors drove me to dress a second time. . . I would think that the first time would have some amount of excitement for anyone, but WHY does anyone continue to cross dress? I have read extensively about it, but there are no real answers.
In my life, all the girlfriends (save one) have been very accepting of cross dressing. It truly saddens me when I read of an older cross dresser who kept cross dressing from their spouse and were later discovered with disastrous results. Keeping such a deep secret for so long from you soul mate could only be seen as a deep deception. I am thankful that times have changed, and at least in my case all I have shared with have been understanding and accepting.
I did have one girlfriend who went psycho for other reasons and tried her level best to destroy me. She went to all my friends and family, and promptly told everyone that I cross dressed (and a few lies as well) At the time is seemed like a disaster. I soon realized a valuable truth though. I realized that to those who really loved or cared about me, would accept me as I AM. It was from this event that I gained the courage to tell everyone that I really did cross dress. Out of the friends and family I told, everyone was fine with it. I was not going to let my cross dressing be used to hurt me. If everyone knows, you can't harm me with the truth.
TODAY MY CROSSDRESSING
is almost exclusively "under dressing." That is, I wear a bra with silicone breast forms, panties, and Keds or some other not glaringly obviously woman’s shoe. Keds are good, black Mary Janes are good. . .In all the time I have dressed this way, I have only once gotten a strange reaction and that was in a book store. I was wearing white keds and some fellow just stopped, mouth agape and stared at my shoes. Never said a word. . just stood there with a stupid look on his face.
From the first time I went into a woman’s shoe store (with my wife) and asked to try on women’s keds, (the salesMAN never said a word, just helped me like any other customer) I have never had a problem buying women clothing or shoes. I want younger cross dressers to understand that salespeople don't care, it is a sale. . that’s it. About the only group you might have problems with is young teen age girls in wolf packs at the mall. . .
I have discovered that I can wear an under wire bra with 36B silicon breast forms and not be noticed under a bulky or loudly colored shirt (such as a Tiki or Hawaiian shirt)
2022 UPDATE, MUCH HAS HAPPENED IN THE YEARS SINCE MY LAST UPDATE in 2010.
Where to start? I have been married a total of 4 times, and in each case my wife accepted my cross-dressing. . some wives were more “enthusiastic” about it than others, but overall, none rejected it. Wife #3 was a girl, literally my same age, and who had graduated from another High School in the city area that competed with my school way back in 1977. . .she was a bit reluctant at first, but after chatting with her best friend who told her that cross-dressing was just a “fetish,” seemed to solve the issue for her. After that it was not an issue. . .Of course, her son was gay, and she was a bit conventional. Still, it was not a problem.
Wife number four was the most accepting of all. We were married when I was in my 50’s, and she was a bit younger. She had three children, two boys and a girl. . Which presented some interesting challenges. “We” collective decided to tell the two children (middle boy and younger girl) that I cross-dressed. It went surprisingly well, and I discussed it in another post. We only had a single worry that one of the children would spill that fact to their father (with whom I initially had a contentious relationship) but we explained about personal information that one does not tell everyone else. Of course, we had to thread a needle here as we wanted to make sure that if anyone inappropriately, you MUST tell someone, your mother, a teacher, whoever. Amazingly the kids accepted it and had no problems keeping it under wraps. . .
GETTING CAUGHT, OLDER YEARS
I would add that the eldest boy was not told, but found out of his own accord and was in a most embarrassing way. One night my wife went to her mothers for an evening, and the youngest stepson went to spend the weekend with his elder brother (who was out on his own at the time when his mother and I had married) I was off that weekend and was home alone. Sitting at the computer in Bra, breast forms, and jeans. . I had locked the front door, but younger boy had a house key. The kids were playing video games and decided to come back home to get a different controller. .
About 21:30 (9:30 PM) someone was making noises at the front door. . I went to investigate when the door swung open, and in come the stepsons, only to find me retreating to the bedroom wearing a bra. . I wish I could say Hilarity ensued, but only for the boys! I explained and of course, in short order, he spilled it to everyone in the family. . brother in law, sister in law. Mother in law. . you name it. . Fortunately, they did not tease me about it. . and said little. But It was out.
ANOTHER SOURCE FOR CLOTHS
Just a quick mention to the newer cross-dressers. If you have not been to Goodwill or other secondhand shops, you should visit them. IF you want to build a wardrobe, Goodwill is the place to go. They have a wide selection of dresses, skirts, blouses, jeans, pants, coats. . . you name it! The stuff is attractively priced, and literally no one cares if a guy comes in and takes a dress into the dressing rooms. We have 5 Goodwill centers in my area, and I have been to each one, tried on cloths, and purchased them without incident or funny look. I have even had some interesting discussions with people about the issue while there!
CROSSDRESSING IN YOUR 60’s
These days, at an age of sixty-two, I never would have imagined myself still cross-dressing at this age. I don’t know that I can say I gave it any serious thought, but just never imagined it. I still underdress. . wear a bra and small forms, panties, and often black ballet flats while out and about. There is very little sexual component left to it today, but I still engage in sex, often cross-dressed. These days, I worry more about finding a decent bra, than anything else. After years of underdressing, I realize that no one is going to “catch on” that I am cross-dressing, and even if they did, would not likely even care. People hugging me? Not a worry. . in all my years underdressing, NO ONE has ever noticed. . .
I don’t wear lingerie to the occasional doctor’s office visits. . Such things are not their business, and I really don’t see letting the docs or their staff “discover” that I am wearing lingerie to be of any value for anything. There is a difference between accepting one’s cross-dressing and one proclaiming to the world, “Look at me, I am wearing panties and a bra!” So what? . . .the world does not WANT to know, nor do they care.
NO PURGING ZONE:
I would add that because I had accepted my cross-dressing early on, (remember my mention of reading "*Everything you always wanted to know about sex, but were afraid to ask?" in the 70's? That helped me to understand I was not going to change the behavior, and the best course was to accept it.) I never tried to change it, and never really had a desire to change it. I would add that if I had to do it all over again, I don't know that I would consciously pick up cross-dressing casually. Beats the heck out of exposing ones self, and risk getting arrested, or some of the really weird sexual fetishes.
Strangely, I did, one time around age 17. . and took all of my lingerie and hung it on a tree near a neighbors house. Neighborhood kids at the time thought it strange but never connected me with the incident. To this day, I still don't know WHY I did that. . but never went through a purge/replace cycle after that.
MY BREAK WITH THIS INTERNET SITE AND THE CROSSDRESSING/TRANSGENDER COMMUNITY
It has been some time since I have posted on this website. In fact, I have dropped off the site, as well as any other cross-dressing sites. . the “why” goes back some time, but you deserve to know why.
This goes back to the early days of my public admissions of cross-dressing. . Around 1994, I had decided that I wanted to expose the third wife to my cross-dressing in a different way. Not just a boring recitation of facts, but more on questions such as: Why I did it, what I got out of it, that I was not gay, and more importantly that I had no desire to become a woman. There was a local group dedicated to exactly these concepts. A nationwide group called Tri-Ess.com. They still exist to this day. As they put it:
“Tri-Ess is an international support and social group for straight (heterosexual) cross-dressers and their partners, spouses, and families. Our organization has provided over 50 years of cross dress service!
We are comfortable with our birth gender and feel no desire to change it. But we have an opposite-gender facet to our personalities that most people either don't experience or rarely express. By accepting and exploring our cross gendered side, we find a broadening of experience that can be enriching, fulfilling, and liberating. We dress in emulation, rather than in mockery, of the opposite gender.“
Their mission, is and was, the heterosexual support for “cross-dressers and their partners, spouses, and families. . .” Note the distinction. . Transsexualism is not listed. I recognize that this will not win any brownie points these days, but there are people who just want to cross-dress and have NO DESIRE to change their sex. I am not going to spend a lot of time on the how’s and why in this update, but to say, that this same issue that has largely killed Tri-ess, has greatly affected this web site as well. People deciding they were transgendered and not just, "cross-dressers.
Don’t get me wrong. . there are some amazing people on this web site. Most of the people here are. I have had, historically an ongoing disagreement over the issue of cross-dressing v. transgenderism with this site. Please just understand, I am not telling anyone, how to live your life, you alone are the best judge of how to live your life. However, by the same token please understand that crossing the barrier from Cross-dressing to Transgenderism is a significant one. It is not to be taken lightly, and it is not for everyone. Deciding one day to change your sex is not a panacea to a perfect life. Nor is it something you can easily come back from. You cannot just change your sex like changing cloths. It just does not work like that.
Just be aware, you don’t HAVE to cross the threshold to Transsexualism to be happy. . others can and have done it and are happy in life.
Wishing you well, in which ever road you choose-
Wesley