Crossdressing is still a big taboo, and it raises fears even in those who don’t practice it.

One of a crossdresser’s biggest fears is that of being “caught” doing it. It starts with the risk that the boy who is trying on his mother’s or sister’s bra will be caught by the real owner of the piece, or even by his father or someone else.

The boy realizes that he likes to wear a bra – or any other feminine clothing – and feels insecure:

“I’m a boy. I’m a man. But I like women’s clothes. Do I want to be a woman? Am I trans? What is my sexual orientation?”

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After a while, he decides to buy his own clothes.

“If I buy in a store, will anyone notice? What if I meet someone I know? If I buy online and someone opens my order and finds out everything?”

Then, unable to practice crossdressing explicitly, he has the idea of practicing underdressing outside the home.

“I’m wearing panties and a bra under my men’s clothes. What if someone notices? What if the panties show? What if the outline of the bra shows? What if I get sick and the doctors discover my ‘secret’?”

Then he starts a relationship – with a woman. More fears, more doubts.

“Do I tell her? What about the temptation to try on her clothes in secret? Would hiding my crossdressing or wearing her clothes in secret be cheating?”

The crossdresser experiences several fears throughout their experience. But whoever is next to him too.

Imagine the mother catching her son wearing her clothes.

“Is this normal? Should I take him to a psychologist? Is this an illness? Does he want to be a woman? Does he like men?”

Some parents are more violent and apply punishments and beatings to “correct” their child. Others try to talk to him. But still they are afraid. For them, their son is not “normal” now.

The situation is made worse by the fear of other people finding out. “What if my son is judged by others? Or even attacked for wearing women’s clothing?”

In the romantic field, the situation is no different. It would be a shock for a woman to hear from her husband that he likes to wear women’s clothes – even worse would be to catch him in that condition.

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“Does he want to be like me? Does he want to compete with me? Does he want to be a woman? Does he really like women? Does he really like me? What if he’s using me as a facade? What if he wants a man? What if he wants me? Exchange for a man?”

A woman in this condition may even have her self-esteem compromised: “Maybe I’m not a good woman, that’s why he’s acting like this?”

Furthermore, it is clear that women, sisters and mothers of crossdressers will not feel comfortable discovering that their husbands, boyfriends, brothers and children were secretly wearing their clothes – including their underwear. In addition to being an invasion of privacy, this may be unhygienic.

To better deal with taboos and fears, the first step is information. Understanding the difference between gender identity, gender expression, sexuality and other topics is very important.

It is also necessary to have dialogue. This resolves many doubts between the crossdresser and his mother, sister or wife. Dialogue must be respected by both sides. If the crossdresser wants to have the freedom to express his feminine side, he must do so with his own clothes – after all, it is not very hygienic to wear other people’s panties. Furthermore, most women expect to have a relationship with a certain profile of man, which often does not fit into a crossdresser. Many women even tolerate their husbands’ crossdressing, but prefer not to see it in practice. It’s their right. Be the man she wants to see and have by her side when you are with her.

Obviously there are exceptions: Women can benefit from their husbands/boyfriends’ crossdressing: from combining the practice with sexual games to even having a partner who understands them better as a woman and helps them with everyday issues.

Transparency is also important. Many women feel betrayed when they discover “by chance” that their husbands dress like her. Many men hide the practice for fear of losing their girlfriend or wife. On the other hand, when people talk about crossdressing they may walk away. It’s a big taboo.

It is very important that you evaluate your crossdressing if you enter into a relationship. If you realize that she would not support your hobby, consider not entering into the relationship or staying away from crossdressing. Life is made of choices, and each choice is a renunciation. Evaluate what is best for you in the long term. Crossdressing in secret while your wife is away is safe… until she arrives early!

Psychological help can be very positive for the crossdresser – and their family members. It helps to establish dialogue, clarify doubts and improve relationships. Consider couples or family therapy. Individually, therapy will show you paths and facilitate decision-making, reducing fear.

– What fears do you have regarding crossdressing?

– Do you think your mother, sister, girlfriend or wife has any fears about your crossdressing?

– How do you and those close to you deal with these fears?

Sincerely,

Marie Claire

En Femme Style

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Jane Millane
Lady
Active Member
1 month ago

My concerns with going out in public are that where l live its a small community who have very small minds, they once had an adult shop here and it was closed down because the public frowned upon its existence. So l can’t venture outdoors dressed up.

Julia Reynolds
Duchess
Active Member
1 month ago
Reply to  Jane Millane

@Jane Millane Hi Jane!  All of us have had a good case of stage fright the first time we venture out in public.  For starters, why not go to a different community when you are dressed?  As long as you do a proper presentation of yourself and dress to blend in, nobody is going to think to themselves; “There goes Joe what’s his name wearing a skirt."  Most people are so engrossed in what they are doing that they either don’t notice or don’t care.  Last Monday I went to the same grocery store I have been going to for… Read more »

Jane Millane
Lady
Active Member
1 month ago
Reply to  Julia Reynolds

@Julia Reynolds l will first get used walking around close to home, a little by little

Jane Millane
Lady
Active Member
1 month ago
Reply to  Julia Reynolds

I do love the feeling when l dress up, it like l am not myself, l am someone totally different

Julia Reynolds
Duchess
Active Member
1 month ago
Reply to  Jane Millane

@Jane Millane One more thing……. when you come face to face with someone, be sure to smile.  Try not to get a deer in the headlights look on your face.
J

Jane Millane
Lady
Active Member
1 month ago

Hi Julia, yes l can see why, if you appear nervous or worried then l guess people will start to wonder maybe even suspect something is not normal 

Jane Millane
Lady
Active Member
27 days ago

I very much enjoyed your article, my wife embraces me and how l dress however at times l feel guilty as if l look silly when dressed, however this is me and l will never pretend to be anyone else but me.

Trish White
Baroness
Trusted Member
26 days ago

@marieclaire2  Hi Marie,      You have definitely nailed what most crossdressers go through especially in the beginning. When I met the love of my life and she wanted to get married I knew I had to tell her about Trish. There’s no way I was bringing a secret like that into our marriage. I also wanted to give her the chance to cut and run if that’s what she wanted to do.      Well, long story short it still took many years for her to start to understand the what and whys of crossdressing but with the help… Read more »

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