Do You Feel Guilty About Crossdressing or Being Transgender?

crossdressing transgender guilt

Do you feel guilty about crossdressing or being transgender? A lot of “my girls” tell me that they do.

If you have to lie or sneak around to keep your femme side hidden, then I can see how that would bring up guilty feelings.

But let’s get one thing straight – there’s nothing wrong with crossdressing or being transgender.

We live in a world with very defined gender roles. Unfortunately, these roles are even more rigid for males.

It’s OK for women to express their masculinity by dressing like tomboys or by acting strong and assertive. But if a guy acts feminine, he’s labeled as “weak” or “gay”.

The underlying message is that it’s OK to be masculine (even if you’re a woman), but femininity is something to be ashamed of.

What the heck!?

Society is slowing changing, but the time to reject these outdated messages is NOW.

I think Iggy Pop said it best:

“I’m not ashamed to dress like a woman because I don’t think it’s shameful to be a woman.”

Iggy Pop dress quote

I’d love to hear your thoughts on this topic.

Do you struggle with guilt or is it a non-issue for you? How did you deal with your guilt and how would you advise other girls to do the same?

Please take my poll and leave me your comments below!


Do you feel guilty about crossdressing or being transgender?

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Feminization hypnosis - The Femme Hypno Transformation ProgramP.S. If you’ve been struggling with guilt and need extra help, you might be interested in my Femme Hypno Transformation Program.

I created this program to not only to help you express yourself as a woman, but to let go of emotional blocks that are holding you back. Click here to learn more now.

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  1. I voted no because I no longer feel guilty. But, I did feel guilty for many many years. I have not like that since I came out, yea!!

  2. Last year,I went through the acceptance/denial stage of my crossdressing.I was,also,going through my mom’s battle with cancer and eventually her loss.I love wearing women’s clothes and like looking in the mirror and enjoying the look and feel of the Top or bra I’m wearing @ the time.I should not feel guilty for something I enjoy and causes no harm to others.I have come out to a few people recently including my sister.My father and my 8 year old niece No.I just bought another pair of ladies shoes,today.They are Montego Bay Club black and gold ankle strap platform wedges and I love looking @ them in the mirror when I have ‘em on my size 10 feet lol!!

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