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WIBTA for wearing a dress?

by Ankit
September 19, 2025
in WIBTA
Reading Time: 6 mins read
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In a world where love is often tested by hidden truths, a man carries a secret close to his heart—his passion for crossdressing, a part of him since childhood. Despite a strong and open marriage filled with trust and devotion, this deeply personal expression remains a quiet shadow, met with unease from the woman he adores most.

Their bond, built on honesty and mutual respect, faces an unforeseen challenge as he yearns to share a piece of himself she struggles to embrace. It’s a delicate dance between acceptance and fear, love and vulnerability, where the true strength of their connection will be revealed.

WIBTA for wearing a dress?

Throwaway for obvious reasons. I (26M) have been married to...

We are incredibly open with each other, and I feel...

From the very beginning there's only been one thing that...

Ever since I was 7 or 8 I've enjoyed wearing...

As I got older I naturally wanted to try more...

I was optimistic at first that my wife (girlfriend at...

I get it, and I don't blame her, it's definitely...

Here's where things get tricky though. For context, I haven't...

Sometimes it comes up in conversation as a joke or...

and she generally says two things: 1) She doesn't really...

2) She doesn't want me to do it when she...

I totally get the first point, and I don't want...

I want to clarify that crossdressing is not my life,...

I know to a lot of you this probably sounds...

Having some girls that are accepting that could help me...

I really hoped my wife would be that person for...

So, WIBTA for dressing up and talking about crossdressing to...

I really want to emphasize that she is an amazing...

I don't want to betray her trust, I just don't...

What do you think of this story?





THE COMMENTS SECTION WENT WILD – REDDIT HAD *A LOT* TO SAY ABOUT THIS ONE.

unlocklink NTA But I would suggest first trying a conversation...

She can't have both - by stipulating both she is...

she married you knowing who you are and it's unfair...

So, she needs to decide if she's happier seeing you...

PeachyPosterior or happier that you: NTA Maybe let her know...

but she doesnt get to control how you dress, who...

or who you talk about it with (hopefully a supportive...

If a woman wanted to wear baggy t-shirts and basketball...

Bis*xual-Bop-It because they like t: NTA I would tell her...

therefor it isnt behind her back. For example,

if you have a good friend that would support your...

you will most likely be crossdressing. That way it's not...

crackbaby443 I have no judgement but I do encourage you...

He is a straight crossing dressing male. He owns a...

If you look hard enough he explains how crossdressing has...

notAgirl77 NTA. It's a form of self expression. Frankly, cross...

Clothing doesn't have a gender. It's clothes. Are women cross...

MaxVictory NTA You do you. Go on forums and talk...

Talk to her more in couple's counseling you need a...

There has to be something else about why she doesn't...

jadakissed143 You shouldn't have to hide who you are to...

although your wife's argument holds no water. This is clearly...

It isn't hurting anyone. It's not violent or illegal. But...

What isn't fair is her expectation that you squash down...

dorofeho NTA crossdressing is harmless. Does the sight of her...

Wikidess YTA - not for wanting to wear a dress...

Having some girls that are accepting that could help me...

and would allow me to express this side of me...

ademptia but it's looking like that won't be the case.:...

but i have this to say. first of all, you...

try to resolve the issue, or separate if it doesnt...

second of all, you specifically say you wish you could...

After reading through the Reddit comments, it’s clear that many people empathize with the original poster’s experience. A lot of commenters appreciate his honesty and the openness in his relationship, emphasizing the importance of communication and mutual respect in navigating personal interests that might be outside the norm. Some suggest that with time and patience, his wife might become more comfortable as she better understands his perspective, while others stress the importance of boundaries and consent in any relationship.

In my opinion, this story highlights a crucial aspect of intimate partnerships: acceptance does not always mean immediate understanding, but it does require ongoing dialogue and empathy. The key takeaway is that both partners should feel safe and respected in expressing their authentic selves. If they continue to support each other and communicate openly, they stand a good chance of finding a balance that honors both his love for crossdressing and her feelings.

Ankit

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