Your Stories

Men wear bras for many reasons. Some want chest support due to a condition like gynecomastia (growth of breast tissue). Others enjoy the feel, the look, or the excitement that comes with expressing a different side of themselves.

For most people, the idea of a man wearing a bra might seem unusual, but for some men it’s a source of comfort, confidence, expression, and even intimacy. Whether it’s for physical support, emotional satisfaction, or pure enjoyment — wearing a bra can be a deeply personal and affirming experience.

One of the most common questions I get about the bras for men is which type of a bra is better for a first time purchase. Here are a few tips to consider before buying your first AA cup bra, either you have some cross dressing experience or all you love is simply feminine lingerie.

Putting on a bra for men for the first time can feel a bit like stepping through a secret wardrobe into Narnia—except the gateway is elastic, lace, and a couple of cups. I've rounded up real stories from men who braved (and enjoyed) that very first clasp-and-strap moment. Here’s what they said—and why. That “click” can be downright magical.

I dressed again and I knew I needed to buy some different panties that were more comfortable so went back to the same shop. I realized that I could wear my stockings and panties under my jeans and nobody would know. It felt exciting looking at women's panties when I was actually wearing some. 

Crossdressing - "It doesn’t mean anything other than wearing an outfit of your choice". Introducing Holly, the real-life inspiration behind our stunning, feminine lingerie for men, and the captivating face of The Flat Bra online shop.

I have learnt that not every man wearing feminine clothes and lingerie is accepting to be called a cross dresser. As much as I don't think it is an insulting term in any way, I can see how our community is divided in this matter.

What life can look like when the wife accepts crossdressing desires as sexy and natural.... You are one lucky man, Tara. Thank you for sharing!  "I would wear panties and lace top thigh highs under my pants and she thought it was sexy. I realize now that I was living my life through her. We were married and she still dressed slutty for me".

I guess for me, it was not really about 'cross' dressing but about 'sexy' dressing. That is, I first thought about wearing supposedly female only clothing because it is generally much more sexy and interesting than supposedly male only clothing. Why can't I have lacy underwear, stockings, suspenders, a dress that reveals my shoulders and back, six inch heels with sparkles, etc. just because I can grow a beard?

I decided to publish this letter from my crossdressing customer as it has been exactly a year since I received it and I have not heard back from him despite multiple attempts. I hope he is well. Molly, thank you.

Life is a very short journey and men who don't wish to follow the social script, suffer more than anyone.  Women are free to wear what they want but did have to fight to get that freedom. Now pants, jeans, shorts and suits are considered open to all. Men still have the conservative social limits placed on us. - A marvelous must read for all.

This is the story of a beautiful woman and her self-discovery. The story about confusion, misunderstanding, enlightenment and marriage struggles. I am sending her strength to follow her natural need to be true self and I cheer for her success in transitioning to be fully the woman she is meant to be.