Wearing a bra to bed

Seems like there are two reasons to wear a bra to bed, either to sleep in it or for other adventures instead of sleeping.

Photo credit: hiddencage via
Foter.com / CC BY-NC-ND

Women seem to look for the first opportunity to take off their bra at home, and don’t seem to like the idea of going to sleep with their bra on.

I’ve tried sleeping with a padded underwire bra on and found that it took some getting used to turning from side to side, though I did like the lines it created on my skin when I took it off the next morning. Sleeping on my chest was a bit uncomfortable and ran the risk of indenting my cute bra cups. Lastly, the lace on some bras seems so delicate that it might rip if snagged when turning from side to side.

Sports bras are much more comfortable for sleeping in, jus watch out for them being too tight or affecting your circulation. Sleep bras (mostly cloth, no support, no underwire, no padding) are probably the best bra for sleeping in. They keep the chest in place, yet aren’t uncomfortable.

But for us who only sleep in a bra occasionally, it’s still a fun experience!

Real men wear sports bras

Photo credit: Ahnubis via
Foter.com / CC BY-NC-ND

It's Sunday, a day guys all over the country spend hours watching, talking, thinking football. As for me, I spent most of the day wearing a new sports bra I recently purchased, at a crazy low clearance price, while catching up on football news.

Real men wear sports bras. Sports bras support the chest and back, keeping the upper body snug. Extremely comfortable and lightweight, yet durable and protective. Comfortable enough to sleep in, subtle enough to wear in guy mode.

Workout clothes seem to be one area the guys closet is borrowing more from women, with more feminine-cut tank tops, trendy pink sports shoes, compression runner's tights. I hope sports bras make that crossover someday so that guys all over can experience such comfort.

Retail Therapy

One more post I wrote on crossdresserheaven.com

The daily struggle living life as a secret crossdresser can be stressful and depressing.

Just like many normal women, wearing stylish heels or cute flats in guy mode, I’ve found retail therapy!

There’s something relaxing about spending an hour before work or at lunch openly trying on heels at my favorite shoestore, browsing the clearance dress rack in a dept store, taking a long walk wearing flats, confidently looking through racks of cute used outfits.

Seeing so many other attractive women shopping, noticing their different outfits, and admiring their flats, heels, sandals, and wedges. Finally, complimenting women on styles I like.

It all feels so normal.

Then back to work or life, back into guy shoes, back to surviving as crossdresser trying to balance it all.

I am that b***ch

Another post I wrote on crossdresserheaven.com...

I am that b***ch, the one her husband keeps thinking about with the tall, shapely body, protruding breasts, slender legs made for stilettos, and a personality that seems to make friends with anyone.

I am that secretive woman whom he spends time with sharing his deepest fears and desires, while making up stories why he’s late.

I am that seductive mistress who sneaks into his house late at night, wearing short dresses he can’t keep his hands off.

I am that mysterious girl that intrigues him, hiding online while he spends hours trying to learn more about.

I am that alluring beauty that he obsessivey shops for, always searching for the perfect outfit for, then hides countless gifts of shoes, dresses, purses, lingerie in the back of his closet.

I am that wh***e who gives him pleasure in ways she can’t, who takes him to heights he’s never been to, who creatively keeps him craving for more.

I am her husband, the husband of an amazing woman who deserves better, the husband whose crossdressing secret crushes her, the husband she could never support with his crossdressing, the husband who struggles to find the right path.

Happy Crossdresser Day

Sharing a post I wrote on crossdressheaven.com...

Happy Crossdresser Day….so many times I’ve wanted to say that today instead of Happy Halloween.

For many of us crossdressers, today has such a special meaning, it’s a day we’ve used as an excuse to try to test the social waters around us to feel the temperature of acceptance, or it’s a day we’ve tried going out dressed up and hid among the other costumes, or it’s the day we dream of being ourselves, or it’s the day we find wigs, fake nails, cheap makeup, size 10-13 heels, fishnet stockings, kinky outfits appear in stores everywhere. There are the discounts too the day after.

For me, Halloween has so many crossdresser memories. Years ago, a few weeks before the day, I bought a pair of heels, borrowed (without asking) an old dress of my wife’s, borrowed her tights, put everything on and showed her my “going as a girl” outfit. It almost sounded plausible except for my wife suspicious wondering why I didn’t want to go dressed to work like that for Halloween, or why exactly had I bought a pair of women’s shoes and when was I going to return them to the store. Then, weeks later, her wondering why I hadn’t returned the heels back to the store.

A few years ago, I had the audacity to wear women’s clothes out, sort of blending into guys clothes, while running errands on the day. Unexpectedly, I ran into a couple of female friends and tried hard to conceal the feminine highlights on my jeans pockets. One of them seemed a bit perplexed as she gave me one of those tight, feel up my back hugs, where I’m sure she felt my padded bra push up against hers, or her hand waved over my bra strap/closure being felt through my shirt. She did smile, but has never made any mention of her suspicion.

Then, there’s the yearly ritual that maybe this will be the year that I surprise coworkers and family with a realistic feminine outfit, only to shyly retreat back into the closet and just wear drab as I silently protest a holiday in which men wearing women’s clothes brings many unexpected remarks, from applause for the comedy, to admiration of the fashion choices, to amazement over balancing in heels, to crude remarks from jock-type guys.

It’s almost over, hope your Halloween or Crossdresser Day went as well as you expected!

Photo credit: lavishlylush via Foter.com / CC BY-NC-SA