You wake up in the morning feeling the cool satin of your pastel pink nightgown… yes, you are a man who sleeps wearing women’s nightgowns. You’ve liked it ever since you tried on Mom’s nightgown years ago and it’s okay.
You put on your floral robe – satin too – to drink your coffee., tying back the hair you’ve let grow longer as you read the newspaper.
After breakfast, you realize you woke up early. You can exercise a little, put on leggings and a brightly colored sports bra. After training and a good shower, you’re happy to see how successful your last waxing was.
You start preparing for a new day: put on makeup – it’s not feminine makeup, but it’s important to enjoy the process. Apply a discreet lip moisturizer as if it were scarlet lipstick. Dry and comb your hair.
You wear a suit and tie, of course. It’s the corporate world. As it is cold, you should wear a vest. Your underwear is gone. You now wear delicate boy short panties – like the black lace one-piece you are wearing now.
The cold encourages you to put on pantyhose – and over them a man’s sock.
You wear men’s dress pants – slim fit, of course.
You start to put on your shirt when you remember a detail… Then you open a dresser drawer, which reveals your bra collection. Yes, you took advantage of cold days in the past, by wearing your sister’s bra when going to go to school. But now you have your own collection and can choose the most appropriate piece for the context.
Generally, you choose tops or bralettes, preferably without fasteners or adjusters, as you cannot mark the outfit. But the day is cold, and you risk a bralette with clasps on the back that match your panties. It’s magical to button and unbutton bras.
Just in case, you still wear a men’s tank top to disguise it. You button the satin dress shirt, which has no transparency – you don’t wear white T-shirts. Did you forget the bra may appear through it? Then, put on your tie, vest, and jacket. You also risk adding some accessories and jewelry that are theoretically masculine but have a certain feminine charm.
Office life seems more exciting when you’re in lingerie. The bra’s permanent embrace and sense of adventure make you calmer and more productive. A somewhat masculine style, but with a touch of femininity. The tighter cuts and fabrics, like satin, make it feel better.
When you get home at the end of the day, you start to undress. Like every woman, you feel a certain relief in unclasping your bra in front of the mirror, you see your body with the marks that the bra left on you after a long day. After a relaxing bath, you need to make a decision – after so many decisions you made that day.
The night is not over. Should I dress up now? In a dress, wig, makeup, and a padded bra (maybe with forms), and go to a party? Your biggest excitement is when people think you’re a woman. It’s great to receive compliments. Will there be a man or woman that might desire to kiss you, as has happened before? It doesn’t even come close to the frustrating few you achieved as a mediocre male kid. Your female version is your salvation.
You may be a little tired to leave the house, instead choosing to wear that exuberant lingerie and calling a friend to stop by. She may be the one that unclasps your bra, and vice versa. Or he could be the one to snuggle into as you explore possibilities born of curiosity.
But you’re out of patience and decide to leave the party for the weekend and call it a night. You put on your satiny pastel pink nightgown and get ready for bed.
Tomorrow is a new day. You have an appointment to get your nails done with that neutral nail polish. As with most feminine routines, the important part is in the experience!
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- What I Learned from wearing Bras
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Marie Claire

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I do love the way I dress for the day the same ways.
Very good!