Women dressing in MEN's underwear/clothes

[000zing]

I wonder... just a long shot... is there any female equivalent of the well-documented male fetish of dressing in women's clothes? I'm not really referring to full-blown transvestism here but to the (occasional) heterosexual kink. More to the point... could a story be built around it?

 

[DarkSollat]

could a story be built around it?

Of course! Many men reports that women looks extra sexy when they wore their clothes, like oversize (for the women) shirts or hoodies.

My idea would be. A woman composes nice clothes with a short skirt, but discovers that all her briefs are dirty. To not resign of the fit, she concludes that she could wear her boyfriend's tight boxers. She does, and discovers that they're extra comfy, so she keeps wearing them. A few days later, she undresses, and her boyfriend sees her wearing his panties - but instead of being mad, he's like "babe, your ass looks spectacular in those!" Then, completely captivated, he proceeeds to hump his cock against her clothed ass and cums from that hard. Since then, dry humping comes back to their bedroom, but only when she wears his undies.

 

[Brandnewbuddy]

I don’t know how to write a story to make that hot but but a hot woman in a suit and she will become exponentially hotter.

As for underwear I think that kind of is shown in the popularity of that Calvin Klein women’s underwear where it looks more like men’s briefs.

So yeah, don’t know how I would personally write it but yeah, women in men’s clothing can be very hot

 

[CuttingEdge]

I might write it as a bet.

A businesswoman and her male coworker argue, and he accuses her of only being the best saleslady at the company because she dresses to please; high heels, short skirts, etc and is very flirty. This argument stemming from a happy client where at a restaurant, she is invited into the mens bathroom so she can give the client a blowjob and sex. He asserts, it is not her skills but her clothing is why she gets plenty of sales.

So she agrees to wear mens clothes to see if she can get the same result.

She does, and almost accidentally, gets another big sale. She was not even expecting to turn-on the client, but does so A LOT, and naturally pleases the client sexually.

From that, she concludes the coworker was right, she gets the sales because she is sexy and dresses the part; male or female attire. I would even have the story end on a humorous note, having the woman tell the male coworker, “Okay, I dressed in mens clothing, now its’s your turn”, and holds up a stack of clothing consisting of panties, pantyhose, a miniskirt and a top. He is left to believe, she is serious and that he must wear it!

 

[DarkSollat]

and naturally pleases the client sexually

Naturally

 

[CuttingEdge]

Naturally

As a writer, one of the hardest things to do is write true to the character. If she typically is sexual with a client to get a sale, she would naturally do that wearing mens attire as well.

 

[jaF0]

Sort of a companion/inspirational thread: https://forum.literotica.com/threads/women-dressed-as-men-wearing-ties-or-wearing-suits.1588400/

 

[Becky_Sapphire]

I have a very niche fetish for woman in padded jockstraps and boyshorts

 

[DarkSollat]

As a writer, one of the hardest things to do is write true to the character. If she typically is sexual with a client to get a sale, she would naturally do that wearing mens attire as well.

Hm. TBH it kind of contradicts the point of your idea. I mean, the bet doesn't really make sense if she indeed has high sales because she sleeps with the clients.

 

[Carnevil9]

A woman notices that her new boyfriend seems surprisingly appreciative of good-looking men. Especially men with tight buns, broad chests, muscular arms, etc. She wonders if he might have a bisexual streak that he hasn't shared with her, or maybe that he isn't even aware of himself.

So one day, he comes home to find her in his apartment, dressed in one of his dress shirts, a tie, a sport coat, and one of his hats. Nothing below the waist but an enormous strap-on. She tells him, in a deep-pitched voice, to get naked and get on all fours on the bed. He quickly complies and she shows him what it's like to be taken from behind. They both love it.

Does this become a regular part of their love-making repertoire? Or is it just a stepping stone to bringing another man into their mix so the BF can experience the real thing?

 

[LiverpoolMaster]

Hi OP. Would the following possibly speak to your idea?

I can picture an event of some kind - maybe held at a women-only retreat where females go to be pampered with spas, massages etc. This would be a classy evening event where fine dining is accompanied by one-to-one dancing. The nub of the matter would be that, almost as a humorous twist, half of the women would be requested to dress in male evening attire - DJs (what the Americans call 'Tuxedos') etc., which are provided for them to use.

The narrative would follow the evening of one particular woman who discovers that dancing with that petite little housewife - and specifically being dressed as a man - is beginning to give her strange feelings...

 

[Willywin]

My wife has had many affairs over the years - with my knowledge. Many years ago, In the 'early years' I would make a joke about how much we were spending on buying new sets of underwear for her as she was always leaving her panties behind with 'collectors'. Then one night, after she had been out with a 'one night stand' she began undressing for bed and lo and behold she stood before me and said 'Ta-daa'. My wife was wearing a pair of boxers - she chuckled and said she'd asked the guy if she could keep them as a souvenier. The joke on me was the next time she did the laundry she washed them, ironed them, and then added them to my underwear drawer. Not being slow on the uptake I noticed and she wittily replied, well it saves on buying me new...
I didnt question the cost of buying new panties anymore.

 

[SteelPoint]

My wife has had many affairs over the years - with my knowledge. Many years ago, In the 'early years' I would make a joke about how much we were spending on buying new sets of underwear for her as she was always leaving her panties behind with 'collectors'. Then one night, after she had been out with a 'one night stand' she began undressing for bed and lo and behold she stood before me and said 'Ta-daa'. My wife was wearing a pair of boxers - she chuckled and said she'd asked the guy if she could keep them as a souvenier. The joke on me was the next time she did the laundry she washed them, ironed them, and then added them to my underwear drawer. Not being slow on the uptake I noticed and she wittily replied, well it saves on buying me new...
I didnt question the cost of buying new panties anymore.

Interesting. I suppose it would be indeed be possible for a 'hot wife' or similar to become a trophy hunter in the sense you describe.

I think the OP's point was something different, though... could there be an erotic 'thrill' involved for a woman in actually wearing them?

 

[FantasySharer1]

I like the idea of a sister wearing her big brother's used briefs just to feel closer to him. She knows his pre-cum, pubic sweat, etc, are all in there and so she does it to feel safe and connected, and slowly awakens her deep sexual longing and attraction for him the more she does it.

It flips the panty-stealing paradigm into reverse, as the brother realizes all his briefs have women's discharge/pussy juice in them when he goes to wash them, and realizes his sister has been stealing them.

 

[CuttingEdge]

My wife has had many affairs over the years - with my knowledge. Many years ago, In the 'early years' I would make a joke about how much we were spending on buying new sets of underwear for her as she was always leaving her panties behind with 'collectors'. Then one night, after she had been out with a 'one night stand' she began undressing for bed and lo and behold she stood before me and said 'Ta-daa'. My wife was wearing a pair of boxers - she chuckled and said she'd asked the guy if she could keep them as a souvenier. The joke on me was the next time she did the laundry she washed them, ironed them, and then added them to my underwear drawer. Not being slow on the uptake I noticed and she wittily replied, well it saves on buying me new...
I didnt question the cost of buying new panties anymore.

My wife and I did something similiar.

We had sex on the couch and she used this blanket to clean up.

The next morning the kids were going to their father's house, and the daughter wrapped up in it and insisted she take it to her dads house. When he dropped them off after the weekend, he brought the blanket back and said he had laundered it.

I am not sure that makes him a creampie cleaner per se, but we laughed knowing that was exactly what he had done.

 

[la_ruche]

Outdoor, hiking setting? Lots can go on in tents during the night and most of the females I’ve been hiking and camping with wears “manly” clothes like briefs for comfort.