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Captain Obvious's Guide To Men Who Wear Women's Clothing

Updated on October 14, 2009

This is a conversation caught between Captain Obvious and an Impartial, dim, illiterate Observer (TM).

IdiOt: LOL He is wearing a dress! LOL! In all my days I have never seen anything like it!

Captain Obvious: Some men wear women's clothing. They wear it because they like it, because it feels good and sometimes because it evokes pleasurable feelings of being feminine.

IdiOt: I didn't read that last sentence, but I want to know why men wear women's clothes sometimes. Are they mental?

Captain Obvious: Men wearing women's clothes may do so for stylistic effect, because they feel a deep seated need to or just because they feel like it.They may or may not be mental, the practice of wearing women's clothing has not been statistically correlated to madness of any kind.

Women never have to answer for wearing men's clothing, because women have uteruses, or uteri, and these organs embody them with strange and magnificent powers of hypocrisy untempered by logic. Women are also known to cry if you challenge their fashion decisions and nobody likes making a woman cry, even other women shy away from causing this type of personal meterological storm.

IdiOt: That's sexist!

Captain Obvious: But I'm a woman, so I can say that, because I know it's true. Don't challenge me, my tear dam could crack at any moment.

IdiOT: Men who wear womens clothing must be gay!

Captain Obvious: Actually, most men who wear womens clothing are straight. They are attracted to the femininity of the garments in much the same way they are attracted to the femininity of women. Gay and bi men do wear lingerie sometimes too, but they are a statistical anomaly.

IdiOT: LOL so gay!

Captain Obvious: Unlike 'real men' who play rugby until their testicles fall out?

IdiOT: Precisely!

Captain Obvious: Yes, because groping and fondling and pouncing and slapping the asses of other men is entirely straight behavior, whereas being attracted to the trappings of the opposite sex suggests same sex attraction!

IdiOT: I'm a Christian, the bible says men shouldn't wear women's clothing.

Captain Obvious: So why is Jesus wearing a dress in every picture you see of him then?

IdiOT: That's not a dress, that's a robe.

Captain Obvious: Looks like a dress to me.

IdiOT: Fashions change. It wasn't a dress then, so it was okay and not gay.

Captain Obvious: Oh, so fashions aren't absolutely male or female one way or another?

IdiOT: Yeah.

Captain Obvious: So if clothing isn't really men's or women's, what's the problem with a man wearing a skirt?

IdiOT: OMG Ha LOL That's so gay.


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      Robert 8 years ago

      The current rage to place men in skirts isn't slowing down. In milan there were over 70 designers trying to express their desires to open the clothing market of skirts for men. I know that there are utilikilts now available and a couple of sporting goods companies have decided to start selling them. A group of kayakers are also advocating that their members wear either the utilikilts or manly skirts while kayaking. I wear skirts and skorts. The basis for this is because of a study conducted by a university in scotland. The study revealed that pants can cause a lowering of virility in men. It also hinted at pants could also be the reasons for the increase of testicular and prostrate cancers in men. The temp. levels for the male genitalia should also be 2 to 3 degrees lower then the body temp. Pants trap heat in that area. I don't know of any follow-up studies to verify the information, but I do know the scots went back to wearing kilts.

      Since I have started wearing skirts/skorts I have found that they are extremely comfortable, especially during the warmer months of the year. I am not gay. I've worn them everywhere and have NOT received any flack from anyone. So guys, if for nothing else but health reasons, buy a skirt or a kilt. You will see and feel a great difference in comfort levels.

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      Marree Jay 8 years ago

      Too funny, unfortunately though, sad but true

    • profile image

      Paul34 8 years ago

      I wear womans clothing and I dont care what people think of it :)

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      pauls_boat 8 years ago

      hi hope why do most "straight men" belive men who wear womens clothing are gay.

      i know a lot of gays and i dont know any who would go out wearing womans clothing, i also know many men who wear womens clothing but if some one said they were gay they would most likly punch them.

      it takes a real man to go out in a skirt when i have been asked if i was gay i always tell them no are you as over 99% of gays wear mens clothing that usualy shuts them up.

      great hub by the way

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      Kevinnzcd 8 years ago

      that is scaring similar to so many conversations I have had with both men and women :)

    • profile image

      Suzy31 8 years ago

      This may just be the greatest site I've ever seen! It is so wonderful to see topics like this discussed without the usual LOL's (save the ones above), ewwwwww, gross, sick, gay, etc. that are present wherever this subject is brought up. It is also encouraging to see such intelligent comments.

      Your insite is amazing. I imagine you've probably had marriage proposals from half the people contributing.

      I was also gratified to find this particular article, because while I am certainly a lover of lingerie and appreciate the delicate yet spot on manner in which you deal with it, I am also kind of a garden-variety cross dresser. Let's face it: we can wear whatever we want under our clothes, but the outside is important too.

      I very much appreciated the interview with Mr. Wong, and while I do not have the courage he does to express himself in public, I do make attempts to take small steps in his direction: shaving my legs and wearing shorts, for example. It is my dream to someday venture out as me and not as Suzy, wearing a skort. Someday, maybe...

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      Fairy Mary 8 years ago

      What a beauty Hope! You blew the "Thou shalt not...!" bunch right out of the water with this one!!!

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      GoneNylon 8 years ago


      "Why, yes, it is a robe . . . which is French for DRESS." Jesus was a crossdresser in virtually any language you try!

    • profile image

      Wren 8 years ago

      Great job Hope! You hit the ball out of the park with this one!

      Thanks again!

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      spin 8 years ago

      is that from omegle? lol

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      ILoveLingerie 8 years ago

      That was a really good dialog! Funny :D.

      You should make another one in the future.

    • cindyvine profile image

      Cindy Vine 8 years ago from Cape Town

      lol good one! I thought Mel Gibson looked very manly when he wore a skirt in Braveheart!

    • Philipo profile image

      Philipo 8 years ago from Nigeria


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      Cantsay 8 years ago

      LOL that's funny. Thanks Hope :)

    • codyjo profile image

      codyjo 8 years ago from New Mexico.

      Hahahahahahahaha. Fierce answers for a cowardly defense. Hope Alexander, you always say it best.