1. This is the normal description
2. This is more likely someone who dresses in more extreme and colourful women's clothing.
3. This may refer to someone who dresses as a woman sometimes, but may not wish to advertise what he is doing (unlike a drag queen).
The term "cross dresser" is used for when a person dresses in the clothing of the opposite sex eg a man in womans clothes.
"Drag Queen" is when a Man dress as a woman but it is over the top with make up and clothing.
The term 'drag artist' refers to the art of dressing up in the clothing of the opposite sex.
Trans-gender dressing is another way of saying a person dresses up in the cloting worn by the opposite sex.
A crossdresser is someone who likes to wear clothing of the opposite sex
A drag queen is a man who dresses up in women's clothes
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Examples
A: That man over there loves to wear women's clothing
B: He is a crossdresser.
A: Is that a woman?
B: No, he is a drag queen
crossdresser （クロスドレッサー）とは、異性の服を着るのが好きな人です
drag queen（ドラッグクイーン）は女性の服を着る男性です
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例
A: That man over there loves to wear women's clothing（あそこの男の人は女装することが好きなんだ）
B: He is a crossdresser.（彼はクロスドレッサーだね）
A: Is that a woman?（あれは女の人ですか？）
B: No, he is a drag queen（いいえ、彼はドラッグクイーンです）
A drag queen - a male homosexual who dresses in women's clothing
cross-dressing - the act of wearing clothes usually worn by the opposite sex
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Example :
It was a drag queen party.
He said: "She looks like a drag queen."
There's a lot of cross-dressing in Miami.
If they want to cross-dress that's fine.
A drag queen - 女装をする男性のホモセクシュアル
cross-dressing - 通常異性が着る服を着る行動
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例 :
It was a drag queen party.（それはドラッグクイーンパーティーでした）
He said: "She looks like a drag queen."（彼は「彼女はドラッグクイーンに見える」と言った）
There's a lot of cross-dressing in Miami.（マイアミには女装している人がたくさんいる）
If they want to cross-dress that's fine.（女装したいならそれでもいい）
Hello :-) I hope this helps!
A) He has a transvestic fetishist
*Transvestic fetishist -is a person (typically a heterosexual male) who cross-dresses
B) He is a cross-dresser - The name for the act of a person wearing clothing meant for a different gender.
こんにちは :-) お役に立てればうれしいです！
A) He has a A transvestic fetishist. 彼は異性の服を着るフェチがある人です。
＊Transvestic fetishist - （通常は異性を好きな男性が）異性の服を着る人
B) He is a cross-dresser - 異性のための洋服を着る人の行為をこう言います。
"Drag Queens" are men who try to impersonate women. They often do this professionally and look exactly like women.
Cross-Dresser is a term used for anyone, male or female, who dresses as the opposite sex, not necessarily to look like them, just for enjoyment.
Transvestite is a person who finds enjoyment in dressing as the opposite sex, but not to impersonate them.
When a man dresses in women's clothing it can be either:
Cross dressing (when female clothes are being worn because a fetish or for pleasure).
Drag Queen/Act/Artist (when clothes are being worn as part of a performance).
Men also wear women's clothing if they identify themselves as the opposite gender.
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