Are there "Man in a dress" jokes?

A general category for jokes that involve men dressing/acting in traditionally feminine ways or being gnc (gender non-conforming) being used as a joke or for shock value. Not to be confused with transmisogyny, or calling trans women men in dresses.
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Movie • 2019 Report
Yes
14
No
0
TV Show • 1999 Report
Yes
9
No
0
TV Show • 2005 Report
Yes
8
No
0
3
Mc1s23
Sokka trains with the Kyoshi warriors, a group of warriors who are all women, who make wearing their uniform a requirement for training. The leader convinces him that he should be proud to wear it, but he is then immediately teased for wearing it by a different character waking by.
Movie • 1993 Report
Yes
7
No
0
1
thespianscreed
The entire premise of the movie, a man dressing up as an elderly woman, is played for laughs.
Movie • 1994 Report
Yes
7
No
0
1
The main plot "reveal" is that the villain is a trans woman, this is met with disgust and misgendering, entirely played for laughs.
Movie • 1975 Report
Yes
7
No
0
Movie • 2021 Report
Yes
6
No
1
2
livnoel
One scene where a male character is in a dress and wig in order to blend in during a heist.
TV Show • 2011 Report
Yes
6
No
1
1
ch0ngyun
a scene with a main character during the trick tower portions does include a couple things like this. he is enforced to touch a women to find out if shes “actually a girl” as a test, and also this same character suggests (in his head) putting kurapika in this position as well to counteract the same test, insinuating that he looks feminine.
Movie • 1998 Report
Yes
6
No
0
2
MovieWatcher10
Near the end of the movie, three soldiers accompany Mulan and put on a women's disguise to infiltrate the palace. This is partially played for laughs. However, the belts on their dresses are used to climb the palace in a resourceful manner so it's not entirely just for laughs.
Movie • 2020 Report
Yes
6
No
0
Movie Report
Yes
5
No
2
0
adeliajbrown
At one point, a man sees another character who he perceives as a man wearing a dress and laughs and responds derogatorily. It’s not played for cheap laughs in the film, though
TV Show • 2019 Report
Yes
5
No
0
1
justlenora
Not sure exactly what the context of this is, but in S1 Yuki crossdresses in a dress and is extremely embarrassed. He is mocked by Kyo for having a “girly face” and appearing feminine in the dress
TV Show • 2009 Report
Yes
5
No
0
1
vermin
The dean often wears feminine clothes and is made fun of for it. There are also a few other comments by characters that imply they only see supporting trans people as a way to earn brownie points rather than a legitimate issue. Troy and Pierce are manipulated into wearing “lady’s pantsuits” for laughs as well.
Anime • 2009 Report
Yes
5
No
0
0
SOSCYBERSLAVE
In part 2 the main protagonist dressed as a woman to try and trick the enemy into letting him inside of a base, so yes? [Tequila Joseph]
TV Show • 2018 Report
Yes
4
No
0
1
flowerclown
S2E5 has guys crossdressing in a camp activity and it's portrayed as both funny and humiliating.
Yes
4
No
0
1
skapunkpee
In part 2 the main character crossdresses in an attempt to sneak past some guards.
Movie • 2001 Report
Yes
4
No
0
0
NotAgainAllison
Yes but it’s not directed at gay men, a girl asks Ray where he got his dress and he said he got it last Friday, it’s very nonjudgmental.
Video Game • 2004 Report
Yes
4
No
0
1
paintedrocket
At the beginning of the game, Cortex disguises himself as Coco. This is played for laughs and is portrayed as something strange and creepy.
TV Show • 2007 Report
Yes
4
No
0
TV Show • 1997 Report
Yes
4
No
0
Movie • 2003 Report
Yes
3
No
0
2
gotnoculture
Some transphobic comments towards a main character
Movie • 2004 Report
Yes
3
No
0
2
Littleolme
The Big Bad Wolf, who wears a dress, is called "gender confused" by the Fairy Godmother. Doris, who is a woman but happens to have some traditionally "masculine" traits like deep voice, facial features and body build, is treated as ugly and not fully passing.
TV Show • 2011 Report
Yes
3
No
0
1
violetbooklover
Although it is never portrayed as a negative thing— gender roles are frequently challenged in this show
TV Show • 2019 Report
Yes
3
No
0
1
Ocelot8910
Legoshi "disguises himself as woman )on purpose) to get Louis attention.
TV Show • 2005 Report
Yes
3
No
0
0
Jethro
Ted shows up wearing a dress in one episode, it's not a joke as in "it's funny because he's wearing a dress" but rather an inside joke between the characters, could potentially be upsetting though
Video Game Report
Yes
3
No
0
1
tial
The guys are forced to participate in a cross-dressing competition by the girls as revenge for the guys forcing the girls to participate in a swimsuit competition. Only Teddie Is shown to be comfortable doing this (and the protagonist is given dialogue choices for their reaction ranging from comfortable, uncomfortable and apathetic) and the audience watching this laughs at the other guys’ expense.
Movie • 1959 Report
Yes
3
No
0
0
SiRenfield
Pretty much the premise of the movie. Although it arguably balances it out with being surprisingly progressive for 1959 but you mileage will HEAVILY vary
Movie • 2014 Report
Yes
3
No
0
1
cassandrasaur
Sort of. There are comments about the vampires’ flamboyant dress style, including the f-slur at one point. Deacon’s familiar says something about the vampires wearing “blouses” in a disparaging way.
Movie • 2020 Report
Yes
3
No
2
0
Sweet_Gwendolyn
At the bachelor party there are two men wearing fake bare breast plates as a joke. It is more misogynistic than transmisogynistic, but still hits the same note.
TV Show • 1994 Report
Yes
3
No
0
1
SiRenfield
Chandler’s “father” is either a trans woman or a VERY convincing drag queen ,but either way a good chunk of the humor relies on this one joke