some were lovable some were laughable and some were downright unrecognizable
and some were downright unrecognizable
and some were downright unrecognizable experi can be welcome to watchmojo.com
experi can be welcome to watchmojo.com
experi can be welcome to watchmojo.com and today we’re counting down our picks
and today we’re counting down our picks
and today we’re counting down our picks for the top 10 cross-dressing roles for
for the top 10 cross-dressing roles for
for the top 10 cross-dressing roles for this list we’ve decided to stay away
this list we’ve decided to stay away
this list we’ve decided to stay away from more serious cross-dressing roles
from more serious cross-dressing roles
from more serious cross-dressing roles and have instead focused on more comedic
and have instead focused on more comedic
and have instead focused on more comedic films that made us laugh giggle and
films that made us laugh giggle and
films that made us laugh giggle and sometimes cringe yeah well maybe my
sometimes cringe yeah well maybe my
sometimes cringe yeah well maybe my balls don’t itch all balls itch it’s a
balls don’t itch all balls itch it’s a
balls don’t itch all balls itch it’s a fact number 10
fact number 10
fact number 10 Joyce Heiser as Terry Griffith just one
Joyce Heiser as Terry Griffith just one
Joyce Heiser as Terry Griffith just one of the guys sometimes I just wish I were
of the guys sometimes I just wish I were
of the guys sometimes I just wish I were a guy in this enjoyable 80s romp Heiser
a guy in this enjoyable 80s romp Heiser
a guy in this enjoyable 80s romp Heiser plays a teenage girl on a mission to
plays a teenage girl on a mission to
plays a teenage girl on a mission to prove her skills as a journalist by
prove her skills as a journalist by
prove her skills as a journalist by dressing as a teenage boy I’m gonna take
dressing as a teenage boy I’m gonna take
dressing as a teenage boy I’m gonna take that article to Sturgis water and I’m
that article to Sturgis water and I’m
that article to Sturgis water and I’m gonna submit it as a guy turned down for
gonna submit it as a guy turned down for
gonna submit it as a guy turned down for an internship supposedly due to her good
an internship supposedly due to her good
an internship supposedly due to her good looks she’s out to demonstrate that
looks she’s out to demonstrate that
looks she’s out to demonstrate that she’s more than just a pretty face I
she’s more than just a pretty face I
she’s more than just a pretty face I write an excellent article and just
write an excellent article and just
write an excellent article and just because I’m cute no one takes me
because I’m cute no one takes me
because I’m cute no one takes me seriously she makes a convincing teenage
seriously she makes a convincing teenage
seriously she makes a convincing teenage boy and teenage girl making her
boy and teenage girl making her
boy and teenage girl making her performance fairly spot-on wait a minute
performance fairly spot-on wait a minute
performance fairly spot-on wait a minute are those what I think they are sorry
are those what I think they are sorry
are those what I think they are sorry where do you get off having pits number
where do you get off having pits number
where do you get off having pits number 9 Johnny Depp as Edie would edwood heart
9 Johnny Depp as Edie would edwood heart
9 Johnny Depp as Edie would edwood heart do you think you’re doing
do you think you’re doing
do you think you’re doing under acting as a self-proclaimed
under acting as a self-proclaimed
under acting as a self-proclaimed transvestite Edie would enjoyed the
transvestite Edie would enjoyed the
transvestite Edie would enjoyed the occasional poodle skirt and heels combo
occasional poodle skirt and heels combo
occasional poodle skirt and heels combo alright everybody let’s get set up for
alright everybody let’s get set up for
alright everybody let’s get set up for scene 112 Johnny Depp’s turn as the cult
scene 112 Johnny Depp’s turn as the cult
scene 112 Johnny Depp’s turn as the cult film director offered up the perfect
film director offered up the perfect
film director offered up the perfect amount of pep perkiness and pleasant
amount of pep perkiness and pleasant
amount of pep perkiness and pleasant disposition adding humor and the
disposition adding humor and the
disposition adding humor and the occasional dash of gravitas to the role
occasional dash of gravitas to the role
occasional dash of gravitas to the role I like to dress in women’s clothing
I like to dress in women’s clothing
I like to dress in women’s clothing the film garnered rave reviews and even
the film garnered rave reviews and even
the film garnered rave reviews and even though it’s not a huge plot point we
though it’s not a huge plot point we
though it’s not a huge plot point we think Depp’s cross-dressing performance
think Depp’s cross-dressing performance
think Depp’s cross-dressing performance helped it along
helped it along
helped it along how can you casual when you’re dressed
how can you casual when you’re dressed
how can you casual when you’re dressed like that it makes me feel comfortable
like that it makes me feel comfortable
like that it makes me feel comfortable number 8 Shawn and Marlon Wayans as the
number 8 Shawn and Marlon Wayans as the
number 8 Shawn and Marlon Wayans as the Wilson sisters white chicks the Wayans
Wilson sisters white chicks the Wayans
Wilson sisters white chicks the Wayans brothers play two FBI detectives who go
brothers play two FBI detectives who go
brothers play two FBI detectives who go undercover as a couple of socialites
undercover as a couple of socialites
undercover as a couple of socialites sisters in this extreme case of
sisters in this extreme case of
sisters in this extreme case of cross-dressing gone wild no hopping home
cross-dressing gone wild no hopping home
cross-dressing gone wild no hopping home a Pune Hale what’s up yeah got problem
a Pune Hale what’s up yeah got problem
a Pune Hale what’s up yeah got problem the brothers transformation into the
the brothers transformation into the
the brothers transformation into the pair of white chicks is completed with
pair of white chicks is completed with
pair of white chicks is completed with full body makeup contact lenses nasal
full body makeup contact lenses nasal
full body makeup contact lenses nasal prosthetics and wigs it’s pretty
prosthetics and wigs it’s pretty
prosthetics and wigs it’s pretty convincing in a creepy uncomfortable
convincing in a creepy uncomfortable
convincing in a creepy uncomfortable pseudo racist kind of way
pseudo racist kind of way
pseudo racist kind of way take them away downtown walking fast
take them away downtown walking fast
take them away downtown walking fast Oh
number seven Martin Lawrence as Big Mama
number seven Martin Lawrence as Big Mama Big Momma’s House look at you Big Mama
Big Momma’s House look at you Big Mama
Big Momma’s House look at you Big Mama hardly recognize you
hardly recognize you
hardly recognize you Janice only makeup that in this gender
Janice only makeup that in this gender
Janice only makeup that in this gender swapping film Martin Lawrence plays
swapping film Martin Lawrence plays
swapping film Martin Lawrence plays Malcolm Turner yet another FBI agent who
Malcolm Turner yet another FBI agent who
Malcolm Turner yet another FBI agent who must go undercover as a woman to unravel
must go undercover as a woman to unravel
must go undercover as a woman to unravel a criminal scheme then she’s just gonna
a criminal scheme then she’s just gonna
a criminal scheme then she’s just gonna leave and then we have no case
leave and then we have no case
leave and then we have no case worry Big Mama be here
worry Big Mama be here
worry Big Mama be here Lawrence Don’s a fat suit and undergoes
Lawrence Don’s a fat suit and undergoes
Lawrence Don’s a fat suit and undergoes hours of makeup to be turned into Big
hours of makeup to be turned into Big
hours of makeup to be turned into Big Mama
Mama
Mama a southern matriarch and the key to
a southern matriarch and the key to
a southern matriarch and the key to cracking the bank robbery case
cracking the bank robbery case
cracking the bank robbery case shenanigans ensue and Lawrence
shenanigans ensue and Lawrence
shenanigans ensue and Lawrence eventually ends up solving the crime and
eventually ends up solving the crime and
eventually ends up solving the crime and winning the girl at the end cuz it’s
winning the girl at the end cuz it’s
winning the girl at the end cuz it’s what’s on the inside that counts
what’s on the inside that counts
what’s on the inside that counts boo mama yeah is there another
boo mama yeah is there another
boo mama yeah is there another flashlight over there
flashlight over there
flashlight over there number six Nathan Lane as mrs. Coleman
number six Nathan Lane as mrs. Coleman
number six Nathan Lane as mrs. Coleman The Birdcage oh yes Coleman the D is
The Birdcage oh yes Coleman the D is
The Birdcage oh yes Coleman the D is silent in America Lane actually plays
silent in America Lane actually plays
silent in America Lane actually plays Albert one-half of a gay couple who goes
Albert one-half of a gay couple who goes
Albert one-half of a gay couple who goes all out to impress a conservative
all out to impress a conservative
all out to impress a conservative straight-laced family well she told him
straight-laced family well she told him
straight-laced family well she told him that you were the cultural attache to
that you were the cultural attache to
that you were the cultural attache to Greece and Albert was a housewife what
Greece and Albert was a housewife what
Greece and Albert was a housewife what Albert takes on the role of mrs. Coleman
Albert takes on the role of mrs. Coleman
Albert takes on the role of mrs. Coleman a traditional wife and mother who must
a traditional wife and mother who must
a traditional wife and mother who must convince the parents of his boyfriend’s
convince the parents of his boyfriend’s
convince the parents of his boyfriend’s son’s fiancee that he and his partner
son’s fiancee that he and his partner
son’s fiancee that he and his partner are a conventional right-wing American
are a conventional right-wing American
are a conventional right-wing American family maybe I’m just an old-fashioned
family maybe I’m just an old-fashioned
family maybe I’m just an old-fashioned girl but I pity the woman who’s too busy
girl but I pity the woman who’s too busy
girl but I pity the woman who’s too busy to stay home and take care of a man of
to stay home and take care of a man of
to stay home and take care of a man of course there’s lots of confusion but
course there’s lots of confusion but
course there’s lots of confusion but Lane’s performance as a middle-aged
Lane’s performance as a middle-aged
Lane’s performance as a middle-aged married woman is a standout moment in
married woman is a standout moment in
married woman is a standout moment in the film
number five Patrick Swayze Wesley Snipes
number five Patrick Swayze Wesley Snipes and John Leguizamo as drag queens to
and John Leguizamo as drag queens to
and John Leguizamo as drag queens to Wong foo thanks for everything Julie
Wong foo thanks for everything Julie
Wong foo thanks for everything Julie Newmar darling if you’re going to become
Newmar darling if you’re going to become
Newmar darling if you’re going to become a drag queen you’re gonna have to learn
a drag queen you’re gonna have to learn
a drag queen you’re gonna have to learn this thing these three men deviate
this thing these three men deviate
this thing these three men deviate entirely from their ultra macho action
entirely from their ultra macho action
entirely from their ultra macho action hero personas with their performance as
hero personas with their performance as
hero personas with their performance as three drag queens stranded in a small
three drag queens stranded in a small
three drag queens stranded in a small town well ladies welcome to snydersville
town well ladies welcome to snydersville
town well ladies welcome to snydersville thank you headed to a drag show pageant
thank you headed to a drag show pageant
thank you headed to a drag show pageant when their car breaks down vida boheme
when their car breaks down vida boheme
when their car breaks down vida boheme noxeema jackson and chi Chi Rodriguez
noxeema jackson and chi Chi Rodriguez
noxeema jackson and chi Chi Rodriguez inject a little fabulousness into the
inject a little fabulousness into the
inject a little fabulousness into the town before taking off in a trail of
town before taking off in a trail of
town before taking off in a trail of glitter and fierceness we may have
glitter and fierceness we may have
glitter and fierceness we may have cringed a fair amount but these
cringed a fair amount but these
cringed a fair amount but these performances are undeniably entertaining
performances are undeniably entertaining
performances are undeniably entertaining I’m just a sweet transvestite number
I’m just a sweet transvestite number
I’m just a sweet transvestite number four Tim Curry as dr. Franken furder the
four Tim Curry as dr. Franken furder the
four Tim Curry as dr. Franken furder the Rocky Horror Picture Show
curry plays this sweet transvestite in
curry plays this sweet transvestite in his role in the 1970s cult classic
wearing tons of makeup heels and garters
wearing tons of makeup heels and garters curry struts and performs the iconic
curry struts and performs the iconic
curry struts and performs the iconic character that garnered a cult following
character that garnered a cult following
character that garnered a cult following unparalleled in movie history it’s just
unparalleled in movie history it’s just
unparalleled in movie history it’s just a jump to the left his performance as
a jump to the left his performance as
a jump to the left his performance as the swings both ways doctor is memorable
the swings both ways doctor is memorable
the swings both ways doctor is memorable not just because of the lipstick but
not just because of the lipstick but
not just because of the lipstick but also for his mischievous and
also for his mischievous and
also for his mischievous and entertaining delivery it’s not easy
entertaining delivery it’s not easy
entertaining delivery it’s not easy having a good time
having a good time
having a good time number three Tony Curtis and Jack Lemmon
number three Tony Curtis and Jack Lemmon
number three Tony Curtis and Jack Lemmon as Josephine and Daphne some like it hot
as Josephine and Daphne some like it hot
as Josephine and Daphne some like it hot but you’re not a girl you’re a guy and
but you’re not a girl you’re a guy and
but you’re not a girl you’re a guy and why would a guy want to marry a guy
why would a guy want to marry a guy
why would a guy want to marry a guy security Kurtis and lemon pair up in
security Kurtis and lemon pair up in
security Kurtis and lemon pair up in this classic comedy as a couple of jazz
this classic comedy as a couple of jazz
this classic comedy as a couple of jazz musicians hiding out from the mob it’s
musicians hiding out from the mob it’s
musicians hiding out from the mob it’s no use we’re not gonna get away with
no use we’re not gonna get away with
no use we’re not gonna get away with each other name is Josephine in this
each other name is Josephine in this
each other name is Josephine in this withdraw right in a first place after
withdraw right in a first place after
withdraw right in a first place after witnessing the infamous st. Valentine’s
witnessing the infamous st. Valentine’s
witnessing the infamous st. Valentine’s Day Massacre the two decide it would be
Day Massacre the two decide it would be
Day Massacre the two decide it would be prudent to dress up as ladies and hit
prudent to dress up as ladies and hit
prudent to dress up as ladies and hit the road with an all-female band we have
the road with an all-female band we have
the road with an all-female band we have been playing with the wrong band John
been playing with the wrong band John
been playing with the wrong band John Daphne maintaining the farce becomes
Daphne maintaining the farce becomes
Daphne maintaining the farce becomes difficult however when they encountered
difficult however when they encountered
difficult however when they encountered the sultry and irresistible miss sugar
the sultry and irresistible miss sugar
the sultry and irresistible miss sugar cane does have anything I can do for you
cane does have anything I can do for you
cane does have anything I can do for you I can think of a million things number
I can think of a million things number
I can think of a million things number two Robin Williams as mrs. euphegenia
two Robin Williams as mrs. euphegenia
two Robin Williams as mrs. euphegenia doubtfire
doubtfire
doubtfire mrs. Doubtfire Williams plays an
mrs. Doubtfire Williams plays an
mrs. Doubtfire Williams plays an unemployed actor and devoted father who
unemployed actor and devoted father who
unemployed actor and devoted father who will do anything to spend more time with
will do anything to spend more time with
will do anything to spend more time with his kids he’ll even wear a dress and get
his kids he’ll even wear a dress and get
his kids he’ll even wear a dress and get a job as their nanny Oh
a job as their nanny Oh
a job as their nanny Oh nigger this my first day as a woman
nigger this my first day as a woman
nigger this my first day as a woman getting hot flashes his makeover is so
getting hot flashes his makeover is so
getting hot flashes his makeover is so thorough not even his own children
thorough not even his own children
thorough not even his own children recognize him and eventually he wins
recognize him and eventually he wins
recognize him and eventually he wins their hearts as their strict yet lovable
their hearts as their strict yet lovable
their hearts as their strict yet lovable caregiver mrs. Doubtfire not anymore the
caregiver mrs. Doubtfire not anymore the
caregiver mrs. Doubtfire not anymore the only thing you’ll be watching is deep CN
only thing you’ll be watching is deep CN
only thing you’ll be watching is deep CN n by the end of the movie he’s found out
n by the end of the movie he’s found out
n by the end of the movie he’s found out but finds a less strange way to see his
but finds a less strange way to see his
but finds a less strange way to see his kids
kids
kids before we unveil our number one pick
before we unveil our number one pick
before we unveil our number one pick here are a few honorable mentions that
here are a few honorable mentions that
here are a few honorable mentions that woman is a woman a woman
woman is a woman a woman
woman is a woman a woman you mean that good I must be absolutely
you mean that good I must be absolutely
you mean that good I must be absolutely crazy how did I ever let it get this far
crazy how did I ever let it get this far
crazy how did I ever let it get this far I don’t call me that
I don’t call me that
I don’t call me that can’t help it a girl has a feeling thing
can’t help it a girl has a feeling thing
can’t help it a girl has a feeling thing is deal you’re not a girl
is deal you’re not a girl
is deal you’re not a girl details baby details I mean sorry you
details baby details I mean sorry you
details baby details I mean sorry you have to see that but you know how it is
have to see that but you know how it is
have to see that but you know how it is when you get those are manly urges huh
when you get those are manly urges huh
when you get those are manly urges huh my name is Dorothy number one Dustin
my name is Dorothy number one Dustin
my name is Dorothy number one Dustin Hoffman is Dorothy Michaels Tootsie
Michael Dorsey can’t land an acting job
Michael Dorsey can’t land an acting job for the life of him so he takes matters
for the life of him so he takes matters
for the life of him so he takes matters into his own hands and decides to try
into his own hands and decides to try
into his own hands and decides to try his luck as a woman you’re not
his luck as a woman you’re not
his luck as a woman you’re not threatening and I’m threatening enough
threatening and I’m threatening enough
threatening and I’m threatening enough how’s this you take your hands off me
how’s this you take your hands off me
how’s this you take your hands off me Roman I need your balls right through
Roman I need your balls right through
Roman I need your balls right through the roof your mass these efforts are
the roof your mass these efforts are
the roof your mass these efforts are complicated by the relationships with
complicated by the relationships with
complicated by the relationships with the women in his life the suitors
the women in his life the suitors
the women in his life the suitors interested in his new persona and his
interested in his new persona and his
interested in his new persona and his sudden jump into stardom
disqualified Hoffman’s role as Dorothy
disqualified Hoffman’s role as Dorothy Michaels was so spot-on it led to an
Michaels was so spot-on it led to an
Michaels was so spot-on it led to an Oscar nomination
Oscar nomination
Oscar nomination that means you dear Miss Marshall shame
that means you dear Miss Marshall shame
that means you dear Miss Marshall shame on you you macho shithead do you agree
on you you macho shithead do you agree
on you you macho shithead do you agree with our list what’s your favorite
with our list what’s your favorite
with our list what’s your favorite cross-dressing role for more
cross-dressing role for more
cross-dressing role for more entertaining top 10s published daily be
entertaining top 10s published daily be
entertaining top 10s published daily be sure to subscribe to watchmojo.com what
sure to subscribe to watchmojo.com what
sure to subscribe to watchmojo.com what are you looking at
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