yes
yeah I’m registered in this class he’s
been everything from a teenage stoner to
a stone-cold killer
welcome to watchmojo.com and today we’ll
be counting down our top 10 favorite
Sean Penn performances you are gonna
meet the most extraordinary man the
sexiest funniest brightest man number 10
Cheyenne this must be the place
yes kicking off our list is pens
mesmerizing role as a retired goth rock
star bored of living off royalties he
journeys to America and tries to realize
his dead father’s unfulfilled desire to
kill the Nazi war criminal who tortured
him it’s such a neat justice my father
died before you Penn owns the role by
completely transforming into the
soft-spoken straight-faced and jaded
rocker who slowly rediscovers himself
while also finding a new sense of
maturity number nine Eddie Quinn she’s
so lovely I’m in trouble the world’s
controlled by a computer and seven women
one has brown hair
when has blond hair blue hair black hair
green hair one has no hair is that seven
in this tear-jerking drama about the
dark side of love Penn stars opposite
his real-life wife at the time Robin
Wright what the hell’s that got to do
with anything
playing an irrational psychotic with
violent tendencies he ends up in a
mental institution and loses his wife to
another man Penn uses this setup to give
us a depressingly bleak and convincing
portrayal of the descent into madness oh
it’s all she doesn’t love you just look
me number eight
Paul rivers 21 grams playing a college
professor with a terminal heart problem
Penn takes his place at the center of
this nonlinear story he hooks up with
the widow of a deceased heart donor
following a tragic car crash and soon
agrees to help her exact her revenge
this premise allows Penn to deliver a
powerful conflicted yet reserved
performance that helps the story unfold
brilliantly turn around but keep your
hands on your head
keep your eyes on your head get it get
it take your shoes off and get down on
your knees
take off your shoes no not that not that
one just get down on your knees get down
on your knees number seven
David Kleinfeld Carlito’s Way it’s hard
to recognize him isn’t it in a role
that’s unlike any of his others Penn
morphs into al pacino’s sleazy
curly-haired lawyer and earned a Golden
Globe nomination for his work his
character is an immoral gangster wannabe
who’s more than a little addicted to
cocaine
I said no call and is in way over his
head but it also shows his emotional
breakdown in the face of underworld
cross killings and betrayals making him
a complex character Alito this is never
gonna come back to us trust me you
ripped him off didn’t you who Tony T you
did take the million dollars didn’t you
yeah
number six Emmet Rey sweet and lowdown
this woody allen comedy sees pen take on
the fictional role of a gifted 1930s
jazz guitarist who ruins his one chance
at true love penn uses the
larger-than-life part to play up the
deadpan comedy but it was his
transformation into the vein crude and
egotistical womanizer that would critics
and earned him a Best Actor Oscar
nomination I’m sorry I cut out on you
like that it was time to move on oh yeah
I was fair I told you not to fall in
love with me it’s nothing personal okay
just uh I’m an artist no I like women
but they gotta have their place number
five Matthew Poncelet red Marin water
dead man walking this is another Academy
Award nominated performance Penn plays a
man who’s comforted by a nun while on
death row for the rape and murder of two
teens to portray this complicated
character Penn doesn’t just put on an
accent and goatee he uses each scene to
humanize his flawed persona by adding
relatable idiosyncrasies and by
showcasing a mounting fear of death his
impressive performance fills us with
empathy
despite his horrific past get my boots
on the bed go man go knit definite
diamond slippers I think I’m with Audis
no more bother myself no more laughing
okay
this is Helen I’m gonna die number four
Sam Dawson I am Sam in this
oscar-nominated tour-de-force
Penn plays a developmentally disabled
man who is raising his daughter with the
help of his other disabled friends
however he ends up in a legal battle
when the state removes her from his
custody don’t you ever think it would be
better for Lucy if she lived with a
permanent foster family and you could
visit it whenever you wanted no I don’t
think that that’s a very good idea see
because because the Fosters they don’t
know Lucy a believable and bittersweet
role it
miles pen to tug at our heartstrings
raise moral issues and demonstrate that
a person’s heart can trump their other
limitations yeah I take the list he
deserves everything see ya in my heart
of hearts I think he deserves everything
yes she does yeah okay yes she does yes
she does and you agree with everyone
here that you can’t give her that okay
you can’t get for that yeah maybe
everybody’s right
see ya maybe a pretty buddy right about
that see number three Jimmy Markum
Mystic River pen won both a Golden Globe
and an Academy Award for his tumultuous
performance as a devastated man who’s
unable to deal with the brutal slaying
of his daughter as the movie is centered
on that character search for vengeance
the narrative owes much of its success
to Penn’s ability to leave us breathless
and move us to tears especially when he
lets out his haunting cries number two
Jeff Spicoli Fast Times at Ridgemont
High this role may not have one pin any
love with the Academy but it remains one
of his most legendary performances Penn
functions as the movie’s greatest source
of comic relief as the jobless surfer he
regularly brings the laughs by clashing
with his teacher mr. Henn by spouting
outrageous one-liners make up your mind
dude is he gonna shit her is he gonna
kill us and by sharing his own bizarre
brand of uninspired wisdom aren’t you
get a job for Chloe
what for you need money huh
all I need some tasty waves cool buzz
and I’m fine
number one Harvey Milk milk taking the
top spot on our list is Penn’s
cheerfully optimistic oscar-winning
portrayal of America’s first openly gay
elected official an inspiring
captivating and passionate depiction
Penn
expertly helps us get to know the ones
closeted Republican and shows us his
courage in the face of the prejudice and
hatred that ultimately cost him his life
once and for all let’s break down a myth
do you agree with our list which is your
favorite Sean Penn performance for more
great top 10s be sure to subscribe to
watchmojo.com
yeah I’m registered in this class he’s
been everything from a teenage stoner to
a stone-cold killer
welcome to watchmojo.com and today we’ll
be counting down our top 10 favorite
Sean Penn performances you are gonna
meet the most extraordinary man the
sexiest funniest brightest man number 10
Cheyenne this must be the place
yes kicking off our list is pens
mesmerizing role as a retired goth rock
star bored of living off royalties he
journeys to America and tries to realize
his dead father’s unfulfilled desire to
kill the Nazi war criminal who tortured
him it’s such a neat justice my father
died before you Penn owns the role by
completely transforming into the
soft-spoken straight-faced and jaded
rocker who slowly rediscovers himself
while also finding a new sense of
maturity number nine Eddie Quinn she’s
so lovely I’m in trouble the world’s
controlled by a computer and seven women
one has brown hair
when has blond hair blue hair black hair
green hair one has no hair is that seven
in this tear-jerking drama about the
dark side of love Penn stars opposite
his real-life wife at the time Robin
Wright what the hell’s that got to do
with anything
playing an irrational psychotic with
violent tendencies he ends up in a
mental institution and loses his wife to
another man Penn uses this setup to give
us a depressingly bleak and convincing
portrayal of the descent into madness oh
it’s all she doesn’t love you just look
me number eight
Paul rivers 21 grams playing a college
professor with a terminal heart problem
Penn takes his place at the center of
this nonlinear story he hooks up with
the widow of a deceased heart donor
following a tragic car crash and soon
agrees to help her exact her revenge
this premise allows Penn to deliver a
powerful conflicted yet reserved
performance that helps the story unfold
brilliantly turn around but keep your
hands on your head
keep your eyes on your head get it get
it take your shoes off and get down on
your knees
take off your shoes no not that not that
one just get down on your knees get down
on your knees number seven
David Kleinfeld Carlito’s Way it’s hard
to recognize him isn’t it in a role
that’s unlike any of his others Penn
morphs into al pacino’s sleazy
curly-haired lawyer and earned a Golden
Globe nomination for his work his
character is an immoral gangster wannabe
who’s more than a little addicted to
cocaine
I said no call and is in way over his
head but it also shows his emotional
breakdown in the face of underworld
cross killings and betrayals making him
a complex character Alito this is never
gonna come back to us trust me you
ripped him off didn’t you who Tony T you
did take the million dollars didn’t you
yeah
number six Emmet Rey sweet and lowdown
this woody allen comedy sees pen take on
the fictional role of a gifted 1930s
jazz guitarist who ruins his one chance
at true love penn uses the
larger-than-life part to play up the
deadpan comedy but it was his
transformation into the vein crude and
egotistical womanizer that would critics
and earned him a Best Actor Oscar
nomination I’m sorry I cut out on you
like that it was time to move on oh yeah
I was fair I told you not to fall in
love with me it’s nothing personal okay
just uh I’m an artist no I like women
but they gotta have their place number
five Matthew Poncelet red Marin water
dead man walking this is another Academy
Award nominated performance Penn plays a
man who’s comforted by a nun while on
death row for the rape and murder of two
teens to portray this complicated
character Penn doesn’t just put on an
accent and goatee he uses each scene to
humanize his flawed persona by adding
relatable idiosyncrasies and by
showcasing a mounting fear of death his
impressive performance fills us with
empathy
despite his horrific past get my boots
on the bed go man go knit definite
diamond slippers I think I’m with Audis
no more bother myself no more laughing
okay
this is Helen I’m gonna die number four
Sam Dawson I am Sam in this
oscar-nominated tour-de-force
Penn plays a developmentally disabled
man who is raising his daughter with the
help of his other disabled friends
however he ends up in a legal battle
when the state removes her from his
custody don’t you ever think it would be
better for Lucy if she lived with a
permanent foster family and you could
visit it whenever you wanted no I don’t
think that that’s a very good idea see
because because the Fosters they don’t
know Lucy a believable and bittersweet
role it
miles pen to tug at our heartstrings
raise moral issues and demonstrate that
a person’s heart can trump their other
limitations yeah I take the list he
deserves everything see ya in my heart
of hearts I think he deserves everything
yes she does yeah okay yes she does yes
she does and you agree with everyone
here that you can’t give her that okay
you can’t get for that yeah maybe
everybody’s right
see ya maybe a pretty buddy right about
that see number three Jimmy Markum
Mystic River pen won both a Golden Globe
and an Academy Award for his tumultuous
performance as a devastated man who’s
unable to deal with the brutal slaying
of his daughter as the movie is centered
on that character search for vengeance
the narrative owes much of its success
to Penn’s ability to leave us breathless
and move us to tears especially when he
lets out his haunting cries number two
Jeff Spicoli Fast Times at Ridgemont
High this role may not have one pin any
love with the Academy but it remains one
of his most legendary performances Penn
functions as the movie’s greatest source
of comic relief as the jobless surfer he
regularly brings the laughs by clashing
with his teacher mr. Henn by spouting
outrageous one-liners make up your mind
dude is he gonna shit her is he gonna
kill us and by sharing his own bizarre
brand of uninspired wisdom aren’t you
get a job for Chloe
what for you need money huh
all I need some tasty waves cool buzz
and I’m fine
number one Harvey Milk milk taking the
top spot on our list is Penn’s
cheerfully optimistic oscar-winning
portrayal of America’s first openly gay
elected official an inspiring
captivating and passionate depiction
Penn
expertly helps us get to know the ones
closeted Republican and shows us his
courage in the face of the prejudice and
hatred that ultimately cost him his life
once and for all let’s break down a myth
do you agree with our list which is your
favorite Sean Penn performance for more
great top 10s be sure to subscribe to
watchmojo.com
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