Fictional Characters The Coolest Fictional Characters from New York  

Ann Casano
1.4k votes 255 voters 4.9k views 29 items

List Rules For this list, cool = confident, independent, interesting... you know, someone you'd want to be friends with. Only characters who live in New York City.

There are some pretty cool dudes and ladies in New York City. This list ranks all the coolest fictional characters from New York City, whether from television, film, or literature. They are superheroes, fashion icons, regular Joe(y)s, and antihero private detectives. No one on this list is perfect, but then again who is, and why shouldn’t our entertainment represent life as we know it?

Besides, what do you think it means to be cool? Is it about the clothes? Personality? Cash flow? Who you know? Coolness is not just skin deep (although a worn leather jacket and iconic fashion style doesn’t hurt). But it’s also about how a person carries themselves. Are they confident? Do they make you feel good about you? Are they interesting? Essentially, a cool person is someone that you want to hang out with or go grab a drink with.

New York City is not the easiest place to live. Sinatra is right, if you can make it there, you can make it anywhere. From Broadway to the Bronx, from stage to screen, from Harlem to Soho; the Big Apple can truly make or break a person.

You will certainly recognize some of your favorite fictional characters on this list. Is there a detective hipper than Shaft? Is there a man with better dance moves than Tony Manero? Is there an ad executive more handsome and charming than Don Draper?

Be sure to upvote the coolest fictional characters from New York City below, and add any awesome characters from NYC who you think epitomize "cool" but aren't already listed.
 
1 101 VOTES

Karen Walker


Karen Walker is listed (or ranked) 1 on the list The Coolest Fictional Characters from New York
Photo: via Pinterest
Karen Walker (Megan Mullally) drank too much, took too many pills, was abrasively honest, and snobbishly rich. But she did all those things with an air of class, and everyone knew that deep down inside, the cool cat from Will & Grace would do anything to help her friends.

Appears In: Will & Grace

Also Ranked

#45 on The Greatest Female TV Characters of All Time

#16 on The Funniest Female TV Characters

#19 on The Greatest Breakout Characters in TV History

#87 on The Funniest Characters Currently on TV

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2 99 VOTES

Joey Tribbiani


Joey Tribbiani is listed (or ranked) 2 on the list The Coolest Fictional Characters from New York
Photo: via Wikimedia
No one was more New York City on the hit show Friends than Joey Tribbiani (Matthew LeBlanc). The ladies man was also sugary sweet and perhaps the most sincere and selfless of the six friends.

Appears In: Friends, Joey

Also Ranked

#15 on The Funniest TV Characters of All Time

#5 on The Best TV Characters of the 1990s

#19 on The Greatest TV Characters of All Time

#2 on The Best Characters on Friends, Ranked

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3 69 VOTES

Captain America


Captain America is listed (or ranked) 3 on the list The Coolest Fictional Characters from New York
Photo: Captain America: The Winter Soldier/Walt Disney Studios Motion Pictures
Before Captain America became the brave, patriotic warrior that we know and love today, he was a sickly and scrawny regular Joe-type named Steve Rogers from the Lower East Side of Manhattan. There is something so cool about an honorable man in uniform fighting for his country, that code of ethics has made Captain America one of the most beloved Marvel super heroes ever.

Appears In: The Avengers: Earth's Mightiest Heroes, Ultimate Avengers, Captain America, Ultimate Avengers 2, Captain America: The Winter Soldier, + more

Powers & Abilities: Martial arts, Hand-to-hand combat

Also Ranked

#2 on Characters Who Are Most Worthy Of Lifting Mjolnir

#7 on The Best Comic Book Superheroes of All Time

#5 on The Top Marvel Comics Superheroes

#3 on The Best Fictional Characters You'd Leave Your Man For

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4 88 VOTES

Barney Stinson


Barney Stinson is listed (or ranked) 4 on the list The Coolest Fictional Characters from New York
Photo: via Wikimedia
Barney Stinson (Neil Patrick Harris) from How I Met Your Mother was born and raised in New York City. The successful and rich banker was a known ladies man, who practically batted a thousand. Barney was smart, witty, sharp, well-dressed, and always a good bud to his pals.

Appears In: How I Met Your Mother

Also Ranked

#12 on The Most Likeable TV Anti-Heroes

#14 on The Funniest TV Characters of All Time

#30 on The Greatest TV Characters of All Time

#2 on The Best Dressed Male TV Characters

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