Return of The New York Gentleman

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Monogamy is very 2007; actually, it's very 1997, which would then make it very 1991. It seems like there are just as many midtwentysomethings with plans to get hitched in this city as there are "free stress tests" in Midtown. Often, I wonder whatever happened to the idea of the New York bachelor: the care-free gentleman who lived as he pleased with dignity and style. No hang-ups, no bitter rivalries, and definitely no clingy significant others breathing down his neck. Unfortunately in recent years, this mantle has been co-opted by the likes of repressed frat boys and Patrick Dempsey. But like Justin Timberlake, maybe one of us has to bring it back and represent.

The New York Gentleman, a definition

A New York Gentleman is confident, but not cocky; chivalrous, but not pompous; engaging, but not demanding – you get the point. He is the embodiment of the male ideal that is both attractive to women and inspires other men around him. Though there is a precedent, a New York gentleman has his own sense of style, looks, and behavior. It’s his dignity and respect that always seals the deal. If you think I’m joking, ask yourself “When was the last time I pulled any of that off?” Uh-huh, that’s what I thought.

McDreamy - STOP.

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Some would call this “romantic fantasy.” In reality, consider it more of “science fiction.”

Central Park

Your dog is one to get things done, but just remember that a New York Gentleman doesn’t need to pander. In other words, go to the park for the park. Whether with The New York Times or for a game of baseball, be as well-rounded as you can be. Confidence always sells the product – as does a sense of good, clean fun.

KGB Bar

85 East 4th Street New York, NY 10003

Between the poetry readings and the extensive vodka menu, The KGB Bar is more about substance than style. Swing by with some friends and take in their regular reading series. Marx never had to worry about the devotchkas; women have always dug confident, subversive political theory.

Hat Shop

120 Thompson Street, New York, NY 10012

Distinctive headwear can always make the man. The fedora, the derby, and the newsboy cap will never go out of style. The baseball cap, however, shouldn’t get wore without a game to go to, or a low-key Sunday morning.

Distinctive headwear can always make the man. The fedora, the derby, and the newsboy cap will never go out of style. The baseball cap, however, shouldn’t get wore without a game to go to, or a low-key Sunday morning.

New York Dating Don'ts

There’s a distinct difference between being a gentleman and being a chump. Just remember some moves are called “old school” for a reason.

DON’T buy her a drink – This move died with Sinatra. There’s only a certain kind of man who can pull it off. That kind of man usually has the last name of Clooney, Pitt, or Windsor. In a city where first impressions are everything, don’t look like you’re throwing money at her.  Otherwise, you turn into that guy.

DON’T try to be charming – Peter O’Toole in My Favorite Year is charming, early Hugh Grant movies are charming, nine year old math prodigies are charming. You see the pattern? Be honest, be unique, be clever; that doesn’t look like you’re begging for sex.

DON’T lie to her – Women dig honesty and fallibility. Why do you think Matthew Broderick is so damn likable? Play whatever game you have to play to get her interested, but then let your guard down a little bit and go easy on the information. You pull off saying Empire Strikes Back is your favorite movie by talking about the story’s respect to mythology, not because Boba Fett is awesome (which he is, by the way).



Gentleman Prefer New York

 

Midtown Comics

200 West 40th Street, New York, NY 10018

Every guy is allowed to have one childhood habit still intact. Comic books have a broad enough appeal nowadays that owning a hardback edition SANDMAN or THE DARK KNIGHT RETURNS is a point of character. Just one special note though, guys: if you collect action figures – get a space at Public Storage

Every guy is allowed to have one childhood habit still intact. Comic books have a broad enough appeal nowadays that owning a hardback edition SANDMAN or THE DARK KNIGHT RETURNS is a point of character. Just one special note though, guys: if you collect action figures – get a space at Public Storage

Cafe Habana

229 Elizabeth Street, New York, NY 10012

Every smart guy in New York has at least five favorite hole-in-the-wall eateries. The stellar, affordable menu and the intimate setting make Cafe Habana a nice card up anyone’s sleeve for a lunch date.

Every smart guy in New York has at least five favorite hole-in-the-wall eateries. The stellar, affordable menu and the intimate setting make Cafe Habana a nice card up anyone’s sleeve for a lunch date.

The New Museum

235 Bowery New York, NY 10002

You dig art, right? …okay, you can pretend to dig art, right? Good. The New Museum showcases some of the most daring voices in modern American art, with a specific focus on visual media. I know, I was surprised there was more to a computer than YouTube, too.

Classic New York Gentlemen

Mr. Big

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TV’s most lovable cad. Fashion must-haves: a good suit, shined shoes, Devil-May-Care attitude.

Joey Ramone

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Simple, sweet, and very loud, very fast. Fashion must-haves: a well-worn pair of Chuck Taylor Hi-Tops, fresh slim leg jeans, leather/army fatigue jacket.

Jack Kerouac

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Making khakis and literature match since the 1950s. Fashion must-haves: non-pleated khakis, a polo shirt, and poetic license.

Jon Stewart

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Conan’s got flair, Colbert’s got charisma, but Stewart’s hosted the Oscars twice. Beat that one, boys. Fashion must-haves: buttoned-down oxford shirt, sharp tie, sharper wit.

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Discussions

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I would have to say – honest, unique, clever – I like that… however, speaking as a woman – DO buy me a drink… ask me what I would like and THEN buy it… don’t just get me a boilermaker and expect me to chug it.

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Oh, you are so right on abou this. And I’m so over McDreamy. Actually, I was never on him to begin with.

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This gentleman’s got class… No listing about improv? What gives?

About The Author

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matt_fried Rss 

Brooklyn
I'm a writer and comedian living in Brooklyn. You may've seen me around town at The Peoples Improv Theater, Upright Citizens Brigade Theater and Under St. Marks. I write funny stuff and maintain the blog, Sssh, don't tell anybody, but every single female Guidetripper and Maven is crushing on m...