The Top 10 Real Douchebags from Queens
10 Jul
This weekend one of our favorite shows, Entourage, kicks off its 7th (and hopefully final) season of Lloyd insults, random cameos, and blatant product placement. What you may not realize is that Queens is actually a proving ground for real douchebaggery. In honor of the boys from Queens Boulevard, we’ve compiled a list of 10 of the best actual douchebags who’ve hailed from Queens over the years.
We suspect Vince would have earned a place on this list after the success of Aquaman, and sealed his place in history with a little help from Turtle.

10. Ja Rule

This gravelly voiced Hollis native sounded great on one track with Jay-Z ten years ago. Since then, the mustached and usually open-shirted rapper has tried singing and ended up beefing with a number of rappers. He enters the list at 10 thanks to being upstaged by a bigger Queens douchebag.
9. John McEnroe

Although he’s a military brat born in West Germany, he grew up in Douglaston, Queens. McEnroe’s Irish temper has made him famous for 1) yelling at refs and 2) overkilling a catch phrase. Seriously.
8. William M. “Boss” Tweed

This famously corrupt politician once resided in Bayside. Tweed made sure the Democratic Party in New York ran a tight ship, but was eventually convicted of stealing between $40M and $200M in NYC taxpayer money–in 1873. That’s $1.5 – $8 Billion in 2009 dollars.
7. LL Cool J

The St. Albans, Queens native always has an excuse to go shirtless or find pointless movie roles (Any Given Sunday and Deep Blue Sea are particular standouts).
6. John Gotti

This former Howard Beach resident has many douchebag qualifications: loansharking, obstruction of justice, tax evasion, slick hair, and a wife and kids with a reality show.
5. Walt Whitman

Although born on Long Island, Whitman worked as a typesetter and teacher in Jamaica, Queens for many years of his life. He’s a major douchebag for writing all that transcendentalist poetry I was forced to study in high school, making him just as irritating as the douchebags at school who were still alive.
Also worth noting: There is a school full of douchebags named after him in Bethesda, MD (whose alumni include an InGameNow co-founder, Stu).
4. 50 Cent

In case you hadn’t heard, he was shot 9 times when he was living in Jamaica, Queens. 50 is among the douchiest of rappers, insofar as he made his career by calling out other douchebags (see Ja Rule). While this would normally be a legit service to greater society, a listen to any of his songs shows that it’s really a reflection of his unbearable narcissism.
3. Don Rickles

This insult comic went to Newtown High School. His douchebag qualifications are reinforced by any joke he’s ever told.
2. George Tenet

This Flushing, Queens native was the head of the CIA. Douchebag qualification: formulated the argument that Saddam Hussein had WMD’s in Iraq.
1. Donald Trump

Trump grew up in Jamaica Estates and attended the Kew-Forest School. His douchebag qualifications include firing people on tv whom he’s never hired, naming buildings after himself, living inside a gold apartment, and suing people to prove he’s a billionaire.
![]() |
Get all the iPhone Sports Apps by InGameNow: - InGameNow iPhone App -MLB iPhone App - NFL iPhone App - NBA iPhone App - UFC / MMA iPhone App - NCAA Football App - NCAA Basketball App - Soccer iPhone App |


Nothing yet from the Peanut Gallery...