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- inactive, on 03/30/2009, -3/+29I clicked on all 10 pages so you don't have to.
No.10 - The "Not On Our Watch" Men
Why are superstars George Clooney, Brad Pitt and Matt Damon so far down on our list? Honestly, because their crew is boring. Don’t get us wrong; they do great things when they hang out like founding the human rights group Not On Our Watch. However, they don’t seem to generate the crazy stories that other entourages do. When the rumor hit that Pitt and Angelina Jolie would marry at Clooney’s vacation home, George ordered reception tables to mess with the paparazzi. That's about as crazy as their pranks get, although sometimes they can be pretty witty. Oh, and Pitt and Damon did cameos for Confessions of a Dangerous Mind.
No.9 - The Brat Pack
One night in 1985, Emilio Estevez, Rob Lowe and Judd Nelson were drinking Coronas and flirting with groupies at the Los Angeles Hard Rock Cafe. Writer David Blum was tagging along and invented the name for the young, high-living circle. Along with the above three, the Pack included Anthony Michael Hall, Andrew McCarthy, James Spader, Robert Downey Jr., and Charlie Sheen (but only because his brother Emilio let him in). They partied hard together and made headlines in doing so. Film director Jay Roach said: “They seemed charmed in the way the Rat Pack seemed charmed.” It didn’t last.
No.8 - The Hellraisers
Known for their talent and equally tremendous excess, Oliver Reed, Richard Burton, Richard Harris, and Peter O'Toole are forever linked in the memories of the British public. During the ‘60s, this pub-crawling crew became larger than life. Burton and his wife Elizabeth Taylor downed three to four bottles a day, each. Harris drank two bottles of vodka a day while he read in the papers what he'd done the night before. Reed became infamous for drinking "gunk," an ice bucket with every drink in the bar poured into it. O’Toole fought everyone from paparazzi to cops. Director Peter Medak said: “You didn't know if they were going to kiss you or punch you right in the face."
No.7 - The Pussy Posse
While the Brat Pack formed at the height of their careers, the heyday of Leonardo DiCaprio’s circle occurred while they were either on their way up or on their way down. They didn’t care about their images or publicists, only about dominating New York City clubs and reeling in sexy debutantes with their boyish charm. There was Tobey Maguire (pre-Spider-Man), Lukas Haas (post-The Ryan White Story), Harmony Korine (post-Kids), David Blaine (pre-frozen in a block of ice), Ethan Suplee (pre-My Name is Earl), and Kevin Connelly (pre-Entourage). After Titanic they used Leo’s superstardom to terrorize NYC.
No.6 - Murphy's Law
Before rappers were known for large entourages, Eddie Murphy rolled with 20 to 30 guys, many of them childhood friends. Chappelle’s Show viewers already know about their run-ins with a coked-up Rick James and getting schooled in basketball by Prince. Now there’s a documentary being made about the Murphy entourage’s golden years. The members talk about almost shooting Michael Jackson’s pet chimp, Bubbles, and how angry Murphy got about his sauerkraut hot dogs. It sounds like they put the show Entourage to shame.
No.5 - The Beat Generation
The original Beat crew of Jack Kerouac, Allen Ginsberg and William S. Burroughs met in the late ‘40s in New York City. The would-be writers enjoyed drinking late, smoking “tea,” and discussing literature all night. Junkie/writer Herbert Huncke introduced them to the underground Times Square scene and they took to it more than their Ivy League backgrounds. The misfit hedonist Neal Cassady began taking them on road trips, which inspired Kerouac to write his famous book On The Road. They later took the party out west to San Francisco, where their crew dissolved somewhat in a psychedelic drug haze.
No.4 - The British Invasion
While The Beatles and The Rolling Stones had a friendly rivalry, many of the British invaders were drinking mates. Keith Moon, drummer for The Who, regularly incited public drunkenness with his friends John Lennon, Ringo Starr, Paul McCartney, Jimmy Page, John Entwisle, and their adopted American buddy Harry Nilsson. One story has Lennon and Nilsson ejected from the Troubadour in Los Angeles after drunkenly heckling the Smothers Brothers. On a sadder note, the night of Moon’s overdose he was Paul McCartney's guest at a film preview of The Buddy Holly Story, and died at Nilsson’s flat.
No.3 - The Lost Generation
The Lost Generation referred to a group of American writers who lived and partied in Europe after the First World War: Ernest Hemingway, F. Scott Fitzgerald, Ezra Pound, Sherwood Anderson, Waldo Peirce, and John Dos Passos. The group also befriended Pablo Picasso and the brilliant Irish drunk James Joyce, whose novel Ulysses was smuggled into the United States by Hemingway after it was banned. Fitzgerald and Hemingway spent a significant amount of time in the bar at the Ritz in Paris, and it's since been named the Bar Hemingway in memory of those booze-fueled days.
No.2 - The West Coast Crew
The crew has since dissolved due to infighting and movies like Soul Plane, but at one time the Death Row boyz were the most feared posse around. As Snoop said on The Chronic, “Protected by n*ggaz wit big dicks, AKs and 187 skills.” Dr. Dre and fellow Compton native Suge Knight founded Death Row Records with money Suge had hung Vanilla Ice off a balcony to get. They signed Snoop Dogg, an old friend of Dre’s stepbrother, Warren G. Snoop’s cousin Nate Dogg, and friends and Tha Dogg Pound followed. Add in Tupac and Los Angeles lived in awe of their malt liquor, gin and juice, and blunt parties.
No.1 - The Rat Pack
In January 1960, Frank Sinatra decided to join his buddy Dean Martin onstage at the Sands. They had so much fun trading wisecracks, they set up more shows and invited more friends: Sammy Davis Jr., Peter Lawford and Joey Bishop. They ad-libbed inside jokes and drank from a bar on stage. Dean said: “The satisfaction I get out of working with these bums is that we have more laughs than the audience.” During the Ocean’s Eleven shoot they would drink all night, show up late on the set, do each scene in one take, booze on stage at the Copa, and repeat. - chicagojack, on 03/30/2009, -0/+8Rat Pack can never be beat
- stephcv, on 03/30/2009, -0/+7Rat Pack definitely deserves the #1 spot
- borez, on 03/31/2009, -0/+7Note to Askmen.com : Stop ruining your own feature content by not putting it on one bloody page. Thanks.
- spamspam, on 03/31/2009, -0/+6Buried for the misleading thumbnail...
- jhandfield, on 03/31/2009, -0/+5You're doing God's work, my son.
- pitchblack16, on 03/30/2009, -0/+5That they do, that they do.
- chicagojack, on 03/30/2009, -0/+5thank you
- ThaCapn, on 03/31/2009, -0/+3God damn, not only 12 (Yes 12) clicks to see all 10 but an AD right in the middle as well?
Buried when clicks outweigh content. - petebot, on 03/31/2009, -0/+3What, no Griz and dotcom?
- MrChunks, on 03/31/2009, -0/+3I find browsing AskMen.com like pulling teeth. It's not only an ugly site, it's slow and I feel like I've been raped in the bottom after spending any length of time there.
- blackinthmiddle, on 03/31/2009, -0/+2I know exactly how you feel. I installed adblock just because of them. I don't use it on every site. But they're *definitely* on my list. You want to spread your ***** out over 12 pages instead of one, or at the most, two? Fine. Pay for the bandwidth. But I won't be rewarding you with ad impressions, that's for damn sure!
And I have nothing against ads. That's why I let digg's ads come through. But when it becomes painfully obvious that you've become an ad site with a little bit of content instead of the other way around, well I frown on that! - inactive, on 03/31/2009, -0/+2Buried as ***** list ever. Mislabeled, 10 pages of *****. The only cohesive group there is pretty much the original Rat Pack, and the Bohemians from NYC. The rest are just loosely-related categorized *****.
- blackinthmiddle, on 03/31/2009, -0/+2Yeah, they're the ones that finally inspired me to install adblock. I only set it up for egregious sites like them, who whore their site out for ad dollars.
- Hutch, on 03/31/2009, -0/+1I was wondering about them too..
- tomjowitt, on 03/31/2009, -0/+1Dugg for Ollie Reed.
- vl002001, on 03/31/2009, -1/+2dugg for not including marky-mark's lame-ass crew.
how about the wu-tang clan? those guys ruled NYC for a while (or at least staten isl.) - blackinthmiddle, on 03/31/2009, -0/+1Use adblock.
- Aeyar, on 03/31/2009, -0/+1But everyone knows Diggers are 94.7% more likely to click a link if they think it might be something they could jerk off to...
- jamspt, on 03/31/2009, -0/+1Honestly - this is a decent list, and I'm not sure who I would want to kick off to make this addition...
But Andre the Giant used to do some extremely crazy *****. I highly recommend looking up some of the things that he, hulk hogan, and a few others did. I'll be shocked if you don't find the word 'legendary' tagged to some of the things that they did. - TomK88, on 03/31/2009, -1/+1Ain't nothing but a gangsta party.
- blah247, on 03/31/2009, -1/+1The guys from Wu-Tang financial?
- bobburn1, on 03/31/2009, -2/+2Buried for no Frat Pack.
- twistedwriter, on 03/31/2009, -2/+1VICTORY!
- mclaughlind, on 03/31/2009, -5/+2What about the Frat Pack?
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