Bad boys for life
Will Ferrell on ice with an ego only matched in size by his hair makes for one of sports comedy’s most quotable movies. Hell, Jay Z and Kanye sampled the “provocative” line on Watch The Throne hit “N****s in Paris.”
Adam Sandler at his best. Courtesy of Sandler’s insensitive, careless, fly-off-the-handle, Bob Barker-beating creation, Happy Gilmore has more laughs than almost every Sandler movie since combined. It’s raw, honest, and Happy is a loveable rogue who shakes up the world of golf. Still holds up 20 years later.
Another Ferrell creation, there’s no doubt Ricky Bobby and his shake-n-bake compadre Cal are bad-asses of the Nascar circuit in their own right. And while it’s a tight race, excuse the pun, it’s Sasha Baron Cohen’s Jean Gerard who’s the real bad boy here. Ricky Bobby is the dim-witted, soft-hearted loveable loser to the Frenchman’s taunting, arm-breaking ways.
If ever there was an actor destined to play a sleazy, cheesy, womanising bad boy it’s Bill Murray. And he does it oh so well as 10-pin bowling’s comb-over king Ernie McCracken. A Farrelly Brothers film featuring Woody Harrelson, Randy Quaid and Chris Elliott to boot, Kingpin’s arguably the most underrated comedy of the 1990s. Murray’s never been more popular and if you haven’t seen this performance, we highly suggest seeking it out. Don’t let the Rotten Tomatoes rating fool you.
As far as bad boys go, they don’t get any badder than Jason Statham’s “The Monk.” A great goalkeeper, but a complete nutter at the same time. The topless intro of his character was the scene that attracted Hollywood to his action hero capabilities, and the rest is history.
F**k’n Chuck Norris. Ben Stiller’s turn as sadistic Global Gym owner White Goodman- head of the Purple Cobras - in this underdog tale is nothing short of sensational. Irreverent, irrational and self-sabotaging, Goodman’s a bad boy/douche on every level.
The most recent offering in the genre comes in the form of a HBO mockumentary, with Andy Samberg playing bad boy Aaron Williams - the white street kid Serena Williams’ family adopted and turned into a tennis pro. Part Andre Agassi, part every Samberg character ever, Williams gives demin its debut on the green grass of Wimbledon and take cues from every character on this list to nail the bad boy stereotype.