Jerks, cheats, cads -- why do ladies love them? Douchey boyfriends
may not be tolerated in real life (well, sometimes they are), but on the big and small screen they're pretty darn entertaining. Some of the most memorable love interests in pop culture are also borderline sociopaths. (Or not-so-borderline.) Here's our salute to the worst boyfriends
in pop culture. They're the guys you love to hate, the callous jocks and lethal lotharios
who secretly melt your heart (and steal your wallet). Jordan Catalano (Jared Leto), "My So-Called Life"
Jordan is the epitome of the aloof pretty boy, whose blank stares are mistaken for looks of romantic longing. In fact, Jordan wasn't all that bright, and his yo-yo relationship with Angela drove us crazy. Plus, he wasn't even a good songwriter, preferring to pen odes to his car rather than to Angela's silky head of hair. And he never should've let that talentless drunky-pants Rayanne sing with the Frozen Embryos. J.D. (Christian Slater), "Heathers"
One of the many brilliant aspects of "Heathers" is the way it reveals the cool "rebel without a cause" character for the psycho jerk he actually is. J.D. -- are guys named J.D. ever not jerks? -- drags Winona Ryder's Veronica into his murderous plot, all under the auspices of being her soul mate. Hey, at least his explosive death lights her cigarette. Bruce Wayne (Michael Keaton, Val Kilmer, George Clooney, Christian Bale)
Sure, he's obscenely wealthy and handsome (not to mention the definition of a troubled guy who needs saving). But Mr. Wayne also has a pesky habit of sneaking out at night in tights and a cape. Plus, his love interests don't exactly have a long lifespan -- they're either forgotten about, like Vicki Vale (Kim Basinger), or blown up, like Rachel Dawes (Maggie Gyllenhaal). Click here
for more bad boyfriends after the jump.James Bond, Every Bond Movie
Has notorious bed-hopper James Bond ever had a relationship that lasted more than one movie? Even Daniel Craig's PC-era Bond can't seem to keep a girlfriend for very long. (They tend to either end up dead or jilted.) Seriously, it was cute in the '60s, but now it's just getting silly. Isn't it time Bond settled down with a nice fellow MI6 agent? Or perhaps Judi Dench? Dylan McKay (Luke Perry), "Beverly Hills, 90210"
Sure, he's a dreamy rebel with killer sideburns. But is it worth all the baggage? Alcohol and drug problems, a criminal pop, commitment issues -- the guy rivals RuPaul for the title of biggest drama queen of the '90s. Jim (Anthony Michael Hall), "Edward Scissorhands"
Hall tapped into his years of being bullied in '80s classics like "Weird Science" and "The Breakfast Club" to play selfish jock Jim, who convinces Edward (Johnny Depp) to commit a burglary just so he can buy a van for make-out sessions with Kim (Winona Ryder). You have to be a really, really terrible boyfriend to get childlike Edward to stab you with his scissors on purpose.Chuck Bass (Ed Westwick), "Gossip Girl"
Schemer, womanizer, scarf aficionado -- Chuck Bass is all these things and more. From stealing Blair away from Nate -- and then ditching her before their Italian jaunt for another girl -- Bass proves time and again that he isn't worth any self-respecting gal's time. But he sure keeps the "Gossip Girl" bloggers busy. Zachary "Sack" Lodge (Bradley Cooper), "Wedding Crashers"
Seeing as how "Wedding Crashers" is basically a modern-day '80s comedy, Cooper's "Sack" fills the borderline-psycho-boyfriend shoes. Not only does he constantly cheat on Claire (Rachel McAdams), he spends most of the movie punching whoever's in his field of view. Cooper's everyman persona is put to good use, and that ugly yellow sweater he sports is dead on. William Zabka, "Karate Kid," "National Lampoon's European Vacation," every movie made during the '80s
Zabka's cocky jerks (usually named something preppy-sounding like "Chas") in everything from "Karate Kid and "Back to School" cemented his role as the biggest bully of the '80s. And though he's barely in the second "Vacation" movie, his slimy presence is still felt as Audrey's boyfriend who was clearly cheating on her back home. "The Russian" (Mikhail Baryshnikov), "Sex and the City"
"Sex and the City" offered us a bevy of terrible boyfriends (Remember the guy who wanted to pull an R. Kelly on Carrie?), but Baryshnikov's dreary, morbid Aleksandr Petrovsky takes the cake for sucking the life out of every scene he was in. Yes, he took Carrie to Paris, but he also refers to her as strictly a "lover" and failed to display an ounce of sympathy when Samantha had cancer. At least "Post-It Note" Berger was entertaining. Hardy Jenns (Craig Sheffer), "Some Kind of Wonderful"
Sheffer's role as the rich, cocky ex-boyfriend of Lea Thompson in "Some Kind of Wonderful" pretty much guaranteed he'd play shady characters for the rest of his career. Wonderfully-named bully Hardy Jenns tries to sabotage Amanda's budding relationship with working class Keith (Eric Stoltz), constantly threatening to "make him pay." '80s tough guys loved telling people they'll make them pay. Dawson Leery (James Van Der Beek), "Dawson's Creek"
Wah, wah, I love Joey. Boo hoo, now I love Jen. Whiny, arrogant Dawson didn't deserve to have his name in the title. We're still happy that Joey chose Pacey in the end. Patrick Bateman (Christian Bale), "American Psycho"
Good-looking, successful, well-dressed ... what's not to like about Patrick Bateman? OK, maybe he is a little too into the discographies of Huey Lewis and Phil Collins. And, yes, maybe he does have threesomes with prostitutes before horrifically butchering them. Hey, nobody's perfect. Rob Gordon (John Cusack), "High Fidelity"
Here are our top five reasons why Rob's kind of a tool: 1. He reunites with old flames when he should be focusing on making things work with Laura (Iben Hjejle); 2. He borrows money from Laura and is unsympathetic to her abortion; 3. His record collection has taken over his life; 4. He's far less likable than other Cusack characters; 5.He makes way too many lists.