Greg Whitmore September 21, 2013

Fictional bad boys – in pictures

The bad boy has always had an allure for scriptwriters and authors as well as some women. Here are 13 of our favourites

Bad Boys: Alfie — In 1966's Alfie, Michael Caine plays the eponymous womaniser whose misogynistic lifestyle comes back to haunt him at the end of the film in the shape of a younger man in the bed of Shelley Winters' Ruby Photograph: Ronald Grant Archive

Bad Boys: 1939, GONE WITH THE WIND — 'Frankly, my dear, I don't give a damn,' says Rhett Butler, played by Clark Gable, to Vivien Leigh's Scarlett O'Hara in 1939's Gone with the Wind Photograph: MGM/Allstar

Bad Boys: A Streetcar Named Desire — Marlon Brando plays the cruel and violent Stanley Kowalski in the 1951 film A Streetcar Named Desire Photograph: Ronald Grant Archive

Bad Boys: Bridget Jones's Diary — Renée Zellweger's lead in Bridget Jones's Diary falls for ladies' man Daniel Cleaver, played by Hugh Grant, until she realises he is irredeemable Photograph: Moviestore Collection/Rex Features

Bad Boys: Don Juan — Don Juan is a wealthy, seductive libertine who devotes his life to seducing women, gambling and fighting. His legend has different endings, hell or redemption. Here, Mary Astor and John Barrymore appear in the 1926 film of his fictional story
Photograph: Moviestore Collection/Alamy Photograph: Moviestore collection Ltd / Alam/Alamy

Bad Boys: Grease — Danny Zuko, played by John Travolta, is a hip-swaying bad boy who ends up turning Olivia Newton-John's Sandy Olsson to the leather-jacketed dark side in 1978's Grease Photograph: Cine Text/Allstar

Bad Boys: Heathcliff — Laurence Olivier plays the tortured romantic Heathcliff whose passion destroys all. Pictured here with Merle Oberon's Cathy in 1939's version of Wuthering Heights Photograph: United Artists/Allstar

Bad Boys: Iron Man — Tony Stark's first name is Playboy until he falls for Pepper Potts. Here Gwyneth Paltrow gets up close and personal with Robert Downey Jr in Iron Man 2 Photograph: Marvel Studios/Allstar

Bad Boys: James Bond — We couldn't leave out Ian Fleming's James Bond. The sexiest incarnation has to have been Sean Connery. Here he is in 1962's Dr No, with Ursula Andress playing Honey Ryder Photograph: United Artists/Allstar

Bad Boys: Joey from Friends — Matt LeBlanc played the womanising Joey in the hit TV show Friends for a decade. Here he is trying his moves on Rachel, played by Jennifer Aniston, in the creatively titled episode, The One where Joey Dates Rachel. His smooth lines include: 'How you doin?' Photograph: C4

Bad Boys: Mad Men — Jon Hamm's Don Draper in Mad Men is a smooth-talking, chain-smoking, whiskey-swilling lothario of the highest order Photograph: Frank Ockenfels/AMC/Lionsgate

Bad Boys: Rebel Without A Cause — Troubled Jim Stark, played by James Dean, causes Natalie Wood's Judy a whole heap of trouble in 1955's Rebel Without A Cause Photograph: Everett Collection/Rex Features

Bad Boys: The Adventures Of Robin Hood — In like Flynn! Errol plays Robin Hood to perfection alongside his Maid Marian, Olivia de Havilland, in 1938's The Adventures Of Robin Hood Photograph: Warner Bros/Allstar

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