In the happier early days, Dean goes down on Cindy: Gosling pulls down Williams’s panties and shoves his face in there. An ’80s version of Fifty Shades of Grey, Lyne’s soft-core erotic classic chronicles the brief relationship between a wealthy Wall Street arbitrator (Rourke, still human) and the young art-gallery employee (Basinger) he bends to his will. One evening in a park near Beijing’s Forbidden City (the Chinese capital’s prime cruising destination), a cop arrests A Lan, one of the furtive men seeking companionship. The ensuing interrogation lasts all night. Oshima’s 1976 masterpiece – the crown jewel of a career hell-bent on upsetting the establishment – recounts the true story of the all-consuming sexual obsession that blossomed between a hotel owner and his new employee in 1936 Tokyo. US-shot documentary footage combines with a madcap satire of modern Belgrade in this uncategorizable art-house favorite. Themed around the sexual and political theories of Wilhelm Reich, its heady mix includes Soviet propaganda clips, upsetting material filmed in insane asylums and even a psychotic Russian ice skater.

Possibly the most famous X-rated film of all time, comedic sex-romp Deep Throatstars 23-year-old Lovelace as a woman who discovers her clitoris is in her throat. Troche’s debut feature, a lighthearted and low-budget lesbian love story, won the Teddy for Best Feature at the Berlin Film Festival.When 20th-century kids Tobey Maguire and Reese Witherspoon are mysteriously beamed into the monochrome world of 1950s TV show Pleasantville, they bring with them a whole lot of new and dangerous ideas. In a film crammed with Hollywood firsts – the early death of the heroine, the suggestion of necrophiliac incest, the practical use of a toilet – it’s the opening scene of unmarrieds Leigh and Gavin sharing a bed that really got moral watchdogs barking. Having spent their beach trip scrambling the boys’ image of themselves and their sexuality, Verdú initiates a threesome where, in their orgiastic delirium, Luna and Bernal share a sudden, passionate kiss. Cary Grant is a New York ad man mistaken for a spy and pursued across America by a shady cabal, sending him scurrying through cornfields, scaling Mount Rushmore and eventually crawling into the arms of femme fatale Eva Marie Saint, who might also be playing him for a mark. The film isn’t as explicit as some others on the list, and according to all involved, the anal sex is simulated. But that doesn’t mean feelings weren’t hurt: Schneider felt “raped,” Brando felt “violated” and both disengaged from their director for years.

Linda is unable to orgasm, so she pays a visit to a psychiatrist, Dr. Young (Reems) – a real kook but horny as hell. He discovers her unusual condition. His solution? A technique called ‘deep throat.’ He suggests Linda practice on him. Between the movie’s early comic blisses and troubling desert finale lies one memorable love scene in a cheap motel shower. Luke and Jon, both HIV-positive and on the run from the law, share an awkward but very memorable sudsy embrace. Eternals, Marvel’s sprawling, cod-philosophical saga of godlike beings protecting Earth from alien beasties.

Pichul’s nihilistic drama, an enduring emblem of the Soviet Union during perestroika, follows a wild Russian girl as she falls in love with a man whom her family violently disapproves of.

Still considered the most sexually explicit mainstream movie ever to hit the UK, Michael Winterbottom’s romance interlaces live musical performances (by bands like Primal Scream and the Von Bondies) with the bedroom romps of an adventurous couple that clearly loves going to concerts. Written by Dave Calhoun, Joshua Rothkopf, Cath Clarke, David Ehrlich, Phil de Semlyen, Daniel Walber, Trevor Johnston, Andy Kryza, Daniel Walber and Matthew Singer There are many to choose from, running the gamut from what seem like standard fetish sessions to troubling, politically charged fantasies. The most interesting, however, is a sequence in which professional submissive Maria Beatty arrives for a personal session with two of Pandora’s Box’s dominatrices. Based on a real Buenos Aires bank robbery in 1965, Burnt Moneyis the story of two criminal lovers who met in a public bathroom and died together under police gunfire.The local nuns, convinced that they have been possessed by the devil, are having their demons exorcised by a witch hunter. But when their psychosomatic condition remains unresolved, they promptly descend into an orgiastic fever, some of them using a giant crucifix as a dildo, commencing a sequence that has since become known as the Rape of Christ. This German drama tells of Inge (Werner), a woman in her late 60s. Her marriage has lost its spark, so she starts an affair with Karl (Westphal), a man a decade older. It’s been rumored that Warren Beatty, after seeing then-girlfriend Christie getting cunnilingus from her costar, demanded that the scene be cut. But he didn’t win that fight, and Sutherland still insists that everything was entirely faked. He would know.