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  1. Entertainment
  2. Movies

50 Strangest Movie Relationships

Features
By Jen
Published 23 January 2014

Love means never having to say you're sorry... ish

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Jonathan and Emmy - Mannequin (1987)

The Strange Relationship: Wannabe artist Jonathan (Andrew McCarthy) falls for shop window mannequin Emmy (Kim Cattrall). Emmy isn't permanently plastic however - she does come to life occasionally, albeit only for Jonathan. Perhaps that's part of the attraction.

Could It Ever Work In Real-Life? We don't see why not, as long as Jonathan made sure that there was absolutely no chance of Emmy reverting back to plastic. That would make for a very boring marriage.

Gary, Wyatt and Lisa - Weird Science (1985)

The Strange Relationship: Power nerd school chums Gary (Anthony Michael Hall) and Wyatt (Ilan Mitchell-Smith) use all their techno know-how to create the "perfect woman" (Kelly LeBrock) on their computer (a now suitably retro Memotech).

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With the infamous line "So, what would you little maniacs like to do first?", cyber babe Lisa enchanted the boys and went on to share some steamy smooches with Wyatt. She might not be a flesh-and-blood woman, but her bodacious bod made sure that no one cared too much about that.

Could It Ever Work In Real-Life? If men had the option to create their perfect women then real girls would become obsolete. This would definitely work - Gary and Wyatt would have stayed loyal to Lisa for as long as she was an insanely attractive computer hottie. So forever, then.

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Jenny and The Starman - Starman (1984)

The Strange Relationship: Jeff Bridges plays an alien shot down by the US government, who takes on the form of the late husband of Jenny (Karen Allen) in John Carpenter's fantasy road trip flick.

Movie road trips nearly always lead to romance, and Starman and Jenny's passionate love affair offers the audience one of the creepiest post-coital lines in movie history: "I gave you a baby tonight." Shudder.

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Could It Ever Work In Real-Life? Debatable. He'd die on Earth, she'd die on his planet, and everyone knows that long-distance relationships can be nasty (especially ones where you can't even Skype).

Edward and Kim - Edward Scissorhands (1990)

The Strange Relationship: Tim Burton's love stories are always oddball, but this tale of doomed romance between a fluffy-haired American sweetheart and a leather-clad man with scissors for hands might be the strangest (and sweetest).

Could It Ever Work In Real-Life? Off-screen Edward would undoubtedly not be considered an outcast at all and would become an avant-garde hairdresser, not hindered by his Wolverine-style fingers and adored by the fashion elite.

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In which case, no one would bat an eyelid at his union with Kim, and they'd probably live happily ever after and all that.

Lee and Edward - Secretary (2002)

The Strange Relationship: Sensitive typist Lee Holloway (Maggie Gyllenhaal) bags herself a job working for eccentric lawyer Edward Grey, and it isn't long before they're neglecting the memos for some seriously kinky BDSM activity.

Could It Ever Work In Real-Life? Most definitely. If the whole Fifty Shades Of Grey palava has taught us anything, it's that there are a lot of bored housewives out there looking for a domineering boss to teach them a thing or two.

Phil and Rita - Groundhog Day (1993)

The Strange Relationship: Grouchy weatherman Phil (Bill Murray) uses every trick in the book to woo his producer Rita (Andie MacDowell). No seriously, every single trick.

Stuck in a seemingly never-ending time loop, Phil has all the time in the world to work exactly what it is that Rita finds charming in a man, even learning some impressive French poetry. Smooth.

Could It Ever Work In Real-Life? We're sure most guys would appreciate the opportunity to have countless attempts at getting the girl. Plus, Phil gets to learn some classic movie valuable life lessons on the way, so we'll give them a thumbs up.

Harold and Maude - Harold and Maude (1971)

The Strange Relationship: This death-obsessed couple are perfect for each other. Apart from the fifty year age gap.

Even though she's old enough to be his great-grandmother, Harold (Bud Cort) and Maude (Ruth Gordon) make a serously charming pairing.

Could It Ever Work In Real-Life? Harold's snooty mother (Vivien Pickles) definitely wouldn't be happy, but we think not only would it work, they'd have a reoccurring slot on Extreme Cougar Wives . Yes, that is a real TV show.

Elizabeth and David - Just Like Heaven (2005)

The Strange Relationship: Landscape architect and handsome widower Dave (Mark Ruffalo) finds himself in love with a beautiful (and slightly neurotic) ghost (Reese Witherspoon) who shares his new apartment.

Could It Ever Work In Real-Life? All depends on your stance on the supernatural of course, but we reckon if anyone found a ghostly Reese Witherspoon in their flat they'd force themselves to get past the weirdness and make it work. Makes hugging hard though.

Craig and Lotte and Maxine and John - Being John Malkovich (1999)

The Strange Relationship: Oh where to start.

Craig and Lotte are a normal married couple until he meets the sexy Maxine and they discover a portal into John Malkovich's head and Maxine discovers she likes having sex with John but only when Craig's wife Lotte is in his brain and then Craig becomes Malkovich and does anyone else have a headache??

Could It Ever Work In Real-Life? Absolutely not. It's far too complicated, and we'd never be able to remember what name to address everyone by.

Jessica and Roger Rabbit - Who Framed Roger Rabbit (1988)

The Strange Relationship: When you consider that they exist in the fictional world of Toonland, Jessica Rabbit's (Kathleen Turner) marriage to goofy Roger (Charles Fleischer) doesn't seem that odd.

Even still, Jess is a babe of such epic proportion that it seems strange for her to settle for anyone quite so… rabbity.

Could It Ever Work In Real-Life? He may be buck-toothed and big-eared, but Jessica loves him anyway. Why? "He makes me laugh". There's hope for anyone.

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