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Top 10 Movie Couples We Want to Double-Date

Double-dating is harder than regular dating. First of all, there’s two of them and two of you. That’s more potential for problems. After all, you might forgive your own date’s annoying habits (chewing with mouth open, laughing too loudly) because you’re going to get some action later on. But your double date? Hell, no. That means, they better be good company. Here are the top ten movie couples worth double-dating.

1. Alvy Singer (Woody Allen) and Annie Hall (Diane Keaton), Annie Hall (1977)
One of the best things about double-dating is hanging with someone you’d never date but who is actually an awesome dinner companion. Double-dating means that you get all the charm and witty one-liners without the mother-in-law or morning breath. Alvy Singer is a classic example. Better yet, he’d bring along kooky Annie Hall. When’s the last time someone you double-dated said, “Hey, don’t knock masturbation! It’s sex with someone I love.” Here’s your chance.

2. Jules (Julianne Moore) and Nic (Annette Bening), The Kids Are All Right (2010)
These two love each other and their two children deeply if imperfectly. Despite all the screw-ups, they make you want to be part of a better couple, and isn’t that why you might double-date anyone, in the end? (Okay, sure, sometimes you’re just bored or desperate.) But the very best kind of double-date can be like free group couples therapy. These two are all right in that department.

3. Katie (Barbra Streisand) and Hubbell (Robert Redford), The Way We Were (1973)
Why couldn’t these two characters make it work? If this movie were made today, they’d have ended up together, which pretty much encapsulates everything that’s right/wrong about Hollywood movies. One caveat here: You should only double date them as they are in the first half of the movie, when they’re still enamored of each other and the idea that the popular jock and the nerdy political activist could fall in love. At the end, when they’re not together, they’re not half as fun.

4. Jack T. Colton (Michael Douglas) and Joan Wilder (Kathleen Turner), Romancing the Stone (1984)
Love-hate chemistry is more fun to witness than experience. Plus this duo is funny as hell, especially when they make fun of the romance novels she writes by making out passionately after simply saying “Hi!” Admit it: Sometimes on a double date you just want to sit back and make the other couple do all the work. These two will fit that bill.

5. Westley (Cary Elwes) and Buttercup (Robin Wright Penn), The Princess Bride (1987)
Imagine the possibilities: Westley, will you get the eggplant parmesan so I can taste it?… As you wish. … And If I change my mind about my entree and prefer yours, will you trade? … As you wish. … Let’s get Death by Chocolate and four spoons… As you wish. Finally! A chance to work in lines from The Princess Bride and hang out with people as attractive as Cary Elwes and Robin Wright.

6. David Norris (Matt Damon) and Elise Sellas (Emily Blunt), The Adjustment Bureau (2011)
This film was pretty unremarkable except for one, kind of amazing element: proper, grown-up, palpable chemistry between two characters that was equal parts brain and booty. It shouldn’t be that rare to see two smart, funny, beautiful people fall for each other’s intellect on screen, but it feels like it is. Oh, and if the waiter turns out to be an evil undercover agent from an alternate universe, then they’d probably come in pretty handy, too.

7. Harry Burns (Billy Crystal) and Sally Albright (Meg Ryan), When Harry Met Sally (1989)
Since opposites usually attract, chances are one of you is high maintenance and the other isn’t. This would balance out a double date with Harry and Sally nicely. There would be lively debate, some fun rounds of Pictionary, maybe even some drunken dancing involving the White Man’s Overbite. One would just hope Sally would know NOT to pull out her female orgasm impression at the dinner table when guests are over.

8. Ennis Del Mar (Heath Ledger) and Jack Twist (Jake Gyllenhaal), Brokeback Mountain (2005)
Normally, excessive P.D.A. is kind of a deal-breaker on a double date. First of all — ew, we’re eating! And second, who wants to double-date a couple who makes them feel like their own sex life is drab and monotonous? But with these guys: Bring it on! We could even stand to see a little tongue. In the end, though, we just want to double-date these guys so we can reach across the table, squeeze their hands, and tell them it’ll all be okay if they’d just move to the West Village or San Francisco.

9. Loretta (Cher) and Ronny (Nicholas Cage), Moonstruck (1987)
How could these actors do so right in this movie and later go so wrong? It’s our fantasy to be on a double-date with this couple and have Cher slap someone in the face to wake them up to their life. Actually, maybe she could slap everyone at the table, each for whatever they needed to snap out of. And while we mostly prefer to avoid double-dating couples who fight in public, we’d kind of like to see these two go at it. We think we could learn a thing or two about how to lay it all out on the table… and, later, screw and make up. Also, Cage is eighteen years younger than Cher! We just want to be around that kind of magic.

10. Captain Von Trapp (Christopher Plummer) and the Baroness (Julie Andrews), Sound of Music (1965)
Sure, if we were seven years old and liked to skip a lot, we’d love to go to dinner with the Captain and Maria. Hey, maybe we could even put on a puppet show! But if it’s witty banter, heavy drinking, and good old-fashioned innuendo you’re looking for, then the Baroness wins hands down.

Author: Em & Lo

Click here for the full on-air schedule for When Harry Met Sally on SundanceTV.