Alice Eve and Jay Baruchel

Alice Eve and Jay Baruchel in 'She's Out of My League'. Photo courtesy Dreamworks SKG

February 14th this year, as it does most years, falls on a weekday. Or, more specifically, it falls on a “work night”, meaning most people aren’t going to have the time or energy for a romantic night out on the town. In fact, the Saturday night before Valentine’s Day is celebrated more with a romantic dinner out than the actual holiday itself.

The point of this is most of you are going to find a way to celebrate the holiday of star-crossed lovers without having to hit the snooze alarm a million times tomorrow. Sounds like a quiet night in with a movie to me. Unfortunately, this will have most guys flirting with disaster in the form of the chick-flickiest (yes, I just made that word up) of chick flicks. The Notebook? Yuck. Sex and the City? No thanks. Twilight? Don’t even get me started. However, if you have the skills to subtly steer the conversation, here are five movies the both of you should enjoy with romance playing a key theme:

She’s Out of My League (2010) – This fugly-guy-gets-the-super-hot-girl flick has the best of both worlds: she’ll love the awkward romance and you’ll get a kick out of the supporting cast filled with bitterly sarcastic individuals. Jay Baruchel plays a TSA agent aspiring to be a pilot when an inexplicably hot woman, Alice Eve, leaves her phone in his security line. Looking to rebound from a failed relationship, Eve’s character falls for the charming loser that is portrayed flawlessly by Baruchel. All the while, each character’s posse of friends insist that there is no way a ‘5’ can score a ’10’.

50 First Dates50 First Dates (2004) – This one feels a bit like a “gimme” but if you didn’t think of it already than you’re welcome! Adam Sandler falls for Drew Barrymore on the romantic island of Hawaii. The only problem? When Barrymore was in a car accident, she lost the ability to form new memories, meaning every morning she’ll forget who Adam Sandler is all over again. Nevertheless Sandler is determined not to give up. This movie has the romance for her and Adam Sandler and Rob Schneider for you. Win-win.

Miss March (2009) – Have you ever had a high school sweetheart almost seal the deal with you only to wake up from a four-year coma to discover she’s now a Playboy pin-up? In this goofy buddy/romantic comedy, Zach Cregger and Trevor Moore (of “The Whitest Kids U’Know” fame), who also directed the film, play a pair of guys determined to track down Cregger’s high school sweetheart in the Playboy Mansion and win her back. But can a guy who has been out of it for nearly half a decade win back a girl that is now a sex symbol to millions? Granted, this one is lighter on the heartfelt romance, but it is most definitely there. If you can sell it to your lady friend, chances are you will both enjoy it.

Sideways (2004) – This one is especially a winner if the two of you love wine. Paul Giamatti and Thomas Haden Church play a pair of buddies that take a trip into wine country. Giamatti goes for a therapeutic weekend away. Haden Church goes for the booze (and his last week of freedom before getting married). But when the two of them meet two ladies out in California’s wine country, played by Virginia Madsen and Sandra Oh, they quickly develop other reasons for hanging around the vineyards. You’ll come sit down for the hilarious buddy relationship between Haden Church and Giamatti. She’ll stay for the chance to watch a Grey’s Anatomy star (Oh) in a romantic comedy.

The 40-Year-Old Virgin (2005) – This is another one that is a “gimme” but it doesn’t change the fact that it has the best of both worlds for you and her. Steve Carell plays the aforementioned middle-age virgin working in a Best Buy-esque electronics store when a harmless post-work game of poker accidentally reveals to his coworkers that he is, in fact, a virgin. Now the band of flawed but hilarious men are determined to get Carell laid. The only thing they don’t plan on is Carell falling in love when Catherine Keener’s character walks through the door. If you haven’t seen it, The 40-Year-Old Virgin is one of those movies with an absolutely ridiculous supporting cast including Paul Rudd, Seth Rogen, Elizabeth Banks, Leslie Mann, Jane Lynch and, yes, even a cameo by Jonah Hill.

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