Awkward! The 10 Most Uncomfortable Roommate Situations in Movies and TV

In 'Girl Most Likely' Kristen Wiig moves back home, only to find a man renting her room! Here's a look at some of the most awkward onscreen roomies

In Kristin Wiig's new film Girl Most Likely, the Saturday Night Live vet plays a woman in her 30s who has a mental breakdown. When she is forced to move back home, she finds that her mom (Annette Bening) has saddled her with a new housemate (Darren Criss).

But there are plenty of other awkward roommates to be seen onscreen. Here are our picks for the most mismatched living situations in TV and film.

 

'Girl Most Likely'

 Worst Roommates

Courtesy of Roadside Attractions

What is Imogene (Wiig) to do when she is forced to move back into her mom's (Bening) New Jersey home -- and finds that her room has been rented out by Lee (Criss), the lead singer of a Backstreet Boys cover band? Well, freak out, of course!

 

'In Her Shoes'

 Worst Roommates

20TH CENTURY FOX / THE KOBAL COLLECTION / BALDWIN, SIDNEY

Maggie (Cameron Diaz) and Rose (Toni Collette) never had much in common, but when Maggie can't hold a job, Rose is forced to let her move in. Things were bad enough, but they get even worse when Rose finds her sister in bed with her boyfriend.

 

'Knocked Up'

 Worst Roommates

THE KOBAL COLLECTION / UNIVERSAL / HANOVER, SUZANNE

Alison (Katherine Heigl) never intended on seeing Ben (Seth Rogen) again after their one-night stand, but after when gets pregnant, she ends up spending a lot of time at his place -- along with his pot-smoking, porn-watching, jobless roommates.

 

'Don't Trust the B in Apt. 23'

 Worst Roommates

20th Century Fox Television / The Kobal Collection

June (Dreama Walker) had big goals when she moved to NYC, including working on Wall Street -- so moving in with con artist Chloe (Krysten Ritter) was probably not the smartest idea. June may have gotten to hang out with James Van Der Beek, but the perks definitely did not outweigh the torment of living with crazy Chloe.

 

'Baby Mama'

 Worst Roommates

THE KOBAL COLLECTION / BROADWAY VIDEO / BAILEY, K C

Kate (Tina Fey) was desperate to have a baby, but she made the wrong choice when she hired Angie (Amy Poehler) to be her surrogate. The pair's differences were only magnified when neat Kate takes slobby, junk food junkie Angie into her home.

 

'Notting Hill'

 Worst Roommates

POLYGRAM / THE KOBAL COLLECTION

How did quiet and polite William (Hugh Grant) end up with such an eccentric roommate like Spike (Rhys Ifans)? That is a very good question. Between prancing around in his underwear and butting into the business of William's relationship with Anna (Julia Roberts), who would ever want share a flat with him?

 

'The Odd Couple'

 Worst Roommates

PARAMOUNT TELEVISION / THE KOBAL COLLECTION

No matter how many bad pairings have come along since, none of them will ever be able to compare to the mismatched living situation that was the home of Felix (Tony Randall) and Oscar (Jack Klugman). With one being an neat freak and the other being a complete mess, how did they ever make it work?

 

'Felicity'

 Worst Roommates

Courtesy of Warner Brothers

Felicity (Keri Russell) was excited for a new life when she started college in NYC, but what she never expected was a weirdo goth roommate like Meghan (Amanda Foreman) who would freak her out all the time -- starting with putting her underwear in their dorm fridge.

 

'Bridesmaids'

 Worst Roommates

Universal Pictures / The Kobal Collection / Hanover, Suzanne

Annie (Kristin Wiig) had really bad luck with the pair of roommates she decided to move in with. Gil (Matt Lucas) and Brynn (Rebel Wilson) were brother and sister, but they were just a little too close for comfort, which Annie realized when she discovered them in bed together!

 

'Step Brothers'

 Worst Roommates

THE KOBAL COLLECTION / COLUMBIA

Brennan (Will Ferrell) and Dale (John C. Reilly) are middle-aged men who are jobless and still living at home. So when their parents marry each other and the two become roomies, things do not go well at all -- especially when they try to build bunk beds.

 

Rana Meyer is the Associate Entertainment Editor for iVillage. Find her on Google+.

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