Films like Sleeping with Other People
Can two serial cheaters get a second chance at love? After a one-night stand in college, New Yorkers Lainey and Jake meet by chance twelve years later and discover they each have the same problem: because of their monogamy-challenged ways, neither can maintain a relationship. Det...
10 to watch next
-
The 40 Year-Old Virgin
Film · 2005 · also comedy and romanceAndy Stitzer has a pleasant life with a nice apartment and a job stamping invoices at an electronics store. But at age 40, there's one thing Andy hasn't done, and it's re...
Films like The 40 Year-Old Virgin → -
Tootsie
Film · 1982 · also comedy and romanceWhen struggling, out of work actor Michael Dorsey secretly adopts a female alter ego—Dorothy Michaels—in order to land a part in a daytime drama, he unwittingly becomes a...
Films like Tootsie → -
The Ugly Truth
Film · 2009 · also comedy and romanceA romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relati...
Films like The Ugly Truth → -
Plan B
Film · 2021 · also comedyAfter a regrettable first sexual encounter, a straight-laced high school student and her slacker best friend have 24 hours to hunt down a Plan B pill in America's heartla...
Films like Plan B → -
That Awkward Moment
Film · 2014 · also comedy and romanceBest pals Jason and Daniel indulge in casual flings and revel in their carefree, unattached lives. After learning that the marriage of their friend Mikey is over, they gl...
Films like That Awkward Moment → -
Old School
Film · 2003 · also comedyThree friends attempt to recapture their glory days by opening up a fraternity near their alma mater.
Films like Old School → -
Another Gay Movie
Film · 2006 · also comedy and romanceAndy is your typical All-American eighteen-year-old gay virgin. Like everyone else, he's dying to have sex. Totally out of the closet and mad-crazy horny, this naïve high...
Films like Another Gay Movie → -
Someone Great
Film · 2019 · also comedy and romanceAn aspiring music journalist lands her dream job and is about to move to San Francisco when her boyfriend of nine years decides to call it quits. To nurse her broken hear...
Films like Someone Great → -
The Knack... and How to Get It
Film · 1965 · also comedy and romanceA nebbish schoolteacher begs his smooth (and misogynistic) pal to teach him 'the knack' – how to score with women. Serendipitously, the men meet up with a new girl in tow...
Films like The Knack... and How to Get It → -
American Pie
Film · 1999 · also comedy and romanceAt a high-school party, four friends find that losing their collective virginity isn't as easy as they had thought. But they still believe that they need to do so before...
Films like American Pie →