27 DressesMovie · 2008

If you're into the whole 'enemies to lovers' vibe with some serious fashion faux pas, this one's for you. Katherine Heigl as the ultimate people-pleaser is a whole mood, but let's be real, James Marsden doing his whole charming, witty thing? We're absolutely not okay after watching him. It's got that classic rom-com tension and a sister rivalry that makes things deliciously complicated.
Jane Nichols is a perpetual bridesmaid, having served in an astounding 27 weddings for her friends. Her organized life takes an unexpected turn when her younger sister, Tess, announces her engagement to George, the man Jane secretly adores. As Jane navigates her complicated feelings and Tess's wedding preparations, she encounters Kevin, a cynical newspaper reporter. He sees a compelling story in her unique situation and begins to follow her, hoping to write about her extensive bridesmaid experiences, leading to an unforeseen connection between them.