Night Owls

Night Owls is a 2015 romantic comedy-drama film that follows the story of Kevin, a workaholic who has a one night stand with Madeline, a beautiful train-wreck who turns out to be his boss's jilted ex-mistress. When Madeline takes a bottle of sleeping pills, Kevin is forced to keep her awake all night, leading to a series of hilarious and heartfelt moments as they begin to fall for each other. With a talented cast, including Adam Pally and Rosa Salazar, Night Owls is a unique and entertaining take on the ups and downs of love and relationships.

You can stream Night Owls on: Pluto TV

Some movies that have similar genres and were produced around the same time as Night Owls include Love, Rosie, The Spectacular Now, The Lobster, Barefoot, LOL, Love, Simon.