In order to escape her looming post-graduation fate that includes student debt and zero romantic prospects, Blake Conway becomes a sugar baby. As the aspiring journalist and hopeless romantic documents the adventure, she sets out on a quest to figure out if society is right to judge these women and if her own self worth comes with a price.
When two brothers are stranded by a brutal winter storm with an unpredictable father they barely know, the boys begin to suspect their supposed protector may be their biggest threat.
Frank O'Brien, a petty thief, and his 7-year-long girlfriend Roz want to put an end to their unsteady lifestyle and just do that last job, which involves stealing a valuable painting. Frank takes Roz to an island on the coast of New England, where he wants to sell the painting and also hopes that their sagging relationship will get a positive push back up. Not everything goes as planned.