Leo's Love(s) is a romantic comedy in the style of Woody Allen that follows Leo, a struggling writer doomed to write advertising jingles, as he meets and falls head over heels in love with Max, the girl of his dreams. Max is everything that Leo could want: she's beautiful; she's smart; she has a particular fondness for late 19th century French poetry; and as an actress who's biggest role is portraying a dancing, chocolate sprinkled dough nut in a local commercial, she is very much a kindred spirit. The only problem? Leo is engaged to Rachel, a bi-polar spitfire with a penchant for violence through kitchen utensils.