Beautiful aspiring rock star Jude is stuck in a rut - relegated to recording commercial jingles and lost in a series of one night stands. When she is evicted from her Brooklyn apartment, she is forced to move into the Hamptons home of her wealthy - and selfish - father Paul Lombard, an over-the-hill, Sinatra-esque crooner angling for a musical comeback.

The romantic misadventures of Bert Sheering, a sophisticated, yet sexually repressed author and Arnie Hubert, an executive and unabashed ladies man. When Bert discovers that Arnie is sleeping with his wife, this modern day odd couple are launched into a journey filled with comedy, romance and ultimately, friendship.