10 Best Movies Like Times Square Playboy
If you loved Times Square Playboy, we've curated the perfect watchlist for you based on shared genres, themes, and directorial style.
Pillow Talk
Why watch this? A perfect follow-up to Times Square Playboy for fans of Comedy. It captures a similar light-hearted atmosphere.
Playboy songwriter Brad Allen's succession of romances annoys his neighbor, interior designer Jan Morrow, who shares a telephone party line with him and hears all his breezy routin...
Paint Your Wagon
Why watch this? A perfect follow-up to Times Square Playboy for fans of Comedy. It captures a similar light-hearted atmosphere.
A Michigan farmer and a prospector form a partnership in the California gold country. Their adventures include buying and sharing a wife, hijacking a stage, kidnapping six prostitu...
Brain Donors
Why watch this? A perfect follow-up to Times Square Playboy for fans of Comedy. It captures a similar light-hearted atmosphere.
Three manic idiots—a lawyer, a cab driver and a handyman—team up to run a ballet company to fulfil the will of a millionaire. Stooge-like antics result as the trio try to outwit th...
I Love My Dad
Why watch this? A perfect follow-up to Times Square Playboy for fans of Comedy. It captures a similar light-hearted atmosphere.
A hopelessly estranged father catfishes his son in an attempt to reconnect....
Intolerable Cruelty
Why watch this? A perfect follow-up to Times Square Playboy for fans of Comedy. It captures a similar light-hearted atmosphere.
A revenge-seeking gold digger marries a womanizing Beverly Hills lawyer with the intention of making a killing in the divorce....
American Dreamer
Why watch this? A perfect follow-up to Times Square Playboy for fans of Comedy. It captures a similar light-hearted atmosphere.
In this winsome comedy, an entitled Economics professor pursues a tactic to buy an ailing widow’s mansion for nothing, but he quickly realizes that his seemingly foolproof strategy...