Andrew and Bert each have their own unique relationship with the same woman, but Andrew starts to feel short-changed when she spends every night in Bert's room.
Andrew Carlson is an etiquette columnist whose devotion to ideals from a more civilized time has lead to a life detached from modern society.
Infectiously optimistic, Bert Lansing is a reformed "bad boy" from Andrew's past who inherited a fitness center, but can still be rude, loud and sloppy. When Andrew's editor, Jerry, tells him to put a modern, sexy twist on his column or be fired, he hires Bert as a life coach in the hopes of learning to be less "gentle man" and more "real man".
Andrew's mom, Diane, and his bossy sister, Janet, support the plan, as would Janet's husband, Mike, if he was allowed to have an opinion. Though Andrew and Bert's views may be centuries apart, they may find they're each other's missing link.
How To Be A Gentleman - How to Share a Relationship Synopsis and Schedule