The Extra Man

In the offbeat comedy "The Extra Man," a charismatic mentorship forms between Henry Harrison, a failed playwright who sublets a room to Louis Ives, a troubled aspiring writer with a penchant for cross-dressing. As Henry teaches Louis the art of being an "extra man" - accompanying and entertaining wealthy older women in their lavish social lives - they navigate eccentric neighbors, a love interest, and personal growth amidst New York City's Upper East Side. With its unique blend of humor and literary flair, this 2010 film from directors Shari Springer Berman and Robert Pulcini offers a charming and offbeat exploration of identity and community.