In the 1999 comedy "Three to Tango," actor David Ramsey, known for his role in "Arrow" and "Blue Bloods," plays one of several friends of the film's star played by Matthew Perry. However, the film's humorless script and lifeless performances by the cast can be largely attributed to director Damon Santostefano and screenwriters Rodney Patrick Vaccaro and Aline Brosh McKenna. Perry's character, an architect named Oscar, pretends to be gay to woo a wealthy businessman's mistress, played by Neve Campbell. The premise becomes even more absurd when Perry receives a man of the year award from a gay professional organization, despite admitting that he's actually straight.