Directed by: Garry Marshall

Starring: Richard Gere, Julia Roberts, and Hector Elizondo

No romantic comedy list would be complete without this classic film which solidified Julia Roberts’ place as the golden girl of Hollywood.  Vivian Ward (Roberts) is a prostitute who is picked up by wealthy businessman Edward Lewis (Richard Gere).  It turns out that Edward is lonely and literally does not even have one true friend.  So he settles on spending several thousand dollars to have Vivian spend a week with him at his hotel.  Vivian is a fish out of water and the film follows her and Edward’s awkward courtship.  While many critics lambast the film for glorifying prostitution, at its essence, Pretty Woman is a story about two people looking past the surface of class and societal norms and finding true love.  There are plenty of laughs along the way, so grab a wine cooler and take a ride back to the 90’s.