Alex 'Hitch' Hitchens is "The Date Doctor". From getting his heart broken in college by the girl of his dreams, he decides to passion his knowledge to other men so the same thing won't happen to them.
Albert Brennaman is totally in love with the celebrity, Allegra Cole and goes to Hitch for help in getting her.
One night, Hitch meets gossip columnist Sara Melas in a bar and leaves her speechless.
Next day, he meets with a guy who hires him to help him get into the pants of one of Sara's friends. This leads Sara to write an expose on the Date Doctor's real identity.
Hitch asks Sara out on a date by sending a messenger with a walkie talkie (since she didn't give him her number.) Their first date is jet skiing on the Hudson River and visiting Ellis Island and looking for her relatives that migrated over.
|Second Date Horrors|
After Sara publishes the Date Doctor story, they break up. Alex goes to Allegra and finds out that none of the things Hitch taught Albert were what she liked about him. She actually liked Albert's dorkiness and awkwardness.
Hitch runs to Sara's apartment to declare his love only to find another man. He does it anyway and she reciprocates.
The movie ends with Allegra and Albert's wedding.