Hitch

Hitch is a movie starring Will Smith, Eva Mendes, and Kevin James. A smooth-talking man falls for a hardened columnist while helping a shy accountant woo a beautiful heiress.
Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.