Bending All the Rules

Bending All the Rules is a 2002 American romance film written and directed by Morgan Klein and Peter Knight, and starring Bradley Cooper.

Plot
An ambitious woman with an odd upbringing struggles to find herself amidst juggling two guys she's dating. Even though both guys know about each other and are complete opposites, jealousy begins to boil over as convivial antics break out between the two. Tough decisions will be made when growing up the hard way.

Cast

 * Bradley Cooper as Jeff
 * Colleen Porch as Kenna
 * David Gail as Martin
 * Morgan Klein as DJ Sweaty
 * Shauna Vatovec as Young Kenna
 * Ashlee Payne as Lauri
 * Jennifer Shumaker as Aunt Charlee
 * Alana de la Garza as the Woman ordering shots
 * J.C. Loader as Gina
 * Sam Beam cameo
 * Wade Boggs cameo

Production
It was filmed in Florida.