Answer: Swingers
"Swingers" tells the story of Mike Peters (Jon Favreau), an unemployed actor who can't get over a break-up, and his friends, who try to coach him in the swinging, lady-killing lifestyle. Ranging from Hollywood and Los Feliz to Las Vegas, in cocktail lounges and nightclubs, the movie captures the swing music revival and the show business nightlife.
"Swingers" was Vince Vaughn's big break. Steven Spielberg saw the movie, liked the actor, and cast him in "The Lost World: Jurassic Park", paving the way for all the Vaughn romantic comedies of the early 21st century.