Double Dare stars Billy Dee Williams as Billy Diamond, a well-heeled cat burglar who gets caught in a heist by San Francisco Police Lt. Samantha Warner (played by Jennifer Warren). She cuts a deal with him--work undercover for the police or take a hike to jail. Being a realistic man, he opts for the former, but with one condition: Diamond wants to work with his former crime partner, Sisko (Ken Wahl), who resides in San Quentin. After Warner springs Sisko from jail, he and Diamond throw themselves into crime fighting. Along the way, they discover they like it.