Head over Heels is a 1997 TV series, that aired briefly on UPN. Jack and Warren Baldwin are two brothers who take over the operation of "Head over Heels", a South Beach, Florida video dating service founded by their mother. The staff at Head over Heels includes Ian who produces each client's video, and Valentina the receptionist.
One down
Gigolo guy
Game show guy
Vice guy
Witness guy
Hot guy
Spider guy
Reunion guy
Pilot
Drag guy
NextFilm 2025