TV Head over Heels - Season 1 Episode 2 : Gigolo Guy Head over Heels - Season 1 Episode 2 : Gigolo Guy 8/10 by 1 users Ian's macho twin brother Kevin arrives to make trouble in South Beach while Jack falls prey to Mona, the demanding owner of a photo studio, who has both a penchant for John Travolta and some unusual plans for Jack. Details Casts Posters Images Title Head over Heels - Season 1 Episode 2 : Gigolo Guy Alternative Titles First Air Date 1997-08-26 Last Air Date 1997-10-28 Number of Episodes 10 Number of Seasons 1 Genres Comedy, Networks UPN, Casts Mitchell Whitfield, Patrick Bristow, Eva LaRue, Cindy Ambuehl, Peter Dobson, Kevin Farley, Heidi Mark, Morgan Fairchild Plot Keywords , Mitchell Whitfield Patrick Bristow Eva LaRue Cindy Ambuehl Peter Dobson Kevin Farley Heidi Mark Mona DuBois Morgan Fairchild Episodes List Head over Heels Season 1 :Episode 1 One Down One Down 1997-08-26 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... Head over Heels Season 1 :Episode 2 Gigolo Guy Gigolo Guy 1997-09-02 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... Head over Heels Season 1 :Episode 3 Game Show Guy Game Show Guy 1997-09-09 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... Head over Heels Season 1 :Episode 4 Vice Guy Vice Guy 1997-09-16 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... Head over Heels Season 1 :Episode 5 Witness Guy Witness Guy 1997-09-23 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... Head over Heels Season 1 :Episode 6 Hot Guy Hot Guy 1997-09-30 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... Head over Heels Season 1 :Episode 7 Spider Guy Spider Guy 1997-10-14 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... Head over Heels Season 1 :Episode 8 Reunion Guy Reunion Guy 1997-10-28 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... Head over Heels Season 1 :Episode 9 Pilot Pilot 1970-01-01 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... Head over Heels Season 1 :Episode 10 Drag Guy Drag Guy 1970-01-01 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...