Season 1
Episodes
- 1
1. One Down
26 Aug 1997 · 30 min
Warren thinks Jack's raucous social life is interfering with business, so he institutes a new policy prohibiting agency employees from dating clients. But when Warren's new girlfriend unceremoniously dumps him, he is suddenly inclined to break his own rules.
- 2
2. Gigolo Guy
2 Sept 1997 · 30 min
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.

3. Game Show Guy
9 Sept 1997 · 30 min
A TV station executive suggests Warren create a dating-game show.
- 4
4. Vice Guy
16 Sept 1997 · 30 min
After Jack is ridiculed by the staff for his lascivious behavior, he gets even by persuading his co-workers to stay away from their own vices for a whole week.
- 5
5. Witness Guy
23 Sept 1997 · 30 min
Warren and Jack post their client's picture on their website, only to discover that the man is a member of the government's witness protection program.

6. Hot Guy
30 Sept 1997 · 30 min
A sexy client sparks rivalry between Valentina and Carmen, who are both determined to win him over. Meanwhile, Warren's former fiancée shows up at the agency hoping to seduce him.
- 7
7. Spider Guy
14 Oct 1997 · 30 min
Jack works to find a match for Valentina's raunchy grandmother Lola in a nearby seniors home after Warren is hospitalized by a spider bite and Jack is left running the agency by himself.
- 8
8. Reunion Guy
28 Oct 1997 · 30 min
Warren and Jack resolve to attend their high-school reunion determined to prove that they're both successful, desirable men.
- 9
9. Pilot
Date TBA · 30 min

10. Drag Guy
Date TBA · 30 min
Head over Heels Season 1: quick answers
How many episodes are in Head over Heels Season 1?
Season 1 of Head over Heels has 10 episodes, about 5 hours in total.
When did Head over Heels Season 1 come out?
Season 1 premiered on 26 Aug 1997.