Jay en Max zijn al sinds hun kindertijd boezemvrienden. Max zet graag de bloempjes buiten, heeft altijd kortstondige avontuurtjes en is onrustig van aard. Jay is net het tegenovergestelde, hij is op zoek naar de grote liefde. Hij dacht die gevonden te hebben in Natasha. Helaas heeft zij hem een jaar geleden laten vallen en hij is dat nog steeds niet teboven gekomen. Op een dag stelt Jay Max voor aan een collega, Sam genaamd. Max en Sam gaan samen uit en worden halsoverkop verliefd op elkaar. Twee weken later zijn ze zelfs verloofd. Om te weten of Sam trouw zal zijn, vraagt Max aan Jay om haar te testen. Hij wil dat Jay probeert zijn verloofde in bed te lokken.
Nee, helaas is Kissing a Fool nog niet beschikbaar op Netflix in Nederland.
| Production | Stephen Levinson | Executive Producer |
| Production | Rick Lashbrook | Producer |
| Production | Tag Mendillo | Producer |
| Costume & Make-Up | Judie Tallman | Makeup Artist |
| Costume & Make-Up | Denise Wynbrandt | Key Makeup Artist |
| Production | Andrew Form | Producer |
| Production | David Schwimmer | Executive Producer |
| Writing | James Frey | Story |
| Sound | Joseph Vitarelli | Original Music Composer |
| Directing | Doug Ellin | Director |
| Sound | Michelle Kuznetsky Silverman | Music Supervisor |
| Sound | Mary Ramos | Music Supervisor |
| Camera | David Morenz | First Assistant Camera |
| Camera | Gerrit Dangremond | Camera Operator |
| Lighting | Mel P. Mack | Best Boy Electric |
| Costume & Make-Up | Ashlee Petersen | Makeup Department Head |
| Costume & Make-Up | Gina Marie Ome | Set Costumer |
| Sound | Blair Scheller | Boom Operator |
| Crew | Jason Johnston | Cableman |
| Camera | Art Bartels | Key Grip |
| Sound | David Obermeyer | Sound Mixer |
| Costume & Make-Up | Mary 'Dugan' Buono | Key Hair Stylist |
| Production | Mark S. Hoerr | Associate Producer |
| Camera | Richard Sobin | Second Assistant Camera |
| Production | James Frey | Associate Producer |
| Costume & Make-Up | Ashlee Petersen | Hair Department Head |
| Production | Andrew Marcus | Assistant Location Manager |
| Sound | Shawn Egan | Assistant Sound Editor |
| Art | Amie McCarthy Winn | Property Master |
| Sound | Richard E. Yawn | Supervising Sound Editor |
| Production | Sandy Holt | ADR Voice Casting |
| Production | Thomas J. Busch | Line Producer |
| Art | David Conaghan | Leadman |
| Sound | Donald L. Warner Jr. | Sound Editor |
| Sound | Lance Laurienzo | Sound Editor |
| Sound | Brian Best | Sound Editor |
| Production | Wileen Dragovan | Location Manager |
| Editing | William S. Scharf | Additional Editing |
| Sound | Bruce Fortune | Sound Editor |
| Directing | Don H. Julien | Second Assistant Director |
| Directing | Alicia Accardo | Script Supervisor |
| Sound | Becky Sullivan | Supervising ADR Editor |
| Sound | Shawn Sykora | Sound Editor |
| Sound | Robert L. Harman | Sound Re-Recording Mixer |
| Editing | Robert LaRossa | Color Timer |
| Sound | Bernard Weiser | Sound Editor |
| Directing | Gary B. Goldman | First Assistant Director |
| Editing | Liza McDonald | Additional Editing |
| Sound | Joe Divitale | Sound Editor |
| Production | Thomas J. Busch | Unit Production Manager |
| Sound | Wayne Artman | Sound Re-Recording Mixer |
| Sound | Allan K. Rosen | Supervising Music Editor |
| Editing | Martha Pike | Assistant Editor |
| Sound | Anthony Milch | Sound Editor |
| Sound | Kim Secrist | Sound Editor |
| Sound | Joseph Bosco | ADR Recordist |
| Sound | Dean St. John | ADR Mixer |
| Sound | Tim Philben | Sound Re-Recording Mixer |
| Crew | John P. McAuliffe | Transportation Coordinator |
| Sound | Dave Yamamoto | Sound Re-Recording Mixer |
| Sound | James B. Howe | Foley Mixer |
| Production | David Abbitt | Production Accountant |
| Camera | Charles S. Hodes | Still Photographer |
| Sound | Patty von Arx | Music Editor |
| Sound | Brian Harman | Sound Recordist |
| Camera | Thomas Del Ruth | Director of Photography |
| Crew | Randee Lynne Jensen | Creative Consultant |
| Art | Tricia Schneider | Set Decoration |
| Art | Charles William Breen | Production Design |
| Costume & Make-Up | Susan Kaufmann | Costume Design |
| Writing | James Frey | Screenplay |
| Production | Ferne Cassel | Casting |
| Writing | Doug Ellin | Screenplay |
| Editing | David Finfer | Editor |
| Lighting | James A. Miller | Gaffer |
