Beverly Hills Teens - Season 1 Episode 18 Chester the Matchmaker

Chester's new invention is a match-making computer that he uses to help Gig find a perfect date for a contest. However, Gig is disappointed that the computer filtered out his favorites like Larke and Tara to match him up with Switchboard. Not wanting to go out with Switchboard, Gig starts to tell all his favorite hopefuls that they each have won the contest before the winner is even revealed, but they all must keep it a secret. Now almost every girl at school thinks she has a date with Gig, and Gig is feeling quite lucky that he has more dates than he can handle. But the truth slips when all of Gig's hopefuls find out that they were all the winners of the contests. They decide to investigate, so they go to see Chester for the truth and find out that Switchboard actually won. To get even with Gig and be fair to their friend Switchboard, they devise a plan where Gig will secretly meet with Switchboard for their date.