Unhappily Ever After (1995)

Season 1: Episode 6

Jennie, Ross, and Ryan are sick in bed with colds, and Tiffany has two days until the Alphi Pi Psi party at the local university, where she plans to mingle with the geeks since ""today's big dufus is tomorrow's Bill Gates."" Jennifer calls Jack over so that he can pick up food and tampons, and get the car from the mechanic. Mr. Floppy makes Jack to take him along so that he won't be bored in the apartment, and then convinces Jack to escape to Mexico. Jack turns back home after a ""conscious attack,"" gets yelled at for buying the wrong flavor lollipops, and is stopped from running to Mexico again because he ran out of gas in the driveway. Jack and Jennifer have sex in the front seat of the car at the end.