Richard Simmons, Sarah Vowell

Late Show with David Letterman – Season 7

Rob and Dave go over the ground rules for Richard Simmons' latest visit tonight, including permission to use a fire extinguisher on Richard if needed; during Mailbag, Dave becomes pen-pals with viewer Tyler Gatlin; ten celebrity moms (including Gerard and Dorothy) present the Top Ten, though it wouldn't become a yearly tradition until 2002.