When Will and Grace meet a stranger named Ned in the elevator, Grace accuses Will of being too nice to people he doesn't know. While Grace befriends Ned and invites him to dinner, Will makes some nasty remarks about him, but they soon discover that Ned's not the best company to keep. Meanwhile, Jack is having trouble at his new company because he feels he can't relate to his co-workers after they mock him about his Cher doll. Karen and Rosario lend some much-needed support.

The group go on a road trip for Grace's get away weekend -- a weekend devoted to not mentioning the name ""Leo."" Jack and Karen hate the car ride and decide to bail on the plan. Elsewhere, when Jack spots Peter a ""sinfully delicious"" man who Jack remembers from a cocoa commercial when he was a kid, he recruits him to be the new face of ""Out TV,"" much to the surprise of Rip Taylor who also wants the gig