Fall Pilot Season: Gary Unmarried
At some random house filled with drop cloths, we see a bunch of guys painting a room an ugly shade of greenish-brown. Gary not-so-subtly asks some dude named Dennis if the owner has been by the house. Dennis says he's seen her car... in front of Gary's house. Hysterical. Well, not really. But again, the canned laughter is eating it up. Gary says they had amazing sex, and now she doesn't want to see him again. Dennis thinks he's hit the jackpot. Gary's all sensitive and says he really likes her. Dennis is every normal dude ever, and tells him to indulge in his new free-agent status. Gary says he's just looking to have some fun with her for a while. Dennis makes a semi-gay joke about another staffer, Paco.
Vanessa walks in to check the color of her fabric against the ugly walls. Dennis advises her to be careful what she touches. She rolls her eyes at Gary and wishes Dennis had told her that yesterday. Gary apologizes. Vanessa doesn't want to get involved, because Gary's not ready. She'd rather just write off their random hook-up. Gary says he's actually ready (but he's so not), but that he and his ex-wife have drawn up a set of dating rules... for the sake of the kids. His mattress dance with Vanessa broke those rules... and some of his personal records. "Two was a personal record?," Vanessa inquires. He's all proud. She should really run screaming in the other direction. But he begs for a second chance. Rules be damned. To her credit, Vanessa does seem skeptical.
Over at Allison's house, Gary walks in and is immediately chastised for not knocking. Gary says he doesn't want to start a fight but that he wants to talk to her about dating. She jokes that she's not interested. I'm bored. I think I like her better when she's being bitchy. This trying-to-be-cute crap is irritating. He makes a dig about their sex life. She starts wagging her finger at him -- literally! -- basically calling him bad in bed. Then he gets back to the point. He's over these rules and doesn't want them to get mad when they start seeing other people. Great. She's getting married. She's been trying to figure out how to break it to him. Now she's proudly sporting her big rock and can't wait to tell the kids.