Jack and Nancy return to his apartment for a quickie between weddings. Kenneth pops out of thin air and startles them before they can get inside. He wants to talk to Jack about the promotion, but Jack tells him it'll have to wait because he's going inside to... "tickle each other like Teletubbies," chimes in Nancy. She explains that's the metaphor she used when her kids walked in on her. Kenneth tells Jack he doesn't want to leave 30 Rock, even if it's to advance his career. Jack refuses to let Kenneth sacrifice his dreams. He says this day is about pulling triggers, it's about making bold choices, it's about... "Two Spider-Mans fightin' sometimes make weird noises, but they're not hurting each other," chips in Nancy. Jack wonders how often Nancy's kids walk in on her. "A lot," she says. Jack excuses himself and Nancy.
Elsewhere, Wesley bikes down the sidewalk (pet peeve!) while Lemon struggles to keep up with him in her high heels and form-fitting dress. He stops when he realizes he forgot his tuxedo shoes at his old office. Only problem is, he can't retrieve them because he vowed never to return to the place that rejected him -- plus, the security guard has his photo on file. Lemon can't believe he's sending her on errands now, but she consents. He hands her his card for the address, and she is unsurprised that he works in insurance. He tells her he specializes in the transportation industry, which "fulfills [his] boyhood passion for train accidents." Before Lemons heads to his office, he bids his "luscious plum" adieu, and they lean in for a terribly unsexy kiss. Even their faces aren't compatible, apparently.
30 Rock. Tracy agrees that Kenneth can't leave New York, so he advises him how to save himself from the promotion. He tells Kenneth to take all that he has learned from Tracy over the years and do a bad job. As a test, he tells Kenneth to get him a sandwich. Kenneth retorts that Tracy can get the sandwich himself. You have learned much, Grasshopper.
As the guests gather before Cerie's wedding reception, Nancy tells Jack she's heading to the bathroom, because "you can never tell when these non-denominational, goof-around weddings are gonna staht." Once she's gone, Jack introduces himself to Paul, whose last name is Lastname (pronounce last-nah-may). Jack confirms that Paul is a drag queen, and Paul says it's actually been causing trouble with Jenna. He wonders if you can be in love with two women at once. Jack draws from his own experience and says it's possible, but you ultimately have to choose, even if you always wonder whether you made the right choice. Paul thanks him for the guidance.