Jack becomes even more entangled in his love triangle between Avery Jessup and Nancy Donovan, and he turns for advice to Liz, who is focusing on her own romantic problems. When Liz can‘t find a date to Floyd‘s wedding, she revisits her old boyfriends in hope that a spark will reignite. Meanwhile, Tracy continues his journey to earn his egot.

Liz Lemon and Jack Donaghy‘s romantic crises came to a head in this pre-finale extravaganza of an episode. In an attempt to avoid attending Cerie‘s wedding without a date, Liz dug into her "gentleman rolodex" and had failed encounters with the extraordinarily handsome but incredibly incompetent Dr. Drew Baird (returning guest star Jon Hamm), whose hands were severed in unfortunate accidents brought on by Baird‘s endearing stupidity, as well as Dennis Duffy (played by guest star Dean Winters), who Liz found in the middle of a balloon boy-esque scheme. These miserable encounters forced Liz to accept the date Cerie set her up with - the most recent of her failed boyfriends, the English antithesis of her very being, Wesley.
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