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- Nick and Schmidt help Jess get her things out of her ex's apartment. Later, Jess meets new roomie Winston, who's back from playing basketball abroad.
- Jess gets jealous when Winston joins her troubled-youth handbell quartet and instantly becomes a natural. Meanwhile Nick and Schmidt engage in class warfare when the toilet breaks and they each have their own idea of how to get it fixed.
- When Nick is hurt playing a game of touch football and Jess discovers he doesn't have insurance, she brings him to her doctor friend - an OB-GYN. The gang rallies together and Nick evaluates his life when his seemingly innocuous back injury may prove to be more serious than thought.
- Winston shares the secret about Schmidt and CeCe with Nick, and Nick tells Jess. Jess is upset CeCe did not tell her when it started and it puts a strain on their friendship. Nick's dating younger women and asks Schmidt for help to handle it.
- Jess reluctantly dates the wealthy father of one of her students. Meanwhile, Nick attempts to buy a new cell phone and Schmidt and Winston get ultra-competitive playing bar trivia.
- Jess's first date with Russell ended with a pat on the back. The second date ends abruptly. He explains he is out of dating practice. Nick's friend visits and helps him get over Julia. Winston finds out about Schmidt & CeCe.
- Jess invites Russell to stay overnight at her place and is worried about how the guys will react. Winston gets a job at a radio station but finds it is not what he thought it would be. Nick pitches one of his marketing ideas to Russell.
- Jess babysits Russell's pre-teen daughter for the weekend and meets his ex-wife. Then, Schmidt and Cece panic when they think she's pregnant. Also, Nick's new girlfriend may be too young and Winston discovers his new boss is a big baby.
- CeCe does not want to admit she cares for Schmidt, so she tells him to date her gorgeous model roommate. He does, but then she gets jealous. Jess meets Russell's first wife and does not think she matches up to Ouli who seems so exciting.
- When Jess and Nick run into their exes Paul and Caroline, the gang fears they both may "backslide" into romantic relationships. Meanwhile, Schmidt desperately tries not to get aroused as he deals with a delicate medical issue, Winston suffers the consequences of a wild night out with his boss and Cece brings Schmidt to a nursing home to meet her grandmother.