Nick dodges Jess, however, at one point he corners him in an elevator. They end up lying next to each other, fully clothed, and extremely uncomfortable. Later at a date with his coworker, Amanda, he is too embarrassed to strip before sleeping with her. Jess sees his junk, she shrieks, giggles, and runs out of the room. Nick's self-esteem suffers a blow in Naked, when Jess walks in on him naked, dancing to reggae.
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In Kryptonite, Nick and Schmidt help Jess get her stuff out of her ex-boyfriend's apartment after she breaks their TV and they need a new one. Jess convinces him that he cannot continue being Caroline's backup, and they need to both move on. After he learns that Caroline is dating someone else, he gets drunk and hogs the photo booth at the reception. Jess succeeds in doing so but results in Nick getting his hopes up that the romance can be rekindled. Some friends from college get married in Wedding, and Nick asks Jess to be his pretend girlfriend to make Caroline jealous. Caroline offers to get a drink with him, but he declines after finding out that Jess is currently being stood up. Caroline responds by letting him know she didn't think he cared about her. The two meet up at the entrance, and he asks her why they broke up. Nick had asked Caroline to get him, Schmidt, and Coach on a club's list. She lets him know that he can't get closure if he doesn't know and that he'll get weird and start yelling at the neighbors' kids to get off his lawn. Jess asks Nick if he was ever given a reason why Caroline dumped him, and he tells her 'no'. It's been 6 months, and although he appears calm, there are still some underlying issues that Jess helps resurface. In the Pilot, Nick is still struggling with his breakup from Caroline.
In Season 1 episode 7 we find out that at one point Nick had a Nanny, Showing that at one point Nick's parents weren't around much. He was becoming very arrogant and rude which made him leave Law school because he wanted to be a better person. In season 2 the audience finds out that Nick left Law school because he did not like the person he was becoming. Nick was not born to a rich family, but his parents did help pay for Law school.
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(Although, the fact that the roommates can drink at Clyde's Bar for free might account for that.) He is very loyal he would drop everything if a friend was in need, like Jess in Cooler. Nick has also been known to get help from friends in dire enough situations (whether he wants it or not ( Injured)).He is very protective of Jess but tries to hide it as his feelings for her are really quite obvious, He has a huge problem with lying as when he does he sweats overly and becomes very obvious, which is why his roommates try to avoid telling him secrets. Despite his steady job at Clyde's Bar, he is always strapped for cash due to his inability to manage cash. cleaning after himself and cooking.) His personality is best described by his passion for jerry-rigging anything in the apartment in order to save money and his tendency to stick himself within his roommates' drama while trying to avoid it at all costs. He enjoys his sense of privacy and independence despite his inability to effectively function on his own (i.e. Realistic and wise-cracking, Nick Miller appears the most "normal" out of the four roommates. He once tried to represent Schmidt in court, although this did not go as planned. Nick dropped out of law school with three semesters to go, something the roommates often make fun of him for. He is "good" at fixing things and hates spending money. Nick is the most grounded of all the roommates.
At first, he did not like Paul but later became a good friend of his. He found "rebound" with co-worker Amanda. He was dumped by his longtime girlfriend Caroline and made her jealous after pretending that Jess was his girlfriend. Nick is an apathetic, socially inept, extremely sarcastic, and hilarious bartender from Chicago who has a keen ability for reading people's emotions although he can't seem to express his own.
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