Nick, Schmidt and Winston try to get lucky with women by spending a "guys night out" at the bar, while Jess is in the apartment alone.
Nick and Schmidt compete to get the attention of Holly (Brooklyn Decker), a woman who is sexually attracted to sadness, while Winston spends time with Daisy (Brenda Song), a woman helping him to be comfortable speaking to women again.
The show combines comedy and drama elements as the characters, who are in their early thirties, deal with maturing relationships and career choices.
Parker Posey guest starred as a "shot girl" at a party thrown by Schmidt in the season premiere episode "Re-Launch"; Leslie Mann was originally cast in the role, but pulled out due to a scheduling conflict.
Schmidt is bothered by being unable to satisfy Emma during sexual intercourse.