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Although the money is later returned, Nate is curious and raids his father's study for answers, where he finds a bag of cocaine.

Afterwards, he attends The Masquerade Ball and mistakenly tells Jenny (dressed as Serena) that he still loves her (The Handmaiden's Tale).

At the mixer, Nate gives his spot to Dan and finally tells his father he doesn't want to go to Dartmouth (Poison Ivy).

Nate and Chuck participate in a Lost Weekend and he is drawn to Carter Baizen, a former classmate who claims to have shunned his wealthy life and traveled around the world.

In the finale he is the only main character who is still single.

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