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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.At Carter's invitation, Nate attends a poker game and loses quite a bit of money, and he realizes that Carter set him up.Chuck saves him from physical harm by paying his gambling debt, but when Nate tries to repay Chuck, he finds that his trust fund has been emptied (Bad News Blair).
At Bart's annual brunch, he meets with Serena secretly and asks her to meet him in Chuck's suite so they can talk.
After the brunch, Nate tells Blair that she can either forgive him or they can break up; and she ultimately chooses to stay together (The Wild Brunch).
During Ivy Week, Dan becomes jealous when Nate wins the chance to user the Dartmouth rep, especially because Nate isn't interested in going there.
Nate is considered to be the "golden boy of the Upper East Side." Nate is best friends with Chuck Bass, with whom he attends the elite St.
Jude's School for Boys and shares a deep friendship with.
When he tries to tell his mother the truth, she does not believe him.