"Sleeping with the enemy is hot," he said, advising Nate to call Bree Buckley, played by Joanna Garcia, whose family are rivals to the Archibalds. "Why do you think I have the whole Ivanka thing?"
Well, it turns out Ivanka Trump has a thing of her own for Chuck Bass.
"Gossip Girl is my guilty pleasure. I'm addicted to it!" the real-life socialite and daughter to Donald Trump tells PEOPLE. "I have to confess I have a 'thing' for Chuck Bass myself."
But what does Ivanka, who is engaged to New York City publisher Jared Kushner, think of Chuck's line? "Despite the tawdry implications," she says, "having your television crush reciprocate is definitely flattering."
Gossip Girl airs Mondays (9 p.m. EST) on the CW.
Tell us: What did you think of the first episode of the new season? What are your predictions for Nate and Bree?