Nate started out as the all-American dream guy: sweet, confused, and constantly caught in emotional tug-of-wars. With a family drowning in political scandal and personal expectations, he never really had much say in what he wanted.
He was everyone’s go-to crush. But while others were chasing schemes and secrets, Nate just wanted someone who didn’t play games.
Nate’s Most Talked-About Relationships
Blair Waldorf – The Girlfriend from Episode One
Blair and Nate seemed perfect on paper. Rich, beautiful, and from two of New York’s elite families.
Why It Didn’t Last
Turns out, paper-perfect isn’t real life. Nate’s heart wasn’t in it, and Blair couldn’t forgive his feelings for Serena. Ouch.
Serena van der Woodsen – The “It” Girl Romance
Ah yes, Serena. The one Nate always had a soft spot for—even while dating Blair.
Complicated Timing and Chemistry
They shared some steamy scenes and heartfelt moments, but it never really stuck. Timing? Bad. Trust? Wobbly. Fans? Frustrated.
Vanessa Abrams – The Unexpected Match
Vanessa, with her artsy, Brooklyn vibe, was a surprising twist.
Oil and Water or Fire and Ice?
They tried. Really. But Nate’s world of galas and boardrooms didn’t mix with coffee shop debates and documentaries.
Jenny Humphrey – The Rebellion
This one raised eyebrows. Jenny was younger, wild, and very much out to prove something.
The Scandal and Fallout
It was brief and messy. Most fans pretend it didn’t even happen—and honestly, same.
Diana Payne – The Older Woman
Diana came with secrets, mystery, and a whole lot of boss energy.
Power Games and Secrets
This relationship screamed “complication.” There was chemistry, but it was more sizzle than substance.
Season-by-Season Romance Highlights
Season 1-2: Teenage Heartbreak and High Society
These seasons painted Nate as the pretty boy trapped in someone else’s plans. Between Blair, Serena, and his crumbling family, he barely had time to figure himself out.
Season 3-4: Torn Between Love and Loyalty
By now, he’s dating Serena…again. Then it’s Vanessa. Then back to Serena. It was giving “hot potato.”
Season 5: Stepping Back from Chaos
Nate started focusing on his career—finally! With The Spectator, he got a purpose beyond being eye candy.
Season 6: Ready for Stability?
He was finally getting his life together, but no long-term girlfriend in sight. Enter the final episode tease.
The Final Episode: Who’s Holding Nate’s Hand?
The Lonely Ending?
Surprise: Nate ends the show single. Yep. After all that romantic drama, he’s the one bachelor standing.
The Tease of a New Beginning
But the show doesn’t leave him in the dark entirely.
The Mystery Woman at the Launch Party
He shows up to Dan and Serena’s wedding solo, but the camera pans to a gorgeous woman eyeing him during The Spectator launch. Coincidence? Probably not.
What the Writers Hinted
Gossip Girl’s Ever-Evolving Triangle
Writers were big on mixing and matching characters. Nate was like a romantic placeholder, always available for the next twist.
Was Nate Meant to Be Alone?
Some say yes. His arc was more about finding himself than finding love. And honestly, it kind of worked.
Nate in the Gossip Girl Reboot
Is He Mentioned Again?
Briefly, yes! His name pops up in news headlines as a successful media mogul. Looks like he built his empire after all.
What It Says About His Future
He’s thriving. Probably dating someone amazing. But Gossip Girl 1.0 didn’t bother putting a ring on it.
Why Fans Had Mixed Feelings
The Romantic That Never Settled
Some viewers wanted Nate to ride into the sunset with Serena. Others cheered for Blair. Most just wanted someone.
Was Nate Better Off Single?
After all the drama, maybe peace was what he needed. A dog. A penthouse. A million-dollar smile. Not bad, right?
Could There Be a Nate Spinoff?
Nate’s Future as a Media Mogul
He’s got The Spectator, he’s handsome, and he’s smart. That sounds like spinoff gold.
P ossibilities for Love in a New Era
Fans would eat up a “Nate in his 30s” series. Maybe he finally finds “the one.” Maybe it’s still Serena? (Okay, we’re dreaming.)
So, who does Nate end up with in Gossip Girl? Technically, no one. But that’s not a sad ending—it’s a fresh start. While the other characters settled down, Nate stepped into the spotlight on his own terms. And sometimes, that’s the best kind of ending.
Who does Nate End up with in Gossip Girl FAQs
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Did Nate ever love Serena?
Yes, he did. Their chemistry ran deep, but the timing was always off.
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Why didn’t Nate end up with Blair?
Because he was never fully in it. His heart wandered, especially toward Serena.
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Who was the mystery woman in the final scene?
The show never confirmed it. Just a pretty face hinting at new love.
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Is Nate gay in Gossip Girl?
Nope. The show never hinted at that in the original series.
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Will there be more Gossip Girl episodes with Nate?
As of now, no. But the reboot does mention him as a successful publisher.
