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10 Of The Best TV Proposal Scenes Of All Time

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Only one thing is better than real-life proposals: the fantasy of a juicy onscreen proposal. Some of the best scenes in TV shows are ones where they pop the big question, especially since the crowd has grown invested in this couple and their long history together. They’re all swoon-worthy, but here are our favorite TV proposals ever.

1. Chuck & Blair, Gossip Girl

We will always be obsessed with this Gossip Girl couple and their chemistry. In the show’s series finale, Blair married Chucks so that she can’t testify against him. He gives her a proper proposal down on his knee, telling her that life with her would never be boring. When she said yes, we all teared up a little.

2. Charlotte & Harry, Sex and the City

Charlotte and Harry had to undergo a breakup before she realized that this man was the only one for her. They’re definitely an odd couple — Charlotte is all about perfection, while Harry is anything but. Still, she converted to Judaism for him, and he proposed to Charlotte after running into her at a synagogue singles night and hearing her give a speech. 

3. Michael & Holly, The Office

Michael from The Office has had some questionable love interests, but everyone’s favorite was Holly. He proposed her in Season 7, with quite an elaborate ploy. While we’re used to seeing Steve Carrell as constantly joking and sarcastic, he was as sweet and serious as could be for this proposal.

4. Meredith & Derek, Grey’s Anatomy

Name a more genetically blessed couple! Since the very first episode of this iconic show, we knew these two dreamboat doctors were destined to be together. Derek’s proposal to Meredith was elaborate, involving an elevator and CT scans of surgeries they performed together.

5. Cory & Topanga, Boy Meets World

These two recently reunited for a commercial, and it made our hearts sing. They were high school lovebirds whose love didn’t fizzle out after graduation. After Topanga got accepted to Yale University, their future was unsure. But in a total boss babe move, she proposed to him at their graduation. Topanga decided to go to Pennbrook University instead, and the two had their happily ever after.

6. Leslie & Ben, Parks and Recreation

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We all wish that this was a real couple, and that we could one day find our Ben (or Leslie) and these two have gone through no shortage of ups and downs. When Ben is offered another job far away, he responds by proposing to Leslie, and after their long journey, this was more than satisfying to us viewers. 

7. Monica & Chandler, Friends

The Monica and Chandler proposal in Season 6 of Friends took our breath away. Monica and Chandler actually ended up purposing to each other — Chandler enters their apartment and finds his love surrounded by candles. She starts the proposal, and he finishes it. 

8. Barney and Robin, How I Met Your Mother

The proposal episode was titled “The Final Page” and in it, Barney, the infamous playboy, plans a play called “The Robin” in his playbook. He spends weeks trying to convince her he’s not interested, all culminating in a rooftop scene where she discovered the play. When she turns the paper over, it reads: “Step 16: Hope she says yes.” The lengths this man goes to are insane, especially given his usual antics.

9. Nick and Jess, New Girl

Talk about opposites attracting! Jess was the yin to Nick’s yang, and when he tried to propose to her, there were tons of hilarious obstacles getting in the way. Still, he refuses to give up, and the best part was their loved ones being able to witness the proposal after Nick’s uphill journey.

10. Jake and Amy, Brooklyn Nine Nine

What could be better than turning your work husband into your real-life husband? Amy and Jake are sweet as can be, and while she once found him annoying as can be, all of those traits became endearing when they fell in love. He inscribed his proposal on a belt, and then proceeded to tell his future wifey: “You’re the best person I know, and the best detective. Also for reals, I love your butt.”

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