Friends: 10 Most Heartbreaking Episodes

4. The One With The Proposal, Part 2 (S6, Ep 25)

Friends Rachel
NBC

We were all reaching for the tissues in this one.

This was the big one - Chandler and Monica were about to be engaged, and it nearly all got ruined by the re-emergence of Richard. After his appearance in part one and his declaration of love for Monica, what follows is an episode stuffed with a rollercoaster of emotions.

We see a conflicted Monica toying with her feelings over what she wants, Richard almost portrayed as a villain in his indirect attempt to split hers and Chandler's relationship, and poor Chandler stuck in the middle, pushing Monica away in his attempts to throw her off the scent of proposing.

And then after all of this, just when we thought it was over between them, we have the iconic candlelit apartment scene, where the pair realise just how much they love each other and how close they came to losing it all. The closing scene of the episode, as they dance to Eric Clapton, is one of the most memorable of the show.

Despite the happy ending for the two, most people watching probably needed to have a lie down following the episode's airing.

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Jamie is a freelance broadcast journalist and writer, with a particular obsession for sci-fi, theatre and politics. In his spare time he enjoys amateur dramatics and making homemade curries.