I'm much more of a Mondler shipper, but Monica and Richard's breakup in Friends is so heartbreaking. They both realize it won't work because she wants kids and he doesn't, and then they just continue dancing slowly while both aware that their relationship is over.
Charles and Genevieve from Brooklyn Nine Nine! The show is focused on Jake and Amy, and obviously they're amazing, but Charles and Genevieve also have such a wholesome and happy relationship! They're super compatible, adopted a son together, and overall seem so happy together :)
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