16 Devastating TV Moments That Still Make '00s Kids Cry

1.When Ryan left Newport to be with Theresa in the season one finale of The OC.

2.When Adrian and Ben lost their baby in The Secret Life of the American Teenager.

8.When Chuck told Blair he didn’t love her in Gossip Girl.

9.When Lily broke off her engagement with Marshall in How I Met Your Mother.

13.When Brooke broke down to Lucas at Nathan and Haley’s wedding in One Tree Hill.

14.When Marco came out to Spinner in Degrassi: the Next Generation.

15.When Rory hopped on a bus all the way to New York just to say goodbye to Jess in Gilmore Girls.

16.And when Rachel got off the plane to be with Ross in the Friends finale.

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