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A few episodes later, in "The One Where Ross Finds Out," he gets a message on his answering machine from Rachel about how over him she is, even though she is not, in fact, over him. until Ross' becomes jealous of Rachel's coworker Mark.He totally screws it up when Rachel finds out he actually made a pro/con list to dating her or Julie, and they don't finally get together until "The One With The Prom Video," when Rachel discovers Ross almost took her to the prom. In "The One Where Ross and Rachel Take a Break," they kinda, sorta split up, but get back together the next morning — which leads to one of the most heartbreaking scenes in the entire show when Rachel finds out that Ross slept with Chloe the hot copy girl while they were "on a break."In "The One With The Jellyfish," Ross and Rachel almost get back together when he falls asleep reading a letter she wrote him that was 18 pages FRONT AND BACK.
And, now that the show has been over for a long time, I can only imagine they're living in the suburbs with a teenage Emma and the rest of their beautiful children, living happily ever after with tons of dinosaur figurines.
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He doesn't realize he agrees to taking full responsibility for sleeping with Chloe, and their relationship quickly ends, again. Later in the season, while Ross is engaged to Emily, she realizes she has to stop him from getting married, but once she gets to London, all she can do is wish him luck.
In the middle of his wedding to Emily, Ross accidentally says Rachel's name instead of his future wife's — awkward.