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That said, things were probably not that awkward between the two — in fact, they’ve managed to stay friends for many years and worked together several times after .In 2012, the exes starred as a couple in Wanderlust and were asked whether or not it was weird to kiss on screen. I’ve kissed him for years,” and Rudd followed up with “we’ve made out for decades.” Brad Pitt’s appearance on was one hilarious plot twist.One of the most significant appearances was when Monica scores a date with him, only to realize he never really left high school and still works at the same job as his 16-year-old “cool guy” self.While Ross was busy not telling Rachel how he felt about her, Rachel was busy with her hunky, Italian boyfriend, Paolo.

Monica really misses being 'the hostess' now the boys have the big apartment, so she decides to make their tiny place 'even better'; she does a great job in two obsessive days non-stop, but is so tired she dozes off on the couch.

How awkward — yet totally sweet — was it when Joey and Rachel were an item?

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