The two of them meet for the first time while she is working as a personal shopper at Bloomingdale's.Joshua comes in after his ex-wife burns all of his clothing and he needs a whole new wardrobe.At the end of S4 E13 a wallet is found at Bloomingdale's, which the driver's license reveals is owned by "Joshua Burgin," to which Rachel plays kissy face with her own license.Rachel then invites Joshua to a fake party at Monica and Rachel's apartment with the friends where Rachel wears her High school cheerleading outfit, which leads Joshua to fall for her.Rachel's relationship with Paolo was based merely on sex.Rachel refers to her relationship with Paolo as the complete opposite of her relationship with Barry.
Rachel bizarrely does not see the multiple similarities between Ross and Russ, and even more bizarrely, neither do either of them.
Barry and Rachel briefly reconcile towards the end of season one after the former announces his engagement to Mindy Hunter.
Barry and Rachel split up once again when Barry chooses to marry Mindy.
Rachel has Phoebe give Paolo a massage, but when Paolo makes a pass at her, Rachel breaks up with him.
In season two, after Rachel finds out Ross is dating Julie, heartbroken and drunk, she has a one night stand with Paolo, but it doesn't amount to anything further than that.
She eventually convinces an originally unwilling Paul to tell her more about himself, but he goes a little too far, as he begins sharing childhood memories that were particularly traumatizing for him.