attempt to make out with Cheryl, Monica later visits her and offers to clean her apartment, revealing she "couldn't sleep" after Ross told her about it. Jill Green: Ross very briefly dates Rachel's spoiled younger sister Jill (played by Reese Witherspoon) after her father sends her to New York City to take lessons from Rachel in self-sufficiency. Although Jill actually finds Ross a geek, she dates him out of spite because Rachel is uncomfortable with it and tells her "she's always wanted what she couldn't have". Ross, upon realizing he is being used, breaks it off with Jill because he does not want to end any possibility there could be of him and Rachel getting back together. Rachel Green Rachel is Ross's most significant relationship during the series and his wife. His attraction to her is established early on; Ross met Rachel through his sister Monica, who was Rachel's best friend in high school. He developed an unrequited crush on her but never followed through on it. After leaving college, Ross married Carol, whom he had met at college, and had seemingly put his feelings for Rachel aside before he met her again in "The Pilot". They have an on-again, off-again dynamic throughout most of the show. In the Season 1 finale, Ross has to go to China for his work so he asks Chandler to give Rachel a present on her birthday which he had bought for her. Chandler does give the present to Rachel during her birthday celebration while Ross is in China but also accidentally reveals Ross's feelings for Rachel, prompting Rachel to panic and start thinking about Ross in a romantic way. After Ross arrives back from China, Rachel goes to the airport to receive him on realizing that she likes him, but she sees him with Julie and reluctantly backs off. In the season 2 episode "The One Where Ross Finds Out", Rachel is on a date with a guy when she confesses to Ross over the phone in a drunken state that she had feelings for him but now she is over him. Ross hears this message the next day at Monica's apartment with Rachel begging him not to check his messages. Later, in the same episode, they share a passionate kiss at the doors of Central Perk. Later he breaks up with Julie but Rachel decides she does not want to be with