Top 10 Chandler & Rachel Moments on Friends That Prove They're Underrated
#10: The One with Their Fantasy Hookup
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Don’t worry, this isn’t exactly canon. When Janice asks the group if any of them have slept together, the audience is treated to a flashback episode revealing some interesting but unexpected pairings. Monica and Joey have a moment and Phoebe and Ross almost get together, but Rachel and Chandler don’t seem to have a spark. Even though Rachel is newly engaged and initially snubs Chandler, she finds herself entertaining the idea of being with him. While there’s definitely some chemistry between these two, the development of their friendship throughout the series is far more meaningful than an imagined one night stand. Apparently, neither of them remembered the night they shared a kiss at a college party.
#9: The One Where Rachel Follows Her Dream
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The strongest friendships always involve honesty, even when the truth might be hard to hear. This was certainly the case when Rachel was in desperate need of a career change. After working at Central Perk for longer than she originally planned, Rachel is discouraged. Joey and Chandler tell her that she needs the right amount of motivation to start working in fashion. In this case, Chandler cares enough to encourage Rachel to take a risk, because he knows that she needs that extra push to go after the job she truly wants. Even though she somehow ends up making coffee again, her decision to commit to a career path eventually takes her to Ralph Lauren and an opportunity with Louis Vuitton.
#8: The One Where Chandler & Joey Miss Each Other
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We’ve seen Rachel and Chandler support each other through failed relationships, but what about when there’s friction between friends? In the second season of the sitcom, Rachel shows her empathy for Chandler when Joey moves out to live on his own. While Phoebe and Monica encourage Joey to talk to Chandler about being roommates again, Ross and Rachel take the opposite approach by telling Chandler to move on. When a friend is hurting, it can help to get them to push through the pain and focus on themselves. As well-intentioned as Ross and Rachel were, Chandler’s decision to get a new roommate ends with a bit of chaos. Let’s just say it’s the thought that counts.
#7: The One with Diane Keaton’s Tux
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When it’s time for Monica and Chandler’s big day, Rachel’s gig at Ralph Lauren comes in handy. On the one hand, there’s a bit of drama when Chandler and Ross argue over their tuxedos. But at the center of it all, Rachel is a fantastic friend for setting the guys up with free garments that were worn by celebrities. She’s also considerate when she tries to avoid telling Chandler that the tux that fits him perfectly wasn’t worn by the likes of James Bond or Batman — it was Diane Keaton’s. Superfans with a keen eye for fashion might notice that the suit Chandler wears on his wedding day is not the one he tried on, so it seems he decided against Keaton’s tux.
#6: The One Where Rachel Helps Chandler Quit Smoking
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Rachel did try to get Chandler to quit smoking in season one of “Friends,” but the bad habit stuck around throughout the years. When nicotine gum isn’t doing the trick for him in the third season, Rachel offers a hypnosis tape that she swears by. Even though this tape ends up having an odd effect on his behavior, it’s clear that Rachel truly cares about Chandler and his well-being — even if her methods may seem silly to others. Funnily enough, when Rachel gets peer pressured into smoking with her coworkers, Chandler and Monica are the ones who calls her out on it.
#5: The One Where They’re Pathetic Losers Together
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Despite their lack of screen-time together, Rachel and Chandler have a lot in common. They’re often unlucky in love, work long corporate hours, and have dealt with their parents’ relationship troubles. Because they can relate to each other’s experiences, it’s pretty easy for them to just share a moment of silence when times are tough. In a season four episode, Ross falls head over heels for Emily, but Rachel’s pursuit of Joshua goes off the rails. Chandler totally understands what Rachel is going through, and he can sit with her in the awkward aftermath. The best friendships are the ones where you can be completely vulnerable and handle a little laughter in your lowest moments.
#4: The One Where Chandler Sets Rachel Up
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In the seasons following her official break from Ross, Rachel has some interesting short-term love interests. But when Chandler offers to set her up with a coworker, his good intentions lead him astray. At first, Rachel is just looking for a fling. But after she expresses a potential real interest in the guy, Chandler accidentally shares this information, thinking that it’ll lead to the foundation of a good relationship. Instead, Rachel gets rejected at Christmastime. She’s understandably upset, but to be honest, the whole coworker saga is overshadowed by her heartfelt moment with Chandler. With his own fair share of failed romances, he knows exactly what to say — but he obviously can’t keep his Chandler-isms suppressed for long.
#3: The One Where They Say Goodbye
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With Rachel set to move to Paris and Monica and Chandler welcoming their firstborn, the gang gets ready to start a new chapter. At her going away party, Rachel takes a moment to say goodbye to each of the friends in private. With the girls, the tears inevitably start flowing, leading the guys to wonder what’s coming for them. When it’s Chandler’s turn, we get to see a truly beautiful moment between the two. It shows that Rachel and Chandler have a wonderful sense of care and love for each other — and that their friendship would be incomplete without a touch of humor.
#2: The One Where They Strike a Deal
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Pairing work with pleasure is usually a recipe for disaster. This fourth season fiasco begins when Chandler hooks up with Joanna, Rachel’s boss at Bloomingdale’s. When their affair leads to Rachel finding Chandler handcuffed in Joanna’s office, the two friends argue and bargain their way to a resolution. While Chandler just wants freedom, Rachel needs him to stay put so that Joanna doesn’t find out that Rachel snuck into her office. Although they ultimately work out a proportionate deal and there are no hard feelings, this wild scenario is a perfect example of just how hilarious these two can be when they squabble.
#1: The One Where They Both Love Cheesecake
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The hall between the friends’ apartments has seen plenty of drama, but little can compare to Rachel and Chandler’s cheesecake situation. It begins innocently enough. An impossibly delicious cheesecake meant for a neighbor is accidentally delivered to their floor. When they get a taste of just how good the dessert is, Rachel and Chandler are unable to give up the first or second cake. With other plots focusing on Monica and Ross bickering about a cousin’s wedding and Joey and Phoebe’s canceled date conflict, this episode offers a perfect snapshot of Chandler and Rachel’s friendship and sense of humor. On their rollercoaster of guilt and bargaining, they’re not afraid to be sarcastic and absolutely shameless together.
