Chandler is noted for his wise-cracks and sardonic attitude, which provides a defense mechanism. His most famous phrase is the rhetorical question "Could I be any more...?" and is used on the show as a source of humor repeatedly, primarily mocking from the other friends.
Some of Chandler's humor includes him describing Rachel's attempts to stop him smoking by throwing away every cigarette he puts into his mouth as "the least fun game ever", quoting A.A. Milne as having said "Get out of my chair, dillhole!" in an attempt to persuade Joey to vacate the chair he had been sitting in, and his insistence that his surname (Bing) is Gaelic for "thy turkey's done". His humorous conversations with Phoebe ranged from why Donald Duck wears a towel when getting out of the shower, to why there isn't a superhero called "Goldman" (inspired by Spider-Man). When he and Ross are trying to pick up women, he would be referred to as 'The Funny One'.
Throughout the show, Chandler claims he started using humor as a defense mechanism when his parents broke up which causes Monica to remark "So if your parents hadn't got divorced, you'd be able to answer a question like a normal person?" referring to his constant joke making. He also tends to make jokes when he is nervous. In fact, when Phoebe dates a psychologist named Roger, he states that Chandler's behavior is textbook of someone whose parents split up while he was still a young child. At one point, the friends challenge him to not make fun of them for an entire week as his New Year's Resolution; this proves difficult when, among other things, Ross starts dating a woman named Elizabeth Hornswoggle. He breaks his resolution by sarcastically saying, "And, Ross, Hornswoggle? What, are you dating a character from Fraggle Rock?"
Until Chandler moves in with Monica, he shares an apartment with his joint best friend Joey Tribbiani. Chandler and Joey's apartment is an important focal point for the series as one of the few meeting areas of the gang. The two form a close and enduring friendship, and get into many humorous situations. Their adventures include: losing Ross's infant son (Ben) on a bus; Chandler's dismay at Joey building an "entertainment unit" which is so big, it partially covers their bedroom doors; buying a chick and a duck (affectionately named "The Chick and The Duck"); and replacing their dining table with a foosball table. A famous running gag suggests they are like an old married couple when they argue, with Chandler usually assuming the wife's role. Although in one episode when Joey's new roommate, Janine, has redecorated - Joey takes the more woman-like role of their argument with comments such as "Why would you say that? It's just mean!" and "It's not what you said; it was the way you said it", due to Janine's feminine qualities rubbing off on Joey
At Ross and Emily's wedding in London, Monica and Chandler slept together and began dating. Monica and Chandler try keeping their relationship secret, not sure how the others will react but eventually they all find out.
Joey discovers minor details about their subsequent lies after their first weekend away together, Rachel overhears a phone conversation, Phoebe and Ross see them together from Ross's new apartment across the street. Joey kept the secret at first, after Rachel and Phoebe found out about it, the two girls tried provoking them to admit that they were in a relationship. Correspondingly, Monica and Chandler try getting them to admit that they knew and a battle broke out (with Joey as the go-between). This ended with Phoebe and Chandler supposedly intending to sleep together, but Chandler cracked and admitted his love for Monica, which she returned.
