Chandler Bing remains a relatable icon in TV lore today, despite having appeared in a series that concluded in 2004. Time really had little effect on Chandler's infamous antics, jokes, and all-around awkwardness, as he is often considered one of the most timeless elements of friends.
Many fans identified with Chandler and that is still true to this day. There's nothing like representation for the underrepresented, and when Friends was airing, introverts weren't typically main characters, especially not on sitcoms.
Chandler was the source of many hilarious storylines on Friends, due to his awkwardness, sarcasm, and notorious inability to flirt. Chandler Bing was no Joey Tribbiani, so let's take a look at some of his most hilariously bad pick-up lines.
10 "I have kissed over four women."
In an unforgettable two-parter season 6 episode titled "The One That Could Have Been", audiences get to see how different the beloved Friends' gang's lives would be had a number of things had been different in the beginning, such as Rachel never running out on Barry, Monica never losing weight, and Ross staying married to Carol.
In this alternate universe episode, Monica and Chandler are not dating, but appear to harbour secret feelings for each other. In a satisfying, adorable conclusion, the beloved Friends couple does end up together in this two-parter episode, but not before Chandler awkwardly flirts with Monica, saying things such as, "well I have kissed over four women."
9 "Gum would be perfection."
In an iconic season 1 episode titled, "The One With The Blackout", Chandler infamously finds himself trapped in an ATM vestibule with Victoria's Secret model, Jill Goodacre. This episode is unforgettable and hilarious for many reasons, namely Ross' incident with a rogue cat and a musical number of sorts from the gang, but easily the most notable part of this episode was Chandler's predicament.
He handles being stranded in a blackout with a beautiful woman in a way that only Chandler would, by being awkward and quiet most of the night. When he turns down Jill Goodacre's offer of gum, Chandler immediately regrets it, and reiterates, saying, "gum would be perfection."
8 "I'm hopeless and awkward and desperate for love!"
In season 3, Chandler infamously dates Janice and quickly becomes scared of the commitment that this relationship entails since he has a lifelong fear of commitment. After Joey encourages him to face his fear, Chandler goes to the other extreme and asks Janice to move in with him, who in turn, freaks out about this new stage of commitment.
This sets Chandler off on a rampage, in which he begins to act ridiculously, and although it's hilarious, this episode really speaks to just how deep-rooted Chandler's relationship issues were. In a last-ditch effort to convince Janice not to leave him, Chandler yells out, "I'm hopeless and awkward and desperate for love!"
7 "Hi...ok, next word."
In the season 1 episode, "The One With The Butt", the gang attends a performance of the musical Freud!, in which Joey is playing the lead. The play is predictably awful, but Chandler considers himself lucky as he ends up meeting a beautiful woman named Aurora.
He hesitantly approaches her, and in an attempt to have a conversation, says this, "hi...ok, next word. Chandler is my name."
6 "Do you know me or are you just really good at this game?"
In season 2, Friends aired a two-part episode titled, "The One After The Superbowl", because the episode(s) literally aired directly after NBC's broadcast of the Super Bowl XXX. The episode(s) are mainly about Ross tracking down Marcel, his pet monkey, but there is also some signature Chandler awkwardness thrown in.
Ross finds that Marcel is in New York filming Outbreak 2: The Virus Takes Manhattan, and the gang heads to the set, where Chandler reunites with his childhood classmate, Susie Moss. Though we later find out that she has ulterior motives, Susie begins flirting with Chandler and his first response is simply, "do you know me or are you just really good at this game?"
5 "We swallow our feelings, even if it means we're unhappy forever."
Joey starts dating Kathy early on in season 4, and Chandler begins to have feelings for her. He tries to hide this for a few episodes, but of course, ends up failing spectacularly. In the self-explanatory episode seven, "The One Where Chandler Crosses The Line", Chandler and Kathy get closer, causing Chandler to immediately regret his actions.
Chandler turns Kathy down, saying, "we swallow our feelings forever, even if it means we're unhappy forever. Sound good?"
4 "This was great. I'll give you a call. We should do it again!"
In the season 3 episode, "The One With The Dollhouse", Chandler finds himself in an unusual situation when it's revealed that Rachel's boss, Joanna, has feelings for him. Chandler agrees to go out with her, but this soon backfires when he learns that Joanna is a "big, dull, dud!"
Of course, instead of confronting Joanna, Chandler attempts to simply and quietly remove himself from the situation. Rachel insists that he just tell Joanna that he doesn't want to see her, which he does, but immediately follows it up with "this was great. I'll give you a call. We should do it again sometime!"
3 "It's Gaelic for 'thy turkey is done'."
When Chandler is put on the spot, he typically reacts by spouting something nonsensical and often very humorous. In the same episode in which Chandler meets, dates, and dumps Joanna, he also delivers this hilarious pick-up line of sorts.
Rachel introduces Chandler to Joanna. Joanna comments, "Bing - that's a great name," to which Chandler responds, "thanks. It's Gaelic for "thy turkey is done."
2 "H-hey!"
Arguably one of Chandler's most memorable and hilarious attempted pick-up lines was when he first met Kathy and began flirting with her before he knew that she was with Joey.
Chandler asks Kathy her name, and when she tells him, he asks, "Kathy with a C or a K?" She responds, "K," to which Chandler quips, "H-hey!"
1 "Thanks, I grow it myself."
Another great line from the season four episode, "The One Where Chandler Crosses The Line", Chandler and Kathy engage in some awkward banter while she cuts his hair. To fill the tense silence, Kathy comments, "you have really great hair."
Chandler hilariously responds, "thanks, I grow it myself."
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