10 Craziest Friends Characters

9. Jim

In €˜The One With Tea Leaves€™, Phoebe is led to believe that she will meet the man of her dreams soon. After running into Jim on numerous occasions she comes to the conclusion that he must be the guy she was destined to meet and they set a dinner date. What ensues is an incredibly awkward conversation in which Jim immediately compliments Phoebe€™s breasts and goes on to explain his career: writing wildly unpopular erotic novels for children. Things soon advance into unforgiveable territories when he declares he has a PhD; a pretty huge€ yeah. Craziest Moment "Do you like to party? You're wild aren't you?!" In the first half of their cringe-worthy date, Jim interrupts Phoebe as she describes her hobbies and her career by excitedly asking if she likes to party and how wild she is. Thrown aback by these peculiar first date questions, she replies unconvincingly; only for Jim to frantically tell her how wild he is too, with excessive eagerness.
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