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 A very nasty and unpleasant individual Phoebe dated in The One With The Tea Leaves. She met him via seeing him everywhere while out on her errands, and when she finally spoke to him, he asked her out on a date despite being bemused when she misunderstood the pretty obvious meaning of a remark he made. On the date, Jim fell away from his initially polite and friendly demeanor and intimidated Phoebe with a number of highly inappropiate and rude vulgar comments, seemingly just to amuse himself. He also claimed, most likely lying in yet another attempt to intimidate her, that he wrote "erotic novels for children" which were "wildly unpopular." For the rest of the episode, Phoebe avoided going to the coffee shop and all the other places she had encountered Jim so as not to encounter him again, but oddly enough, she seemed comfortable going to the coffee shop without having to worry about him in later episodes. The reason for this is unknown, but it is possible that her friends may have confronted Jim and intimidated the creepy bully into leaving her alone.

He was portrayed byJames LeGros, and was apparently based on a real life boyfriend of one of the creators.

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