Jim meets Katy when she comes to sell purses to Dunder Mifflin employees. The attractive saleswoman quickly gains attention from both Dwight and Michael, who both blatantly hit on her. With a calmer, more laid-back attitude, Jim is able to get Katy to go out with him and the two start dating. The relationship is short lived as Jim's growing desire to be with Pam causes him to end the relationship during a company booze cruise.
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A dejected Jim inadvertently reveals his feelings to Michael and is forced to deal with the consequences when Michael cannot keep the secret. The double episode 'Niagara', of Season 6, dealt with Jim and Pam's wedding. The night before the wedding, Kevin had put his shoes outside of his hotel room to be shined. The hotel management instead had his shoes destroyed ('incinerated actually') because of their overwhelming odor. Kevin complained that they were his only shoes, but all the hotel offered was a complimentary breakfast. Later, as Kevin entered the church to be seated at the wedding, we see he had fashioned a pair of what appear to be tissue boxes for shoes. Kevin also wore a toupee to the wedding, so that people will think of him as 'a sharp dresser'.
In season 5's 'Prince Family Paper' episode, the opening sequence shows Dwight discovering a previously unnoticed red wire coming from the back of his computer. He gets all excited and follows the wire through the office, gathering it up as he goes, past desks, down the hall, and outside the building. The last shot of the opening is Jim in the foreground and a window in the background. Dwight can be seen following the red wire to a telephone pole and beginning to climb it to find the source of the wire.
Jim assures the camera, 'Oh he'll be fine. I made it up there,' which is the confirmation that indeed this is a Jim prank.