While the two characters have rarely interacted, both are known to be victims of bullying at the hands of Eric Cartman, notably with Jenny attempting suicide in "Bass to Mouth" after eating a cupcake laced with laxatives. In this episode, Kyle was the only one who showed any sympathy for her, criticizing the other boys for laughing at her.
In "Cartman Finds Love", when Kyle develops a crush on Nichole, he seeks out Jenny and Lola for information on Nichole's interests. Jenny is also one of the girls who expresses an interest in Kyle after a rumor spreads that he's homosexual.
There is at least one known fanfic of this pairing.
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