Before Season 1Edit
One day, Earl found a leaflet for a cheerleading camp in Kenny's bag and teased him for it, not realising that it was in fact Randy's leaflet, and he had put it in there to stop Earl from finding out his cheerleading dreams thinking Earl would make fun of him. ("We've Got Spirit")
During Kenny's childhood, he was bullied frequently by Earl. Earl beat him up during a sports game, causing him to get a restraining order on him (though only from the school's nurse).("Pilot")
Earl went to see Kenny to make up for bullying him, but Kenny was scared when he saw him. Earl tried to explain what was happening, but Randy found homosexual magazines in Kenny's drawer. Having never seen a gay person before, Earl and Randy ran away. Earl realized that he needed to go back and help Kenny, who admitted that he had never had the courage to go to a gay bar before. Reluctantly, Earl agreed to go with him. Once they did so, Kenny gained in confidence, and told Earl he could cross him off the List ("Pilot").
When Earl's car, that had all of his lottery winnings in it, was impounded, Kenny agreed to help with a plan that helped Earl to get the car back ("Randy's Touchdown"). When Earl needed to get employed at the Winky Dinky headquarters, Kenny took the typing test for him and handed it in for Earl, ensuring that he got in. Kenny also did the same for Randy, Joy, Darnell, Catalina and Ralph ("Stole P's HD Cart").
In an effort to be more manly, Kenny started copying Earl's look and style. Earl taught him the ways of gambling, which led Earl back into a bad addiction. Earl's addiction caused Catalina to be late for her shift at Club Chubby and, whilst speeding to get there, she was pulled over, discovered to be an immigrant, and was deported. Kenny snapped Earl out of his gambling phase by telling him all this ("Born a Gamblin' Man")It was revealed in Our Cops Is On that he had a big crush on police officer Stuart daniels and faked break ins to get his attention
Kenny is seen in the Fake link FTW riding in a police car after winning said ride in a silent auction. During the ride, he expredddsses dislike for Earl and his antics at the Camden County Independence Day carnival. ("Our Other 'Cops' is On! (Part 1)") When Earl is let out of prison, Kenny appears with Randy and his friends when they express their like for the old good Earl over the new bad troll Earl. Kenny specifically speaks of how it was an honor to be the first one to be crossed off of Earl's List. ("Bad Earl") Kenny was seen again when Stuart hides from Earl with Billie in Kenny's house. Kenny informs Earl of Billie's location so that he can hit on Stuart, which doesn't work for him ("Love Octagon").
Kenny was cast as the scientist in Buddy's film, "2 the Max" ("The Magic Hour"). Earl later went to see him to make up for taking away his cheerleading dreams, but Kenny informed him that it was in fact Randy who wanted to be a cheerleader, and he had just convinced Earl it was Kenny ("We've Got Spirit").