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In the episode "Kangaroo Clean-Up", he is the antagonist because he makes fun of Stanley for being in trouble and brings in toys so that he wouldn't make it by dinnertime, which means that night, he wouldn't get any dessert.
Despite this, and sometimes otherwise antagonizing Stanley, Lester is shown to truly have familial love for his young brother. He often gives him good advice, helps him with things such as schoolwork, and otherwise looks out for him. He also expresses concern for his safety.