This Dean and Jess scene is a fan-favorite for a reason

In the Gilmore Girls episode "That'll Do, Pig," Dean and Jess have a conversation. Well, more like Jess dominates the dialogue, with Dean managing to interject a few words. The two were never fond of each other's presence, mainly because Jess liked Rory knowing she was with Dean.

Eventually, Rory and Jess start dating, and she is no longer on speaking terms with Dean. However, after some time apart, they decided to be friends, something Jess didn't know about until he and Rory ran into Dean and his little sister. He noticed that Rory and Dean were friendly (or in his words, "buddy-buddy") and decided to go to the carnival after all.

Let's fast forward a bit. While waiting for Clara, Dean is reading something on the wall when Jess sees him and starts speaking his mind.

Jess: Need some help with the big words?

Dean: *sighs* Sure. Why don't you come over here, and I'll show you which one's giving me a hard time.

Jess: You're getting a little pathetic, man.

Dean: Thanks for the heads up.

Jess: "Let's be friends."?

Dean: No thanks.

Jess: You don't think I know what you're doing? You don't think it's so pathetically transparent? Rory's taking pity on you.

Dean: Get out of here, Jess.

The conversation continues with Jess essentially telling Dean that his ploy to win Rory back through friendship is transparent. Dean, on the other hand, dismisses Jess's words, reminding him that he and Rory were just friends once: "And hey, look how that turned out for you."

Deep down, Dean definitely clung to the hope that his friendship with Rory might reignite their romance.