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Gilmore Girls: Which Jess moment is your ULTIMATE favorite?

By: Start TV Staff Posted: August 6, 2025, 4:41PM

There's no one who got under Dean's skin more than Jess Mariano. To basically every resident in Stars Hollow, Jess is the 'always in a bad mood' young guy whose tough ways do not fit the lively, close-knit vibes of the small town. He has a shell that can only be cracked (a little) by Stars Hollow sweetheart, Rory Gilmore.

While Lorelai and everyone else worry that he could be a bad influence, Luke Danes believes in his nephew and gives him the tough love and encouragement that he needs. The character had A LOT of iconic moments on the '00s series, and we need to know which is your ultimate favorite.

Which Jess moment was PEAK television?
- Season 3, Episode 19: Jess and Dean get into a little tussle at the party
- Season 2, Episode 13: Jess outbids Dean for Rory's basket
- Season 3, Episode 14: A swan gives Jess a black eye, and he doesn't want anyone to know
- Season 2, Episode 5: Luke pushes Jess in the lake and keeps walking
- Season 3, Episode 10: Jess looks up how far Yale was from Stars Hollow
- Season 2, Episode 15: Rory wants Jess to be nicer to Lorelai, and he actually tries
- Season 6, Episode 8: Jess confronts Rory about dropping out of Yale

Gilmore Girls: Which Jess moment is your ULTIMATE favorite?

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