‘Gilmore Girls’: 3 Moments That Cause Fans Secondhand Embarrassment

Gilmore Girls is one of those shows that you can watch over and over again. There is a deep comfort in the Lorelai and Rory Gilmore’s witty banter, largely benign storylines, and the postcard-perfect town of Stars Hollow. Not every moment in the show is comforting to fans, though. In fact, there are several moments where loyal viewers get secondhand embarrassment. Do these Gilmore Girls moments make you cringe, too?

‘Gilmore Girls’ fans are still skipping Rory Gilmore’s explanation for cheating with Dean

Rory Gilmore’s affair with her first boyfriend, Dean Forrester, remains one of the most hated storylines of the entire series. Not only did it completely dismantle Dean’s “good guy” persona, but it made Rory look emotionally infantile. While the cheating was bad enough, fans largely agree that the way Rory tries to explain away the indiscretion is especially cringeworthy.

Jared Padalecki as Dean Forrester and Alexis Bledel as Rory Gilmore in 'Gilmore Girls: A Year in the Life'
Dean and Rory in ‘Gilmore Girls: A Year in the Life’ | Netflix

Not only did the then 19-year-old college Sophomore claim that he was “her boyfriend first,” but she seemed to think his marriage was nothing more than a ring. When Lorelai Gilmore quizzed her on the state of his marriage, she insisted that it was over because he took his wedding band off when they got horizontal. The following relationship was awkward and uncomfortable, but Rory’s mental gymnastics to justify the affair gives some fans secondhand embarrassment.

Luke Danes’ behavior while away with Lorelai, Rory and Logan is totally worthy of a skip

Luke Danes wasn’t known for his cheery disposition. Still, his behavior while vacationing on Martha’s Vineyard with Lorelai, Logan Huntzberger, and Rory went far beyond pessimism and bordered on downright rude. Luke freaking out over a basketball game and complaining about everything on the island was truly cringeworthy.

Reddit users point out that the entire episode was strange and problematic. Luke was a food lover, and his sister, Liz Danes, outed him to Lorelai as a gourmet chef, yet he claims to have never had lobster before. While Connecticut isn’t exactly Maine, Lobster is still easily accessible. According to fans, the fact that he completely ignored Valentine’s Day also seemed out of character.

Rory Gilmore asking a guy out in the Yale laundry room makes ‘Gilmore Girls’ fans uncomfortable

Rory wasn’t one to take many chances. The overly cautious teen wasn’t much of a flirt and never made her romantic interests known first. In season 4 of Gilmore Girls, she took the initiative and asked a guy from Yale out. His flat “I don’t think so” and her shocked face makes some fans cringe. That was far from the worst part of the storyline, though.

Alexis Bledel as Rory Gilmore in 'Gilmore Girls: A Year in the Life'
Alexis Bledel as Rory Gilmore in ‘Gilmore Girls: A Year in the Life’ | Saeed Adyani/Netflix

Later, Rory finds out that the boy who rejected her was telling everyone a story about a woman who asked him out. Assuming he was talking about her, she approached him to tell him off. That would have been fine, but she found out that he wasn’t even referencing her, to begin with. The way she slinks off after realizing she was self-involved and a little crazy garners a visceral reaction from fans.