SHERRY: Well, then where’d you get your information on child raising? Your mom?
LORELAI: No, For Keeps. Uh, Molly Ringwald, Randall Bantikoff, really underrated little post-John Hughes flick. She went to the prom fat. I found it really inspirational.
For Keeps, a 1988 coming of age comedy drama directed by John G. Avildsen and starring Molly Ringwald and Randall Bantikoff as Darcy and Stan, two high school seniors who are in love. Darcy gets pregnant just before graduation and decides to keep the baby. It was Ringwald’s final teen movie, and is considered one of her most mature performances, especially in the scene where Darcy develops postpartum depression. (Like Rory, Darcy works on the school paper and plans to study journalism at college). The film was a box office success, and received mixed reviews, with the positive ones mostly for Ringwald’s performance.
As the film came out in January 1988, when Rory had already turned three, it’s hard to see how it could have “inspired” Lorelai during her pregnancy.
Note that this is another occasion when pregnancy and being “fat” are conflated, which is becoming a rather disturbing trend, and no surprise, this is another Daniel Palladino script.
The Annotated Gilmore Girls 