Did Dean Forester actually do these things on Gilmore Girls?

By: Start TV Staff Posted: August 13, 2026, 11:01AM

We all remember our first boyfriend and girlfriends, right? For Rory, that was Dean Forester, a student at Stars Hollow High School, who worked at Doose's Market. Dean was smart, wore a cool leather jacket, and loved being around Rory so much that he kind of smothered her at times.

Though he cared about her, there were moments when Dean did too much. Let's see if you remember if this actually happened in the show or if we made it up.

Dean kissed Rory in Doose's Market, which was her first kiss.
- Oh, Dean totally did this!
- Dean would NEVER do this.
Dean gets into a fight with Luke over breaking up with Rory.
- Oh, Dean totally did this!
- Dean would NEVER do this.
Dean gets a new vehicle after totaling Rory's car.
- Oh, Dean totally did this!
- Dean would NEVER do this.
Dean leaves Stars Hollow to attend training camp after being drafted to an NHL team. He gets upset when Rory doesn't want to leave with him and get married.
- Oh, Dean totally did this!
- Dean would NEVER do this.
Dean cheated on his wife with Rory.
- Oh, Dean totally did this!
- Dean would NEVER do this.
Dean built a car for Rory.
- Oh, Dean totally did this!
- Dean would NEVER do this.
Dean made Rory a bracelet for her birthday.
- Oh, Dean totally did this!
- Dean would NEVER do this.
Dean gifts Rory his savings so she can move out of Stars Hollow.
- Oh, Dean totally did this!
- Dean would NEVER do this.
Dean proposes to his girlfriend, Lindsay, not long after fighting Jess for making Rory cry.
- Oh, Dean totally did this!
- Dean would NEVER do this.
Dean told Lorelai she raised Rory wrong and that her father should have been around more.
- Oh, Dean totally did this!
- Dean would NEVER do this.

Did Dean Forester actually do these things on Gilmore Girls?

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