In the early 2000s, Jared Padalecki's role as Dean Forrester on "Gilmore Girls" made him a name in the industry and earned him bonafide heartthrob status. Dean was the love interest of the show's main character, Rory Gilmore (Alexis Bledel), and they forged a deep bond during their relationship. 

However, things simply didn't work out for the couple, per Screen Rant. Rory eventually began dating bad boy Jess (Milo Ventimiglia) and later moved on to Logan, per The Tab. During this time, Dean also moved on, marrying and starting a family. However, Dean and Rory remained friendly, and Padalecki even returned for a cameo in the Netflix revival "Gilmore Girls: A Year In The Life" (via CBR.com).

Dean was a sweet yet jealous young man who often had a simple-minded view of the world. Of course, living in the idyllic town of Stars Hollow didn't help his perspective. Because of Padalecki's portrayal of Dean, the actor revealed that he was nearly passed over for the role of Sam Winchester on "Supernatural." Thankfully, he seemed to nail his audition — and the rest is "Supernatural" history.