16. Jamie-Lynn Sigler and Jerry Ferrara
Jamie-Lynn and Jerry met each other while both acting in the hit HBO series Entourage in 2008. Sigler joined the cast as a guest star playing Ferrara’s love interest, and they evidently hit it off and started a real-life romance right away. Their relationship ironically mirrored their Entourage relationship.

The couple didn’t stay together long. They parted ways after a year, citing busy lives and conflicting schedules as the main reason it didn’t work out. Their on-screen relationship also came to an end in the season finale, with Sigler’s character moving to New Zealand for an acting job. In both real life and the big screen, it seems that their stars didn’t align.