According to Jim S05E13 - Renewing Vows

Episode Overview

Ruby and Gracie are eager to have their ears pierced, but Cheryl fears this will make them mature too fast and persuades Jim to agree with her. In a heartfelt gesture, Jim and Cheryl decide to renew their wedding vows. As part of the celebration, Jim surprises everyone by sporting an earring as he walks down the aisle, embracing the spirit of fun and commitment.

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