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Mimi Bobeck (Kathy Kinney), The Drew Carey Show
To be fair, Mimi's bold and colorful fashion choices — which often included mixing clashing floral patterns with plaids, among other atrocities — had to be loud enough to compete with her garish makeup. But honestly, given her love of troll dolls and her former marriage to rock star Eddie Money, we're not at all surprised that this is how she came dressed to work every day.