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Pictured: Alyssa Milano, Z LaLa, Madonna

We could’ve done an entire set of ladies wearing extremely boring dresses, but that list would be too long (and boring), so we bunched together three ladies for our worst dressed post. Each woman is here for a specific reason, so let’s quickly run through those…

Madonna: Is this woman stuck in a time warp where it’s sometime in the late 80s? It seems like Madge keeps forgetting that she’s 57 and already had a great career in entertainment. I don’t care how much money she spends to maintain that body (and you know it’s a ton of cash), but there always come a time when you need to make a graceful exit & simply fade away. Having said that, if she insists on attending every A-list event, Madonna really needs to reinvent her style to better suit her age. It’s perfectly alright to think different now that you’re no longer a Queen of Rebellious Pop.

Z LaLa: ‘A’ for effort, but what the fuck is she supposed to be anyway? A shiny snowflake?

Alyssa Milano: While most of you bastards will probably disagree including the beautiful Alyssa Milano on this list, but I just feel like the lower half of the dress makes the entire look feel very awkward, to put it lightly. It’s almost like she wanted to show her legs, but then changed her mind at the last minute. To be honest, I’m just a straight guy who looks at photos of a lot of women wearing beautiful dresses & this particular outfit did nothing for me. Although, I gotta admit, she recovered beautiful after her pregnancy.