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Jennifer Lopez, new member of that oh-so-trendy and elite twinset pregnancy club, is continuing her fashionable legacy by deciding never to dress her mini-Marc Anthonys in the same designer outfit twice. As much as this news doesn’t surprise us, considering the international (national? not so much!) superstar’s notoriously highbrow taste in ridiculously pricey bling, we’re fairly sure where J. Lo got the idea. Even though the past few years have seen post-pregnancy slim faster Lopez awarded the #1 spot on many a prominent Best Dressed List in the glossies, her pre-glamour girl days were adorned with some of the most horrific ensembles ever to break camera lenses with their floppy fedoras, belly-baring latex bikini tops and, of course, her infamous frontless, transparent green monster worn at the 2000 Grammys. The top five outfits we’re grateful Lopez never dared wear twice, after the jump:

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Hard to fathom but, just ten years ago, the diva known 'round the world was known simply as that hot big-bottomed girl with a shimmy-shaking breakthrough music video in heavy rotation on MTV (remember, in those days, MTV still played videos). But she hadn't quite let go of her penchants for ass-enhancing spandex onesies, nor her not-so-subtle habit of posing with said ass front and center. Few can forget her appearance as Diddy's arm candy at the 2000 MTV Music Awards, with her skin-tight white jeans, taut belly and bandana proving she's so real, from the block, and down with her peeps. For a few more minutes that is, considering no one from the block (any block) would be down with perhaps the most famous fashion faux-pas of the decade, the paper thin maniacally patterned green-ish disaster Lopez wagged tongues with just a few months later. One overly tight yellow polyester skirt and tacky pair of knee-high hooker booties later, and Lopez figured it out (finally): with a, ahem, imperfect eye for style well-proven, ensemble eyesores may appear on Max and Emme in the future, but thankfully, we'll only have to endure them once.

[Photo credits: Wireimage]