2007, Lil Mama

Rapper and singer Lil Mama, known for her hit “Lip Gloss,” took a whimsical trip down memory lane with an outfit that seemed straight out of a baby’s wardrobe at the 2007 VMAs. It’s a head-scratcher, as she appeared in a puffy lilac satin dress that could rival a toddler’s bedtime attire, complete with a matching baby bonnet.

But wait, there’s more to this quirky ensemble. Lil Mama added an extra layer of surrealism by brandishing a Swarovski crystal-encrusted pacifier, which she astonishingly proceeded to pop into her mouth! It’s safe to say that this outfit was a definite “no” in the fashion department…