Diddy – Proactiv
Sean Combs, aka Diddy, has never been shy about collecting a check, and acne medication Proactiv has made celebrity endorsements the foundation of its marketing strategy for years, recruiting the likes of Jessica Simpson, Katy Perry and more. So on the surface this makes at least some sense, but it was still incredibly bizarre to watch the man who put Biggie on the map say that an acne solution helped him, "moisturize my situation and preserve my sexy." As if that wasn’t weird enough, Diddy would later go on to sue Proactive for allegedly not completely clearing up his skin and discrediting his reputation in the hip-hop community. Let’s just all pretend like this one never happened.