Cher at the 1974 Academy Awards
Cher has always been a trendsetter when it comes to acting, music and of course, fashion. This was pretty obvious when she went to the Academy Awards in 1974 in a flowing flower-printed dress with flower-shaped headpieces. Although no one would bat an eyelash over this look today, it was considered highly controversial to show this much skin at an awards banquet when all the other female attendees were wearing more traditional outfits. But Cher has always lived by her own rules.