Top 10 Sexiest Women of All Time #8: Charlize Theron. ... #7: Vanessa Williams. ... #6: Scarlett Johansson. ... #5: Aishwarya Rai. ... #4: Angelina Jolie. ... #3: Monica Bellucci. ... #2: Christie Brinkley. ... #1: Cindy Crawford. It can be tough to stand out in the material world of modelling, but Cindy Crawford sure managed to do that! More items...