Alicia Silverstone — in 1995 and 2011
Basically, if you didn't have a girl crush on Alicia Silverstone after seeing her in Clueless and those racy '90s Aerosmith videos, there was definitely something wrong with you. Girlfriend took adorable to the next level. Since her mid-90s heyday, she's had sporadic roles in TV shows (she appeared in four episodes of Suburgatory last year) and small films (such as the upcoming Vamps), but in our hearts she'll forever be Cher, the virigin who can't drive — as if! We still adore the 35-year-old vegan, activist, and actress who recently admitted to pre-chewing her kid's food.