Fast Times at Ridgemont High
His stoner style will forever be ingrained in people’s minds along with the liberation of Phoebe Cates’s breasts. Vans was the choice footwear for many skaters, but not until the films resident pothead, played by Sean Penn, rocked the checkerboard slip-on did the shoe cross over into mainstream pop culture. For those who wanted to buy into California cool but lived nowhere near sunny temps, these shoes were it. Even the official movie soundtrack has a picture of the shoes on the cover. How’s that for product placement?