1960s Pointed Toe Flats Shoes, saddle shoes, loafer, oxford. The late 1950s winklepicker with sharp pointed toe combined with a flat ballet shoe and created the pointy toe flat of the early '60s. It looked innocent with mini skirts making them less sexual than when paired with high heels. 60s Shoes, 1960s Shoes, Style Année 60, Mode Retro, 1960 Fashion, Mode Shoes, Mary Quant, 60s 70s Fashion, Fashion 1960s