Penny loafers are a style of loafers which features an additional strap on the upper portion of the shoe above the toes. This design is referred to as penny loafers because traditionally a penny was placed in a slit on the strap to bring the wearer good luck.
About Stacked Heel:
A heel made by stacking many layers of leather (or wood) on top each other. Generally a more stable heel than its thinner counter part, the stiletto.