Vintage Penny Loafers first appeared on Chictopia's streetstyle gallery in Winter 2012 seen on blogger islabell of afinedayforsailing.blogspot.com. She styled her black vintage penny loafers with a tan vintage cropped coat, white vintage button up shirt, and black vintage cord mini skirt. Since then, Vintage Penny Loafers have grown in popularity as bloggers from South Tangerang have discovered them. Vintage Penny Loafers are generally seen in preppy, vintage, and casual style. Popular types of Vintage Loafers are buckle, thrifted, buckled, white slip on, and penny.
There are currently 21 streetstyle photos of bloggers wearing Vintage Penny Loafers. Most recently, blogger alivegurl of alivegurl.blogspot.com wore her brown vintage penny loafers with a green unbranded batik dress, dark brown vintage purse, and ivory Galuh's patterned cardigan.