Wingtip Shoes first appeared on Chictopia's streetstyle gallery in Spring 2011 seen on New York blogger stayclassic of stayclassicblog.com. He styled his brown Alfani wingtip shoes with a navy J. Crew woven shirt, black American Apparel slim slack pants, and black forever 21 men tie. Since then, Wingtip Shoes have grown in popularity as bloggers from Boston, New York, and Guam have discovered them. Wingtip Shoes are generally seen in classic, menswear, and casual style. Popular brands of Wingtip Shoes are bruno valenti, Candie's, vintage, Alfani, and Cole Haan.
There are currently 31 streetstyle photos of bloggers wearing Wingtip Shoes. Most recently, blogger stayclassic of stayclassicblog.com styled his Alfani wingtip shoes with a J. Crew chambray shirt, Topman pants, and J. Crew square end tie.