Thigh high, booties and cowboy, black boots are as vintage as it gets. Singer Nancy Sinatra first popularized the style of wearing gogo boots on her albums and during her acts. One of her albums even bears the name boots! Some of the cute ways black boots have been worn since then include, with jeans, skirts and even during the summer with shorts. There are no limits on how to use this rugged yet girly accessory. They have even been a must have fashion statement during the grunge and now hipster style trends. For more ideas check Tumblr fashion blogs.