Cliff Booth’s boots . Brad Pitt as Cliff Booth in Once Upon a Time In Hollywood, wearing Minnetonka boots. Minnetonka's retro styles are making a comeback.The boots in question are the Two Button Hardsole from Minnetonka Moccasin. Not only are these the exact style Pitt wears in the film, they’re also historically accurate to the period; Minnetonka originally released them in 1969 and, while they’ve been more recently available in a women’s style, they were reissued in conjunction with the film for men.