Anna Wintour, Willie Nelson, Twin Shadow Fashion journalist Anna Wintour; country music singer Willie Nelson; indie pop singer Twin Shadow performs. Details Casts Title Anna Wintour, Willie Nelson, Twin Shadow Genres Talk Comedy Release Date 2015-05-07 Episode Runtime 00 Hours 45 Minutes Season Number 2 Episode Number 103 Production Companies Universal Television, Sethmaker Shoemeyers Productions, Broadway Video Seth Meyers Self - Host