This colorful, embossed cigar label was printed in the 1920s, when Don Rey cigars were being made in Red Lion PA by T. E. Brooks & Co. (later Van Slyke & Horn). As far as I can determine, the company lasted from 1910 to 2011, when the assets were auctioned off. The brand is now being produced in Puerto Rico (if they survived the hurricane).
Hmm. Pillbox hat, red kerchief and lipstick, sideburns. Early gender dysphoria?