Five (5) Theodore Roosevelt related badge and buttons, including Rough Riders. 1st item: Rough RidersSouvenir badge depicting a blonde woman being thrown from a donkey surrounded by blue lettering reading "ONE OF THE ROUGH RIDERS/(NOT ROOSEVELT'S)" against and off white background, obverse, blue lettering reading "Souvenir" framed on the top and left by a draped American flag against an off white background, reverse. Red, white, and blue silk ribbon knotted through drill hole, top. Maker's marks bottom edge.2nd item: Roosevelt's Rough Riders Reunion Oklahoma City, July 1-4, 1900 pinback button, depicting Roosevelt's portrait against a blue background surrounded by lettering and superimposed on the image of two "Rough Riders" with additional letter centered below, against red, white, and blue stripes and an off white background. Retains back paper. 3rd-4th items: Two (2) Roosevelt campaign pinback buttons, both depicting bust portrait vignettes of Roosevelt andCharles Warren Fairbanks against patriotic American motifs. One (1) retains back paper.5th item: Roosevelt pinback button depicting a lithographed bust portrait of Roosevelt against an off white background. Silk red, white, and blue ribbons affixed to reverse of button.Ranging in size from 1 1/4" to 2 1/4" dia.Provenance: Private Southern estate. CONDITION: All items in overall good condition with light surface scratches, some with minute surface spots. Rust to metal. 1st item: Hairlines, largest 1", radiating from top drill hole. Fraying to ribbon. Spots, largest 1 1/4", to surface and edges. 3rd-4th items:Toning/dampstaining to back paper. 5th item: Tears, fraying to ribbon.