This photograph of future president Theodore Roosevelt in a hunting outfit was likely taken by George Grantham Bain in 1885. In 1883, Roosevelt went buffalo hunting in the Dakota Territory, now known as North Dakota, for the first time. There, he faced even more scrutiny for his slim build and fashionable New York style. Eager to prove himself as a real frontier hunter, he acquired a custom-made buckskin suit and purchased his first ranch. After returning to New York, he sat for photographs at a studio while wearing the outfit in 1885. A former governor of New York, Roosevelt became president upon the assassination of William McKinley on September 14, 1901, and served until March 4, 1909.

This photograph, taken circa 1909, shows President William H. Taft horseback riding with Clarence Ransom Edwards. As Chief of the Customs and Insular Division of the War Department, Edwards worked with President Taft when he was Governor-General of the Philippines and Secretary of War. The men's long professional relationship also developed into a personal friendship. President Taft enjoyed riding horses with friends and his social circle, including members of the prestigious Washington Riding and Hunt Club.

In this black and white photograph, President William Howard Taft plays golf in Chevy Chase, Maryland while two unidentified men look on. This photograph taken on June 28, 1909 is stamped with a copyright by George Grantham Bain.