Letter from J. C. Crain, the chairman of the 19th Senatorial district in Texas, to President William McKinley regarding John Patterson Osterhout applying to become the postmaster of Belton, Texas. Crain wrote of how highly he thought of John and recommended him for the position.

Letter from Gertrude Osterhout to her mother, Junia Roberts Osterhout. She wrote her mother to update her about her life at school. Among the small bits of news Gertrude gave, she mentioned a musical performances that the girls gave, a memorial service, and upcoming examinations.

Letter from Gertrude Osterhout to Osterhout Family. She wrote to update her family about her life at school. She spoke of her school work and upcoming examinations, her concerns about her weight, and a recent death.

Letter from Gertrude Osterhout to her brother, Paul Osterhout, discussing her life at Baylor University. She told him that her examination scores had been excellent and commencement would be taking place later this year. She wrote of some of the events that the school held including debates, concerts, and essay readings. A storm had passed through her town recently and she told her brother that she would refuse to sleep on the third floor of the boarding house should she return. The letter concluded with a promise of gossip in her next letter and her sympathies that Paul has a night job. Included is an envelope addressed to "Mr. Paul Osterhout."