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- [Letter from George E. Osterhout to Uncle Joham, November 10, 1882]
- Letter from George E. Osterhout to his uncle, Joham, regarding the death of George's father. George gave Joham the details of his father's last days and where he was buried. He ended the letter with saying that he and his mother were doing well.
- [Letter from Gertrude Osterhout to Paul Osterhout, February 27, 1882]
- Letter from Gertrude Osterhout to her brother, Paul Osterhout, discussing her life at school. She wrote about her responsibilities of acting as a supervisor for the girls at the boarding house. She told him of the local gossip and school events, including concerts and drawing room receptions where the girls were taught how to entertain guests. A day after she finished the first part of the letter, she continued to write a couple pages more about a recent storm that had hit the city and resulted in property damage and a couple of lives lost.
- [Letter from Gertrude Osterhout to Paul Osterhout, March 16, 1882]
- 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."
- [Letter from John Patterson Osterhout to Gertrude Osterhout, February 26, 1882]
- Letter from Gertrude Osterhout to her father, John Patterson Osterhout, discussing daily life at school. She told her father of her responsibilities to check housekeeping of all the girls' rooms and to keep flirtation between the boys and girls to a minimum. The letter detailed many of the events that Baylor held for its students, including musical recitations and drawing room receptions to teach the girls how to entertain guests. She closed the letter by saying she expected her sister to write soon and that she would write her brother next.
- [Letter from John Patterson Osterhout to Gertrude Osterhout, September 17, 1882]
- A brief letter from John Patterson Osterhout to his daughter, Gertrude Osterhout, with news from home. He wrote with news of the family's health and a recent murder that occurred in town. Included is an envelope addressed to "Gertrude Osterhout."
- [Letter from Mary P. and H. J. Chamberlin to Ora Osterhout, January 21, 1882]
- Letter from Mary P and H. J. Chamberlin to Ora Osterhout regarding news she had heard from the Osterhouts. Mary appreciated hearing from the family and told Ora that they should take good care of their mother. She included other small bits of gossip. Her husband wrote his own brief letter on the back and expressed his gratitude for the Osterhouts.
- [Letter from Paul Osterhout to Gertrude Osterhout, February 22, 1882]
- Letter from Paul Osterhout to his sister, Gertrude Osterhout, with news of what he intended to do next. He planned to take a commercial class to learn book-keeping in New York and received a Valentine from an unknown suitor in Independence, Texas. He also wrote about his work and other gossip.
- [Letter from Paul Osterhout to Gertrude Osterhout, October 29, 1882]
- Letter from Paul Osterhout to his sister, Gertrude Osterhout, about his recent arrival at their family home in Belton, Texas. Paul was sent for by their father so that Paul could work with him in the post office. He mentioned visits he had made around town and told her he would forward a letter to her.