Letter from John Patterson Osterhout to his daughter, Gertrude Osterhout, discussing daily life at home. He mentioned that they would be able to make some money by producing buttermilk and that they would be getting more poultry soon. John's uncle, Peter, was having a birthday soon and he requested that Gertrude write a letter to him so that he may pass it along. The letter closed with John saying that it was his birthday the next day and that he wanted Gertrude and his son, Paul, to write to him.

Letter from Junia Roberts Osterhout to her husband, John Patterson Osterhout. She wrote how ill she had been feeling recently and how much she and their children have missed John while he has been gone. An envelope addressed to J. P. Osterhout is included.

Letter from John Farman to John Patterson Osterhout. The letter includes a list of items found at a depot. At the end, Mr. Farman briefly mentioned that the Democrats are won recent elections in his state and that he was well. Included is an envelope addressed to "J. P. Osterhout."

Letter from John Patterson Osterhout to his wife, Junia Roberts Osterhout. He wrote her a short letter while on a train on the way to St. Louis. He compared the country and farms they passed to the ones back in Texas.

Letter from John Patterson Osterhout to his wife, Junia Roberts Osterhout. He wrote his wife a brief letter to inform her of how he was faring in his travels as a judge. He let her know where he would be headed next so she could send him more letters.

Letter from Junia Roberts, John Jeremiah, and Paul Osterhout to John Patterson Osterhout. The letter started out with Junia writing. She wrote very briefly about how she missed her husband. When she had to tend to the baby, her and John Patterson's son, John Jeremiah, finished writing the letter. He told his father how the hogs, cows, and sheep were doing and that they had purchased more corn and cotton-seed for the animals. On the back of the letter, Paul Osterhout, the eldest son, finished writing the letter. He mentioned a man who had been arrested for murder and that the accused was out on bail. In the post script, Paul asked if he could have a party for his 16th birthday.

Letter from John Patterson Osterhout to his son, Paul Osterhout, regarding Paul's return home. John sold Paul's bike and sent him money to help him afford the trip home. John expects his other son, Jeremiah, and his wife to have a child soon because she has been staying with their family for long periods of time. John mentioned that their town, Belton, was worried that their oil well would leave town and they would have to rely on the college for their future.

Letter from J. R. Hartley to her sister, Junia Roberts Osterhout, and family with local news. She thanked them for sending their condolences for the death of a child. She gave news of how their son, Paul Osterhout, was doing while he visited. The rest of the letter is composed of various information she heard from others.

Letter from John Hill to Gertrude Osterhout updating her about his life in Brazil. He was glad to hear she was well and told Gertrude about mutual acquaintances that he had heard from. The letter concluded with him describing how he was doing and the area he was residing in. Included is an envelope addressed to "Miss Gertie Osterhout."

Letter from A. Rilley to her friend, Junia Roberts Osterhout, discussing local news and pensions. Rilley wanted Junia's husband to investigate whether she qualified for a pension since he was running for a position in Congress and might know more. She wrote of others who had received pensions in Texas, including veterans and family members, and about two women she had renting her home.

Letter from James E. Frear to John Patterson Osterhout regarding a deed. James told him that he sent along a deed that John needed to sign and have notarized before sending it back. Money would be sent later for the sale of a mill property.