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 Ora Osterhout to her older sister, Gertrude Osterhout, regarding Ora's birthday. She wrote her sister to tell her what had happened on her birthday and some brief local news.

Letter from Gertrude Osterhout to her mother, Junia Roberts Osterhout. She wrote home to update her mother on her life at school. Gertrude detailed to her mother some of the end-of-session events that would be happening for commencement and final examinations. She wrote of some girls who had fallen sick and a contest she had entered to win a poetry book.

Letter from Gertrude Osterhout to her mother, Junia Roberts Osterhout. She wrote to her mother to update her on her life at school. She spoke of how excited she was to go home, a trip to a nearby town she made with the boys, and a list of items she needed her mother to send.

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 John Patterson Osterhout to his daughter, Gertrude Osterhout, from when he was traveling around in Texas. He told her where he'd been traveling and that he and the family were doing well. He closed his letter by saying she should bring her roommate down next time she visits.

Letter from Gertrude Osterhout to her brother, Paul Osterhout, regarding news she had heard about his arrival. She had heard from several girls that Paul had been seen in a nearby town and would be visiting only to learn that someone else had been mistaken for him. She told her brother he needed to hurry back and that the girls were asking about him. Included is an envelope addressed to "Mr. Paul Osterhout."

Letter from Gertrude Osterhout to her mother, Junia Roberts Osterhout, discussing her life at school. She wrote about a trip to town she had taken with other girls and the new faculty and campus. The faculty was young this upcoming session and she said the campus was being built slowly. She mentioned some news she had heard from others and asked her mother about mutual acquaintances.

A five-stanza poem by Gertrude Osterhout titled "My Roommates." In each stanza, Gertrude wrote about each of her roommates at her boarding school.

Letter from Gertrude Osterhout to her mother, Junia Roberts Osterhout. She wrote to update her mother about her life at school. She lamented the fact that she had been receiving no letters from home lately, but thanked her mother for sending the clothes she had requested. She requested money to be sent to her and that her mother and other family members write soon.

Letter from Paul Osterhout to his father, John Patterson Osterhout, discussing his time in Independence, Texas. He told his father that he let his sister, Gertrude, read the letter from home and described how much money he had spent recently. He ended the letter by writing that he had to prepare a composition for class.

Letter from John Patterson Osterhout to his daughter, Gertrude Osterhout, about what was happening in Belton, Texas. He told her that she should have written sooner if she wanted a reply letter earlier. He regretted telling her that he had found out about her dancing at a local party and a committee had been organized to investigate the incident. He advised her to write the committee a letter lest they rescind her membership in the church.

A short letter from Paul Osterhout to his sister, Gertrude Osterhout, about obtaining a copy of a journal.

Letter from Paul Osterhout to his father, John Patterson Osterhout, discussing his time at Baylor College. He apologized for himself and for his sister Gertrude because they had not written home sooner and updated them about recent events, including a night fire in the boys' boarding house that they were eventually able to suppress. He told his father about his studies in Virgil and mathematics.

Letter from Paul Osterhout to his father, John Patterson Osterhout, discussing his time away from home at school. Paul wrote that he did not have much news to include other than a death that had happened at the school and that his sister, Gertrude, was doing well.

Letter from Paul Osterhout to his parents, John Patterson and Junia Roberts Osterhout, discussing his time at Baylor College. Paul wrote that the only news he had was school-related and he told his parents about an upcoming lecture and a study group he participated in. He ended his letter by letting them know that the bills to pay for his education was sent home to his parents.

A brief letter from John Jeremiah Osterhout to Bud with news from Belton, Texas. He wrote that he had recently gone to a ball. He discussed people who had recently fallen ill and described his family's health. He ended the letter by stating that one of their cows had had a calf and that they were considering selling one of their animals.

Letter from John Patterson Osterhout to his son, Paul Osterhout, involving the state of the family while Paul was away at school. A family has been feeling sick, possibly with the measles, and John was able to make sales on some of his cattle.

Letter from John Patterson Osterhout to his daughter, Gertrude Osterhout, with news from home. Everyone at home at been well, except for her mother who had a cold. They had four cows that they milked and used the milk to make butter to sell. He told his daughter that she should not be so eager for school to be over. He concluded the letter by correcting his daughter on her use of the word "too."

Letter from John Patterson Osterhout to his son, Paul Osterhout, about how glad he is that Paul went to school. John looked forward to seeing Paul and his sister's, Gertrude, educational growth. He expressed worry about his younger son, John Jeremiah, not showing any interest in receiving education.

Letter from Paul Osterhout to his father, John Patterson Osterhout, about upcoming events while he was at Baylor College. He wrote about how the boys would be giving speeches at commencement and he planned to praise one of the professors in his speech to increase his chances of winning a medal. Paul requested that his father send him money for new shoes to wear for his speech and listed out his upcoming expenses.

Letter from Paul Osterhout to his parents, John Patterson and Junia Roberts Osterhout. He thanked his family for a recent letter he received from home. Paul described parts of a composition he prepared to give at a commencement ceremony and sent his father a copy of the speech. He mentioned some activities that were going on at the school, including a baseball game and a concert, and insisted that his father or mother try to visit. Included is an envelope addressed to "J. P. Osterhout."

A brief letter from B. F. Lee to his friend, Paul Osterhout, regarding the college Paul was attending. Lee requested that Paul send him all the information he could about the college he was attending.

Letter from Paul Osterhout to his parents, John Patterson and Junia Roberts Osterhout, about his work in Lovelady, Texas He wrote about telegraphing and the train station in town. A large group of soldiers and a convict train passed through town recently. He asked how the family's livestock were doing with the danger the train in town posed to the animals.