Letter from Paul Osterhout to Ora Osterhout. Paul wrote his friend after receiving two letters from Ora. Paul informed him of the trains he had seen going by that day as he waits to go home and asked for information regarding mutual friends. He went on to write about miscellaneous bits of news he has read and other things he has seen at that station. Pages are labeled out of order.

Letter from Paul Osterhout to his sister, Gertrude Osterhout, about the new town he had settled into. He mentioned the dominant religion in the area was Methodist, that both blacks and whites lived there, and the locals cannot ride their buggies much due to the sand.

Letter of standing for Sarah, a "sister of colour," from Mt. Gilead Baptist Church. The letter stated that Sarah held full membership with the church and that she would be dismissed when she joined a church of the same faith.

Postcard from Rose Chamberlin to Junia Roberts Osterhout. On the front is a photo of long wagon being drawn by several horses. Farther back on the road is another wagon. They are traveling through a grassland and in the corner of the photo are the words "Fourteen horse wool outfit." The letter on the back has minor news including an upcoming carnival and a recent death.

Postcard from R. P. B. to Junia Roberts Osterhout. Featured on the postcard is a photo of a grave for General Sam Houston. In front of the grave is a fence missing several posts. A tree is by the grave and behind it is another fence. In the background are other grave stones. On the bottom, R. P. B. asked if Junia was glad that a monument was going to be placed at the grave.

Postcard from Rose Chamberlin to Junia Roberts Osterhout. The photo depicts a rabbit sitting in the middle of a prairie and a tree off in the distance. On the side and bottom of the postcard, Rose wrote a brief recap of her day.

Postcard from Rose Chamberlin to Junia Osterhout discussing daily life and local news. The front of the postcard contains two photos labeled at the bottom as "West Texas Freight Trains, San Angelo, Texas." In the upper image, a line of cattle are roped together, leading a covered wagon; a man is standing behind them holding a whip. In the lower image, a series of covered wagons are being pulled by teams of horses. Text in the center of the image says "Copyright 1907 by Ragsdale" and there are handwritten notes below the image.

Postcard from Rose Chamberlin to Junia Roberts Osterhout. The front has a photograph of a court house in San Angelo with a smaller, older photograph of the building in the upper right corner. The newer building is made out of stone and has tall, arched windows. There is a clock tower in the middle of the building. There are trees around the base. The older version of the courthouse is a small, wooden building with one window in the front. On the front and back, Rose wrote about what she had been doing recently.

Certificate of appointment to Notary Public in Texas for John Patterson Osterhout signed by the Texas governor, Elisha M. Pease, and the Secretary of State, Edward Clark. In the center of the certificate is a hole that renders parts of it unreadable.

Letter from John Patterson Osterhout to his wife, Junia Roberts Osterhout. He wrote his wife to update her on how his travels and work as a judge have been going.

Postcard from John Patterson Osterhout to his wife, Junia Roberts Osterhout. He wrote to update her on where he was in his travels. In the postcard, he included brief news about who he was staying with and the weather.

Postcard from John Patterson Osterhout to his wife, Junia Roberts Osterhout. He wrote back to her and let her know how he was on his travels. The postcard includes small bits of local news and his current location of La Grange.

Letter from John Patterson Osterhout to his wife, Junia Roberts Osterhout. He wrote his wife a brief letter from a car going from Waco to Bremond, Texas. In his letter, he related to his wife the expenses he has incurred on his trip so far and let her know that their daughter, Ora, was doing well.

Letter from Alice Pilley to Junia Roberts Osterhout. Alice detailed the last moments of her son's life after he came down with a fever. She wrote about what he went through and mentioned she tried to give him Melane pills to help. Alice thanked Junia for her kind words and wanted them to visit soon. Included is an envelope addressed to "Mrs. J. P. Osterhout."

Letter from John Patterson Osterhout to his wife, Junia Roberts Osterhout. John wrote his wife while she was away visiting family. He updated her about how their family was doing, a trade he made, and an event that their children attended. Included is an envelope addressed to "Mrs. J. Osterhout."

Letter from John Patterson Osterhout to his wife, Junia Roberts Osterhout. John wrote about how their family was faring while Junia was away. He mentioned a church meeting they attended recently that saw many baptisms and conversions. He told her that he would send her money around Christmas if she wanted to return home.

A brief letter from J. H. Luther to John Patterson Osterhout confirming John's daughter's, Gertrude Osterhout, enrollment in the spring session of Baylor College. Included is an envelope addressed to "J. P. Osterhout."