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 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.

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.

Letter from E. B. Convers to his cousin regarding a matter that has upset him. The full details of the event are unclear and he moved on to write about his work in the office and about his ideas for his next summer vacation.

Letter from Ann Farman to her brother with news of her family. Her husband has been recovering from his broken leg and began working around their farm once more. Her daughter has been sick for five years with an unknown ailment. Among other family news, she informed her brother that their sister, Sarah, wanted him to write. She condemned a drunken family member as disgraceful and discussed the possibility of adding family members' names to the family burial ground if the bodies were not able to be buried there.

Letter from Ann Farman to her brother, John Patterson Osterhout, regarding the passing of John's wife, Junia. Ann wrote how they were fortunate to have children around to comfort them when their spouse's died. She told them they had many visitors recently and that she was hearing of a lot of deaths in the Farman family. Included is an envelope addressed to "Hon. J. P. Osterhout."

Letter from James E. Frear to John Patterson Osterhout regarding an inheritance. James told John he was entitled to one tenth of the money a family member would receive for property that was being sold after someone's death.

Letter from S. Harford to John Patterson Osterhout. He wrote to thank John for his advice on business and requested information about moving to Texas. Harford was interested in a location that was free from Indian raids and would allow him to start up a land agency.

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.

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."

Letter from Pellra Maoming to Gertrude Osterhout. She wrote her friend the last week of vacation from school. The letter was composed of what Pellra and her family had been occupied with since last seeing Gertrude. Included is an envelope addressed to "Mrs. J. P. Osterhout."

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.

Letter from E. A. Osterhout to John Patterson Osterhout asking if family John was a part of the New York state family. He told John the name of his father and grandfather and that he would be interested in hearing from him again. Included is an envelope addressed to "Hon. J. P. Osterhout."

Letter from George E. Osterhout to Paul Osterhout discussing what he has been doing. He apologized for not writing sooner and told him what he had been doing during his recreational time. George's crop of cotton did poorly this growing season. Also, he included some news from other family members.

Letter from John Jeremiah Osterhout to his father, John Patterson Osterhout, regarding a trip Jeremiah and his mother were taking to visit family out of state. Jeremiah updated his father on how their family was doing and informed him that he was in need of glasses. Jeremiah said he had been feeling homesick and wanted to receive letters from home often.

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 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 to update her on how his travels and work as a judge have been going.

Letter from John Patterson Osterhout to his wife, Junia Roberts Osterhout. He wrote his wife a short letter to let her know he arrived at Harrisburg, Pennsylvania, and would be leaving for La Grange, Pennsylvania, soon. He said he would write more later.

Letter from John Patterson Osterhout to his wife, Junia Roberts Osterhout. He wrote her a short letter to let her know he had arrived at his destination safely.

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.

Letter from John Patterson Osterhout to his son, Paul Osterhout. John wrote to his son from his visit with his mother. He mentioned a few land deals he wanted to look into and that his mother offered to give him his father's old desk. John showed interest in starting up a sheep ranch. In the post-script, John said that an aunt might not have much longer to live.