Letter from Paul Osterhout to John Patterson Osterhout. Paul wrote about his experience living away from home in Independence, Texas as a student. He informed his father of the expenses of living in this city and that he intended to make his money stretch until June. He asked his father for news of what is going on at home and wondered whether the railroad had been causing problems for his father's cattle and sheep.

Letter from Paul Osterhout to George W. Tyler. Paul wrote to inform Geo of his approval for a loan. He included information about his rubber plantation and that he hopes Belton receives a railroad soon.

Postcard from Rose Chamberlin to Ora Osterhout. The photo on the card depicts a horse, a cow, and a man. The cow has a rope around one of its horns and the other end is tied to the saddle on the horse. The man is standing with one foot on the cow and both hands in the air. He is wearing a cowboy hat, a shirt over a white one, pants, and dark boots. The scene is in the middle of a prairie. On the bottom of the front and the back, Rose wrote bits of local news.

Letter from Ora Osterhout to her mother, Junia Roberts Osterhout, discussing the first day of school on September 3, 1890 and other recent events.