Letter from Paul Osterhout to his sister, Gertrude Osterhout, with news of what he intended to do next. He planned to take a commercial class to learn book-keeping in New York and received a Valentine from an unknown suitor in Independence, Texas. He also wrote about his work and other gossip.

Letter from Gertrude Osterhout to her father, John Patterson Osterhout, discussing daily life at school. She told her father of her responsibilities to check housekeeping of all the girls' rooms and to keep flirtation between the boys and girls to a minimum. The letter detailed many of the events that Baylor held for its students, including musical recitations and drawing room receptions to teach the girls how to entertain guests. She closed the letter by saying she expected her sister to write soon and that she would write her brother next.

Letter from Gertrude Osterhout to her brother, Paul Osterhout, discussing her life at school. She wrote about her responsibilities of acting as a supervisor for the girls at the boarding house. She told him of the local gossip and school events, including concerts and drawing room receptions where the girls were taught how to entertain guests. A day after she finished the first part of the letter, she continued to write a couple pages more about a recent storm that had hit the city and resulted in property damage and a couple of lives lost.