Photograph of nine elderly women standing together in front of a monument dedicated to soldiers and sailors of the Confederate States of America. Floral bouquets have been placed upon the stone monument. The women are wearing dark dresses, and many are wearing hats. They are identified from the right to left as Annie E. Sharpe, Mrs. Belle, Mrs. H. W. Richey, Mrs. Elliott Stone, Mrs. J. O. Warren, Mrs. John Hudson, Anna Palm, Mrs. Ann Hudson, Mrs. J. M. Bergner.

Photograph of Annie Sharpe and Elizabeth Brown standing together in a garden in Mrs. Sharpe's yard. Sharpe wears a dark dress with a feather pattern, while Brown wears a hat and a dark dress with polka dots. The reverse side of the photo has a handwritten note indicating that Mrs. Brown is Mrs. Sharpe's mother-in-law.

Biographical summary of Manuel Orgain, a "Negro cowman" who drove freight wagons and herded cattle and livestock through several trails across Texas, and to other states. It recounts several specific events, including a story about the 1869 flood on the San Gabriel River, and other storms.

Short story regarding a bet made between a lawyer and a surgeon during a political race in Texas.

Essay discussing Frank S. Gray's book, "Pioneering in Southwest Texas" and criticizing Franklin Roosevelt's New Deal programs.

Photograph of elderly Annie and John Sharpe standing together in a room decorated with plant life. Annie wears a dark dress and a brooch. John wears a pinstripe suit and holds a cigar. A window with a lace curtain appears at the back of the wall. A chest of drawers stands behind the pair.

Stories of pioneers John Moore and William Darymple and their encounters with white buffalo on the frontier.

Photograph of Frances Sharpe wearing a dress and broad-brimmed hat. Notes on the accompanying sleeve indicate that the dress was made by Annie Sharpe for Frances' graduation.

Photograph of Mrs. Gus Brown as seen from the chest up. She is an older woman wearing wire-rimmed glasses, a dark coat, and a white blouse with a high neck. A note under the photo indicates that she is John M. Sharpe's mother.

Postcard with the image of Courthouse Square in Georgetown, Texas. The Williamson County Courthouse is shown surrounded by parked 1920's style automobiles and people. A brass band plays their instruments from the bed of a truck. Buildings can be seen through the trees to the right of the courthouse on 7th street and rows of businesses on the left on 8th street. Buildings are on the south side of the square. Image is taken looking at 8th street from Main St. towards S. Austin St. The building on the left is identified as the Lesesne-Stone Building (1884) and the last building on the left with the pitched roof as the Steele Store/Makemson Hotel (ca. 1970-1911).

Photograph of elderly Anna Maria Penn Ireland. She wears her grey hair in a bun. She is wearing wire-rim glasses and a dark overcoat.

Biography of Dudley Snyder, a cattle rancher and businessman. This includes his birth in Mississippi, early businesses, and time on the Chisholm Trail.

Photograph of Mary Jane Fleager from the chest up. The elderly woman is wearing a dark dress with metallic buttons, a cameo at her throat, and eyeglasses hanging from the right side of her chest. The reverse side of the photo features a logo for Wilson C. Fox's photography studio. In addition, a handwritten note notes that says Fleager is Annie Whittenberg Sharpe's grandmother.

Photograph of John Sharpe sitting for a portrait. He is wearing a dark jacket, white collared shirt, and a necktie with a square pattern. The reverse side of the photo contains a handwritten note saying he was the editor of the Williamson County Sun newspaper as well as a postmaster.

Photograph of two women standing together next to a low brick wall outside a house. Part of the home is visible behind them, as well as a cactus and other plants in the yard. A handwritten note on the back says: "Mrs. John M. Sharpe Sr. with striped dress at her home 1604 Church St. Georgetown Texas, Mrs. Jim Shaw a neighbor dressed in white 1938."

Postcard from Pharis Whittenberg to Annie Sharpe featuring the image of a young girl wearing a dress and a ribbon in her hair.

Photograph of Roy Brown wearing a checkered outfit and holding a cap. He stands with his legs crossed on a box covered in a floral pattern. The three year old boy holds onto an ornate chair to the right.

Short story regarding a sickly young boy named Johnnie who becomes healthier with the help of a Native American man named "Indian Joe" or "Indian Charlie."

Photograph of six members of the Brown and Sharpe family sitting at a picnic table in an outdoor area surrounded by trees. The women sitting in the front seat are identified as Cousin Maud and Mother Brown. The man sitting on the other side of the table is John Sharpe. Annie Sharpe is wearing a broad hat and a white apron. A smiling man and a woman in a dark dress to the left remain unidentified. A white tablecloth, large jar, and a basket are lying on the table.

Photograph of a woman with long brown hair who is sitting for a portrait. She wears a striped white dress, a ribbon on her chest, and a belt.

Photograph of John M. Sharpe, Sr. standing in a photography studio. He is wearing a dark suit and a white shirt with a high collar. Typed notes on the back include biographical information for Sharpe, as well as indicate that this is a photograph from his wedding to Annie Emily Whittenberg.

Photograph of Annie Sharpe standing beside the tomb of her great uncle, Bishop William McKendree, in Sumner County, Tennessee. She is wearing a cloche hat, jacket, and skirt. The tomb sits on a low pedestal and has barely visible writing along its side.

Letter from a man describing the hardships of cotton farmers to a legislative committee.

Photograph of six young women wearing lightly hued dresses. They are arranged in a pyramid with Mamie Whittenberg standing above and behind the group, Fannie Clower and Hattie McSwain are positioned on the middle row, and Annie Whittenberg, Libby Cleveland, and Jessie Clower are seated on the bottom row. A typed note on the reverse side indicates that Mamie Whittenberg married J. L. Thorp in 1902 and Annie Whittenberg married J. M. Sharpe, Sr. in 1903.