Postcard from Dewitt Hunt to Birdie Walters with a red heart glued to the front and "Heart of Valparaiso Ind." written in its center; on the inside of the heart is a small picture of a building a a note reading: "why not write to me?" The card also features three photographs of different locations around Valparaiso, Indiana; also included is a long photo strip with various buildings, streets, geographical features, etc. in and around the town.

Letter from W. S. W. to Edith Wilson, on October 14, 1907, congratulating Edith on the news of her recent engagement and discussing plans for her upcoming wedding. A newspaper clipping that states Edgar B. Sutherlin and Edith Wilson have applied for a marriage license is included in the envelope.

Postcard of a black and white picture of two women walking along a path away from a yellow-tinted house. The letter written around the picture reads, "I have been expecting a letter from you every day and feel hurt - that every girl does not write you had I - worker escaped feel good to her from her bobies. I'll leave here any day here - Sunday - Maria." The postcard is addressed to "Miss Mamie McFaddin 1141 3 Ave. Huntington, W. Va."