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The bulk of the Andrew C. L. Gatewood papers consist of 28 letters (dated 1860-1864) written by Gatewood to his parents and other family members. Early letters describe life at VMI and in Lexington, Virginia, just prior to and during early months of the Civil War. Subsequent letters date from Gatewood's service with the 11th Virginia Cavalry Regiment, Company F (Bath Squadron), including a letter (dated September 1862) written after the Second Battle of Manassas (2nd Bull Run).

This collection consists of Civil War correspondence (three items) from Confederate soldier Andrew J. McCoy to his sister Martha written while he was serving with the 25th Virginia Infantry Regiment. The letters primarily concern family matters, camp hardships, and personal news, and provide insight into the life and thoughts of an ordinary soldier.

The bulk of the Charles A. Derby papers consists of Derby family correspondence. Approximately twenty-eight letters were written by Charles A. Derby (dated 1844-1862) and cover the period from late boyhood up to his death in battle in 1862. Included are letters (dated 1846-1847) written while he was a cadet at VMI, as well as correspondence dating from his careers as a teacher and Episcopal clergyman. Two items were written during his brief service in the Confederate Army.

This collection consists of one letter (dated May 11, 1863) from Confederate soldier Derastus E. W. Myers to his brother and sister. The letter was written from "Camp Near Hamilton's Crossing" after the Battle of Chancellorsville. The letter regards the death of Stonewall Jackson. Myers served as a Sergeant with the 33rd Virginia Infantry Regiment.

The John J. Clarke Civil War papers consist of documents, including commissions, military orders, correspondence, and dispatches that relate to activities in and around Charleston, South Carolina during the period of 1864 to 1865. One letter (dated February 4, 1865) to Colonel Clarke from Headquarters discusses proposed training of African-American troops in the Confederate States of America Corps of Engineers.

This collection consists of related to three members of the Fulkerson family: Samuel Vance Fulkerson (1822-1862), his brother Abram Fulkerson, Jr. (1834-1902), and Abram's son, Samuel Vance Fulkerson (1863-1926). Significant items include:

• Civil War correspondence (dated March-May 1862) written by Samuel V. Fulkerson (1822-1862)
• Samuel V. Fulkerson's (1822-1862) reports of the Battle of McDowell and the Battle of Winchester (dated May and June 1862)
• Wartime correspondence (dated 1863 and 1865) written by Abram Fulkerson, Jr. Two letters were written while he was a prisoner of war.
• A letter of appreciation (dated September 1862) written by General Stonewall Jackson following Samuel V. Fulkerson's (1822-1862) death in battle

• Battles of Port Republic and Kernstown
• Death of Turner Ashby
• Refugee and civilian life
• Camp life
• References to Stonewall Jackson, including Samuel V. Fulkerson's (1822-1862 assessment of his character and Abram Fulkerson, Jr.'s reflections following the Jackson's death

This collection consists of correspondence of Confederate soldier Henry H. Dedrick, a Private in the 52nd Virginia Infantry Regiment. A bulk of the correspondence consists of letters to and from his wife, Mary E. A. Dedrick (Balsley) ("Lissa" or "Lizza"). Subjects include camp life, regimental activities, family and personal news, and hardships endured by civilians. The letter dated May 10-11, 1863 mentions the wounding and death of General Stonewall Jackson.

The James H. Reid papers consist of the Civil War correspondence (18 items) of Reid. Included are 14 letters (dated August-November 1862) from Reid to his parents written while he was a fourth classman at VMI. This correspondence contains many references to wartime cadet life, including the use of the term "rat" as a name for new cadets, hazing, uniforms, food, guard duty, and other aspects of life at VMI.

The James W. Massie papers consist of the personal papers (40 items) of Massie, including:

• Incoming correspondence (1855-1857)
• Civil War papers, primarily incoming letters, orders, and commissions (1861-1863)
• Post-War papers, including letters written by Massie's wife, Sophonisba Breckinridge McDowell (Massie), and documents related to their son, James McDowell Massie
• Confederate bonds
• Envelopes

The Jaqueline Beverly Stanard papers (approximately 20 items) consist of letters from Cadet Stanard to his family (dated 1863 to 1864), a telegram concerning Stanard's body, letters from his brother Robert to their mother (dated 1865), and two essays written at VMI.