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Letters written to John M. Gregory from Thomas Gregory and John M. Gregory, Jr. (son). 1843 letter from Thomas Wallace asking John Gregory to purchase a slave boy, Henry, who will immediately be emancipated. The request is from a "coloured woman by the name of Rebecca N. Mathews" and the money was given him by the boy's father. Henry is owned by W. C. McMurdo who also owns the boy's mother and both were purchased from the estate of William Hatall (?). The remaining letters are from John M. Gregory, Jr. to his father about his first communion in years (1872), his wife and their frugal lifestyle, elections, father/son relationship, career plans, application for county office, county politics, lifestyle, health, legal work, presidential election, drought, crops, "Greenback Movement," Father's 79th birthday (1883) and his judgeship. 6 letters

Letters written to Letty Galbraith from family members. February 22, 1893 letter from Lettie Gregory (her aunt), with a note from Amanda Wallace Gregory, about family, health, sleep and diet. February 28, 1894 letter from John M. Gregory to Letty "Missy" Galbraith about the death of Amanda Wallace Gregory, the visit of Missy and California. March 16, 1894, letter from John Gregory to Letty "Missy" Galbraith about her illness, his children and the benefits of the California climate. September 14, [1920's], postcard picturing the Gloucester Courthouse from Elisabeth W. B. about the John M. Gregory table. 4 items.

Letters written to Letty Gregory from E.J.S, John Munford Gregory (father), Amanda Wallace Gregory (mother), A. Van De Vyuer and David Gardiner Tyler. Topics include legal proceedings following the death of William in 1873 (possibly her brother), motherhood and the death of Mollie Gregory (1893). Letters from her parents, John Munford and Amanda Wallace Gregory, mention a deceased child's photograph, Cooper Family genealogy, war history, grandson Rob Galbraith, politics, Martha's wedding clothes, family and friends. In his four letters, David Gardiner Tyler writes about health, Congress in Washington, D.C., death of Amanda Wallace Gregory (Letty's mother), parties and his political trials and successes. 9 letters.

Letters written to Mattie Galbraith from Amanda Wallace Gregory (mother), [Cousin] T. B., John M. Gregory (brother), Greg M.W., M.E. (brother-in-law), Mille A.A. and Margaret (sister). Topics include the death of Amanda (Mattie's child), family, gifts, visitors, illnesses, religion, Robert D. Galbraith's confirmation, Amanda Gregory's eye trouble, Mattie's children, J.M. Gregory's Civil War service, Captain Wallace, General Stonewall Jackson, Amanda Gregory's grandchildren, a controversial marriage, weather, household concerns, African Americans, baptisms, deaths, travel plans, dressmaking, cherry harvest, public schooling, genealogy, a recent photograph, price of potatoes and refrigerators, scandal, Bishop's visit, Mr. Tyler's visit, benefits of "Hyperphosphites," valentines, death of Betty C., seasonal fruit/flowers, scrapbooks, serious illness of Rob (Mattie's son) and alcohol. 22 letters.

Letters written to Mattie Galbraith from Eva Gregory (sister-in-law), T.T.C. Gregory (nephew), Thomas Gregory (nephew), Laura R.G. May, Truxton Gregory (nephew), [Cousin] A. Nilsen (?), John M. Gregory (brother) and Letty Galbraith (cousin). Topics include the importance of education, Stanford University, Fourth of July festivities, Christmas, house fire, holiday events, honor code at Stanford, Eva Gregory's description of her children and request for advice on hiring Chinese vs. Japanese servant, Tom's professor to visit Mattie's town, John Gregory's graduation from Stanford, career plans of Tom and John, D. Smith, Charley Doyle, yachting trip, death of Sympathy (Mattie's daughter), Truxton's Christmas present ring, Truxton's baseball team, Ladies Home Journal, Christmas, childhood reminiscences and illnesses. Descriptions of a few letters: January 1897 letter from S.G. Tyler; January 1897 letter from Eva Gregory about her fears of house burning and comments on her children and husband with a note from Eva's son, Alfred, to Cousin Gregory; February 1897 letter on the Gregory family military record from the Revolutionary War, War of 1812 and Civil War; March 1897 letter from Eva Gregory about Gertrude's brother's visit and illness, a death in the Gregory Family, an earthquake, opinions on women's rights, upcoming vote and her son at Stanford University. June 1899 includes several letters about the death of Eva Gregory's son, John M. Gregory, Jr., from an accident. Includes obituary, comments on death, funeral, grief and community response. 17 letters.

Letters written to Mattie Galbraith from William T. Clapers (?), T.T.C. Gregory, Gertrude Gregory, Eva Gregory (wife of nephew T.T.C Gregory) and J.E.B. Topics include an earthquake in 1906, Gertrude's house burning down and her move to the "family house," political campaign in Suisun, California with T.T.C.'s reelection and his important trial, Eva Gregory's homesickness and isolation, the railroad and the Jefferson Davis Chapter. A 1906 (?) letter concerns Gregory genealogy, records in Richmond, Colonial Dames, Daughters of the Revolution and Daughters of the Confederacy with a transcribed letter from Mrs. Lyon G. Tyler. 7 letters.

Letters written to Robert Davidson Galbraith from a physician, Carrie Prag and Margaret [Galbraith]. Topics include eye problems, medical advice, loan request, home repairs, news of friends and family, recent marriages and gratitude. 3 letters.

Letters from Thomas Wallace and William Wallace to family members. 1832 February 7 letter from Thomas Wallace, Williamsburg, Virginia to his Uncle, Thomas Wallace, Petersburg, Virginia while a student at the College of William and Mary. He begins his letter with the comment "Wmsburg has been a scene of dissipation since the 1st ball – I am not thoroughly convinced that nothing can be more injurious to the students than those balls and parties – they are now just sobering down from their career of frolicking." He writes about three students who dressed up a horse in blankets and walked him up to the 3rd floor, played instruments loudly and cursed a professor and two students who have challenged each other to a duel. He notes his visit to Norfolk and he is staying away from females this semester. 1833 November 2 letter from William Wallace at the University of Virginia to his brother, Thomas Wallace in Petersburg, Virginia, about the lecture of Dr. Magill, his studies, languages, expenses, music, food, M.N. Washington and a break in at Monticello. 2 items.

Notes and letters concerning Gregory family genealogy, plus some information on the Croshaw, West, Graves, White and Wallace families. April 1883 "Wallace Pedigree" related by Aunt Amanda Gregory. 1892 letter from Lyon G. Tyler to Letty Gregory about the Power and Gregory families. Draft of a 1894 letter from Letty Gregory to Lyon G. Tyler about the Power and Gregory families. Undated letter to David Duncan Wallace, Spartanburg, South Carolina from Lorabel Wallace Brooks of Bedford, Indiana about Wallace genealogy from the 18th century to the present. A Wallace genealogy, beginning with Aunt Letitia Gregory Ware, copied in 1897 by Letty Warburton, her granddaughter. Notes on the Cooper Family written on the reverse of a T. Morris Certificate for an agent of "Our Dutchman" cigar. Typed notes on the Croshaw, West, Graves and White families. Note about photographs, possibly the framed photographs that came with the collection.