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This photograph album, likely compiled by Rose Fitzgerald Kennedy and/or Kathleen “Kick” Kennedy, documents the activities of the Kennedy family during the years 1925 through 1936. The gold stamped title on the cover reads, “Photographs.” Those pictured include Joseph P. Kennedy, Sr., and Rose; their children, Joseph P. “Joe” Kennedy, Jr., John F. “Jack” Kennedy, Rosemary Kennedy, Kathleen, Eunice Kennedy, Patricia “Pat” Kennedy, Robert F. “Bob” Kennedy, Jean Kennedy, and Edward M. “Ted” Kennedy; Rose’s parents, John F. “Honey Fitz” Fitzgerald and Mary Josephine Hannon Fitzgerald; her sister, Agnes Fitzgerald; nanny to the Kennedy children, Katherine “Kikoo” Conboy; governess to the Kennedy children, Alice Cahill; family friends and associates, including Edward E. “Eddie” Moore and Mary Moore, Betsey Cushing Roosevelt, and former Governor of New York, Alfred E. Smith; and Kennedy family dog, Bobby. Photographs capture time spent at the family’s primary residence in Bronxville, New York; in Cohasset, Massachusetts, where they rented a cottage near the beach; and at their secondary residences in Palm Beach, Florida, and Hyannis Port, Massachusetts. Of note are photographs of an unidentified nurse holding Ted at Saint Margaret's Hospital in Dorchester, Massachusetts, five days after his birth; a visit to the Ostrich-Alligator Farm & Zoo in Lantana, Palm Beach County, Florida; views of the Kennedy family home in Palm Beach; boxing matches at the Sea Spray Club in Palm Beach, in which Bob and Ted participated; Eunice and Eddie Moore fishing in Palm Beach; Joe, Jr., dressed in drag with classmates at Harvard University; and family members and friends participating in both warm-weather and cold-weather outdoor activities. Many leaves contain original handwritten captions in white ink, in two different hands, although the handwriting does not belong to Rose or Kathleen, and the writers have not been determined. This photograph album contains 93 photographic prints and two photograph fragments.

This photograph album was first compiled by Rosemary Kennedy as a birthday gift for her sister, Kathleen “Kick” Kennedy, in 1929, with later photographs added by Kathleen. The gold stamped title on the cover reads, “Photographs.” An original handwritten inscription on the inside front cover reads, "Kathleen, From Rose happy birthday Feb. 1929," in white ink. Original captions are written in white ink and pencil in both Rosemary’s and Kathleen’s hand. Photographs document the family life, travels, and social activities of the Kennedy family from 1927 to 1936. In addition to Rosemary (referred to as “Rose” in original captions) and Kathleen, those pictured include their parents, Joseph P. Kennedy, Sr., and Rose Fitzgerald Kennedy; their siblings, Joseph P. “Joe” Kennedy, Jr., John F. "Jack" Kennedy, Eunice Kennedy, Patricia "Pat" Kennedy, Jean Kennedy, and Edward M. "Ted/Teddy" Kennedy; their aunt, Agnes Fitzgerald Gargan, and her husband Joseph Francis Gargan, Sr.; governesses to the Kennedy children, Alice Cahill and Elizabeth Dunn; nanny to the Kennedy children, Katherine “Kikoo” Conboy; family friends, Edward E. “Eddie” Moore, Kirk LeMoyne “Lem” Billings, Mary O’Keefe, Mary Veronica “Von” Rice, and Mary Frances "Sancy" Falvey; and family dogs, Buddy and Skippy. Of note are photographs of Kennedy family members and friends at the family’s residences in Bronxville in New York, Hyannis Port in Massachusetts, and Palm Beach in Florida; a visit to the Hippodrome Theatre in New York City, where the children posed with a baby elephant; Joseph, Sr., and Rose with actor Fred Thomson and screenwriter Frances Marion in California; and Kathleen and other campers and counselors at Sargent Camp in Peterborough, New Hampshire. Other locations and historic sites featured in photographs include the White House and United States Capitol building in Washington, D.C.; the National Monument to the Forefathers and Plymouth Rock in Plymouth, Massachusetts; the Potomac River; and George Washington’s Mount Vernon estate in Virginia. Original handwritten inscriptions are written in blue ink and pencil on the versos of many photographs. This photograph album contains 154 photographic prints, two photographic postcards, and one contact print of a strip of four 35mm black and white negatives.

This photograph album, compiled by Rose Fitzgerald Kennedy, documents the lives of the Kennedy family from 1925 to 1937. The gold stamped title on the cover reads, “Photographs.” Photographs capture their home life at their primary residences in Brookline, Massachusetts, and Bronxville, New York; time spent with family and friends at their secondary residences in Hyannis Port, Massachusetts, and Palm Beach, Florida; and other travels and events. The album also contains numerous portrait photos. Those pictured in photographs include Rose; her husband, Joseph P. “Joe” Kennedy, Sr.; her children, Joseph P. “Joe” Kennedy, Jr., John F. “Jack” Kennedy, Rosemary Kennedy, Kathleen Kennedy, Eunice Kennedy, Patricia Kennedy, Robert F. Kennedy, Jean Kennedy, and Edward M. Kennedy; her parents, John F. “Honey Fitz” Fitzgerald and Mary Josephine Hannon Fitzgerald; her sister, Agnes Fitzgerald, and brother-in-law, Joseph Francis Gargan, Sr.; governess to the Kennedy children, Alice Cahill; nanny to the Kennedy children, Katherine Conboy; and family friends, Viscountess Nancy Astor, Kirk LeMoyne “Lem” Billings, and Mary O’Keefe. Of note are photographs of Rose and Joe, Sr., aboard the S.S. Aquitania during their voyage to New York City from Europe in 1928; the wedding of Agnes and Joseph Gargan; Joe, Jr., and Jack with their football teams at the Dexter School in Brookline, Massachusetts; and Rose and Joe, Sr., with actor Fred Thomson and screenwriter Frances Marion in California. Original handwritten inscriptions are written in black ink and pencil on the versos of some photographs. This photograph album contains 81 photographic prints.

This photograph album, compiled by Rose Fitzgerald Kennedy, documents various moments in the lives of the Kennedy family from 1933 to 1936. Photographs capture Rose and her family at their residences in Hyannis Port in Massachusetts, Bronxville in New York, and Palm Beach in Florida; at the beach at The Breakers Hotel and at the Sea Spray Club in Palm Beach; at the Ostrich-Alligator Farm & Zoo in Lantana, Palm Beach County; and at the West Beach Club on Cape Cod. Also of note are photographs of Halloween, Thanksgiving, Christmas, and Easter celebrations; birthday parties for Eunice Kennedy and Jean Kennedy; a Native American sun dance ceremony in Palm Beach; gymnastics exercises and boxing matches at the Sea Spray Club, in which Robert F. “Bobby/Bob” Kennedy and Edward M. “Ted” Kennedy participated; Jean dressed for her First Communion and Confirmation in Bronxville; Ted’s picnic on the lawn of the family’s home in Bronxville with a friend identified as “Rita”; a visit to a warship in Provincetown, Massachusetts; Jean dressed in a Scottish tartan and kilt; and other activities including swimming, sailing, sledding, horseback riding, football, and other sports. Other Kennedy family members and friends pictured in photographs include Joseph P. Kennedy, Sr.; Joseph P. Kennedy, Jr.; John F. “Jack” Kennedy; Rosemary Kennedy (referred to as “Rose” in original captions); Kathleen “Kick” Kennedy; Patricia “Pat” Kennedy; Rose’s parents, John F. “Honey Fitz” Fitzgerald and Mary Josephine Hannon Fitzgerald; Rose’s sister, Agnes Fitzgerald Gargan, and brother-in-law, Joseph F. Gargan, Sr.; Rose’s niece, Marion Eunice Fitzgerald, and nephew, John F. “Jack” Fitzgerald (the children of her brother, Thomas A. Fitzgerald); nanny to the Kennedy children, Katherine “Kikoo” Conboy; governess to the Kennedy children, Alice Cahill; Edward E. Moore and Mary Moore; James Roosevelt, son of President Franklin D. Roosevelt, and Betsey Cushing Roosevelt; Jean K. Webber; Eileen Morell; Frances “Sancy” Falvey; Mary O’Keefe; Olive Cawley; Nancy Tenney; and Jack’s Choate School classmate, Thomas Morgan Schriber. Others identified in original captions include, “Francis,” “Tommy,” “Gilbert,” “Miss Hood,” “Jean’s godmother” (“Mrs. Greene”), and “Mary.” All leaves contain original handwritten captions in white ink, although the handwriting does not belong to Rose and the writer has not been determined. This photograph album contains 322 photographic prints, two photographic postcards, and one photograph fragment.

This photograph album, compiled by Eunice Kennedy, documents events in the lives of the Kennedy family from 1927 to 1946. An original typed inscription taped to the inside front cover reads, "I should appreciate it if no one remove pictures from this book. If you do so, it will not be so interesting for other people. Personally, I should like to keep all the pictures to look at myself, because as you know we lost all the moving pictures of you children. Many of these pictures have been lost in the past, due to the clamor of newspapermen, so please do not remove any more. Thank you. Rose Kennedy." Those pictured in photographs include Eunice Kennedy; her parents, Rose Fitzgerald Kennedy and Joseph P. Kennedy, Sr.; her siblings, Joseph P. “Joe” Kennedy, Jr., John F. “Jack” Kennedy, Rosemary Kennedy, Kathleen Kennedy, Patricia “Pat” Kennedy, Robert F. “Bob” Kennedy, Jean Kennedy, and Edward M. “Ted” Kennedy; her grandparents, John F. “Honey Fitz” Fitzgerald and Mary Josephine Hannon Fitzgerald; and family friends, including Tom Killefer, former Boston Police Commissioner Joseph F. Timilty, Patricia “Pat” Skakel, Ethel Skakel, Hugh Fraser, Torbert “Torb” Macdonald, John J. "London Jack" Kennedy, John Jacob "Jakie" Astor, and Tom Egerton. Of note are photographs of Joe, Jr., dressed in drag with his Harvard University football teammates; Rose, Jack, and Eunice in Rio de Janeiro, Brazil; Jack with his parents and grandparents on the night of his victory in the 1946 primary election for the Massachusetts 11th Congressional District; Joe, Jr., and Kathleen in Spain; the entire Kennedy family at the Hôtel du Cap-Eden-Roc in Antibes, France, and other locations during a trip to the French Riviera; and the family at their residence in Palm Beach, Florida. Original handwritten captions are written in blue ink on the leaves beneath some photographs. This photograph album contains 58 photographic prints.

This scrapbook, compiled by John F. “Jack” Kennedy, documents his time serving in the United States Navy during World War II from 1941 through 1944, including his assignment in the Solomon Islands and his command of the motor torpedo boat, PT-109, as well as time spent on leave with family and friends. The gold stamped title on the front cover reads, “J.F.K.” The scrapbook contains photographic prints, newspaper and magazine clippings, several pieces of correspondence, and other types of printed ephemera. Of note are clippings related to the rescue of the PT-109 crew near the Solomon Islands in the Western Pacific Ocean following its sinking by a Japanese destroyer; Jack’s receipt of the Navy and Marine Corps medal for his actions in the aftermath of the attack on PT-109; his brother Joseph P. Kennedy, Jr.’s military service and death while piloting a U.S. Navy aircraft over Blythburgh, East Suffolk, England; the marriage of his sister, Kathleen Kennedy, to William “Billy” Cavendish, Marquess of Hartington; and Billy Hartington’s death while serving in the British Army. Photographs show Jack in the Solomon Islands singly and with fellow U.S. Navy sailors, including George H. R. “Barney” Ross, James A. “Jim” Reed, Paul B. “Red” Fay, Allan “Al” Webb, Leon Emery Drawdy, Edman Edgar Mauer, Edmund T. Drewitch, John Edward Maguire, Charles Albert Harris, Maurice L. Kowal, Andrew Jackson Kirksey, and Leonard "Lenny" Thom. Also pictured is Jack in Hyannis Port, Massachusetts and Palm Beach, Florida, with family, including his mother, Rose Fitzgerald Kennedy; siblings, Joseph, Jr., Kathleen, Eunice Kennedy, Patricia Kennedy, Jean Kennedy, and Edward M. “Ted” Kennedy; cousin, Joseph Francis "Joey" Gargan, Jr.; and friends, Jim Reed, Julia Reed, Lenny Thom, Catherine “Kate” Thom, Barney Ross, Nancy Tenney, Red Fay, Bernie Lyons, Torbert Macdonald, and John "Zeke" Coleman, Jr. Others who are pictured are U.S. Navy commissioned officers who served in the South West Pacific theater, including Commander Henry Charles Farrow, Jr.; Lt. Commander Robert Bolling Kelly; Commodore Edward J. “Mike” Moran; and Admiral William Frederick Halsey, Jr. Of note are two typed letters detailing Jack’s military orders during World War II; clippings related to and photographs of Jack receiving the Navy and Marine Corps Medal from Captain Frederick L. Conklin at the Chelsea Naval Hospital in Chelsea, Massachusetts; a typed letter awarding him a Purple Heart medal for injuries he sustained during his command of PT-109; a typed letter awarding him the Navy and Marine Corps Medal; a printed compilation of news releases issued by the “So-Pac Press,” a publication of the U.S. Naval Command in the South Pacific; a printed list of wartime instructions that American service members could distribute to native peoples in case of an emergency landing on one of the Solomon Islands; and a postcard sent to Jack with a handwritten message from his brother, Robert F. “Bobby” Kennedy, postmarked from Palestine and featuring an image of Jerusalem. This scrapbook contains 66 photographic prints and postcards, 64 newspaper and periodical clippings (including several full periodical pages), four typed letters, and two other printed documents.

This photograph album, compiled by Kathleen “Kick” Kennedy, documents various moments in the lives of the Kennedy family between 1922 and 1944, with most materials dating between 1931 and 1944. The gold stamped title on the cover reads, “Photographs.” Photographs capture Kathleen with family and friends at the Kennedy family’s residences in Hyannis Port, Massachusetts; Bronxville, New York; and Palm Beach, Florida. Other photographs capture family members and friends in Plymouth, Massachusetts; at the American Embassy in London, England; aboard an ocean liner traveling from England to the United States; and at various other locations. In addition to Kathleen, those pictured include her parents, Joseph P. Kennedy, Sr., and Rose Fitzgerald Kennedy; her grandparents, John F. “Honey Fitz” Fitzgerald and Mary Josephine Hannon Fitzgerald; her siblings, Joseph P. “Joe” Kennedy, Jr., John F. "Jack" Kennedy, Rosemary Kennedy, Eunice Kennedy, Patricia “Pat” Kennedy, Robert F. “Bobby/Bob” Kennedy, Jean Kennedy, and Edward M. “Ted” Kennedy; her aunt, Agnes Fitzgerald Gargan, and uncle, Joseph Francis Gargan, Sr.; her cousins, John F. “Jackie” Fitzgerald, Marion Eunice Fitzgerald, Mary Jo Gargan, Joseph Francis “Joey” Gargan, Jr., and Ann Gargan; nanny to the Kennedy children, Katherine “Kicko/Kiko” Conboy; governesses to the Kennedy children, Alice Cahill and Elizabeth Dunn; nurse to the Kennedy children, Luella Hennessey; and Kennedy family friends, Edward E. Moore, Sally Bottomley, Anne McDonnell, Mary Frances "Sancy" Falvey, Grover Loening, Tom Killefer, Kirk LeMoyne “Lem” Billings, Max O’Rell Truitt, Paul Jerome "Boogie" Chase, Harriet “Etsie” Wells, David L. “Dave” Hackett, and Michael J. “Mike” Egan. Other friends identified in original captions and inscriptions include Mary Louise Ghert, Mary Hubbard, Donald “Donny” Cobb, Tommy Dean, Joey Crowley, Jean Duff, “Rita,” “Jimmy,” “Frances,” “Frankie,” and “Barbara,” as well as a woman named “Mrs. Greene,” identified as Jean’s godmother. Also pictured are horses and other animals, including two of the Kennedy family’s dogs, Fury and Spooky, as well as boats, including Joseph P. Kennedy, Sr.'s yacht, the “Davilis.” Original handwritten captions are written in blue and black ink and pencil on many of the leaves and on the versos of some photographs. This photograph album contains 191 photographic prints and three photographic postcards.

This scrapbook, compiled by Joseph P. “Joe” Kennedy, Jr., documents his travels, family life, political work, and naval career between 1938 and 1941. The gold stamped title on the cover reads, “Scrap Book.” It contains newspaper clippings, photographic prints and postcards, handwritten and typed letters, and printed ephemera related to his travels in the United States and Europe, including a 1939 visit to Spain at the end of the Spanish Civil War; his involvement with the Democratic Party, including as a Massachusetts delegate to the 1940 Democratic National Convention; his father, Joseph P. Kennedy, Sr., and his diplomatic work as U.S. Ambassador to the United Kingdom; his family's travels between the U.S. and England; his naval training at the Squantum Naval Air Station in Quincy, Massachusetts; and other news and current events of the time. Other Kennedy family members mentioned in clippings include Joe, Jr.’s mother, Rose Fitzgerald Kennedy; his siblings, John F. Kennedy, Kathleen Kennedy, Eunice Kennedy, and Robert F. Kennedy; grandparents, John F. “Honey Fitz” Fitzgerald and Mary Josephine Hannon Fitzgerald; aunt, Margaret L. Burke; uncle, Thomas A. Fitzgerald; cousins, Marion Eunice Fitzgerald and John F. “Jack” Fitzgerald; and his sister Kathleen's future husband, William "Billy" Cavendish, Marquess of Hartington. Photographs feature Joe, Jr., attending unidentified events, with fellow trainees at the Squantum Naval Air Station, and holding a fish. An additional photograph shows an aerial view of the Kennedy family home in Palm Beach, Florida. Photographic postcards feature images of canals in Xochimilco, Mexico, and of Joe, Jr., in St. Moritz, Switzerland. Senders of typed and handwritten correspondence include British politician Arthur Greenwood; politician and Democratic National Convention Chairman, James A. Farley; journalist Arthur Krock; Executive Director of the Massachusetts Committee on Public Safety, J. W. Farley; and Edward Stanley, 17th Earl of Derby. Printed ephemera include a dance card with a pencil attached by string; a flier advertising a debate on Lend-Lease policy; a printed menu and seating chart for a dinner attended by Chairman of the London Stock Exchange, R. B. Pearson; a ticket book for the Democratic National Convention in Chicago, Illinois, in July 1940; and a printed booklet published by the Squantum Naval Air Station titled, "Flight 62 / Knocks It Off," and dated August 7, 1941. Another item of note is a paper bag printed with Spanish text; bags of this type originally contained loaves of bread and were part of a campaign by General Francisco Franco in which airplanes dropped bread over Madrid, Spain, during the Spanish Civil War. Original notations are written in blue and black ink and pencil on the rectos and/or versos of some of the clippings. This scrapbook contains 75 newspaper and magazine clippings, nine photographic prints and postcards, six pieces of correspondence, and seven other pieces of printed ephemera.

This photograph album, compiled by Kathleen "Kick" Kennedy, documents her life during the years 1935 to 1937, when she spent time abroad attending the Holy Child School in Neuilly-sur-Seine, France, and traveling with family and friends before returning to the United States to complete her education at the Noroton School of the Convent of the Sacred Heart in Noroton Heights, Connecticut. The stamped title on the cover reads, “Pictures.” Photographs capture her time spent in Gstaad, Switzerland, for the 1935 Christmas holiday; sightseeing in Paris, France; a tour of Italy with friends from March to April 1936; a trip to Leningrad (now Saint Petersburg) and Moscow, Russia, with her mother, Rose Fitzgerald Kennedy, in May 1936; a visit to England with friends in June 1936; sailing on Cape Cod in the summer of 1936; Christmas in Palm Beach, Florida, in 1936; and a trip to Ireland and Scotland with her brother, Joseph P. "Joe" Kennedy, Jr., in August 1937. Also included are numerous photographs of Kathleen and her classmates at both the Holy Child School and the Noroton School. Of note are photographs of Prime Minister of Italy, Benito Mussolini; Nazi soldiers marching in Berlin, Germany; Michelangelo’s David statue at its original location in Florence, Italy; Mt. Vesuvius and the ruins at Pompeii, Italy; and Kathleen kissing the Blarney Stone at Blarney Castle in Ireland. Other Kennedy family members, friends, and classmates of Kathleen’s pictured include Joseph P. Kennedy, Sr.; John F. Kennedy; Rosemary Kennedy; Eunice Kennedy; Patricia Kennedy; Robert F. Kennedy; Jean Kennedy; Edward M. Kennedy; Alexander William Guy “Alex” de Pourtales; Eleanor “Ellie” Hoguet; Derek Richardson; Frederick Sinclair “Freddy” Carson; Lawrence “Larry” Wilkinson; Anne McDonnell; Charlotte McDonnell; Torbert “Torb” Macdonald; Sir James Calder; Lady Mildred Calder; Jim McColl; Kirk LeMoyne “Lem” Billings; Ralph “Rip” Horton; Elizabeth “Betty” Rice; Mary Veronica “Von” Rice; Sonio Coletti-Petrucca; Allison Garver; and Edith Garver. This photograph album contains 331 photographic prints.

This scrapbook, compiled by Joseph P. “Joe” Kennedy, Jr., documents his education, travels, and family life between 1932 and 1938. The title on the cover reads, “Album.” The scrapbook contains photographs of and printed ephemera related to his studies at the London School of Economics (1933-1934) and Harvard University (1934-1938), as well as time spent with family and friends at the Kennedy family residences in Bronxville in New York, Palm Beach in Florida, and Hyannis Port in Massachusetts, and traveling in Europe. Destinations pictured include Switzerland, England, Germany, Italy, Belgium, Scotland, Russia, Ukraine, Austria, Bermuda, Georgia, and France. Of note are telegrams from Joseph P. Kennedy, Sr., and Rose Fitzgerald Kennedy to their son; photographs of Joe, Jr., skiing with friends in Zermatt, Switzerland; two portrait cards from the Residenz Museum in Munich, Germany; photographic postcards featuring images of the 1934 performance of the Oberammergau Passion Play in Bavaria, Germany; an invitation from First Lady Eleanor Roosevelt to Joe, Jr., for an event at the White House; materials related to Joe, Jr.’s athletic career at Harvard, where he participated in football, swimming, and rugby, including photographs of the 1936 Bermuda Rugby Week competition; a Bermuda Islands court summons issued to “Joseph Kennedy” and dated March 30, 1936; and telegrams sent to Joe, Jr., for his birthday. Kennedy family members and friends pictured in photographs and clippings include Joseph, Sr.; Rose; John F. “Honey Fitz” Fitzgerald; John F. Kennedy; Rosemary Kennedy; Kathleen Kennedy; Eunice Kennedy; Patricia Kennedy; Robert F. Kennedy; Jean Kennedy; Edward M. Kennedy; Kirk LeMoyne “Lem” Billings; nanny to the Kennedy children, Katherine Conboy; Edward E. Moore and Mary Moore; Sir James Calder; and economist Harold Laski. Handwritten captions and inscriptions are written in blue and black ink on many of the leaves. This scrapbook contains 224 photographic prints (including three tintypes), 53 newspaper and magazine clippings, and 36 photographic postcards, as well as telegrams, letters, invitations, menus, tickets, picture postcards, calling cards, and other types of printed ephemera.

This scrapbook, compiled by John F. "Jack" Kennedy, documents his time at the Choate School in Wallingford, Connecticut, from 1933 to 1935. The front cover features the school seal stamped in gold. The title page reads, “The National Memory and Fellowship Book,” with a nameplate reading, “John F. Kennedy / West Wing - Choate School / Wallingford, Conn / 1933.” The first half of the scrapbook consists of pre-printed pages with space for signatures and messages from classmates, photographs and printed ephemera, and Jack’s notes on his academic and athletic endeavors, social activities, and daily life. Many of these pages are pre-printed with topical titles, including “Faculty and Campus,” “Student Hall of Fame,” “Comparative Athletic Record,” “Clubs and Societies,” “School and Social Functions,” “My Favorites,” “Entertainments, Lectures, Plays,” and “Memorable Trips.” Topical pages are followed by monthly dated calendar pages, some of which contain original handwritten entries in black and blue ink and pencil. The second half of the scrapbook consists of blank leaves that contain newspaper clippings; photographs; correspondence; printed ephemera, including invitations, tickets, membership cards, pamphlets, business cards, and programs; and other items pertaining to Jack’s education at Choate and his activities during that time. Of note are photographs of Jack and his classmates who formed the “Muckers” club, including Ross Edwards Allen; Roy Oliver “Bob” Beach, Jr.; Kirk LeMoyne “Lem” Billings; Paul J. “Boogie” Chase; Ralph D. “Rip” Horton; Charles Edward Marsh II; Irving Hudson Meehan, Jr.; John Whiting Morse; Charles “Butch” Schriber II; Maurice Arthur “Maure/Moe” Shea, Jr.; and James DeWitt “Smoky/Smokey” Wilde III. Also included are invitations to events at the White House; handwritten birthday messages in black and blue ink to Jack from his mother, Rose Fitzgerald Kennedy, and older brother, Joseph P. Kennedy, Jr.; an autograph from the writer Gertrude Stein; a handwritten letter in black ink from star Harvard University football player Huntington Reed “Tack” Hardwick; a receipt for a $2.50 fine paid to the Palm Beach Police Department in Florida; autographed photographs from members of the Choate football team, including Gordon Thayer Barlow, Bob Beach, Hugh De Neufville “Bud” Wynne, Lem Billings, Irving Hudson Meehan, Jr., William Joseph “Bill” Albinger, and Moe Shea; and a postcard sent to Jack by his mother from aboard the S.S. Bremen. Also featured in photographs, clippings, and other materials in the scrapbook are Jack’s father, Joseph P. Kennedy, Sr.; his sister, Kathleen Kennedy, and brother, Robert F. Kennedy; his grandfather, John F. “Honey Fitz” Fitzgerald; family friends, Edward E. Moore and Mary Moore; Choate School headmaster, George Clair St. John; English teacher, Harold L. Tinker; members of Choate yearbook (“The Brief”) committee, for which Jack was the Business Manager; and other classmates and friends, including Ruth Marian Quigley (later Moffett), Ruth Moffett (later Johnson), Olive Cawley, Thomas Morgan Schriber, Charles Nelson “Charlie” Hoyt, Adelaide Moffett, Gloria Baker, Eleanor Young, Katherine Barker, and Helen Barker. Locations pictured in photographs include the Choate School campus and the Kennedy family home and surrounding area in Palm Beach. The scrapbook contains a selection of loose materials that were enclosed in an envelope adhered to the inside back cover; many of these items pre- and post-date the scrapbook itself and represent dates from 1929 through 1950. Original handwritten entries, captions, and inscriptions are written in black and blue ink on many of the leaves. This scrapbook contains 88 newspaper clippings, 78 photographic prints, and 74 other items, including correspondence and printed ephemera.

This photograph album, compiled by Kathleen "Kick" Kennedy, documents her life, travels, and social activities from 1939 to 1942. Photographs document time spent at the Kennedy family’s residences in Palm Beach in Florida, Hyannis Port in Massachusetts, and Bronxville in New York; aboard the S.S. Washington en route to New York City, New York, from Europe; at the 1939 New York World’s Fair; in Sainte-Marguerite-du-lac-Masson in Quebec, Canada; at the Maryland Hunt Cup near Reisterstown, Maryland; at the Berkshire Music Festival (now called the Tanglewood Music Festival) in Lenox, Massachusetts; at Bailey’s Beach in Newport, Rhode Island; as a bridesmaid in the wedding of Kennedy family friend, Anne McDonnell, to Henry Ford II, in Southampton, New York; at the Edgartown Regatta on Martha’s Vineyard, Massachusetts; on a camping trip in Wise River, Montana; on a trip to England; at the Beachcomber Lounge in Boston, Massachusetts; at Club Waikiki in New York City; at the Scranton family estate in Scranton, Pennsylvania; on Lake Minnetonka in Minnesota; at the Coleman and Schweppe family estates in Lake Forest, Illinois; and at parties at both Kathleen’s apartment and the apartment of Kennedy family friend Inga Arvad in Washington, D.C. Other locations pictured include Narragansett, Rhode Island; Greenwich, Connecticut; Lexington and Chatham, Massachusetts; Seminole, Florida; Philadelphia, Pennsylvania; and Charleston, South Carolina. Family members pictured in photographs include Kathleen’s parents, Joseph P. Kennedy, Sr., and Rose Fitzgerald Kennedy; her siblings, Joseph P. “Joe” Kennedy, Jr., John F. “Jack” Kennedy, Eunice Kennedy, Patricia “Pat” Kennedy, Robert F. “Bob/Bobbie” [sic] Kennedy; Jean Kennedy, and Edward M. “Ted/Teddy” Kennedy; her grandparents, John F. “Honey Fitz” Fitzgerald and Mary Josephine Hannon Fitzgerald; and cousin, Joseph Francis “Joey” Gargan, Jr. Over one hundred friends and acquaintances also appear in photographs, many of whom are identified in original captions. Those who appear more than once within the album include: Edward E. Moore and Mary Moore; Tom Killefer; Torbert "Torb" Macdonald; Richard J. “Dick” Cotter, Jr.; Nancy Van Vleck; Beverly A. “Bev” Bogert; C. Z. “Cizzie” Cochrane; John “Zeke” Coleman, Jr.; Nancy Tenney; Charlotte McDonnell; Francis Huger “Mac” McAdoo, Jr.; Cynthia “Cynth” McAdoo; Kirk LeMoyne “Lem/Leem” Billings; Thomas Henry “Harry” Dixon; John “Johnny” Pyne; Appie Whitney; Eben Pyne; Alison “Allie/Ally” Pyne; Cammann “Cam” Newberry; Constance “Connie” Shepard; James Ayer “Jim” Rousmaniere; Helen MacDonald; Marie Murray; Cyrus Robinson “Cy” Taylor; Nelson Macy, Jr.; William Fuller “Bill” Borland; George Morris Cheston; William Warren “Bill” Scranton; Abbott Widdicombe; Gaspard d’Andelot “Don” Belin; Harriet Bundy “Hattie” Belin; Stanley Rogers “Stan” Resor; Anne Reed; Charles Alfred “Chuckie/Chucky” Pillsbury; Jane "Pil" Pillsbury; Muriel Macy; Demarest "Demi" Lloyd, Jr.; George Houk Mead, Jr.; Richard R. “Dick” Flood; Elizabeth Wayne “Betty” Coxe; Charles “Chuck” Spalding; Inga Arvad; and Mary Dickey. Also pictured are industrialist Henry Ford, British Prime Minister Winston Churchill, and Clementine Ogilvy Spencer Churchill. Original handwritten captions are written in black ink on many of the leaves. This photograph album contains 636 photographic prints and two photo fragments.