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Program, Simmons Glee and Mandolin Clubs, 1911-1912 This program is for a recital by the 1911-1912 Simmons College Glee and Mandolin Clubs. It is printed in black ink on white paper. The first page lists the Clubs' memberships. The second and third pages list the pieces performed. The program is approximately 10 cm wide and 20 cm tall.

Membership card, Simmons Athletic Association, 1912 This is a membership card, in Olive Ruby's name, for the Simmons College Athletic Association. The card is printed on blue cardstock and is valid for the academic year ending June 1912. The card bears the signature of Helene M. Anderson, Treasurer. The card is approximately 6 cm wide and 4 cm tall.

Invitation, to Olive Ruby from President of Simmons College (with envelope) An invitation with envelope from the President of Simmons College. It reads: The President of Simmons College requests the pleasure of the company of Miss Ruby at South Hall, 321 Brookline Avenue on Friday, March the eighth at nine o'clock. It also says "Dancing" in the bottom left-hand corner. Miss Ruby is handwritten on the invitation. It measures 13 cm wide by 9 cm high.

Academic record of Olive Ruby and Program, Shubert Theatre (cover only) Clipped together in an area approximately 20 cm tall and 14 cm wide are: 1) A white paper folded in half containing the academic record for Olive C. Ruby for the academic period ending Feb. 1, 1912. This paper is printed in blue ink with a Simmons College header, a categorical list of subjects with corresponding grades either "passed" or "in low standing" followed by a handwritten tally of cumulative points earned and signed at the bottom by Marjorie Burbank, Recorder. 2) A three-page cover and back of a program for the Shubert Theatre. The first page has a portrait of a lady with arms raised at the center, surrounded by an ornamental margin scroll of flowers, vines, and leaves and the words "Sam. S. Schubert Theatre, Boston." There is a handwritten note at the top: "Feb 15-Went with Lloyd Marks/Dinner at Crossby's." Second page is a full page advertisement for Lewando's cleaning company. Third page is a floor plan diagram of the Shubert Theatre.

Program and menu, Simmons College sophomore luncheon A program and menu for the 1913 Sophomore Luncheon, this program is printed on marbled paper in green ink. The program includes addresses from Household Economics, the Library School, the Simmons Athletic Association, School of Science, the Secretarial School, and president of the Class of 1915, Anita Allen. The program is approximately 14 cm tall and 11 cm wide.

Academic record of Olive Ruby, Simmons College, February 1, 1913 White paper folded in thirds containing the academic record for Olive C. Ruby in the academic period ending Feb. 1, 1913. This paper is printed in blue ink with a Simmons College header, a categorical list of subjects with corresponding grades hand written in: "P" presumably for "passed", a printed and handwritten tally of points earned, signed at the bottom by Marjorie Burbank, Recorder. As it appears on the page folded up, the dimensions are approximately 15 cm wide and 8 cm tall.

Appointment Card, Office of the Registrar, 1911 An appointment card from the Office of the Registrar at Simmons College. It is a blue card with a Simmons College heading. It reads: The Registrar wishes to see Miss Ruby at the earliest opportunity. It also says "Office of the Registrar" in the lower left-hand corner. Ruby and the date are both handwritten on the card. The card is approximately 13 cm wide by 8 cm tall.

Simmons College "Wanted: a mile of pennies" penny holder This is a long strip of paper printed with blue and red inks that bears the words, "Wanted: A Mile of Pennies (in blue ink), Simmons College, Boston, Mass. (in red ink)." The middle of the strip of paper is occupied by a blue ruler with a series of penny-sized holes along its length. It is approximately 6 cm wide by 31 cm tall.