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Description

Early Jackie Bouvier letter brims with wit, doodles, and playful musings on love and oranges.

Jacqueline Bouvier Kennedy: Autograph Letter Signed "Lots of Love Jackie" as a Teenager, with Humorous Drawings. Two pages, 6 1/4" x 9 1/4", n.p., n.d. (likely late summer 1943), on "Hammersmith Farm / Newport, Rhode Island" letterhead, to her friend "Woodley." Written aboard a "bumpiest train," Jackie reflects on "the most wonderful summer I've ever had," joking that her note "sounds like a love letter-I've never seen anything so mushy in my life."

The series of drawings seem to illustrate Woodley's crush on "Ken." The first shows "Woodley" and "Ken" toasting their glasses of orange juice as Woodley says, "Ah Ken, my love. Orange Juice did bringeth us together." Ken replies, "Ah yes Woodley my little orange pit, and it will keepeth us together." The next drawing advances ten years and shows two children the couple would have named "Little Orange Blossom" and "Little Orange Peel." The final drawing of two tombstones advances "50 years later." The future first lady humorously writes, "Notice the oranges I so thoughtfully put on your graves." The postscript appears at the top of page one and reads, "I don't have any more room on the back so goodbye & write me soon - Lots of Love Jackie."

Young Jackie had always summered with her grandmother in East Hampton until her mother's marriage to Standard Oil heir Hugh D. Auchincloss Jr. Thereafter, she summered at the Auchincloss' Hammerstein Farm in Rhode Island. The reference in her letter suggests the summer stay was a new experience with unwelcome prospects, which would likely date the letter to 1943, making this holograph by Jackie at age thirteen one of the earliest examples we have handled.

Condition: With the usual folds, in near fine condition.


Auction Info

Auction Dates
October, 2025
24th-25th Friday-Saturday
Bids + Registered Phone Bidders: 2
Lot Tracking Activity: N/A
Page Views: 335

Buyer's Premium per Lot:
25% of the successful bid per lot.

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Sold on Oct 24, 2025 for: $4,250.00
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