The painting referenced in the above letter, Diana of the Uplands, by Charles Wellington Furse (1903-1904):
Source: Wikimedia CommonsCountry Life, December 3, 1904Lilla Ives with a black Pomeranian. Source: Ives, L. (1911). Show Pomeranians. Manchester: Our Dogs Publishing Co.Actress Elsie Janis, dubbed “the sweetheart of the A. E. F.*” as she was among the first popular American artists to entertain the troops overseas in World War I, with her Pekingese. *American Expeditionary Forces Image from Vanity Fair, August 1916Broadway and film star Billie Burke, best known for her role as Glinda the Good Witch of the North in the movie The Wizard of Oz, with her terrier, who received top billing in the caption. Image: Vanity Fair, August 1916An actress pictured in Vanity Fair, November 1916Vanity Fair, November 1916A full page ad in Vanity Fair, December 1916It was bothering me the way this dog is crooked, like someone tried to fold him in the middle, then I noticed the woman is possibly in her nightclothes so, right on. Source: Bruette, W. A. (1921). The complete dog book. Cincinnati: Stewart Kidd CompanyCountry Life & the Sportsman, October 1938
Honorable mention: Silent film star Mary Pickford with a baby cow (Before enlarging the digital page image, I thought this was a dog.)
YesBiscuit! 