Frank Tashlin
Francis Fredrick von Taschlein( February 19, 1913 – May 5, 1972), better known by his stage name Frank Tashlin, was an American animator, cartoonist, children's writer, illustrator, screenwriter, and film director of comedy movies.
He was also known as Tish Tash and Frank Tash.
The Cowboy and the Kid
The Cowboy and the Kid is a 1936 American Western film directed by Ray Taylor and written by Frances Guihan.
The film stars Buck Jones, Bill Burrud, Dorothy Revier, Harry Worth, Oliver Eckhardt and Mary Mersch.
The film was released on July 1, 1936, by Universal Pictures.
The Cowboy and the Blonde
The Cowboy and the Blonde is a 1941 western- comedy film directed by Ray McCarey and released by 20th Century Fox.
The First Time (1952 film)
The First Time is a 1952 film directed by Frank Tashlin, and starring Robert Cummings and Barbara Hale.
The Cowboy and the Countess
The Cowboy and the Countess is a 1926 American silent western film directed by Roy William Neill and starring Buck Jones, Helena D'Algy and Diana Miller.
The Cowboy and the Bandit
The Cowboy and the Bandit is a 1935 American western film directed by Albert Herman, starring Rex Lease, Bobby Nelson, and Blanche Mehaffey.
Charlie Bowdre
Charles Bowdre( 1848 – December 23, 1880) was an American cowboy and outlaw.
He was an associate of Billy the Kid and member of his gang.
Ray Taylor (director)
Ray Taylor (1 December 1888 – 15 February 1952) was an American film director.
He directed 159 films between 1926 and 1949.
His debut was the 1926 film serial "Fighting with Buffalo Bill".
The Cowboy and the Lady (1938 film)
The Cowboy and the Lady is a 1938 American western romantic comedy film directed by H.C. Potter, and starring Gary Cooper and Merle Oberon.
Written by S.N. Behrman and Sonya Levien, based on a story by Frank R. Adams and veteran film director Leo McCarey, the film is about a beautiful socialite masquerading as a maid who becomes involved with an unpretentious, plain- spoken cowboy who is unaware of her true identity.
" The Cowboy and the Lady" won an Academy Award for Sound Recording( Thomas T. Moulton), and was nominated for Original Score( Alfred Newman) and Original Song(" The Cowboy and the Lady" by Lionel Newman and Arthur Quenzer).
No Time for Flowers
No Time for Flowers is a 1952 film directed by Don Siegel.

Question: Which film has the director who died first, The First Time (1952 Film) or The Cowboy And The Kid?
Answer: The Cowboy And The Kid