Dropout is a 1970 Italian romantic drama directed by Tinto Brass.
 It stars real-life couple, Franco Nero and Vanessa Redgrave.
 They also worked with Brass a year later on the drama, "La vacanza".
 "Dropout" was released in France on December 18, 1970, followed by a theatrical release in Italy on February 22, 1971.
Giovanni "Tinto" Brass (born 26 March 1933) is an Italian filmmaker.
 In the 1960s and 1970s, he directed many critically acclaimed avant-garde films of various genres.
 Today, he is mainly known for his later work in the erotic genre, with films such as "Caligula", "Così fan tutte" (released under the English title "All Ladies Do It"), "Paprika", "Monella" ("Frivolous Lola") and "Trasgredire".
Hearts of Youth is a 1921 American silent film based on the novel "Ishmael" by E. D. E. N. Southworth.
 The film was directed by Tom Miranda and Millard Webb, with Webb writing the adaption for the screen.
 The movie stars Harold Goodwin, Colin Kenny, and Iris Ashton, and was released by the Fox Film Corporation
Fermo posta Tinto Brass is a 1995 Italian comedy film-erotic film directed by Tinto Brass and set in vignettes.
Le deportate della sezione speciale SS (internationally released as Deported Women of the SS Special Section, "SS Special Section Women" and "Deported Women") is a 1976 erotic-drama film directed by Rino Di Silvestro.
 The film is considered the first Italian nazisploitation film, after the "auteur" progenitors such as Liliana Cavani's art film "Il portiere di notte" and Tinto Brass' exploitation film "Salon Kitty".
Il disco volante is a 1964 Italian comic science fiction film with mockumentary elements directed by Tinto Brass and starring Alberto Sordi.
 The film features the renowned comedian in four distinct roles as a dim-witted Carabinieri "brigadiere", a cheesepairing accountant, a decadent count, and an alcoholic priest.
 Involving characters from different social strata, "Il disco volante" is effectively a satire of the Italian society, particularly the people of Brass's adopted home province Veneto.
La vacanza (AKA Vacation) is a 1971 Italian drama film by Tinto Brass.
 It stars Vanessa Redgrave and Franco Nero.
 It premiered at the Venice Film Festival on 4 September 1971 where it was awarded the 'Best Italian Film' prize.
 This was followed by a theatrical release in Italy on 5 April 1972.
 A year earlier, Brass, Redgrave and Nero had worked together on the romantic drama, "Dropout".
Paprika is a 1991 Italian film directed by Tinto Brass.
 The film is loosely based on John Cleland's novel "Fanny Hill", first published in 1748.
Trasgredire (Transgressing or Cheeky) is a 2000 sex comedy directed by Tinto Brass, with Yuliya Mayarchuk in the lead role.
 Certain parallelisms are drawn between "Nerosubianco" (1969), another Tinto Brass film set in London.
Millard Webb (6 December 1893 – 21 April 1935), was an American screenwriter and director.
 He directed 20 films between 1920 and 1933.
 His best-known film is the 1926 silent John Barrymore adventure "The Sea Beast" costarring Dolores Costello.
 Webb also directed the early sound Florenz Ziegfeld produced talkie "Glorifying the American Girl" released by Paramount in 1929.
 His active years were from 1916 to 1933.

Question: Who directed a film first, Millard Webb or Tinto Brass?
Answer: Millard Webb