Lolita (1962) is a timeless film with timeless characters, directed by a maverick, Stanley Kubrick shot in Black and White and often described as a Comedy-Drama film is much more than that. I assure you. There is no certain hero/heroine in the film, all are very grey characters trying to fulfil their needs and deeds. Add in a very young, under-age Nymphet who is the titular character.
If you can take in lessons, from the mistakes and endeavours of others, then you can learn a lot from the characters of this movie. And Filmmaking wise, you can learn a lot from Kubrick. Even though the movie was set in 1950s, I never felt the gap of time in the characters. The main characters Humbert “Hum” Humbert, Charlotte Haze-Humbert, Dolores “Lolita” Haze, Clare Quilty are extremely well written and performed really well by the actors.