Here’s Marilyn Monroe with Dame Edith Sitwell.

I’m always amused when celebrities from different worlds meet. Did you know T.S.Eliot carried on a correspondence with Groucho Marx? They were mutual fans. 

When they met in London they discussed cigars, cats and jokes.
Evelyn Waugh was also friends with Edith Sitwell, and stood as godfather at her reception into the Catholic Church. In the congregation was a young Alec (Obi Wan) Guinness, who would be received into the church the same year.
Do any of you know of other incongruous celebrity friendships?