I am reading a two volume biography of Sinatra and about 1954 Sinatra seems to have had an affair with Natalie Wood who was 15. She was just getting started in Hollywood, Sinatra had recently won the Oscar, and Natalie’s mother thought it would be good for her daughter’s career to hang out with Frank who would have been 38.
According to the book Sinatra and Wood were occasionally together until her death. Of course Natalie’s husband, Robert Wagner, and believed by many to have killed Natalie, was a Sinatra friend.
My mom was always agog about Rita Hayworth, Grace Kelly and Natalie Wood.