Quincy Jones rejected Marilyn Monroe because he thought her breasts looked like "looked like pears".
The 84-year-old record producer was offered a date with the iconic actress via his good friend and former collaborator Frank Sinatra, but he declined the invitation because he considered her boobs to be an undesirable shape.
Asked why he was a womaniser, Quincy - who has seven children and has been divorced three times - shared: "I don't know. Probably because I didn't have a mother. And the big bands, that's like the school of the dogs. Traveling bands? Every f***ing night it was like the girls coming through [department store] Neiman Marcus, 'Oh, I like trumpet players,' 'I like sax players,' 'I like guitar players' ... Rita Hayworth, all of them.
"It was unbelievable, man. Frank was always trying to hook me up with Marilyn Monroe, but Marilyn Monroe had a chest that looked like pears, man."
Marilyn was one of the world's most recognisable sex symbols during the 1950s, but she was ruled to have probably committed suicide in 1962, following her divorce from the legendary playwright Arthur Miller a year earlier.
Asked specifically whether he rejected the blonde beauty - who is also rumoured to have had an affair with former US President John F Kennedy - Quincy told GQ magazine: "Let's not talk about it. Come on, man. We killed it. You know, I came up with the two wildest motherf***ers on the planet. Ray Charles and Frank Sinatra. Come on. They were good-looking guys, they had all the girls they wanted, and they showed you how to deal with it."
Quincy also admitted to being impressed by the womanising ways of the Dominican diplomat, sportsman, and playboy Porfirio Rubirosa.
He said: "[He was] the king of the playboys. Amazing man. What a guy. Eleven-inch dong. And in Paris to this day, you go to Chez L'Ami Louis, the waiter will come over to you with a pepper shaker and say, 'Here's your Rubirosa.'
"He always used to say, 'Quincy, it's by the head, not the bed. Women give up p***y to get love, men give up love to get p***y.' That's the way it works. You know, all these women were available all over the world. I did a tour with Nat Cole in '61 with my band - we couldn't stop the girls. It's incredible. Women are a trip, man."