Leo doesn't really "have his choice of women". He chooses whoever his management company has contractually lined up to be his "girlfriend". Mischa Barton is currently talking about how they tried to recruit her, telling her it was necessary if she wanted to make it in Hollywood. She turned it down. Probably many others turned down the contract too. "You only have to sign up for 5 months max". How much do you think Gigi was paid to be photographed in the same shots as him and do you really think she sket with him? You old guys are so gullible!
Thars the way it works in Hollywood. Talk of women being jealous and men preferring teenagers to grown women is niaive in the extreme. It's a business transaction, and it might still catch up with Mr di Caprio.
No teenager with normal mental faculties and a non traumatic childhood wants to sleep with Mr flabby balding mid American, never mind have him as her boyfriend. Its a male fantasy, something to hide their actual failure in life behind with bold talk, while they prop up the bar, desperate for Mandy (aged 51) to notice them.