My take on the scene is that it served a couple purposes. It is an overt, obvious reference to Polanski and the "New Hollywood." Realistically, while the '70s are seen as the era of depravity and debauchery, the same sort of thing no doubt happened in Hollywood from the dawn of the film industry. However, the behavior became more open and shameless in the '70s, and Polanski is the poster child for that behavior. I think the scene is a nod to that notion. That the guys from old Hollywood would say no, but the new guys would say yes.
It also gives insight into Booth. He is the John Wayne cowboy archetype, and he lives his life by a code. He doesn't have sex with underage women. It's part morality, and part self-preservation. He says something to the effect of "prison has been trying to get me since I was a kid," and he has been smart enough to stay free.
That said, I feel Booth isn't meant to be a real person so much as he's meant to be a character type. He represents the kind of hero we saw on screen in the '50s, in opposition to the kinds of heroes we began to see in the late '60s, and would see much more of in the '70s. He's Will Kane, he's Shane, he's any of the characters played by Wayne. We see him do the things in his day-to-day life that Cooper, Wayne, Ladd, and so on only did onscreen. I think the Bruce Lee scene is similar-- we're being told that Booth isn't so much a real person as he is a film character come to life in this once upon a time tale.
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