Another reason why the OSR feels more conservative is that OSR games assume that GMs, players, and their characters have inalienable rights bestowed upon them by their creator (outside of the Player's Handbook). These rights are self-evident. The idea that it's a roleplaying game - you can do pretty much anything!
That's the way the Constitution was framed, how the USA was forged. We're born free, now let's come up with a few ground rules to make living together easier.
Democrats, and this is more pronounced the farther left one goes, believe or like to pretend that all the rights and liberties a person has is granted to them by the government.
The rules allow your PC to swing his sword; maybe it's a called-shot or move then strike or just an ordinary attack. But there's something in the rulebook that makes it possible, rather than it being possible because it's a roleplaying game and everyone should have those rights independent of the rulebook or government authority.
Lucky you, I have another Ben Shapiro video that gave me the idea for this blog post...
I'd love to hear your feedback! If you have an opinion on this subject, let me know with a comment below...