Okay, let's back up!
You lay out a long scenario where starting here can end up in some very bad places. Although there are many ways to divert from that path, it's quite true that there's a pretty broad path to walk all the way down.
But if this is worse than usual--and throughout human history there have always been problems--we also have to ask why boys/men are asking Google questions like this so much. Rather than looking at what cascades fowards from here, we should also ask how did we get here.
One would imagine, at least, that in a culture with a strong default (stereotypical) path for what it means to be a desirable man, this wouldn't be a particularly mysterious question--assuming that it was an honest stereotype, in that it actually was broadly desirable.
The paradox of choice (https://thedecisionlab.com/reference-guide/economics/the-paradox-of-choice) suggests that a more "tolerant" society that admits a wider range of acceptable paths will, unless this is countered in some other way, lead to many people feeling aimless and/or unsatisifed. What is good for those people who really crave an unusual path ("OMG! 50% blood-orange 50% cara cara orange juice with spirulina extract! This is the BEST store ever!") can simultaneously be bad for people who just want a good solid ordinary path ("I...um...there are 500 juices here. Am I picking the right one? What if I chose the wrong one? Should it have been biodynamic? Vitamin fortified?")
So I think the root of the problem is actually earlier than anything you said.
When people don't feel they belong, when there isn't a clear way to be on a good path, all sorts of unfortunate stuff tends to happen.
And then we have to clean up the mess.