"If everyone based their entire sex lives on their early fumblings and just gave up if it was not comfortable then none of us would probably be having this discussion."
The fact that trying for anal is something that is expected in the first sexual experiences (or fumblings) is a real issue.
It's an "advanced" act and one that some used to get to after plenty of practice doing the other stuff.
Sex is (or should be) a journey of exploration.
However teen boys have always been very tick-box about it (try the things / tell their mates) and in my day it was just BJs and "doggy" he pressed for, now throttling, deep throat, slapping etc are all on the tabel as the boys have seen them.
Given that these are all much more challenging / painful for the girls and general experinence, I'd be surprised if things had changed and it was now the girls pressing for these things.
Meanwhile the boys lack the maturity, experience, empathy to do them well.In porn you ram it in. It hurts the girl but she does it anyway. That's what sex is. BMJ article supports this, it's a horrible read.
That anyone would be encouraging anal as a part of first teenage "fumblings" is totally WTF for me.