https://www.amazon.com/Boys-Sex-Hookups-Navigating-Masculinity-ebook/dp/B07RFLTCD8
Peggy Orenstein’s Boys and Sex explores this topic pretty comprehensively. If you don’t want to read the book, she did a bunch of podcasts around the time of the release.
Boys and Sex.
https://www.theatlantic.com/magazine/archive/2020/01/the-miseducation-of-the-american-boy/603046/
I wasn't amazingly impressed with the book as a whole. As someone else pointed out, it's a rather limited demographic mix (largely upper-middle class guys in America. There's a lot of lacrosse and crew and...)
And the book didn't place much of any focus on the pressures men/boys face from women. I kind of felt that the author's own POV kind of swamped the boys' voices. Your mileage may vary.
https://www.amazon.com/dp/B07RFLTCD8/ref=cm_sw_r_cp_apa_3YUbGbSGKGF3F