Jayden, I think you pass based on appearance, though depending on your voice, it could go either way. I really like that haircut on you! It does give you a very 15-year-old look. though (which could be a good thing or a bad thing, depending on what look you're going for).
Jossef, you actually pass VERY well from the side! You have a great jawline. You're even lucky enough to not look prepubescent, unlike a lot of less fortunate guys. (Heck, I've been on T for over a year and I still look prepubescent!)
Jared, I would say you look around 18-19? I would definitely read you as a very young adult man.
Nate, you look to be on the masculine side of androgynous to me. You certainly don't seem feminine to me, but I could see some people being uncertain and resorting to the "when in doubt, pick a pronoun at random" guessing game. Age-wise, you look 12-14ish-- like around the age where you find a lot of boys who've started the growth-spurt part of puberty but haven't quite gotten to the rest. (This may seem counterintuitive, but have you tried or considered a slightly longer hair style? Slightly longer, shaggier hair styles can help conceal the soft, rounded face shape that gives so many early-transition guys grief. You have a very oval shaped face, and I think a hair style just a few inches longer might help a lot with passing.)
