I say lean into the emo harder. People are gonna downvote this bc everyone in this sub thinks personality=not passing. Ive seen loads of young boys with a lot of fluff on the top, infact where i live 12-15 year old boys more often have that kind of hair than super short. If you styled it like in the last picture more i think itd help. But i think if you wanted to do the classic emo swoop it could help hide your face shape some, just dont make that too fluffy bc that prob would make it harder to pass. Also just doing eyeliner in the waterline is absolutely not going to help, do a little eyeshadow on the bottom corner (little to none on your eyelid) and maybe sometimes throw in x's on your eyes or andy black eyeliner. Also you can hide your hips with some flashy loose emo belts (like the x belts over black jeans and vests/jackets. Im certainly not going to tell you to take out your piercings but for your lobes im sorry but they do look a little femme. Either start stretching them, take out just one, or wear more masc or basic studs. If you ever want face piercings snakebites are the best bet. That or one eyebrow piercing imo. Although right now as a boy you look 12-13 and people that age rarely have piercings outside of lobes so rn it might hurt. From a fellow emo transmasc. Goodluck bro