On the inverse, Homestuck has a few characters that are leaning towards transfem, but end up refusing to follow through on it (to their own detriment). Equius is a very direct example. His overwhelming masculinity is a cross between a mutation and a curse. That freakish strength is touted as a boon by most of the cast. But he's unable to use the weapon he actually wants to use (which in RPGs, bows are popular among the girls). His creepy infatuation with Aradia also contains a bit of gender envy. Equius makes a feminine body using his own blood. I think that needle threads itself. But time and again he refuses to surrender his masculinity because Equius venerates power. He fully believes he was given a position of privilege as a birthright and a duty to Alternian society. And before you start with the "Isn't Alternia run by a woman," Equius's ideological hierarchy stops at the highbloods. Also Porrim already covered that issue.

Eridan's in a similar boat. In order for Eridan to realize he might be happier as a girl, he'd have to get over his manosphere worldview.