at what age did jeremy realize he was almost exclusively into men, and how did he react to it?
in a lot of ways, jeremy sort of... always suspected? it was very confusing for him, of course, because i do write him as having had quite a long-winded childhood crush on caroline, so he is very much in this sort of position where... when people in his age group started being interested in people romantically, “finding girls hot”, whatever, he went “i don’t really like girls like that” but then would look at caroline and go “but her i like like that”, so he... didn’t understand any of that. in many respects he always internally suspected he was gay, but then would never make that connection because of his crush on caroline. very “i can’t be, because i like her”, and growing up in a small town, he really only knew about heterosexuality, homosexuality, and maybe bits and pieces of bisexuality - but he never felt any connection to the label of ‘bisexual’ because again - it was only caroline he felt that for.
it only feels REAL, though, during s1-slightly before s1, where him and tyler are at each other’s throats all the time, and in a roundabout way, he finds fighting more...... stimulating? erotic? i don’t quite know the right term, but something like that - than anything with vicki has ever been. and in a lot of ways, jeremy is disgusted by it, by himself - not because he’s finally confronted the fact that he was gay (or, more correctly, heavily more preferential to men), but because he doesn’t understand what’s so wrong with him that getting into fist fights with another guy makes him happier than having actual sex with vicki has ever done. so, really, he knew to some degree even before his relationship with anna - but his relationship with anna was focused more about ‘she’s the only person who pays attention to me, and she seems to like me, so i need to do everything possible to keep her happy’ than any attraction on his part.
after season one, he sort of resigns himself to “okay, i’m gay, caroline is just a fluke, if i ever dated her i’d probably end up hating it even though i actually kind of like spending time with her now”, and because he’s not the type to hang out at a GSA or anything (not that i even think mystic falls had one), he had to tell himself to be okay with that label, even though it never felt right to him.
in DENVER, he sort of gets more knowledgeable of the LGBTQA+ community, because it’s a bigger place, a city, basically, so he learns about terms he never would have dreamed of in mystic falls. it’s there that he learns about the term “homoflexible” and “heteroflexible”, and that’s sort of when he feels right with a label for the first time in his life. because yes, he likes men - he likes them a lot - but every once in a while, (once in his life, so far, since he’s still a teen/16-ish) he meets a girl/woman who he can have that connection with. if he really wanted to break it down, he’d probably say with men he’s homosexual, and with women he’s demiromantic - someone who only feels anything after he’s built an actual bond with them/has known them for a long time. but that, in his mind, is way too complicated of a breakdown, especially when ‘homoflexible’ fits him perfectly well. finding that label was very much a sigh of relief for him, a sense of ‘i’m home’ because it finally explained all of the conflicting feelings he’d had for most of his adolescence, and that’s all he really needs.
GRANTED, he does just ‘i’m gay’ people when they ask, because since his attraction to women is so rare, he doesn’t want to get people’s hopes up. but yes, in denver is where he finally learns the term for his sexuality, and it was very easy for him to slip into it, but the realization of “i vastly prefer men” was actually really hard on him, not because of internalized homophobia, but because the situation that MADE him realize was extremely toxic, and he didn’t understand how that was what he wanted (or preferred, technically, with the two options he had at the time). it also definitely is a bit of a precursor to his more unhealthy relationship tendencies later, so it’s FITTING for him, but still a very difficult situation for him to process at the time.