My headcanons of the boys' siblings, and their relationships with them:
Neil - Only Child. Which explains all the burden and pressure he had all throughout his life, and I don't think he really had any friends except for Charlie growing up. He had other boys to hang out, but not really 'friends' kinda thing. His parents (his dad, obviously) never allowed him to do sleepovers or play out with kids when he was young. Neil never experienced nor seen anybody around his age with siblings, so he didn't know if wanted one or not, until he came to Welton and saw some brothers with different age gaps, and in some ways having their backs for each other, making Neil desperately wanting one- more likely a brother. Personally, Neil would've have been the best brother if he had either one. (I'm going to die now)
Charlie - Also an only child, but a baby sister/brother coming. He also gives me the vibe of an only child- but in a good way. If Neil was more of the repressed and pressured type, Charlie wasn't treated the same way, though he was taken to social parties and other fancy-schmancy places his dad took him (and he hated), which kinda explains his knowledge for women at his age- since he grew up watching different types of older, high class people. Kinda head canoning that his father made him to play the clarinet so he could do recitals infront of his guests, which made Charlie hate it even more (will rant about this soon). I think he might get a baby sister or brother- but after he's all grown up so basically he doesn't have anything to do with it, he'll probably act like the cool uncle kind of way.
Todd - Youngest of Three. Aside from Jeffrey, I like to think that he has an older sister, who married young and left home when Todd was probably around 5 or 6, so he doesn't have significant memories of her except that she liked to read. All the books Todd read at home was definitely hers- mostly literatures and poems, which she left when she left. That and the only memories Todd have with her will only be her reading the poems for him when he was a baby, even before he knew the words because his parents were busy taking care of the Golden child- Jeffrey, and she basically took care of Todd when he was an infant (will also rant about this soon).
His relationship with his brother is complex, but I don't think Jeffrey is a bad brother for Todd. Todd feels he's under the shadows because Jeffrey was so good at everything- so perfect, but I think Jeffrey also kinda has his own problems, he might have Golden Child Syndrome, which I will deal in an another post, but Todd and Jeffrey would probably get along around their 30's.
Meeks - Youngest with three sisters, all different age gaps. Meeks, our sweet little boy gives the youngest baby boy aura, but with sisters, which is very important explaining his behavior towards others. He's more of an empath than the other boys- and also catches how Todd feels awkward and alone on their first meeting. He is the type who doesn't like people being left behind, and this is infleunced his sisters growing up. Though he shows awkwardness when it comes to girls, he doesn't really have fantasies about them- since he saw the reality of women from his sisters. He's the only boy in the siblings, so he does have the pressure to excel academically, but not as much as Neil does, but he doesn't really mind it since he finds studying enjoyable. He's not good at sports, though- since he grew up reading more than working out. I love to imagine one of his sisters taught him Latin.
Pitts - The middle child, with an older brother and a younger sister, a little age gap between both. He probably has an older brother who graduated college and works now, and a younger sister starting grade school. He doesn't have good nor bad relationships with his siblings, they just don't have much in common, and shares different interests. But their family is pretty tight, so though his brother moved out, he visits home every now and then, giving Pitts advice or encouraging him about his love for science, though he has no idea about it. He doesn't get along with his sister, but he is protective of her since she's the youngest. Pitt's is the good case of being the middle child.
Cameron - Oldest with a young baby brother. He has a baby brother around 7 or 8, and has the need to impress him. As much as his relationship with his parents, he wants to show his brother how successful he is and will become, wanting him to follow his footsteps just as much as their father did. Cameron definitely has a goodboy complex and a perfectionist, over working himself and thinking what he does is always for the greater good. I personally think his relationship with his brother will fail when he comes to a certain age, with some miscommunications and different ideals.
Knox - Oldest of Three, a younger brother and a baby sister coming soon. He is the older brother of two younger siblings with age gaps, which explains his father's wishes of Knox becoming a lawyer just like him. He wants him to take over the family job, which he doesn't have a reason to say no- though he's not very fond with the idea but he doesn't have any other passion, so he just goes for the money and stability the job gives him. Since he has so much age gap between his siblings, he didn't really have much time with them since he came to Welton from a young age. Though he has a sister he never had any interactions with girls or what so ever, and he only met his father's clients or colleagues (which are middle aged or old, white males), he acts awkwardly around women. Though romantic at heart, I personally think he doesn't know how to show his feelings towards girls since all he never knew how to court them- and the most women he have seen were the ones who wanted to divorce their husbands. (This is my personal favorite head canon don't judge me pls)
I have more head canons and stories I want to say but that's going to be on a separate post because it is going to be LONG, so this is my thoughts about it lol
Disclaimer: This is only my HEADCANON, has nothing to do with the original story.
Please tell me if you want to hear me rant more about this things I HAVE SO MUCH MORE TO SAY😏😏😏