Great to hear all these positive comments about boarding ,...I see a lot of negative comments on this board about how it risks scarring one emotionally etc. for life but I think boarding at 13+ is very different from boarding at 8+ and there is a lot more pastoral care than there used to be many years ago. I suspect in the right school, DS will take to it like a duck to water and it is in a way the "unselfish" thing for me to look at for him - because selfishly I would prefer his company at home every evening, but he is quite a social animal (and more kind and quirky than an Alpha type), and I don't think after the initial few weeks he would have any strong homesickness issues. He was dead set against boarding a couple of years ago but having tried some ad hoc overnighters at his prep school is now happy to consider it.
I am considering Eton also (albeit I feel ambiguous about the place), as DS's prep school sends a handful of boys there (small minority though) and I am told one can be quirkiness is not a bar to entry (and DS is that). Assuming he is (and importantly, assuming the Headmaster also thinks he is) clever and focussed enough to get in, I would register him, as I think it will be a great education, one of the best, and it is very close so would be very convenient for meeting for lunch on a Saturday.
But the reserve I personally need to mentally overcome, (or prejudice should I say?) is I have is I am very firmly in the middle of the middle class, a professional with a grammar school background and a decent income, and financially I could manage it, though not without a sharp intake of breath each term, I just don't want him to feel he's in the wrong social milieu by going there - you want their education to instil them with self-confidence, so the last thing I want to pay through the nose for is to send DS to a place where he may end up feeling socially inferior for five years because he hasn't got a polo pony, or acreage of land or go skiiing in Gstaad...
The other reserve I have is the social "stigma" (you all know what I mean) he will have of being labelled an OE for life (especially as he is not anything close to aristocracy or connected thereto), whereas other major like Winchester, and minor public schools don't really carry that stigma.
Despite these prejudices, I am strangely drawn to the place, notwithstanding its over the top uniform, because of its reputation for academic excellence, its range of opportunities /activities and importantly for me for weekend visits, its proximity.
I am not against state schools either, (though I detested my own rigid and uber-strict state grammar) , there are just not many good choices at secondary where we live, and tbh, if he were lucky enough to get into Reading Grammar (also an excellent school from all acounts) and Eton, I'd be torn between the two and might just plump for the former because of the considerable sum I would save.