Bit of a damp coolish day as I type this and I'm think a bit of older classic ways of dressing such as cord shorts which were preffered in some Prep schools for being more hard wearing but also fitted in with Play, something you might change into after lessons or upon coming home and guzzling some pop.
That was more like the kind of thing and a year a half back I had commisioned although mine were more 5 inch inside leg which was a bit longe than what was normal when I was around twelve.
Practical and hard wearing.
For instance you could have olive or gold velvet short trousers which with draw string and generous pockets does lend itself as much for play except of the roughest kind as just casual attire.
Browns do work too and this more traditional dress cut styled pair might well work as would dark blue and what is wrong with shorter inside legs so long as they're decent .Teemed with suitable socks which I know white historically had an image issue but does go well why shouldn't the modern adult little boy not wear something like this if that is him?
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