Malone
There are many of us still alive who attended boarding school, played rugger and had a spiffing time despite the harsh conditions. Luckily I just missed compulsory cold baths, which survived only as a punishment.
My school had a san (see previous post) and a few years later I joined the NAS, National Association of Schoolmasters (anagram of 'the classrooms' as you no doubt know). We later became the NASUWT which pretty much eliminated us from crosswords, unlike our rivals, the NUT, who still make frequent appearances.
I don't have a 'daily' but my parents did. You'll be glad to know that my sister wasn't a deb.
I don't think it unfair of crosswords to expect some knowledge of social history.