>>213399207In those days they still did a kind of mentorship system called "fagging", not unlike the relationship between a knight and his squire, wherein the young men of the gentry would serve as batmen for the officer class, receiving training and experience in martial affairs in exchange for performing basic services as a runner, doing chores, and inevitably sexual favours. A wider anus implies more vigorous lovemaking received from more virile, more girthy superiors, he's essentially humblebragging about the high quality of officer he trained under.