I tend to wince at the word "hardcore". But then we've had very, very generous helpings of painful, aggressive, uncomfortable, violent and even very kinky sex in Jooster fanfiction. Whipping, hardcore bondage, twisted positions, you've written 'em all. Albeit the most *mild* example being that Bertie begs to to be fucked till he's extremely sore (in past as well as recent fics), and Jeeves obliging only too happily.

Do these multitude of fics portray Bertie as a masochist?

If so, I wouldn't really mind if he experimented to oblige Jeeves' desires.