Awesome work as always

Bravo good sir!
I rather enjoyed it.

A couple of suggested edits.

...but even with the welts on his assstinging like Tartarus, the...

should be
...but even with the welts on his ass stinging like Tartarus, the...

...Before any feelings of regret or hesitation coule pop into his head,...

should be
...Before any feelings of regret or hesitation could pop into his head,..

Hope that helps. Love your work!

This is delightful~