Charles had already been through a lot of tests and challenges back then.
That's only natural in his field of work where there's always an endless list of things to do, hurdles to overcome, and tasks to finish. He had improved and developed over the years because of those, though - thus becoming the unrelenting and determined man that he now was.
However, dealing with his boss's drunk wife was something he never experienced before nor expected to do any sooner, and to say that its difficulty was of a whole new level would only be appropriate.
"Oh, come on, Chamberlain...!" Cassidy exasperatedly bolted out before suddenly turning to cooing and pleading next.
"Just one more glass, please...! Pretty pleaseeeeee~?!"
She is now on all fours, facing him and scooting closer. At this point, her face is beet red while her way of speaking is no longer that of a person who can still think properly.