Yes

Chloe stopped as she reached Catherine’s feet. Mr. Greene, however, was not right behind her, as he had been on her tour around his desk. Rather, he walked to his punishment instruments, hanging from a coat rack. Here, he carefully selected a wooden cane with leather handle, which he experimentally swished through the air as he walked to the waiting ladies.

Once he got there, he ran the cane along Chloe’s legs. Starting from her feet, he gently traced a line on the inside of her calf, then up her thigh, before the instrument of pain and punishment finally rested against her labia. There, he started to move it. The hard wood rubbed against Chloe’s lower lips, eliciting slight whimpers from the young intern.

As if unaware of the consequences of his actions, Mr. Greene addressed Catherine: “As for you, Catherine, would you say you have given your trainee your full support in her duties?”

Catherine was surprised by his question, especially in this context. Her hesitation, however, was not well received. Mr. Greene gave a small flick of his hand, and the cane that had so recently caressed Chloe’s cunt now served its original purpose. As he flicked his hand, the cane followed, and instead of giving pleasure, the cane now served pain. With a harsh CRACK, it smacked against Chloe’s inner thighs.

As if nothing had happened, Mr. Greene returned to rubbing it against Chloe again.

“Shall I repeat myself?”

Catherine quickly answered, having heard rather than seen the consequences of hesitation. “Mr. Greene, as Chloe’s mentor my duties are to delegate work and supervise her execution of said work. However, I cannot be expected to oversee everything she does. I expect Chloe to come to me if she has questions. Sales projections should be well within her competence.”

Mr. Greene apparently grow tired of playing with Chloe by surrogate. Instead, he started striking her. He didn’t put a lot of effort into it, though, and the cane casually stroke against Chloe’s ass. It was almost a symbolic punishment, hinting of far worse to come, and was not as such overly painful. While keeping these casual, almost bored, strokes up, Mr. Greene continued his conservation with Catherine: “As I see it, we have two options. Either you have failed Chloe by not helping her in her work or she has failed you in not doing a simple task adequately. So, which is it?”