Training The CEO

Chapter 2

*Mature Scene*

Chloe's P.O.V

"Mr Guest, what are you doing !?" He keeps on begging and begging for me punish him, I have never in a million years would have thought of seeing this side of him.

I didn't even know this side of him exists in the first place. But I think I am starting to get a glimpse of what is going on, it's just, It feels a bit strange watching my boss acting so... desperate.

He definitely has a masochistic tendencies, I can see it clearly form the way he acts.

You know how they say, there are two outcomes of a drunk man, they either become a worse version of himself, or become his true self.

I think in this case, Alexander is becoming his true self. Now I am really tempted to test it out, just to make sure if my points are correct. I look at him straight in the eyes and I gather some courage to touch his cheek.

"Alexander..."

He looks at me and murmur.

"Yes, mistress ?" My eyes widen in shock, oh my goodness, he just called me mistress. I have to hold back my surprise for a little while and continue with the act, I am still unsure how far I'm going to push and take advantage of this situation.

But maybe there is a side of him I need to see, and this moment is a chance to know who is the real Alexander Guest.

"It's inappropriate for us to talk here, let me take you back home, I will call a taxi for you"

"No, mistress, I don't want to go home, let me stay over at your place"

"But Alexander-"

"Mistress, please, let me stay over at your house"

I sigh in defeat, even though this man is a douche at heart, he is still my boss and looking at his current state, he is very unstable to be left alone, things may happen to him and even if I hate him, he still doesn't deserve a ruined reputation in case anyone sees him like this.

"Fine, but you must be good and behave, do you understand ?" He smiles. He actually smiles. This is the first time I have ever seen him smile before as he nods his head enthusiastically.

I tell him to stand up and follow me, I call a taxi and we drive to my apartment, I have to drag him all the way inside since sometimes he gets a bit wobbly, and I can't afford him falling every five steps, that will take me forever to get inside.

When we finally get inside my apartment, I bring him to my bedroom, and when he sees the bed, he quickly takes off his t shirt, and his pants, leaving him only on his boxer, and he starts kneeling at my feet, and this truly surprises me, but again, I have to keep calm.

"Mistress, please punish me, I deserve it for being a bad boy" he looks so eager to get punished, it seems like having pain inflicted on his flesh gives him pleasure, and a strange happiness.

But looking at him this way, trigger some sort of senses I never thought I had before, my mind starts telling me to just do as he says, and punish him right away, the only thing holding me back is my sense of justice, can I really take advantage of him ?

"Is that what you want, Alexander ?"

"Oh, yes, mistress"

I sigh, and I put on a smirk.

"Then, get onto the bed, I want you to lay on your back, hands on your head, and spread your legs, be on full display for me"

He does as told, and he quickly gets onto the bed and gets on the position I ordered, I smile at his obedience, and I take off my clothing, revealing my matching red bra and underwear.

I get into the bed and get on top of him, it's a bit unusual to see your boss under you, all ready to be used to your heart's content, and this is my first time doing something like this as well, I have only had like two or three vanilla sex in the past, this will be my first time being in charge in bed.

"You were being very bad and mean to me, weren't you, Alexander ? You hurt my feelings, did you know that ?"

He looks a bit guilty, Yes, he actually knows how to feel guilt, I smile even wider at his reaction.

"Yes mistress, I'm sorry"

I trail my fingers down his neck, onto his chest, and down his stomach, causing him to slightly moan. I like the sound of it, and I decide to tease him even further.

"Tell me, boy, how should I punish you, now ?" I slightly slap him and he moans loudly.

"Mistress, slap me mistress, hurt me, I need to be hurt, mistress, I was bad"

"Yes, you are, indeed" I slap him again and again, and he seems to be enjoying it, it's a bit more of a pleasure for him than punishment, but I am not taking this seriously just yet, I just want to know how much he can acts and what he is like at this state.

I start to remove his boxer, revealing his proud member, it seems like a little thing such as the slaps is enough to get this horny man aroused, how ridiculous, I always picture him of being a bit more masculine in bed, but I guess I am wrong.

"Tell me, do you play with this thing of yours often, pet ?"

"Yes mistress"

"And what do you imagine when doing so ? Tell me, tell me everything"

"I imagine being spanked, being gagged, being chained and pushed on my knees, I dream of being stepped at, I love losing control mistress, I need to lo..se... myself...miss...tres, ah !" I keep on teasing his member, moans after moans escape from his lips.

He confesses to me as if he is confessing his sins in front of a priest. And I scratch his chest using my other hands and it looks like it adds up to the sensation he is feeling.

"This is too good for you to be a punishment, isn't it ?"

"No, mistress... ah ! Mistress, please, I.. I need to cum"

"You know what, boy, I think the best punishment I can give you for now is an orgasm denial"

I stop teasing him and get off from him, he whimper at the loss, this poor boy really needs to lose it, but of course, he is not getting it tonight.

Even though he is drunk, I can tell he is feeling it, and i love messing with him.

"You may not cum pet, and I know you are drunk right now, but believe me when I say, I like this side of yours, when you wake up tomorrow, we will have a lot to talk about, and I think it's enough for now"

He wants to say something, but suddenly he nods his head and with a defeated sigh, he speaks.

"Yes mistress"

***

I wake up this morning to a surprised expression of Alexander. He is staring at me with horror on his face, it seems like he remembers what happened last night, because he is sitting there on my bed, still, like a stone statue, and I look at him, with a smirk, I speak.

"Good morning, Mr Guest, I think you may have to take a cold shower now, we will talk, won't we ?"