Catalina Loves

I walk through the door of the hotel and stop at the desk, “Do you have something for Catalina Ramirez?” I ask the desk clerk. He looks at me and hands me an envelope. In the elevator on the way up to the penthouse I count the money and take the room key out of the envelope. I’ve learned over time that the only way to manage a business like this is to treat it like a business. Money is always taken care of succinctly. A deposit of half is required due to the high flake-out rate and the other half has to be left in advance at the desk in an envelope with the room key. I never vary from this, there are no exceptions.

Walking down the hall, I wonder how the night will go. Working with a new client is always causes me a little bit of anxiety. I pull myself together and put on my game face. I slide the key through the slot and open the door. He is seated in the chair across the room completely naked. I pull out the bondage tape from my bag.

“Don’t get up,” I say abruptly, as I walk in. This is my first session with Peter, and I always start the first session by securing my clients’ wrists and ankles to the chair with bondage tape.

I spent some time working with Peter on purely a psychological level, forcing him to admit and confess all of his sins, secrets, and desires through a system of interrogation, punishment, and reward. Each time he paused to think about an answer he was punished further. I wanted him to speak without filtering his thoughts. Each time he satisfied me with his response, he was rewarded.

“Tell me, Peter… when we spoke in our pre-session interview, you told me that you had done some very bad things and thought you should be punished for them. Now, out with it. Tell me what you’ve done.”

He hesitated. “I don’t know exactly how to say it.”

I responded with a gentle whap of the small flogger to his cock. Nothing that will cause pain, but enough to get his attention and start this session off with a strong tone.

“I don’t want to hear excuses. I don’t want you to come up with a good way to say it. I just want you to say it, bluntly and truthfully. One sin at a time. Consider it confession.”

“I have a habit of…” he paused, a bit embarrassed and ashamed.

Again, I responded to his pause with another whap, this time a little bit harder.

“What did I just say? Now stop trying to say what you think you should say and tell me. I can’t help you if you don’t tell me.”

“Yes, Ma’am. Ma’am, I have been placing personal ads to find other married men to jerk off with.”

“Very good.” I reward him with a touch of my hand across his cheek. “How many times and how often?”

“I’ve done it too many times to count, every chance I get - when my wife is at a movie, at the mall, at her sisters…”

“Have you ever sucked another man’s cock?” I ask him, circling closer and closer around him, occasionally grabbing his hair and pulling his head back to look at him directly eye to eye, as I did with this question. I wanted him to feel the intensity of the question and answer it truthfully, looking me in the eye.

“Ma’am?”

I slapped him in the cheek just enough to sting but not enough to be painful. “You heard me. I asked you a very direct question, now answer it or I’m leaving. I’m not here to play fucking games.”

“Yes, ma’am, I have” he answered, quietly, averting his eyes.

“Oh no, you don’t get off that easily. Tell me again and look at me.” I grabbed his face with each hand and hovered over him, nose to nose. Again, I smacked his cheek just a bit. “I want to hear you say, “Yes, Mistress Catalina. I sucked another man’s cock, and I loved it. Say it loud, say it proud. You did it. You own it. Now say it!”

He paused. I struck him harder.

He whimpered slightly and said, “Please. Don’t make me say that…”

I struck him again.

“Yes, Mistress Catalina. I sucked another man’s cock, and I loved it,” he finally said.

He will go through training with me. He has proven his desire and his ability to follow instruction and cooperate. Our next session will be a test for him. He will be punished, and severely, for the sins he has confessed. He ultimately wants (and needs) to be punished in order to be redeemed. As part of his punishment, he is not allowed to have any sexual contact whatsoever until our next session this weekend. Denial is going to be a big part of Peter’s sessions for a while. He’s had it his way too long and now it’s time for him to pay for that.