Billionaire's Pleasure-Chapter 154: Training 2

Jackson’s POV

"Yes, Miss Cathy," Her whole body trembled with excitement. Miss Cathy slid two fingers inside her honeypot allowing her to get the most out of her climax. When she cum, Miss Cathy placed her fingers in her assistant lips so she could lick them clean.

"Make sure your slaves clean up after themselves. I’d also suggest getting a nice pillory with adjustable height. It’s good for making love, as well as punishment."

"Okay."

"Aren’t you planning on touching others in front of your slave?"

"It wasn’t anything I had anticipated."

"You don’t want your slaves to get complacent in the face of hardship and assume they are invincible. Knowing that if she doesn’t execute flawlessly, someone else may gain your favor is a sensible strategy for motivating her to achieve her best." 𝐟𝐫𝕖𝗲𝘄𝚎𝗯𝕟𝐨𝕧𝐞𝚕.𝕔𝕠𝐦

"She’s still my beloved wife, and she’ll most likely only be my slave for a short time. So, I had no intention of doing it with someone else."

"But you’re going to let her touch other people?"

"She may choose that option, but only because I forced her to do so. In some ways, I’m in charge of the situation. But if I do it with someone else it’s like I chose to be in that situation because in the first place she doesn’t have the power to demand it and I’ll be committing an act of infidelity. So, no thanks."

"Oh, okay. I’m just saying. So, back to the main topic, I recommend you place many of these eye bolts in strategic locations throughout your home, allowing you to suspend or imprison your slave as needed. If you don’t want it to be obvious, you can use them to hang plants or other items. The ones on the floor might be hidden as well. A good set of spreader bars can be very useful as well."

Miss Cathy returned to the stocks and went in search of a new whip. "This is the one I’d advise you to think about. The leather strips aren’t very thin or overly large; they’re exactly ideal. The whips’ length is likewise on the short side, allowing users more control than a longer whip would. It’s vital to maintain control while you’re just getting started."

The handle was about nine inches long in total, with a thong connected to secure it to the wrist. There were eighteen lashes in total, each measuring roughly a quarter inch in width. Miss Cathy reached for one of the toys on one of the shelves and removed it from the package. She took it out of her bag and handed it to me. It had adjustable straps that ran around the waist and legs to keep it in place. The toy was approximately six inches long, insertable to five inches, one and a half inches wide, and had a flange or section that went over the front to stimulate the clit.

"You’ll utilize this as one of the instruments to teach your wife how to correctly swallow. I’ll explain how it works later. For the time being, you’re going to place it on my assistant. It’s usually a good idea to pique your slave’s interest in something as a beginner. Endorphins are released into the body when they are aroused, and they aid to suppress pain. Please hand it over to her."

I apologized excessively as soon as I inserted the toy into her honeypot.

She warned me, "Never, ever apologize to a slave. You’re the one in charge, the boss, the master. You can give your slave pleasure to alleviate the pain if you’ve done anything to them that was more hurtful than you intended, but you shouldn’t apologize for it. It doesn’t matter if the slave is yours or someone else’s. Keep in mind that you are in charge at all times."

I nodded and grinned. Miss Cathy exhibited her phone app, which let her control the device, as soon as I finished putting it to her assistant.

"I’m just going to turn it on and let my assistant play with it until she would cum."

"Now, allow her to kiss the end of the whip. The instrument of a slave’s punishment, which includes your hand if you spank her, must be clean in order for her to kiss it." Her assistant kisses the end of the whip. "Okay good, now punish her." Miss Cathy ask me to do.

"All right, this is it," I murmured as I came to a complete stop.

"That’s the force with which you’ll strike her, to begin with? You should let her feel the pain and the pleasure at the same time. In fact, I’m pretty sure women have a better pain tolerance than men; otherwise, they wouldn’t have children. Apart from that, you’ll always begin with the rear, preferably her ass because that’s the part they feel pleasure, right?" asked her assistant.

"Ugh...You’re right Miss Cathy." Her assistant began to lament the toy in her honeypot, which was causing her to scream.

I struck her assistant bottom. She started to moan and wiggled wildly.

"Did I really do that?" I couldn’t help but wonder aloud.

"It was a device hidden inside her honeypot. The fact that she attained her climax at the same time was purely coincidental. You only just made eye contact with her. It’s possible she didn’t notice because she was cumming. Try it once again.

She was still reacting to her climax; there was no flinching on her part this time. I slashed her bottom a couple of times more. I proceeded to increase the force of my strokes, each one a little harder than the one before it until she flinched when I struck her.

Miss Cathy said, "Stop right there for a second. Her ass is beginning to take on a lovely hue. Now, I’d like you to work on the backs of her legs. Remove something from the stroke and gradually increase the stroke until she responds in some way, as she will be more sensitive in both of those spots."

I went both above and below her bottom, as per Miss Cathy’s request. I was having a terrific time with her, and she was wiggling in delight. When she flinched visibly when I smacked her thighs with my fist, I came to a halt.

"Excellent work. Turn to the front and do the same thing on the opposite side, starting with her stomach."