Anal discipline x2 – the ending, Anal Punishment – 2

It has been a very long time since I was this bad. Nonetheless, I was absolutely horrid to both Mister and his cousin, Wesley. I should have caught their sideways glances at each other, but I was so caught up in my own shenanigans that I ignored them.

“Joy,” Mister finally stated firmly. “I’ve had enough. Downstairs. Now.”

I looked at him, giggled, and kept on playing on my phone.

“That’s it,” he shouted. “Unless you use your safeword, Wesley and I will do as we see fit. You need disciplining badly, and badly you shall have it.”

I squealed when he picked me up, tossed me over his shoulder, and carried me downstairs to our “dungeon.”

I’d finally figured out he was serious when he stood me up next to spanking bench and pointed. Looking at him, my mouth agape, I began to strip. Wesley, meanwhile, was gathering supplies. Once I was naked, Mister wasted no time in strapping me down.

He stood in front of me while Wesley inserted a soap stick into my anus. I looked up defiantly at Mister who was unzipping his trousers and releasing his already engorged cock.

“Do not take your mouth from me until I come. If you need to use your safeword, you may pull away, but aside from that, do as you are told,” he instructed.

I opened my mouth. I hate this humiliating treatment, but I love it as well. The soap was beginning to burn and I tried to push it out, but Wesley distracted me by using his belt on my ass. I squealed around Mister’s cock, suddenly realizing I was going to get exactly what I deserved. What I needed. What I wanted.

Mister showed no mercy, fucking my mouth as forcefully as he had my pussy this morning. He took his time, encouraging Wesley to continue the belting as he used my mouth. When my ass was on fire and my jaw about to break, he finally came, pulling out to spray his sweet cream across my face.

“Well done, Wes. Let me check back there now,” he said to his cousin, completely ignoring me. “The soap’s good and melted. Time for a nice enema to help it along, I think.”

“All ready for you,” Wesley answered.

I moaned, humiliated, as they discussed mundane things while filling my ass with warm water. My insides were cramping terribly by the time they finished. I was already feeling the need to evacuate. That, however, was not to be.

“I’ve been practicing on Mary, so let me show you. This thing is absolutely huge, especially when inflated, but a little tricky to insert,” Wesley said.

“Ah! I see,” Mister remarked. “That really is massive. No way anything is coming out of her until I take that thing out, is there?”

“Absolutely no.”

I felt Wesley insert a plug, which felt small, into my anus. Once inside, though, it expanded. And expanded. And expanded some more. I moaned, which earned rewarded me in another hard slap to my ass cheek.

“Shush,” Mister warned. “Do you have any idea just how uncomfortable your behavior has made me these last few week? You deserve to be uncomfortable, don’t you?”

Gasping, I answered, “Yes, Mister.”

“That’s better. Now, once Wesley beats me at a game of pool, we’ll release the plug so you can expel this first enema.”

First?? Well Shit! Literally!! Now, I began to cry. I really did deserve this. I had bitched about Mister to his family, in public. I had denied him sex. I had played on my phone during meals. I had made fun of Wesley. I really had done everything possible to be a pain in his ass. He would not go easy on me, and I respected him all the more for that.

Finally, the Mister returned to me, patting my ass and making me jump. “Cramping yet?”

“Yes, Mister!” I practically shouted.

“Good. I’ve got the bucket in place. I’m going to release the inflatable plug.”

He did and my body released as well. I wanted to die of humiliation.

“Ready for round 2?” Wesley asked.

And so they repeated the cycle, sans soap stick, for three more cycles. Eventually, Mister decided the bucket contents indicated that I was ‘cleaned out.”

“Wesley, you’re up first.”

Mister pulled up a chair in front of me and ordered me to keep my eyes open and on him while Wesley fucked my cleaned out ass. I was free to come, he told me, but doing so would bring about more consequences. I couldn’t help it. I came as Wesley pulled out and sprayed my still stinging ass with his cum.

Immediately, Mister stood and walked behind me, inserting his cock into my well stretched orifice. I cried out, surprised he’d use me so soon after his cousin had. As he fucked me, he slapped my ass. Hard. Luckily, he came quickly, filling my body with his cum.

This time, he inserted not the gigantic inflatable plug, but a medium sized flexible one. Then, he released me from the spanking bench and had me sit on a hard chair while he explained my continued punishment.

“I will only use your ass for the next week. Every morning I’ll fill it before work and then plug it. That plug will remain there until we are both back home.”

I paled, but nodded my acceptance.

“The minute you get home, you will come down here, remove your clothing, set the bucket in place, fill the enema bag, and set yourself on this bench. I’ll come down here when I’m good and ready, or I’ll send Wesley.”

I began to tremble and cry.

“I’ll remove the plug and fill you up with an enema and that inflatable plug. I plan to inflate it to its fullest, Joy.”

“Yes, Mister,” I whispered.

“You’ll suck my cock until I say otherwise. Then, I’ll release the plug so you will spew out all of your nastiness. You’ll clean it up, scrub the bucket, and then we’ll have dinner and enjoy our evening.”

I looked up at him questioningly.

“Yes,” he smiled as he went on, “you’ll stay naked and I’ll give your poor ass a break. Before going to bed, though, you’d better make sure that back hole is lubed up again, because I’m going to fuck it. Morning and night I will use your ass. You’ll be plugged every minute you aren’t with me. You’ll remember, that way, not to be such a pain in the ass brat, won’t you?”

Thinking about all he planned, I made my decision. I straightened my back, looked him in the eye, and strongly stated, “Yes, Mister. I will. Thank you.”