Quivering, he broke out in a cold sweat. Still set to registering his protest, he yelled, "You can't be serious! It'll rip my anus, you stupid bitch!"

"Tut-tut-tut. I keep telling you, I'm your mistress. Kindly remember that and always use my title. Also remember, that as your mistress I can do whatever the fuck I like to you," she said, calmly, in mocking manner. "This will of course be far more painful for you than it will be for me, unless, of course, you've had a homo-relationship with one of your buddies."

"No! Don't! I haven't! I'm no fucking gay! Please! Please!" He was convinced that she would damage his tight ring.

As he had expected, it did no good, Kendra merely sashaying to his rear. Thankfully, or so he fleetingly thought, she applied something greasy to his anal opening, her fingers working it around before one then another of them were forced inside, setting about coating the interior, stretching the starfish slightly.

"Ough! Ough!" he panted, as the fingers penetrated.

After the greasing there was a pause, it allowing his fear to flare at the expectation of the agony and injury to come - as no doubt it was meant to.

"Oh, please," he gasped the second the tip of the silicon object was pressed against the anal entrance.

"Don't be such a fucking baby!" Kendra callously snarled. "I've had to take cock up my ass so why shouldn't you."

That put his brain into a whirl. Was part of these cougars entertainment getting men to fuck men? "I'm not a fucking gay!"

Shoving, twisting and hammering the object against his resisting muscle, she tried to force the butt-plug in. "Oh! No! No! Please!" he pleaded, his anal ring resisting valiantly.

"Get in, you fuck!" Kendra snarled, clearly annoyed, using ever-increasing force to screw the object through the opening into his rear passage.

"Aargh! Aargh! Please!" Gritting his teeth as best he could, he broke out in a profuse sweat.

"Errr! Errr!" Kendra growled, increasing the now-remorseless pressure.

"Aargh! Aargh! No! No! P-please!" he begged. Her efforts did not stop. Eventually, the widest part of the plug burst through the sphincter, causing him excruciating pain. "AAARGH!"

Not stopping, she pushed the silicon object in as far as it would go, before triumphantly crowing, "There, you see, you can take it up your shit-pipe. I knew you could."

"Aaargh! Please! Please!" It suddenly felt like his rectum was on fire whilst at the same time as if he was discomfortingly constipated, a thick stool stuck on its way out.

Next, she fitted a harness about his waist, pulling the crotch strap tight under him, causing him more anxiety, she clearly not worried that she crushed his scrotum. "Aaargh!"

"There we are. Isn't that better, you trussed up like a Thanksgiving turkey. The discomfort will help concentrate your fucking stupid mind on the futility of resisting my training. I'll shove your ball-gag back in your mouth now and leave you hanging here all night so you can think about how you can become a truly servile slave. Tomorrow morning, I'll resume breaking you in." Kendra concluded by cackling evilly.