Page 55 of M!lked For His Pleasure

What the hell waswrongwith her?

With every movement of Uncle Luke’s finger in her bottom, her pussy throbbed even harder in response. And when he did add a second finger, stretching her with even more burning pain than before, she nearly wept with how desperate she was for him to touch her soaked pussy.

“See, darlin’?” Uncle Luke chuckled as he spread his fingers apart, stretching her impossibly wide. “I told you that if you relaxed and trusted me, you’d enjoy the process.”

“I’m not enjoying it at all!”

“Really? Because your sweet little cunt is positively gushing for me. Are you lying to me, little cow?”

“No,” she moaned, shaking her head wildly in denial. “I’m not lying, Uncle Luke, I swear!”

“Hmm. My mistake, then. If you’re really not enjoying this, then you won’t need that orgasm I promised you when we’re finished.”

As he pulled his fingers from her ass, she was hit with the realization she’d just made a terrible, terrible mistake.

God, she was beautiful. Her pale skin was practically glowing from the sheen of sweat she’d worked up as he’d prepped her bottom from the plug, her pussy was so wet she was literally dripping her arousal onto the floor, and the little needy moans she was making had his cock so hard he was vaguely worried he might embarrass himself like a teenager if he got any hornier.

Picking up the tail from where he’d placed it while he prepped her, he gripped the base and pressed it against her slightly gaping asshole. “Another deep breath for me, little darlin’.”

She whined in protest, just like she had every other time, but he didn’t mind. If anything, it only made him want her more. There was only so much of that lovely mix of innocence and defiance a man like him could be expected to take.

“No, no, no! Oh, Uncle Luke, it’s too big! I can’t take it!”

“Relax, darlin’. You can take it. Your body was made for this.”

“No it wasn’t!” Her voice rose to a screech as her head swung from side to side. “It wasnotmade to have something shoved in there, I can promise you that!”

“Oh, my sweet, naïve little cow. I think you’ll be shocked at exactly what your body can do. You’re going to learn so much about yourself while you’re in my program.”

Despite her increasingly vocal protests, he eventually worked the plug in up to the widest part. She was panting loudly now, trembling as he held it in place for a moment so she could really feel the stretch.

And then he gave the plug another little push, and it slid home. Her bottom hole, which was looking a little raw from the abuse it had just taken, closed around the thinner neck of the plug, and Dorothy collapsed against the leather bench, gasping for air.

Leaving her to catch her breath, he made his way over to the sink in the corner of the tack room to wash up. Now that the ‘messy’ part was over, he could give his little heifer the reward she’d earned.

By the time he made it back to the bench, she was breathing a bit more normally. Every few breaths, her bottom would clench around the plug, and a whimper of discomfort would escape her lips.

“It’s going to take a bit of getting used to, darlin’. But I’m told you’ll eventually forget it’s even there, other than when it’s being removed for bathroom breaks.”

“I have to do this every day?” Her tone turned incredulous, and he watched in fascination as her muscles clenched and rippled around the tail in response.

“Most days. You’ll be inspected each morning, to ensure your bottom hole isn’t suffering any ill effects. If it’s determined you need a break from the plug, you won’t have to wear it until you’ve recovered. Otherwise, yes, you will wear the tail every day.”

“Will—will you be inspecting me?”

There was such hope in her voice, he couldn’t bring himself to squash it. “Would you like that, little cow?” he asked, running a hand over her trembling backside.

“Y-yes. I don’t w-want anyone else to see me… to look at me…” She trailed off with a soft whimper of distress and he ran a hand over her bottom to soothe her.

“I can’t promise to be the only one, but I can promise to make an effort to oversee the majority of your care. However, I expect you to give all of my staff the same respect you would give me. Fair enough?”

“I guess.”

“That’ll do for now,” he said with a laugh. “Now, would you like your reward for being such a good little cow?

“If reward means orgasm, then god, yes. Please. I feel like I’m dying.”

Chuckling at her dramatics, Luke slipped his hand between her thighs. The thin tail brushed against his skin, making him wish he could simply fuck her right then and there.

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