Page 91 of Boss


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After removing his suit coat, he carried the plug into the bathroom. He rolled up his sleeves then washed the glass with hot water, suspecting it would retain heat for some time.

When he returned to the bedroom with a couple of hand towels, one of them wet, he saw her, perfectly in position, her asshole exposed to his mercy. He paused for a second to compose himself. Her submission thrilled him.

Nathan picked up the lube from her nightstand and spread some of the viscous liquid on his fingers before approaching her.

She moved about for a few seconds before settling.

He gently slipped a finger into her ass, sliding in and out several times before adding a second finger alongside it.

Kelsey gasped, and for a moment she let go of her ass cheeks.

He waited to see whether or not she’d correct herself, and after a small whimper she did so. “Well done,” he said.

As he entered again, he stretched his fingers farther apart.

“Damn.”

“This will make the plug fit easier.”

She nodded against the mattress.

When he was sure her anus had been stretched wide enough, he wiped his fingers then picked up the glass by the base.

He drizzled lube on it and waited a few seconds for it to seep downward. Then he added a couple of extra dollops just above the fattest part of the stem.

“Ready? Keep your buttocks apart.” He knew that would be difficult for her to accomplish, but she took a breath and spread them even farther.

Rather than fuck her with the thing, he went straight in.

She sucked in a deep breath when he breached her with the widest part of the flare, pressing forward in a single motion.

“Damn.” She exhaled and did a little dance as it settled.

“How does it feel?”

“Warm. Massive. Like my stomach has to be sticking out.”

“It looks even better than I imagined.”

“Really?”

“That hot pink next to your skin? And knowing it will be beneath that black skirt at the club? The bright flash of color? Sensational.”

She craned her head, obviously trying to see in the mirror behind her.

“Let me take a picture.”

“I… No.”

“We can do it with your phone. You’ll have complete control of it, and you can delete it immediately.”

She slowly nodded. “It’s in my purse still. On the table near the front door.”

“You can relax while I get it. And by relax, I mean stay where you are. You can bring your legs together a little more and put your hands on the bed. I’ll be right back.”

He found her phone exactly where she’d said, and he returned to her before taking a few seconds to figure out how the camera app worked. “Show me the plug, sub.”

She parted her cheeks for him, and he snapped several shots from various distances and angles. Then he reached forward to show her the photos.

Kelsey studied the picture. “It doesn’t look all that big.”

“The part holding your anus apart is fairly slender. And the base is less than two inches,” he agreed. “What do you think of it?”

“That you could have been right.”

“Again,” he added.

“As usual.” She gave him a slight eye-roll.

“That’ll cost you, sub.”

“Sorry, not sorry, Sir,” she replied.

His little submissive had taken to spankings better than he might have expected. “I’m going to give you a flogging.” He put down her phone.

“Yes, Sir.”

As she stood, he pulled off his necktie. Though cuffs would work just as well, better in fact, he loved using his clothing to bind her. “I want you against the wall, your arms held above your head. It could take some focus, but I want you to keep them there. I’m going to give you a taste of what to expect from the Punishment Pole.”

“I looked it up online, and I didn’t find much.”

“It’s a design from a Dom in Colorado. Essentially, it’s a tall, thick pole covered in vinyl. It has hooks at the top so that the Dom can attach cuffs or straps, forcing the sub to hang on, rather than let herself go. There’s an adjustable spreader bar at the bottom. Those of us who’ve used it enjoy the versatility.” He shrugged. “And it’s a change from the St. Andrew’s cross.” He’d let her find out for herself that she’d be able to grind her needy little cunt against it while he was flogging her. “Because you’ll be wearing leather, I’ll hit you harder than I will this evening.”

She nodded.

“We’ll take tomorrow off from sceneing,” he said. “I’ll want your body relaxed. I’ve scheduled you for a massage Saturday afternoon.”

“I’m starting to feel a little pampered, Sir.”

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