Ruby yelped from the shock and the sting but refrained from answering. There was a click sound, and then his hands were on her rear, spreading her open to him. A cool liquid was being then squirted along her slit and he began to stroke her length, caressing her mound and pinching her clit between his fingertips. While the liquid was cool to begin with, his massaging turned it pleasantly warm and she found herself moaning as he stroked her.
"Has anyone ever fucked your ass Ruby?"
Her body tensed. She gulped. "No Sir."
She'd heard it hurt, as a result, on the couple of occasions in her life when the topic came up between her and a partner she'd always refused. But in this instance, with Roth, and being as turned on as she was, she had no reservations. She'd take his cock any way she could get it.
His hand froze on her for a moment and then resumed caressing her. "Alright. Then we won't do that tonight."
A part of her was disappointed. It had been a night of firsts for her so she was willing to add to that list. Taking a deep breath in and gathering the courage she nodded. "I want you to Sir."
His hand stopped its delicious caress once more and to her dismay he removed it. But then seconds later she felt the sting of his palm on her ass cheek. She yelped as the sting travelled to her pussy and it began to throb.
"I'll fuck your ass when I want to? Are we clear?"
Oh shit. Mistake number two.... Or three. She'd lost count. "I'm sorry Sir."
"I'd hurt you Ruby" he said, his tone softer. "You need to know that I will never, ever hurt you."
An unexpected tear formed at the corner of her eye and she found herself grateful that the blindfold was covering it. She believed him when he said he'd never hurt her. She believed. And it felt so good she wanted to weep.
Her mind was pulled from her thoughts by Roth as he ran a finger along her slit and he traced the rim of her ass with his fingertip. She froze under his touch anxiously waiting on what he'd do next. He slipped a finger into her ass and she moaned loudly and attempted to buck against his finger wanting it in deeper.
"So fucking tight. It's going to feel so good fucking this ass."
It'll be so good with you fucking my ass Roth, she wanted to say, but held her tongue, knowing that comment would incur a spanking.
He removed his finger and added another dob of warming lube. Seconds later, there was a faint buzzing noise.
What the fuck? She struggled against the restraints. She wanted to look over her shoulder at him, but to her frustration all she saw was darkness. Fucking blindfold! "Oh-my-god!" she cried out as the buzzing instrument pressed against the tight rim of muscle of her anus and was slowly inserted. She tensed against the intruding object, causing a stinging burning sensation.
"Relax Ruby" Roth soothed, placing a hand on her lower back and continuing to insert the butt plug into her.
She bit her lip, to keep from crying out a second time, took a deep breath and attempted to calm herself. As she relaxed, the plug became less intrusive and more of a turn-on. The ache between her legs and her need to have him fucking her became her new point of focus.
"Good girl," he leaned over her and ran a string of kissed down her back.
Ruby moaned and wiggled under him. She wanted to beg him to take her and relieve her agony, but was learning that in this session that begging for something pretty much guaranteed she'd get the opposite.
Straightening back up behind her, Roth positioned his cock at her entrance, the massive head barely breaching the entrance to her core. Grabbing tight to her hips, he slammed into her. He grunted loudly as he buried himself to the hilt and remained there.
Ruby had never felt anything so amazing. Having the toy vibrating in her ass, while Roth's cock slammed into her pussy was better than she could have ever imagined. So good that she was on the verge of another climax. He pulled out and slammed into her again. The sensations were so intense she could feel the tears welling up in her eyes.
"Oh God, Roth!" she screamed out as he slammed into her a third time.
The use of his name was rewarded with a hard slap on the ass as he slammed into her a third time, and she found herself spiralling over the cliff. She bucked and moaned as wave after wave of pleasure washed over her to explode between her legs. As her pussy clenched and milked his cock, he increased the speed of this thrusts pounding his cock into her again and again, sending her over the edge repeatedly.
Orgasm after orgasm flowed through her and ruby was helpless to the pleasure. A pleasure so great it was almost physically painful. His thrusts became fast and furious, and she could tell he was approaching his own climax and she hoped it was soon because she didn't think she could handle much more. It was too good, too intense.
The safeword was on the tip of her tongue when he gripped tighter to her hips and slammed into her a final time. His balls slapping noisily against her swollen pussy as his cock erupted into her. Spurt after glorious spurt of his cum slammed into her inner walls and he groaned as he came.
After what felt like an endless minute, Roth slid his cock from her and slowly moved the torturous plug. She sighed a breath of relief.
"Close your eyes, baby."
She did as told, and Roth lifted the blindfold from her eyes. Slowly, she opened them back up, and it took a moment to adjust to the light. She looked up at him, standing in front of her gloriously naked and smiling that sexy, seductive smile of his.