Anal was on her soft limits.
He was going to push her, but she was going to like it.
When she felt the tip of the plug, slick with lube, against the crinkled rose of her ass, she tensed.
“Relax, Ellie, it will make it easier,” he said.
“Easier for you,” she muttered.
Not that he particularly wanted it to be easy. He pressed. She resisted. Not because she was trying to, but because she was uncomfortable.
It didn’t matter.
He’d used enough lube so she couldn’t keep the toy out. Michael didn’t bother trying to work it in and out; he just pressed, and her bottom strained. Stretched. Opened.
Ellie groaned as he pushed it in, very slowly but firmly, a long, slow slide into her resisting body.
“It hurts,” she said, the slightest hint of a whimper.
Hurting didn’t bother her. Having her ass filled did. His cock jerked against the front of his pants at the seductive quaver in her voice. Seductive to him because he liked hearing her discomfort.
“You’ll get used to it,” he said. Her breath caught as her hole stretched over the widest part, and then she sighed as it sank fully in, her tight muscle settling around the narrow neck between the plug and the flange. For a moment, she relaxed, and then she squirmed a little, as if trying to get comfortable.
Grinning, Michael tapped on the base of the toy, enjoying her reaction as she squirmed again. Reaching up, he undid the knot in her corset laces, loosening the tight hold.
“Stand up and turn around, Ellie. Hands behind your back.”
She made another little sound of distress as she obeyed, shifting her weight back and forth on her feet, her nose wrinkling as the plug was moved around by her changing stance. Gorgeous. Adorable. Unsure but eager.
Big, dark eyes blinked up at him, filled with interest and tinged with a touch of apprehension. Her tongue flicked out to lick her lips, immediately making him think of putting her on her knees. Unfortunately, that wasn’t part of tonight’s plan.
Slow and steady wins the race.
“The corset is beautiful,” he said, tracing his finger along the top of it, just barely brushing against the soft skin of her breasts. “But it’s going to have to come off.”
Another little hitch of breath and a sweep of her tongue over her bottom lip in were her excited response. Michael grasped the front of her corset and pushed it together, undoing the clasps, and then pulled it free from her body. Pink grooves were set into her creamy skin where the boning had pressed in, creating an even more exaggerated hourglass shape than she naturally had. The tips of her nipples were hard, a darker pink than the grooves on her skin, begging to be touched.
Cupping her sensitive breasts in his hands, Michael leaned down to suck one hard nipple into his mouth. Ellie gasped at the sudden movement, her back arching as she leaned back against the desk, her hands still locked behind her. During the scene Andrew had shared her with him, Michael had discovered she had very sensitive nipples and the undersides of her breasts, something he was eager to exploit now.
Reaching into his pocket, he pulled out a square of burlap. It wasn’t particularly rough burlap, but it was well textured and wouldn’t actually prick. Perfect for abrading skin.
With his right hand, he began rubbing the burlap all over her right breast while he sucked on the nipple of her left. Ellie whimpered and squirmed, and he could practically feel her confusion as her skin began to turn pink under the rubbing of the cloth square. Smiling, he switched breasts, and she let out a little shriek as his mouth closed around her nipple, which would be feeling much more sensitive after being worked over by the burlap.
The rough cloth abrading her skin would make her that much more tender, that much more sensitive, and would make the sting of the lash that much more effective.
He sucked hard on her nipple, long pulls on the turgid bud as she squirmed and trembled, her breath coming faster as she struggled to hold her position. Releasing the little bud from his mouth with a pop, Michael straightened and looked down at her. He grinned. The surface of her large breasts was now pretty and pink, her nipple glossy and plump, completely primed to be tormented by him.
“Up on the desk and lie on your back,” he ordered her as he went to one of the cabinets which he knew stored an assortment of impact instruments. “Hands by your head, feet flat on the table and spread apart.” Michael picked out a crop with a leather flap and a small pussy whip made of thin rubber strands. When he turned around, Ellie was laid out on the table for him, her pink breasts slightly flattened by the position, her skirt a mere strip of cloth around her waist, and her thighs spread wide.
She really did look like a school boy’s fantasy. Well, a kinky school boy’s.
He positioned himself on the side of the desk, looking down over her, and placed the pussy whip down near her legs.
“Good girl,” he said again as he brought the crop down on her breasts.
******
A line of fire, much stronger than she’d expected, streaked across the underside of Ellie’s breasts, making her suck in a gasp of air as her pussy clenched. The plug in her ass jostled around, reminding her of its presence - as if she could forget - and it felt like her entire body pulsed in response. Anal wasn’t on her soft limits because she didn’t like it, but because it felt so intimate to her, but she loved the way it felt to be filled. The coolness of the wood was heating fast under her ass, where the twin spots he’d spanked throbbed under the weight of her body lying on them.
