Tied, hands and feet to the back of the overturned Club Chair, she could see that she was positioned with a perfect view of the Wide Screen LCD mounted on the wall. The man with the camera circled her slowly, the image of her bound and exposed body projected for all to see.
It was only then that she noticed the blinking red dot in the corner of the screen indicating that this entire show was being recorded. Her face grew even more hot and flushed as she realized how many hundreds of other club members would be able to enjoy watching this video of her at her most exposed and vulnerable.
Derek moved to the front of the chair and knelt down in front of her. He brushed Jessie’s hair back from her sweaty brow, leaned in and gave her a gentle kiss while stroking her cheek.
“It’s time for your punishment, baby,” he said.
“Well, it’s a punishment combined with another challenge, actually. If you fail the challenge, I’m afraid the punishment will be double.”
Derek walked over to the bar where his “bag of tricks” rested on a barstool. He opened it and rummaged around, examining the various tools of his trade. His hand emerged with a leather paddle. It was black, with red trim.
He walked back in front of her and held it up in front of her face. It was about 8 inches long and 4 inches wide. She could see the words “True Discipline” embossed on the flat surface as well as several cut-out slots designed to let the air pass through it for more velocity with each stroke. Her ass twitched and she shuddered in anticipation of what she knew was coming.
He brought the paddle closer to her face and just held it still in front of her. Nearly on instinct she leaned her head forward, stuck out her tongue and began to lick the smooth, leather surface in repeated upward strokes.
Lick.
Lick.
Lick.
Her tongue ran over the embossed letters that she knew would soon be leaving marks on her ass cheeks. She shuddered again. Fearing it – but desiring it at the same time. Derek smiled in approval as his free hand reached down and started to pull and stroke his cock back to life. It grew under his touch while Jessie watched from just inches away, aching to have it in her mouth again. Desperate to prove to him that she could suck him right this time. Using her mouth, her lips and tongue to give him only pleasure. Not pain.
She knew that SHE was the one who desired the pain tonight. The kind of pain, balanced with pleasure, that only he could provide.
With his cock now fully engorged once again, he cupped her chin and tilted it upward and told her,
“Your punishment is a spanking baby. 50 strokes. But the challenge is that you must hold my cock in your mouth for the duration of your punishment.”
“But,” he continued.
“You aren’t allowed to suck me. You aren’t allowed to move your tongue or press your lips down. You must hold your mouth still with my cock resting inside, no matter what happens. Are you up for this challenge baby?”
Jessie nodded in agreement, realizing that she had little choice in the matter but aching for it all the same.
Derek moved closer to her, lifted his thick cock and fed it slowly into her mouth.
“Good girl,” he cooed, while gently stroking her cheek.
“That’s it. Just hold it in your mouth. Keep your mouth still on my cock while you take your punishment.”
Jessie held his cock in her mouth. She could feel her tongue ring pressing against the bottom of his shaft. She truly loved sucking cock, but resisted the urge to slide her tongue back and forth underneath. He told her not to, and she knew she needed to obey him.
Derek leaned forward and ran his warm, strong hands up and down her back, preparing her for the punishment to come. He picked up the paddle, and using the edge, drew softly curving lines up and down Jessie’s legs and ass cheeks.
Finally, Jessie felt the smooth edge of the paddle lift off her skin and she braced herself for the smack that she knew was coming. She closed her eyes tightly and held her mouth still on his cock. In the dark silence she could feel his pulse drumming a gentle rhythm on her tongue.
A moment passed.
Then a second.
And a third.
Jessie steeled her body in anticipation. She heard a distinct “whoosh” and then felt the sting of leather landing on flesh.
“Fuck,” she screamed in her mind as a surge of endorphins flooded her body.”
She fought to hold her mouth still and steady on his cock. Her breath heaving in and out around his shaft. Jessie’s left ass cheek stung with the impact. Before she had a chance to fully process this sensation, a second spank came down on her right cheek. Red, rectangular marks with mirrored lettering started rising on Jessie’s ass.
The spanks started coming faster now. Alternating between cheeks. Landing in different spots on her ass and thighs. She could hear Derek counting them out,
“8…..9…..10…..”
One after the other, jolting her body and ringing throughout the room.
“11…….12……13…..”
As the spanks continued she felt her mind going in to the “subspace” she had read about online. That blissful, disconnected place for submissives when disciplined – half here, half away. Her will and agency were vanishing. She was giving herself over to him. She maintained just enough composure to keep his cock safe and still in her mouth – as required of her.
One other consequence of this paddling was a puddling. Jessie’s pussy was literally dripping juice down the backside of the leather Club Chair and onto the hardwood floor, where it glistened and shone in the overhead lights.
Jessie’s ass cheeks were bright red and radiating heat. Derek finished the first 25 strokes and withheld the paddle for the moment.
He nodded to two masked, female guests in the crowd who stepped forward and soothed Jessie’s ass cheeks with long, gentle strokes from their thin and graceful fingers. Featherlight, their fingertips ran along the red and aching skin, gently caressing as Jessie came back into the present moment.
Derek reached down with his own fingers and traced Jessie’s jawline affectionately. He ran his fingertips along her lips where they met the skin of his erect cock pulsating in her mouth. Derek leaned over and whispered,
“You are halfway there baby. Halfway to your reward.”
This gave Jessie a surge of confidence. She was committed to winning this challenge.
Derek straightened up and gripped the paddle firmly again in his right hand, while his left gripped a handful of her hair tightly, holding her head still on his cock. The two female guests stepped back and the entire room fixed their gaze on Jessie’s shiny, reddened ass cheeks as Derek resumed her punishment.
“26…..27…..28…..”
Jessie fought hard to bring herself back into subspace as the paddle stung her ass again and again and again. Each one now, harder and sharper than the last.
“35……36……37”
She could hear him counting them out but they started to fade in her ears as she focused more on the cock in her mouth. Even without moving her mouth on him, she could taste the salty tang of his pre-cum in her mouth.
She was determined not to make the mistake she made earlier. She couldn’t control the paddle, but she could control her mouth, her lips, her tongue – and most importantly, her teeth. She concentrated on the feel of his thick cock laying on her tongue. She willed herself not to move it. Not to apply suction. Not to try to take him deeper into her throat in the way she wanted to so badly.
She just held him softly in her mouth as if she was protecting his cock from harm. Jessie heard the final spanks being called out,
“48…..49…….50.”
And after that last stroke, there was silence.
Jessie didn’t dare move. She was confident she had won this challenge but the silence unnerved her. She continued to hold Derek’s cock in her mouth and waited for what came next as her ass cheeks throbbed.
After a few moments, the silence was punctured by a round of applause from the gathered guests. Not overly raucous but polite and affirming.
Derek slid his cock out of Jessie’s mouth and dropped to his knees in front of her. His face was lit up by an exuberant smile. He kissed her and said,
“You won the challenge baby. I’m so proud of you.”
Derek stood, put his cock back in his pants and announced to those gathered,
“She” has won the challenge. It’s time for her reward!”
(To be continued……)
