As Derek led her through the crowd, a path opened for him. A path lined with masked guests with their eyes running all over her naked body and trapped nipples. She could feel the heat of their eyes scouring her, mapping her body. Her face and chest flushed red in embarrassment as she was led by the chain around the room until they both ended up back where they had begun.
He released the chain, allowing it to fall back and hang between her beautiful breasts. He took her by the hand and addressed the room once again,
“Everyone, I want you to meet “She”. That’s what I will be calling her tonight because it is important that she steps out of her name and identity and simply focus on her body – her physical essence as we discover of what it is capable.”
He continued, “My first challenge for her tonight is an opportunity for “She” to show the mental discipline necessary to control her body and its reactions.”
Derek maneuvered her to the front of the room where the lights were positioned to illuminate every part of her body. No shadows in which to hide. Every moist, swollen fold of her pussy plainly visible to everyone. He retrieved his Martini from the bar and tossed back the remainder.
He knelt down in front of her and spread her legs into a wider stance. Jessie felt her sticky pussy lips separate allowing the cool air to caress her wet folds. He placed the empty Martini glass on the floor between her legs, using his eyes to line it up directly under her pussy. He stood back up and walked around to position himself behind her again, and resumed speaking,
“I can tell you all that “She” gets a very wet pussy when aroused. Dripping even. The challenge for her now is whether “She” can withstand the stimulus I have planned and maintain her composure. For the next five minutes “She” needs to show the strength of her mind over the desire of her pussy and resist filling the glass with her dripping juices.”
The assembled crowd all murmured their approval.
“And because I always play fair,” he continued, “I won’t allow myself to touch her below the waist.”
Jessie tried to process what she was hearing and to anticipate what was ahead of her. And while she had acquiesced to allowing Derek to have his way with her body tonight, she wasn’t yet ready to hand over control of her mind, or the response given by her body. She vowed to herself to stay in control.
Derek nodded to the bartender who then tapped a button to start a countdown on a digital clock mounted on the wall.
5:00.
Jessie thought she could pass this test. She focused her eyes intently on the clock as it ticked down.
4:59. 4:58.
She then felt his hands on her waist. Soft, warm and sliding up her sides until they reached her tits. His fingertips softly caressing her skin and dancing lightly over the hardware on her clamped nipples. Jessie’s breath quickened and her heart beat faster.
4:27. 4:26.
One hand slides up the back of her head and grips a handful of hair and slowly tilts her head to the side. Warm breath on her neck before the soft sensation of his warm lips.
“Fuck,” she thought to herself. “He knows about my neck! Fuck! Fuck! Fuck!”
She stared at the clock, willing it to go faster. He moved his mouth to her ear, breathing his warm breath and brushing his lips against the edges.
He whispers, “I’m going to make you wet and dripping baby. It’s just a matter of time. Don’t fight it. Fill the glass and accept your punishment.”
Jessie moaned softly as goosebumps sprung up all over her body, making her nipples throb. His lips continued to explore her neck, finding all the sensitive spots that drive her crazy while his hand kept grabbing and pulling at her hair.
3:17. 3:16.
It was too much for Jessie. Her response was automatic. She could feel her juices pooling at the bottom of her pussy. Her legs were shaky but she tried to hold herself still. Keep it all inside her.
2:34. 2:33.
She heard it then. The distinctive sound of fluid hitting against glass. She looked down between her legs to see a clear, steady stream of her cum dripping into the Martini glass, slowly filling it.
“No. No. No,” she screamed at herself. “Stop.”
But Derek didn’t stop and neither did her wet, aching cunt. Both of his hands were now roaming all over her body. He turned her face toward his and he kissed her deeply, his tongue probing her mouth before going back to her neck. Jessie knew that this challenge was lost as her juices continued to drip out of her pussy and into the glass. She had no more control and simply allowed her body to melt back in to his, closed her eyes and welcomed the touch of his fingers and mouth on her body.
A loud buzzer startled her back to the present moment. The clock on the wall read 0:00. She looked down between her legs to see the Martini glass full to overflowing with her juices. The guests nodded approvingly from behind their masks. Derek walked around in front of her, lifted the glass from the floor and held it up to catch the light. He brought it down, just under his nose and inhaled the bouquet as if it was a fine, aged wine.
He brought the glass to his lips and took a long, slow sip. He then leaned in and kissed Jessie so she could taste herself on his lips. He next brought the glass to her lips and she tentatively sipped herself, tasting the tangy-sweet evidence of her desire. He set the glass aside, kissed her warmly and with a sly smile, said,
“I’m sorry baby. You failed that test. It is time for your punishment.”
Jessie stood there, her heart still racing, trying to process his words.
“What could he possibly have planned?” she asked herself fearfully.
He slowly moved behind her once more, placing his hands on her bare hips and sensuously slid them up her body as he spoke.
“The first part of your punishment is for you to be revealed in this room. To have your anonymity stripped from you just as we did your clothing.”
His fingertips traced up her neck and over her cheeks before moving to the back of her head, where her mask was tied.
“You have no more secrets baby,” he said before carefully untying the eye mask and lifting it off of her.
Jessie flushed a deep red as she looked around the room. She stood now, completely exposed in front of the masked guests. She could see all of their eyes focused on her. They stared at her nipples, tortured, throbbing and purple. They could see the folds of her pussy swollen and darkening. They could see her inner thighs, glistening and shiny with her juices.
But most of all, they could see her face. She scanned the room and wondered if she knew anyone here. A co-worker perhaps? A neighbor? Someone, who up until now, has only seen the Jessie that was buttoned-up. Always in control. What would they think of her now, seeing her like this? Completely exposed and sexually aroused.
She didn’t have time for further contemplation as she saw two men carry in a dark leather Club Chair and place it in the middle of the room. The chair was heavily padded with a slight tilt to the back to allow for a comfortable recline. The arms of the chair were high and angled slightly outward.
Derek took her by the hand, led her over to the chair and indicated that she should take a seat there. She lowered herself to the chair, sitting straight up, legs held tightly together. Derek chuckled as he gently placed his hands on her shoulders and guided her back until she was reclined. He then moved in front of her and took each leg and placed them over the arms of the chair, spreading her legs wide, exposing her aching, swollen pussy.
Guests were moving now to position themselves in front of her, each wanting a front row seat to the action. Jessie noticed one of the guests pulling a phone out from his jacket pocket and held it out in front of him, pointing directly at her pussy. She assumed he was taking pictures or making a video for himself. But to her surprise, the large LCD screen on the wall suddenly switched from the ambient screensaver to a live feed.
With shock she saw that it was a high-definition video feed of her wet, puffy cunt. Her mouth dropped open and eyes grew wide as she saw herself displayed this way. She moved to close her legs, to hide herself from their hungry eyes, only to find that each ankle was now firmly tied with lengths of silk and secured to the arms of the chair.
Derek crouched in front of her. Reaching up, he ran his hands from her neck, down over her sore nipples, and then down over her belly and spread thighs, trying to soothe her. He stood up and pressed in to her body, his mouth moving to her neck, kissing and licking. He moved his lips to her ear and whispered,
“It’s alright baby. Your punishment will challenge you but it won’t be more than you can take.”
She nodded her head tentatively. He disappeared from her view only to return with his gray, roller suitcase. His “bag of tricks.”
He unzipped it and started to carefully review its contents, eventually pulling out a long, black, riding crop. The small, leather square at the end of the flexible rod shining in the low light of the club. He snapped it back and forth in front of him and Jessie heard the “whoosh, whoosh” of air being displaced.
He walked back in front of her and stood between her spread legs looking down on her naked body. He reached forward with the crop and started to administer gentle but firm slaps to her tits and sore, clamped nipples.
Jessie let out tiny yelps and flinched in the chair as the crop stung her and reddened her skin. At the same time, the intensity of the sensation prompted a gush from between her legs. Derek noticed this as well and brought his free hand down to collect the fluid and rub it back up over her swollen labia and clit. Jessie moaned as she felt his fingers slide, slickly between her folds.
He set down the crop for a moment and knelt down next to her on the side of the chair, the fingers of his left hand still playing wetly in her pussy. He waved the guests over to get a closer view. As they moved into position, he said,
“I want everyone to come near to experience this. “She” has got an absolutely amazing cunt that can do magical things, many of which “She” will show you tonight. Hold still for a moment and inhale, can you smell her?”
Jessie couldn’t believe what she was seeing and hearing. These strangers experiencing her at her most exposed. Most intimate. More importantly, she couldn’t believe how she was reacting to it. Under 20 pairs of ravenous eyes, her pussy was getting wetter and wetter, her lips darkening and swelling. Her clit emerging from its hood.
Derek’s fingers slid expertly up and down her lips as he cooed,
“Look at this pretty pussy. This beautiful, aching cunt. Isn’t it stunning?”
He brought his other hand down to join the first and he used them to spread her pussy wide, opening her so that everyone could see the pink walls of the inside of her pussy. The edges of the opening to her cunt were twitching now as he took one finger and ran it around the opening, stretching her.
(To be continued)
