Lost Bet

Postby Ozone0530 » Sat Apr 23, 2016 7:23 am

How the hell did I lose this bet? Eddie thought to himself as he struggled fruitlessly. He was brutally bound to a very heavy, very wide ladder secured to the wall in the small gardening closet of the apartment tower of his “friend with benefits,” Katy. Katy, coincidentally, was the winner of the bet and had put him in this position.

His legs were splayed apart, pressed against the ladder with toes pointing outward in opposite directions. He was also forced to squat, making 90 degree angles between his thighs and lower legs. His ankles were roped and zip-tied to the bottom-most side rails of the ladder, and more rope and zip ties bound his thighs to one of the sturdy rungs of the ladder. The result was his aching legs in a stress position, on the balls of his feet, crotch level with his knees. His arms were stretched up high above and behind his head, bound together at both the wrist and elbow to the central strut that separated the ladder width-wise, and also right above one of the rungs, so he could not pull or slide them down any. The result was his arms basically welded together from elbow to wrist, cruelly stretched and putting strain on his shoulders. It also stretched his torso out. A very bad position…

The door opened and Katy strutted back into the small room where she had left him. She was wearing simple soccer shorts and a t-shirt, with leather flip flops and a large leather purse hanging over one shoulder. Her sunglasses were perched on top of her head of shoulder –length dark hair. She smiled at him as he immediately began to beg for her to reconsider the payment of losing the bet. She put a finger to his lips, the universal motion for silence. She ruffled his hair playfully as she replied, “No chance, sweetie!!”

She set her purse down on a nearby shelf and pulled out a large washcloth while suddenly pinching his nose. As Eddie opened his mouth to both breath and protest, she shoved the cloth into his mouth, followed immediately by a large rubber ball which she forced behind his teeth. Now his cheeks were bulging and he tried to dislodge the packing, but it was too deep, and she had already grabbed a wide roll of duct tape and had begun wrapping it, very tightly, around the lower part of his face and head. Five, six, seven times it went before she ripped it off and smoothed out the last inch or two on his stuffed, bulging mouth.

“There we go,” she replied cheerfully as Eddie tried to scream into his gag, noting with despair how completely muffled he had become. He strained against the ropes and zip-ties but it was absolutely futile. She leaned down till her face was just inches from his, lifting his chin with her fingers till they were looking eye to eye. “You lost the bet, fair and square, and you have to pay up.” She smiled as Eddie seemed to sigh in resignation. She stood back up and pulled a very thick, itchy black wool hood out of her purse. “Now, I’m going shopping for a couple of hours.” Eddie’s eyes went wide with shock and fear as he shook his head and tried to beg into his gag. She pulled the hood down tightly over his head to the base of his neck, her evil smile the last thing he saw before the blackness took over.

“Now, don’t go anywhere while I’m gone,” she spoke with mock concern as she gathered her purse. “But if you can’t handle it anymore, feel free to call. I’m leaving your cell phone right here.” He heard her place the phone on the shelf a couple feet away. She patted him on top of the head before turning and leaving, her devious grin spreading to a full-blown smile as she heard him try to cry out into his gag and tug again at his restraints as she closed the door behind her.

*5 minutes later*

Katy was still smiling as she got into her car. She had just left her boy-toy bound and gagged in a brutal position in the gardening room at the bottom of her apartment building. She pulled her phone out and sent a text message to her best friend, Lindsay. Lindsay didn’t have a lot of success with guys and wanted to give her a gift. She smirked as she added a final line to the text before hitting send: Be mean.

*20 minutes later*

Eddie heard the door open and had a mild heart attack. As much as he wanted to escape, the embarrassment of being found the way he was would be unbelievably hard to live down. He struggled hard when he heard a female voice. “Oh my God, what do we have here?” The woman apparently closed the door and walked confidently towards him as he felt her presence just a couple feet in front of him. The woman seemed to be inspecting his bondage silently.

“Are you uncomfortable?” she asked, somewhat amusedly. He responded with a muffled grunt.

“Excuse me? I can’t understand you.” She seemed to be playing with him now. Her voice was familiar, but he couldn’t place it.

“MMMPPHH.” Eddie emphasized the grunt with a vigorous head nod and pulled against his restraints.
A hand cupped his hooded chin. “How unfortunate! The voice said with a beaming smile. Then a hard slap across his face before the hood was roughly pulled from his head. He shook his head to clear the slap out of his mind and let his eyes adjust to the light. He looked up at his new-found discoverer. “MMMPPPHH???!!!”

Lindsay was not all that attractive. She had a pretty face, albeit round, which matched her figure. She had some extra weight, but remained curvy, with thicker legs and arms, and a nice butt. She was wearing a green tank maxi dress, cork wedges and some bracelets and necklaces. Over her arm was a small snatch purse. Her black hair contrasted with her fairly pale complexion and was shoulder length, held back loose with a white headband. Her pretty face was beaming with a radiant, smile. “Katy said I’d find a pleasant surprise in here and she was right.”

She tweaked his nipples and looked him over, seeing his trembling, stretched and toned figure and noting with a coy smile his growing, and throbbing erection. “Seems like your little man down there is enjoying your current predicament.” Eddie shook his head and tried to say ‘no’ through his gag, but the washcloth, rubber ball and duct tape effectively muted him.

She lightly dragged her nails from his nipples to just below his armpits. He squirmed as much as he could and let out the tiniest of a giggle. She immediately put her hands on her hips and opened her mouth in surprise, giving the face of a mother finder her son stealing cookies. “Are you ticklish?” It was all Eddie could do to keep from tearing free of the restraints as he frantically shook his head with widened eyes. “Good then, you shouldn't mind this next part” she replied deviously. She pulled a folding chair up to him so she was just inches from his taut, straining bond.

It was absolute agony as she raked his sides, armpits and abs with her fingernails. He howled with laughter into his gag and struggled to escape her merciless digits. For her part, she was smiling wickedly and taunted him as her nails glided effortlessly over his stretched and helpless flesh. “I thought you said you weren’t ticklish?” she questioned him as she would slow her assault by attacking his armpits. “What’s the matter, cat got your tongue?” after Eddie tried to scream for her to stop in between gagged fits of laughter.

She continued her merciless tickle torture of him. As he squirmed helplessly, his erection poked her in the legs. She smiled. “You know, if you just said something like ‘please stop’ I probably would, but you seem to like it, given your current, mood. So, just say ‘stop’ and I will.” She slowed her tickling of his upper body and began spider tickling his balls and his thighs. Eddie tried to shout stop as loudly as he could, but communication was impossible with the monstrously effective gag that had muffled his howling down to barely audible squeals. “I guess you want me to continue then.”

Eddie was sobbing now as she continued to rake his flesh with her manicured nails. She noted with great delight that his worst spots were his sides just underneath his lowest ribs, and his inner thighs. Her spider tickles to his balls had him frantically trying to plead for mercy. She stopped tickling him for a moment to allow him to catch his breath. His head was hung as low as he could drop it – not much given his brutally tied arms above and behind his head. He was wheezing through his nostrils, trying to get as much air to his ravaged lungs. She sat there with her hands in her lap, smiling at his predicament.

She reached down for his rock hard erection and gave him a pump or two with her hand. He immediately went rigid and grunted into his gag. “Typical guy, always horny. And we barely know each other, Eddie! I don’t know about Katy, but I think that’s rather rude of you.” Eddie shook his head, trying to explain it wasn’t his fault, he had no control of that thing between his legs. It was no use. “So, looks like you need to be punished.” She picked up the hood and pulled it back down over his head, smoothing the fabric out and making sure it was pulled tight.

She found some thin cord left from where Katy had bound him originally and began wrapping it tightly around the base of his ball sack and the base of his cock. He whimpered as she did this, but she would have none of it. “You must be punished for your lack of discipline,” she mockingly admonished him before slapping the head of his cock hard with her hand. He yelped. “Now, where were we?” With that, she began tickling his balls with one hand and stroking his cock with the other…

Re: Lost Bet

Postby Exemble » Sun Apr 24, 2016 7:28 am

Loving this so far. Please continue.

Re: Lost Bet

Postby Ozone0530 » Sun Apr 24, 2016 8:22 am

Thanks. Still deciding what I want to do with it.

Re: Lost Bet

Postby derred6 » Sat Jun 04, 2016 8:53 am

Please continue! This is amazing!