Read Story: SEASON 1 EPISODE 100
Introduction:
Summary: The girls are each treated to new difficult bondage ties during their one-on-one nights with Mr. Michaels. He sends them off on their spring break trip with several challenges the girls are determined to complete, including having sex with some of their girlfriends as well as some random boys they meet.
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Over the next week, Mr. Michaels at random times sent each girl texts with demands for photos or videos. It might be a topless pic pinching a nipple or sticking a finger in a pussy, or a short video of a boob drop or twenty seconds of masturbating. Sarah got one while studying in her room to use the dildo to get off in under two minutes. Jenny had to insert a butt plug and keep it in during 1st period and then send a video of her removing it in the bathroom. A couple were for the two girls kissing in between class periods.
Most were while they were at school. But some while they were out shopping. He wanted a picture of each of them flashing their boobs while in public with other people in the background. That one had been particularly nerve-racking for both girls. Jenny got one of Sarah flashing in the mall. Sarah stood in a corner facing the wall with people walking behind her, but far enough away that nobody could see her pull her shirt open and bounce her breasts. Jenny's happened in the bikini store. She came out of the dressing room to show Sarah the suit, but after making sure no one could see her, pulled the top up and let her tits bounce out while Sarah got the cashier in the background looking down at a receipt.
In all cases, they had ten minutes to comply once they got the instruction.
Each demand proved increasingly difficult, and the
girls had to get themselves excused from class several times.
Despite the challenge of complying, both actually enjoyed the distractions and the constant excitement of doing dangerous things. Sharing each of the texts they received, both laughed about the crazy shit he came up with all the time.
Jenny called Sarah after her one-on-one night with Mr. Michaels and described the whole thing over the phone. Mr. Michaels had stretched her body out lengthwise while lying on the bed. He fastens straps with buckles all up and down her body every few inches. Using at least twenty of them to secure her body, he then tied her hands to one side of the bed and her ankles to the other to fully stretch her out. With nipple clamps, he used strings to tie the clamps to each big toe tight enough that even with her foot bent back as far as it would go, it stretched her nipple toward her feet. Under the straps, he positioned a hitachi with the head right on her pussy held tightly in place to ensure she would have no way to get relief. Making her feel even more helpless, he put a ball gag in her mouth
He ran his hands lightly over her and played with her nipples until the strain wore on her. Not satisfied, he tickled her sides getting her to thrash and scream putting that much more extra strain on her nipples every time she accidentally flexed her foot. Knowing her propensity to curl her feet when she came, she knew he had set this up as extra torturous just for her.
Finally, what she both wanted and dreaded happened. He turned on the vibrator while he continued to tickle her every few minutes. She would go from thrashing from the stimulation to thrashing from the tickling. Before long, she begged to be allowed to cum. The gag made her words unintelligible, but she knew that Mr. Michaels could tell what she wanted. She pleaded with her eyes and screamed into the gag. He made her wait and kept tickling her, causing her hips to thrust on their own stretching her nipples further even though she stopped being able to feel it. The effort of trying to resist caused her whole body to shudder.
Holding her face and looking into her eyes, he finally told her to cum for him. The orgasm got interrupted by one of the clamps pulling off her nipple. Her foot had curled despite her efforts to keep them bent back. Sucking her nipple into his mouth and bashing it back and forth with his tongue increased her pain. She kept screaming and groaning until the hitachi brought back the pleasure to an even higher level. She moaned and shook and came again forgetting to uselessly beg. As the orgasm started to turn to torture on her overly sensitive clit, he pulled the other clamp free and sucked the second swollen nipple into his mouth. Then the hitachi flipped to high and she only remembered her body twitching and quivering.
Soon it proved too much again, and she begged for it to stop. But he kept it going. He tried to tickle her again, but the vibrator controlled her body preventing her from even reacting to it. The relentless hitachi eventually forced her to her third orgasm. She struggled fruitlessly to get loose of her bonds, but they were of course way too constricting.
He mercifully turned off the vibrator to her great relief only to get a renewed scare from her with another contraption that he held up for her to see. A clear hollow tube, open at one end with a knob at the other. He glided the open end over his tongue before lowering it over her nipple. The tube looked to be about an inch and a half in diameter and covered most of her areola. He twisted the knob and Jenny watched her poor abused nipple suck up into the tube. It didn't really hurt like the clamps, but the constant suction made her nipple huge and distended. A second tube soon had her other nipple engorged and sucked out to its full extent.
The momentary distraction got interrupted by the vibrator being flipped back on. She couldn't concentrate and felt the monster between her legs taking over her soul. He brought out a flogger and started flogging her body from her stomach to her thighs. Most of the strikes didn't hurt too badly and were drowned out by the waves of pleasure growing between her thighs. The pressure on her nipples continued to grow more painful with time. Every fifth or sixth stroke of the flogger, he brought down harder stinging. the exposed flesh between the straps. She tried to focus only on the sting of the leather to let everything else melt away.
Soon she surrendered entirely to the moment, unable to struggle to anything happening to her. She could feel her body tremble and deep shivers ran though her from head to toe. Begging for it to stop sounded only like mumbles, even to her ears.
She felt terrified as yet another orgasm continued to build up in her exhausted body. She didn't think she could survive another in such a short time. Mr. Michaels pulled on the tube on her right tit. The Internal pressure held on tight and stretched her whole breast to the limit. It didn't hurt as much as feel uncomfortable and her nipple felt numb. Letting it fall back into place, he used a finger to push at one point between the tube and her skin until the tube popped off.
Her eyes got big when she saw her tender nipple three times its normal size, completely swollen and deep red in color. Mr. Michaels reached forward with his mouth and sucked it in. The numbness evaporated and her nipple had never felt so sensitive. She moaned at both the electric tingles it created and the hated vibrator now torturing her mostly numb pussy. Her whole midsection throbbed. He released and worked the other nipple and started going back and forth and slowly rolled the nipples in his fingers very lightly. They were an open nerve that felt so good. Jenny fought the orgasm brimming and threatening to unleash itself.
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