Boardroom Bill Goes to an Interview

Frustration

Bill felt his erection bobbing up and down, side to side, and occasionally slapping his stomach as he crawled. He felt the overwhelming urge to bend down and kiss the carpet where her boots had trod before him, but he didn't want to further slow his progress and keep her waiting.

Miss Sanguine was seated regally on her throne with her legs crossed when he finally reached the base of the dais. Bill awkwardly waited on his hands and knees, not sure if he should proceed up the steps.

She removed all questions when she said, "Forehead on the floor and ass up". When Bill had complied, she continued. "Have you been looking forward to our meeting, piglet? You may speak to answer me."

Bill felt extremely vulnerable being completely nude with his ass and balls exposed. His sack had involuntarily shrunken a bit, owing more to the fear coursing through his mind than from the draft in the room that carried away his sweat and left goosebumps in its place.

"Oh yes, Miss Sanguine!", he managed to croak. He could feel the remnants of her saliva drying on his face, and he was so happily humiliated that he wasn't sure that he would reach the end of their session before he unwillingly came all over himself. He didn't want to think about what would happen if he did it on the carpet, or even worse, some part of her.

"Good. And what did your little wormy mind anticipate would happen today?", she asked as she stood up from her throne.

Bill heard the clack of her heels descending the steps of the dias toward him and swallowed back the knot of anticipation and wariness that had formed in his throat before answering. "I imagined that you would use me how it pleases you, and maybe try out some of the toys you ordered me to bring, Miss Sanguine."

She stepped around behind him, and Bill felt the toe of her boot poking at his engorged cock. "Then you'll be pleased to know that I intend to do just that. But first, get. Rid. Of. This. Erection." The toe of her boot poked at his cock with each word, and the effect was quite contrary to her command.

"You have 10 seconds to do something about that pathetic thing before I take care of it myself", she said with a smile on her face that Bill could not see. She began counting as she made her way across the room to where she had placed the computer bag full of toys.

Bill began sweating even more profusely, knowing he had little chance of losing his erection in the time allowed. The whole situation had made him so hard that his cock was aching dully. Still, he tried. He tried to think of puppies, his grandma, anything that would tamp down the sex in his mind. The sound of her heels approaching him distracted him from his efforts.

"10", she said and again poked the toe of her boot into his cock, which while slightly less turgid, was still harder than he had ever remembered it being before. "This will not do. First you grow that unsightly erection without my permission and then you disobey me. I believe some punishment is in order."

Hearing this, Bill groaned as the thought of her punishing him made his cock twitch. He would have laughed out loud at the absurdity of his cock's reaction to her threat, but he didn't dare.

Miss Sanguine kicked Bill hard in the ass. "GET ON YOUR FUCKING BACK AND SPREAD YOUR LEGS!", she commanded.

Suddenly, Bill began to feel real fear as he dropped to the floor and rolled over. He quickly spread his legs as far apart as he could without kicking her.

Miss Sanguine placed her boot on his cock, trapping it against his stomach. Her heel was poised dangerously over his exposed balls. "Look at this!", she said holding out the chastity device for Bill to see. "How am I supposed to put this on an erect penis, pig? Don't answer. The answer is I can't." With that, she pressed the spiked heel of her boot into Bill's ball sack, stretching and pinning the delicate skin against the floor. She stood there smiling as she watched Bill try not to move too much and cause himself more pain. She felt her womanhood begin to tingle and grow warm as she listened to his moans of pain. It didn't take long before she saw his disgusting penis begin to shrink. She ground her heel into his bag a few times for good measure then left him groaning on the floor as she retrieved a pair of latex gloves and a bottle of lubricant.

Snapping on the gloves, she kicked Bill in the thigh and ordered him to crawl to the examination table positioned near one of the stone walls. She watched him slowly get up to his hands and knees, still sobbing quietly. When he reached the table, she ordered him onto it with his legs in the stirrups that were designed for a much different purpose.

While it felt completely foreign and awkward to Bill to be on a table clearly designed for use on a woman, he sighed in relief that his swollen balls were no longer in contact with anything. He didn't even mind when Miss Sanguine began strapping his arms, then chest, and finally his legs to the table.

Miss Sanguine produced the bottle of lubricant and grasping his now flaccid cock, began to apply a generous slathering of it on the entry to his urethra. She did the same to the stainless steel tube that ran the length of the cock cage. Then she again grabbed his cock and briefly teased the head of his penis with her thumb. "This may feel a bit uncomfortable", she said as she slowly began inserting the tube into his urethra.

Bill shivered at the sensation and was grateful for the lubricant that kept the procedure from being too painful. He never knew how satisfying it would be to have his cock violated in such a way by a woman. He felt his cock head pressed against the end of the cage, and then her closing the rings of the device. One latched behind his balls at the base of his cock. The other latched around his sack, above his balls.

When she had locked the device into place with a tiny padlock, Miss Sanguine patted the cage saying, "There. That's much better. Let's test it out now." With that, she began teasing his balls with the fingers of her left hand while she slipped her right hand down the front of her leather pants and began caressing herself.

Bill's cock reacted immediately. Rather, it tried to. Bill felt it swell against the confines of the cage and press even harder into the end of the device, causing the steel tube to press farther into his cock. He was completely turned on but he couldn't become fully erect, even after she had removed her hand from her pants and dragged her index finger down his nose and over his lips. Bill had never felt so frustrated