Megan snickered. David was deadpan, “Stand up, Dick. Step over here.”
Aw, crap. What now? He did as he was told.
David secured Richard’s wrists behind his back with handcuffs. David unlocked the padlock. “Drop your pants.”
Instead of re-fastening the padlock, David donned a pair of surgical gloves and without ceremony yanked the penis tube off of Richard’s penis, leaving the retaining ring in place.
Weeks without an orgasm. Constant arousal. Viagra. Aphrodisiac. The current occurrence. Richard’s shaft practically followed the penis tube as it grew turgid. Very turgid.
Megan laughed, “Wow.”
She dropped to one knee, took out a measuring tape, and measured length, girth, and a couple of other things Richard was not sure about.
When she stood, Richard asked what the measurements were for. In response Megan looked at his impossibly hard shaft, laughed uproariously, then left.
David looked at him seriously. “You have ten minutes to will that thing soft. If you don’t, I ain’t gonna like forcing it back into that cage. And you ain’t gonna like it, either.”
Ten minutes later David returned. Richard’s cock was at half staff. As he was entering the office, David looked back into the outer office, “Just have a seat ma’am. Dicky will be with you in a moment.”
This week’s winner was here. Who was it?? Before David could walk across the room, Richard’s cock was hard and throbbing again.
David looked at him disdainfully, “Really??”
In the outer office Gretchen heard Richard’s painful cries.
David leaned his head out of the office, “Ma’am, are you wearing panties?”
She was taken aback, but answered nonetheless, “Um, yeah.”
“Could I borrow them?”
Again, what an odd request. But waiting for your boss to lick your twat was pretty weird too. So she reach under her skirt, slid them off, and handed them over.
More pained cries but muffled. Then David reappeared. “You can go in now, Miss.”
She entered the office to find Richard standing there trying to catch his breath. Arms free now, padlock in place at his fly, her panties still stuffed in his mouth.
Richard felt a flush of heat rise in his cheeks at the same time he turned pale white. Gretchen.
Gretchen who he had talked into growing her pubic hair out. Talked into doing all manner of kinky sex acts. Except for cunnilingus. Gretchen who had been very nearly divorced as a result of their exploits.
Damn she had been a good fuck. Til he had moved on.
He removed her panties from his mouth and held them. “Um, how are you, Gretchen? How is Tom?”
She glared back at him. “If you had cared enough to check in, you would know Tom divorced me last year.”
“Oh, wow. I’m sorry. Was it because…?”
Her stare answered the question.
“So you are the lottery winner? Would you…uh…would you like to start?”
Rather than answer him, Gretchen called for David. When he appeared, she continued glaring at Richard while speaking to David.
“My morning break is at 9 AM; my lunch is at noon; my afternoon break is at 3:15 PM. Are there any business conflicts which would prevent DICK from being at my desk in the customer service department at those times this week?”
David spoke slowly, “No conflicts, other than he normally leaves for the day at 3.”
Still glaring, “Well. That does not sound as if it conflicts with business. And now that I am a single mother, I have to work overtime to make ends meet. So, I do not have the luxury of leaving early.”
Richard spoke tremulously, “I will be there.”
She ignored him and waited for David to reply, “Yes, ma’am, I will see he is there.”
Gretchen turned and strode out of the office. She intended to ensure Richard’s servitude was public and humiliating.
David almost seemed sympathetic, “We had better get going, Dick. Mrs. L made an appointment for you in the spa at 8.”
Good grief. “Do you know what that is about?”
David shook his head in the negative.
When they arrived at the entrance for the spa, Kim was waiting for them. She playfully grasped the padlock in her hand and used it to drag him to one of the massage rooms. She signaled for David to follow.
When they entered the room, Richard saw that Doreen was waiting for them, sitting in a chair casually filing her nails.
Holy crap. What was in store for him now? Kim had been the masseuse who had “threaded” all of the hair, painfully, from his genitals. Doreen was the pleasantly plump young virgin who had been put in charge of any “punishment” which was assigned to him.
Kim spoke directly to David. “I will need him laying completely nude on his back on the massage table.”
“Completely?”
Businesslike, “Yes, the cage and ring also. We’ll have to restrain him.”
Once he was nude, his fully turgid member before him, Richard was so tempted to touch it. But Doreen sat smiling at him, so he resisted the mighty temptation.
Kim used straps to restrain his arms to his sides. She pulled his knees up, fastening his ankles to the restraints at his wrists, so his legs were slightly spread.
Now she looked at him. “Do you know what happens next?”
Richard gulped. “Trimming day?”
“Exactly. In addition to some other… maintenance.”
Kim positioned her thread and began yanking hairs that had grown back at his pubic patch. He groaned and winced in pain.
David grew uncomfortable. “Um, do ya’ll need me here?”
Doreen replied, “Actually, yes. Jenny wants this recorded, so I need you to be our camera operator.” She handed him a small digital video camera.
Even through the pain, or perhaps because of it, Richard maintained his erection. Doreen took a flexible tube and placed it over the end of his penis. The tube led to a plastic bag which she sat on the table.
Richard could not see any of this, but he could certainly feel it. The next thing he felt caused him to jump and attempt to pull away.
Doreen had lubed up a finger and was tenderly working his anus so she could penetrate him. Once she had opened him up a little, she penetrated him with a cylindrical device designed to massage his prostate. Which is what she did next.
Doreen focused on this task while Kim continued ripping the hairs from his pubic patch, then moved to his testicles.
David cringed with mixed responses to what he observed. Richard would alternately yip in pain, then moan from pleasure as Doreen performed the most sexual act upon his body that he had experienced since being placed in chastity.
Richard felt as if hot, molten fluid was being forced through his manhood. As if he were slowly being forced to ejaculate… only without pleasure. At least without orgasm.
Both processes went on for nearly half an hour. Richard felt as if some pressure had been released, which felt good; but he was hornier than ever.
Doreen removed the tube from the end of Richard’s penis and closed off the tube.
Having completed her work, Kim picked up a bottle of alcohol based aftershave spray and spritzed his genitals. “Aaauugghhfuck!”
He quickly lost his erection, and she replaced the chastity device. Once he was released and dressed, David replaced the padlock outside Richard’s jeans.
Doreen ushered the others out of the room, saying she had to collect on something Jenny had promised her.
Once she and Richard were alone, she disrobed, exposing her voluptuous figure, her plump, milky white breasts. She lay on her back on the table.
She opened the end of the bag, and poured its contents out across her breasts, her abdomen, and finally on the full lips of her sex. Richard watched in awe… he thought the stream of his cum would never end.
“Oh, my.”
She smiled at him, “Now clean me up and make me cum… oh, please make me cum.”
She held the back of his head and guided him gently as he cleaned up “his mess.” When he reached her nether lips, she sighed.
“Oh, Mr. Locke, thank you…”
He suckled, kissed and licked, finding his way to her swollen, needy clit. Soon the cries echoing through the spa were hers.
When David stepped back in to tell Richard they had to hurry to make their 9 O’clock appointment with Gretchen, he found Richard’s face nestled in the young woman’s soft breasts.
She patted his head and explained, as if speaking to a child, “That was a prostate massage, Mr. Locke, or a milking. It drains all the semen out of you without violating the no orgasm rule, so your swollen testes don’t explode. We would not want that, would we? So every two weeks, Kim and I will give you a trim and a milking. Say thank you, Mr. Locke.”
He looked up into her eyes, surprised that it was genuine, “Thank you, Doreen, thank you. Really.”
He suckled at a nipple, which she enjoyed. But she had to make him stop.
Gretchen was not pleased that they were five minutes late.
Customer service, which was the “help desk” of the company, occupied an entire floor of the building. It consisted of a huge “cubicle farm.” They had to search among the dozens of partitions until they found Gretchen’s cubicle.
When they found her, she asked David how long she had his services.
“He has a meeting at 10 on the fifth floor.”
She grimaced, “Well, okay. If you have anything to do, I’ll be sure I’m done with him by five til ten.”
Anyone walking by could have seen Richard on his knees, his head buried between Gretchen’s beautifully smooth thighs.
He had expected her to abuse him somehow for the entire duration because she (legitimately) hated him so much. Instead, she seemed completely focused on her own pleasure. She accommodated him as much as possible so he could reach her distended clit, fucking back against his face. She interlaced her fingers in his hair, and lovingly guided him.
Pretty much all typing and phone conversation stopped as the other customer care specialists strained to hear Gretchen’s sighs and moans, and Richard’s humming to make it feel even better.
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