The Harder They Cum Ep. 06

“$500.00 an hour huh? Ok, you can have him for four hours this afternoon. That’s $2,000.00. I can accept an e-transfer shortly after I drop him off if that’s acceptable.” Siobhan spoke quickly to a small dark haired woman in her early forties. The woman was making arrangements to rent Siobhan’s husband on behalf of her group. The clandestine group of women met periodically to socialize and to practise their craft. Sometimes one of the women brought a sub to use but they preferred males procured from the community. Males like Conner who identified as submissive and were owned by women outside their group; but other women like them, who traded their husbands and boyfriends for money. As a group, they had access to a lot of money, mostly from husbands who became subs and surrendered everything.

Shiv was apprehensive. After all, she had never been a pimp before. How does one ensure compliance from one’s sub while guarding against sexual misuse that might damage said sub? But Anna had assured her that the women using Conner would respect her authority and would not cause him any lasting harm.

“They want to brand him,” Anna stated flatly. “I know it’s barbaric and so do they. But for this group, it’s the symbology of the act that’s important. So what does that mean, right?” Anna grinned. “For them it means claiming sexual authority over men. I have to admit, I can’t help admiring their ideals, even if I question their methods.”

Anna and Shiv met with the society’s spokesperson, a diminutive Mediterranean looking woman named Dana. Initially reserved, Dana warmed to the two women who owned the sub she was arranging to rent. Dana found herself oddly distracted by her attraction to Siobhan, despite the obvious power differential between Shiv and Anna, she found herself imagining Shiv on top. After a particularly lengthy pause in the conversation, Dana dragged her mind away from erotic thoughts about a naked Siobhan, and focused on the negotiations for her sub-husband.

“Can you give me a better idea of what exactly might be done to him?” Siobhan asked. “I’m not Anna, I don’t have spares,” Shiv said. Dana laughed.

“We won’t damage him. We are certainly going to humiliate him and use him in degrading ways. But we might want him back too. So he won’t be harmed, just fucked-out. He’ll be out of service for a couple of days tops, I promise.”

Dana continued, confident that her transparency would seal the deal and hopeful that Sioban would accompany her sub to the gathering of like-minds.

“Among other degradations planned for the evening, a small circular design about the size of a silver dollar with “MW” for Man Whore at it’s centre will be burned into Conner’s right buttock with an electric branding iron.”

The small dark woman explained that Conner would be tied to a milking frame for the ceremony. Afterwards all members would be invited to peg Conner for their entertainment and to initiate him into his place in the sorority.

“In addition,” the little brunette stated in her best authoritative voice, “the brand will serve as our proof of satisfaction. Our mark of approval will actually be branded on his ass in case other women want to rent him,” she smirked.

Siobhan agreed, as long as Anna was present to ensure her sub wasn’t misused.

“Are you kidding?” Anna wanted to know. “Dana here wants to rent your husband so she and her friends can do borderline ethical things to him that he probably wouldn’t let them do if he had a choice. And you want me to make sure he doesn’t feel violated?”

“No, I want you to stop him from being physically abused. There’s a difference. I understand that he’s going to get used like a living sex tool, I just don’t want him to get broken. Will you go with him?” Siobhan asked Anna.

“If they let me. We’re talking serious underground sex Shiv. These women are not screwing around, if you’ll forgive the pun. They pay well and they expect to use Conner however they want.” Anna turned to Dana, standing a few steps away.

“If I promise not to interfere, would anyone object to me observing?” Anna asked.

“Christ no,” Dana replied. “And you don’t need to be a member to participate. Both of you can join us if you feel like it. The group varies in numbers from two or three to a half-dozen on any given evening. You probably know most everyone there anyway.” Dana’s face lit up with a sudden idea. “Bring him along with you. That way you can make sure he’s clean and easily accessible. These women don’t like a lot of foreplay and they don’t like surprises.” Dana turned to go then stopped.

“Oh,… almost forgot. Crop marks will be limited to back and buttocks, and he may come back wearing a butt plug if he still leaks by the time we’re done with him, ta-ta girls.” Dana waved briefly and left.

“If he still leaks?” Siobhan echoed.

“Hmm, sometimes their asses get so stretched by oversized dildos that they don’t close properly for a day or so. Nothing to worry about, he’ll be pegging again in no time Shiv,” Anna said cheerfully.

“Seriously, don’t worry, I’ll be there. He won’t get broken, just abused for awhile, nothing irreversible. Nothing he couldn’t get used to.” Anna studied her friend’s face. “If you want this to work you have to be ok with Conner taking on the status of a tool, or a pony you might rent out to birthday parties.”

“A pony?” Siobhan frowned.

“Whatever. My point is that regardless of who he was, that has all changed now. He is really just your fuck toy now.” Anna paused to let Shiv consider the truth of the statement.

“It’s really up to you. Conner is already incapable of independent thought, I’m sure you have realized that. He has simply become the caregiver for your cock, just like my two subs. They live to serve and to cum, in that order.”

“I guess I’ve known that for awhile,” Siobhan confessed to her friend. “It’s just difficult to reconcile how I feel about him now compared to how I felt when we first began exploring this reality.”

Before she had become Anna’s student, before mentor and student had become close, Siobhan had seen Conner as her equal. Sure, she had suspicions that he was a closet-sub, but they had been exploring that tendency together. They were enacting a fantasy. Somehow, along the journey, Anna had stripped away Conner’s juvenile psychological defences. In the process, she had presented Shiv with an alternative perspective on her submissive husband.

Almost magically, but not really, Conner had morphed into her tool rather than her partner. Siobhan knew that Anna had ultimately been the instrument of Conner’s awakening as a full-flegged sub, but she had not been prepared for how that made her feel about Anna.

“I know this is difficult for you Shiv,” Anna volunteered. “It’s always a hard turn in the path you’re on. But sooner or later all of us who take on the mantle of ‘dominatrix’ are faced with the undeniable truth that the men we come to own are not our equals. There is nothing egalitarian about a naked male sex slave crawling behind you begging for a chance to cum,” Anna smiled.

“But we wouldn’t have it any other way would we? Conner’s conversion is complete Shiv. He has voluntarily surrendered his conventional husband status to become a depraved sub. Well,” Anna chuckled, “almost voluntarily. Well done sister! Now all that remains is to put that training to use. Subs exist to be used by their owners and Conner is no exception.”

Anna scanned the room, looking perplexed. “Where is your sub anyway? He’s usually at your feet or close by. Got him locked up for misbehaviour?” Anna joked.

“Sort of. He’s locked up alright, but not for misbehaving. I thought I would get a jump on today’s lesson. Follow me.” Siobhan led Anna into her play room where Conner was tied face down on a padded gym bench, completely naked. His wrists and ankles were tied to the four bench legs so that some movement was still possible, just difficult. And futile. His limbs were separated and secured and his head hung over one end of the bench. Conner struggled against his bonds, testing the limits of his boundaries. And providing a provocative show.

“So I thought we’d get us started on the pegging,” Siobhan said. “Conner has never been continuously fucked up the ass for hours before. We can at least prepare him a little for that, right?”

“Sure. Be happy to do Conner that favour,” Anna smiled seductively. “My goodness Conner, you must have been a very bad boy to end up here.”

“SMACK!” Anna slapped Conner’s ass with the palm of her hand. The sharp reprimand echoed through the room. Conner grunted. Anna could always harden him quickly.

“Let’s make a small adjustment if you don’t mind Shiv?” Anna saw Siobhan nod her assurance. She untied Conner’s feet.

“On your feet,” Anna directed. Conner tried to comply but he could only get onto his feet by shuffling them close to his tied hands with the bench still between his legs forcing them apart. Anna waited patiently, bemused by Conner’s cock and balls quivering and bouncing enticingly as he made his way along the bench pad. Then she bound Conner’s ankles to his wrists.

“Keep your legs straight Conner.” That forced his ass up to about waist height. Anna explained the position she had maneuvered Conner into.

“This way we can easily access all his holes and his cock too, if we want. He’s pretty flexible and he’s in good shape, so he can maintain that position for quite a while.” Anna smoothed her hand over the arc of Conner’s naked back. She stroked and squeezed his buttocks. Her hand slipped between his legs and found the stiff cock.

“That’s better,” Anna murmured quietly as she coaxed the erect cock in her hand to grow even firmer. Conner was essentially tied in a position that was good for both pegging and milking. And his mouth was available for licking.

“Let’s get rid of our clothes Shiv. We need to prepare Conner for his big debut. Those women will all be pretty much naked soon after they begin. That’s just the way it goes according to Dana. So let’s mimic the actual environment,” Anna grinned.