Sub Hunting Ch. 02

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Obscuring the line between pain and pleasure.
2.1k words
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Part 2 of the 2 part series

Updated 03/24/2025
Created 12/02/2024
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The sub knelt naked and bound in the center of the room. Face down, eyes averted from the women who watched him, he struggled to understand what they wanted from him. They seemed to expect him to do something. Something that he knew he wanted to do but shouldn't. Shouldn't want to, not shouldn't do it. He'd do it alright, he knew that much, and he'd feel ashamed of himself. But he knew he'd do it as often as they wanted, just as soon as he remembered what it was.

He knew he'd feel exposed and vulnerable, and breathless with the forbidden nature of it. What he was supposed to do remained elusive, but he had some clues.

His head was encased in a leather hood. The leather smelt familiar, exciting. There were open eye holes, but he knew blinders were attached to either side, so his vision could be curtailed. His mouth hole was zippered shut for now. Leather wrist restraints bound his hands together behind his back and his cock was locked into a short metal cage.

Maybe the familiarity of his position helped him realize where he was, or maybe the swelling pressure of his cock trapped inside its prison released some kind of hormone. Regardless of the trigger, he suddenly recalled his purpose. He was here to serve. Intuitively he crawled on his knees to his Mistress, grateful for her reassuring presence and hopeful that the pressure between his legs would soon be relieved.

On his knees at Sofia's feet, the sub turned his face up to his Mistress and waited. She reached down and unzipped his mouth.

"Start with Mistress Valentina, sub. She wants a repeat of yesterday. When she is finished with you, crawl back here and I will instruct you. What are you?"

"I am your worthless piece of ass Mistress, waiting to serve you."

"Good. You learn quickly. Get to work,'worthless piece of ass', the faster you satisfy Mistress Valentina, the faster you can be of service to me."

I watched the sub struggle toward Tina's open thighs with his tongue out. Slut. I had made a good decision to bag this prey at the party last week. He was so compliant, and now he was showing excellent progress toward becoming a pain slut.

As long as he wasn't allowed to become too self-abusive, he could be a valuable commodity. Pain sluts are simple to reward. They are generally obedient, fun to humiliate and entirely useful for orgasms. I watched this one on all fours licking Tina, oblivious to the enticing target his ass made.

I recalled the evening I first spotted him, vulnerable and needy. He got hard so fast. I wanted to see that again, so I reached both hands between his legs.

"Spread!"

The bitch stuck his ass out as he spread his knees apart. I coated a finger with saliva, slipped it into his dildo hole and began working him toward accept larger inserts.

I had been teaching him to ignore the fine line between pain and pleasure by conditioning him to savour having his ass spanked while he was being milked. Being spanked while I jerked him turned out to be especially effective in training him to seriously confuse pain with pleasure.

He fed between Valentina's legs, wallowing deep in her pussy, grunting with the effort. I squatted behind him and played with his balls.

"Spread wider," I said quietly, careful not to break the sub-space bubble of depravity that fueled his compliance and fed his addiction.

The initial confusion of the experimental drug I had given him seemed to be abating, leaving the sub even more submissive than usual and definitely more horny. I slid my hands between the slut's spread thighs and cupped his genitals. Grunting with pleasure, he settled into position with his head buried and his ass arched.

"Tina, do you need him to lick faster?"

"No Cariño, lo estoy siento bien, gracias. I am fine, but spank him for me, will you? I want him to know that my pleasure and his pain are the same thing."

"Si, he needs to learn to want the pain."

"CRACK!"

Sofia's open palm connected loudly with the sub's ass and spurred him on. But Tina trapped his head between her thighs and stopped him.

"No puta! Slower! This time being spanked does not mean lick faster. You must learn to endure a spanking while you are servicing others. Your ass must be open for other uses when your mouth is busy. Continue."

The sub resumed licking and Sofia continued spanking him. The rhythmic echo of ass-slapping was occasionally interrupted by the sub's whimpering. Mistress Valentina moaned and squeezed the sub's head between her thighs.

"Si puta, like that. I want to hear your pain puta. Show me how your pain can be my pleasure. I know your cock is hard. No! Don't check estúpido! Lick! Sofia, por favor, make him lick faster."

"Huuh!" Tina ground her hips against the sub's face, forcing his tongue deep into her pussy. Sofia's pet licked faster, feeling the tension build in his Mistress.

"Huuh!" The sub's legs shook as his owner spanked him. Somehow the pain was becoming erotic. It hurt, but he didn't want it to stop. He felt disappointed when she finally decided to stop spanking him. But he was servicing his Mistress's needs and that's what really mattered. His cock wanted to cum again. Would she notice?

Mistress Sofia soothed the sub's burning ass with her hand. The same hand she used to punish him. In time he would learn to treasure her touch, despite the pain or maybe because of it. She would train him to need the pain as much as he needed to cum.

Her other hand verified that her slut's cock was hard. She knew he would be excited by the spanking and she wanted to reward him for his attitude. Holding him in place by his cock with one hand, she punished both buttocks with the other. She knew that in the sub's mind, being spanked was pre-orgasmic and she knew he would learn to beg for it.

"Hold still, your lower dildo hole needs to be filled." I worked a lubed latex cock into the sub. While he devoted his mouth to Mistress Valentina's pleasure, his other hole belonged to me.

I worked the large dildo in and out of the sub's hole, keeping his cock hard and making sure his ass stayed pink. Valentina seized his hair and scrubbed her pussy with his face. The sub ached to fulfill his purpose. Both holes were being used while his cock was being forced to cum and his ass was being spanked. It was too much at once.

"Uuugh! Oh God! Thank you Mistress! Thank you Mistress!" The sub convulsed and came in Sofia's hand. She slapped his ass harder and milked the big throbbing cock dry. Once his shaking subsided Valentina reached between her legs and held the sub's head in both hands.

"Enough puta. Put your face on the floor but keep your ass up. I am finished but you are not."

As Mistress Valentina backed away from him, the sub assumed a slave pose; ass up, face down, arms extended.

Mistress Sofia smiled at the ease of his compliance. Remarkably, a few strokes of her hand stiffened the cock once more. The dildo slipped out easily and was quickly replaced by an anal plug, because it's always a good idea to keep your sub accessible.

"Make yourself comfortable Tina. His ass is about to be indoctrinated," Sofia grinned. She chose a short, multi-tailed whip from a rack of possibilities and set to work.

"Think of this as a preview of the exquisite torture that is in store for you, sub. You have permission to beg, but do not move. I dislike a moving target and you do not want to annoy me. If you can show me that you appreciate the pain I am about to inflict, I promise that your first real whipping will be an orgasmic experience to remember.

"CRACK!"

Tina curled up with some floor cushions and slid her hand between her legs while she watched Sofia's new tool learn its place. The crack of the whip and the yelping sub sparked her desire. Her pussy was still conveniently soaked. Tina worked on her next orgasm while she reflected on past conquests with her mejor amiga.

Valentina and Sofia had been abusing submissive males since the women were teenagers, growing up together in the barrios of Mexico City. They were especially adept at choosing vulnerable young men seeking to impress two striking young women who were looking for excitement.

None of the boys had any idea how drastically their lives would change just by complying with a few ground rules of engagement.

To date either teen, the boys had to commit to absolute fidelity. There was no fooling around on the tall, toned black girl with the sharp, commanding voice or her dark-eyed, full-bodied friend who seemed to enjoy bullying boys.

By the third date, part of their commitment meant having their cocks locked up for the exclusive use of their new girlfriends. Being shaved and caged seemed like a small price to pay for unlimited sex. But by the end of the week the young men understood that while the sex was abundant, their opportunity for relief was considerably restricted.

The boys found themselves so desperate for release that they would do almost anything to cum. Of course, the two friends shared their conquests with one another. Boyfriends became a commodity, a kind of currency that the girls used to pay each other in kind for favours. If Sofia wanted two boys for the evening, Valentina would loan out her boyfriend. If Tina needed more than one escort fawning over her at a party, Sofia would make that happen. No boyfriend of either teen would dare deny a request from either of las dos amantes, the two mistresses.

By the second week, boyfriends were taught to respond to pet names and learned to perform for their young Mistresses, often with each other. Satisfying performances were rewarded with an opportunity to cum, either solo, with one another, or if they were lucky, underneath one of the girls. But regardless of how they were allowed to cum, their orgasms were always at the discretion of the girls.

If the boys didn't rebel after a couple of weeks of being treated like sex toys, they were considered property. The girls kept them on a short leash, at least until they found new playthings.

Over the years the boys were replaced by men, but the women stayed in charge. BDSM play parties were a excellent source of play partners, providing the two friends with an endless supply of subs while expanding their social network of like-minded dominatrixes.

Señora Sofia in particular was well known among her Domme peers as a Mistress not to be trifled with. Standing six feet in spike heels, the talk ebony goddess with dreadlocks and a riding whip usually commanded whatever venue she chose to attend.

The naked mess of a man cringing on the floor yelped as her whip left more marks on his ass. Sofia felt her face flush with pleasure as her sub succumbed to the whip and begged.

"Please Mistress! Please let me rest! I'll be a better sub I promise."

"There's no rest for the wicked, slut, and you certainly qualify. You will learn to beg me for more, but for now I just want to listen to your pain. Get used to your role, worthless-piece-of-ass. Ha! I think I found your new name."

"CRACK!"

Worthless piece of ass whimpered under her whip, but he stayed crouched at his Mistress's feet, accepting the abuse, learning to trade his pain for her pleasure.

Time became meaningless. Eventually she grew tired of whipping him. She straddled him and grabbed a handful of hair. She pulled his head up until he was on braced on all fours, then sat on his back like she was going to ride him.

"You please me, sub-slut. Crawl to Mistress Valentina and clean her. Watching your humiliation and hearing your pain has given her another orgasm. Lick her clean then come find me - not sure I'm done with you yet.

Tina, join me in the living room when you are mobile," I grinned. "My piece-of-ass will fix us a snack and see to our comfort when you are ready."

I released the man and watched him obey. He was such a natural submissive. Watching him crawl toward his next task, I reminded myself to have his ass tattooed with my cell number next week. I would probably keep this one.

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READ MORE OF THIS SERIES

Sub Hunting Previous Part
Sub Hunting Series Info

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