Our story now briefly turns aside from the bridal party, special as they all are, to ponder the fates of some of the others mentioned in this long and kinky tale.

While the bridal party fell quite naturally within the bounds of being kept until the kinky honeymoon was over…a few other dominants decided that their particular submissives would also be treated in similar fashion.

One such fellow, a blushing nerdy gamer, introverted and disinclined towards any sort of partying…was Chris. Chris, who liked nothing better than to be locked away in his home, playing games and streaming on his rather respectably significant channel, had been ensnared at the club by the gorgeously seductive, teasingly playful Evelyn.

Evelyn, who had insisted on “properly” introducing him to all manner of kinky fun during the bachelor party…and had then kept him right up to the wedding. Had paraded him, in embarrassing fashion, past his friends, past Beth and Andrew, and back to her place to “get ready.”

Chris had squirmed, and moaned, and blushed over and over as Evelyn had flitted about her home, preparing herself to attend the wedding as his sudden plus one. He had been handcuffed to a post that Evelyn had in her bedroom, naked save for his bondage, his collar, and his chastity device. Evelyn had asked him his opinion on various outfits, posing and preening before him. Taking delicious delight in how each new showing brought further flushes to her new boy’s face…and made him ache and squirm in his chastity device. Even mroe so when she sat down next to him, running her hands over his caged cock and swollen balls, and asked him about his friends, about Beth and Andrew, about his interests, and all manner of other sorts of vanilla things. As though they were some sort of couple…though her caressing, teasing hands never failed to remind Chris of just how great a grip Evelyn now had upon him.

It had taken nearly two hours for Evelyn to finally decide upon an outfit for the wedding, by which point Chris was nearly out of his mind with frustrated lust. She had allowed him to eventually get dressed, releasing him from his post, but under a condition. He had to choose whether the collar or the chastity cage stayed locked on for the wedding. One or the other, not both. Chris had flushed, and stammered, and pleaded, but Evelyn had been firm. He was still her submissive captive, and she was not going to allow him out in public without some sort of reminder of his status.

It hadn’t been much of a choice for Chris, introverted and shy as he was he simply could not bring himself to even consider going out in public wearing a collar. The decision didn’t surprise Evelyn either. She had known Chris for less than a week…yet already seemed to grasp the central characteristics of her new submissive better than he did.

When Evelyn had at last gotten him dressed though, and pressed herself to his side in front of her hallway mirror…even Chris had to admit what an incredible pair they made. He in his suit, bashful and blushing, and secretly caged and submissive. She in her flowing dress, confident and grinning, with the key to his chastity cage on a necklace that kept is nestled between her breasts. The barest hint of it visible thanks to the dress’ daring yet still conservative neckline. Evelyn had linked arms with her boy, winked at him, and then marched him off to the wedding.

The wedding had been a blur for Chris, all happiness and joy for his friends, combined with a constant squirming belief that somehow people knew. Knew he was locked in a chastity device…that perhaps there was some sign about his face, or a bulge where there shouldn’t be in his pants, or a dozen other reasons. Yet the wedding itself, and the dinner afterwards, passed smoothly enough. It was only when he looked around to see Andrew and Beth hurrying for the exit, that Evelyn had leaned over, nibbled at his ear, and told him they were “expected back at Alice’s place.”

Evelyn had graciously waited until they were by her car, before she wrapped a collar back around Chris’ neck, locking it in place, and kissing the tip of his nose< “Now you’re mine again…properly.”

Chris had flushed, squirming in place as Evelyn had cuffed his hands behind him and then slid him into her backseat, leaning over him, pressing against him, to buckle his seatbelt in place. She left him with another achingly seductive kiss, one that had him panting hard and whimpering. A needy, nerdy boy…such a delightful package, in Evelyn’s view.

Getting to Alice’s had been simple enough, and upon arrival Evelyn had positioned the pair of them near the stage, where they were able to watch the bridal party arrive. Where they got to witness the glorious auctioning of captive wedding guests…and where Chris got to see his two just-married friends consummate their marriage in that most spectacular fashion. Evelyn hauled him up to sit on her lap, where she delighted in toying with his caged cock, his oh so sensitive nipples, and his shivery, blushing skin as her boy watched Andrew and Beth fuck each other like lusty rabbits.

“Don’t you wish you were going to get something like that tonight?” Evelyn had crooned into his ear.

Chris had groaned and nodded, his mind half lost to lust by this point in the evening, and well past caring about matters beyond somehow obtaining relief from the cruel denial of his chastity cage.

“What would you surrender to me…” Evelyn had murmured into his ear, one hand pinching his nipple, the other caressing his caged cock, “…if I told you I’d let you cum tonight?”

Chris had moaned, his head lolling back as he sucked in a breath. Then another. And then a third…before finally he had summoned up the shreds of his courage and moaned, “I’d…I’d…Please, I’ll…mmmmm….Me!” He had blushed bright red, squirming agianst the woman who had captured him, and shuddered, “I…I already owe you three more days…I’d…I’d give you…as long…mmmmmm…as long as my friends are…are kept captive…”

Evelyn grinned, seeing how Chris looked up at Andrew and Beth as the former plunged into the latter over and over again, “Deal. You belong to me for at least as long as your sweet friends remain under Mistress Alice’s care…”

Chris hadn’t found out until midnight, when Alice had announced to the entire Club that Andrew and Beth would be embarking on a kink honeymoon, just how long it was that he had just given over for a chance to cum. But it was a mark of just how much he had fallen for Evelyn, how much he was actually enjoying the previously unexperienced attentions of a cute, seductive, and thoroughly fun lady, that he hardly protested. Hardly kicked up a fuss at all when Evelyn had signed him into Alice’s Register Book as a month long submissive. Had only moaned and blushed when Evelyn had told the maid that she expected he’d end up extending his time with her. That by the end of the month, she was rather confident he’d want another one…though she’d make him beg for it.

Now, two weeks after the wedding, Chris and Evelyn were beginning to find an…equilibrium of sorts.

SMACK

“Mmmrgggh!” Chris squealed into his large ballgag, yanking and straining against the leather and steel that held him fast to the bondage bench. He shivered as a slight breeze suddenly trailed across his naked body, and he moaned, shimmying his butt a little.

“Awwww,” Evelyn cooed from behind him

SMACK

“Ggrraahhhppphhh!”

“Well I’m not gonna pass up an inviting target like that sweetheart,” Evelyn chuckled, “Now, courage little one. Five more for me.”

SMACK…SMACK…SMACK…SMACK

Chris threw his head back and keened loudly into his gag. He knew, without having to look, just how cherry red his ass was going to be. Just how sensitive it was already…and how much more so it would grow over the evening. He shuddered, pulling again on the cuffs that secured his wrists to either side, twisting his head and feeling the thick collar that he was kept in virtually every moment of the day. He blushed and groaned as he felt the weight of the flogger trail lightly, and filled with the pregnant promise of the fifth blow, across his aching ass. Felt Evelyn’s hand then slowly caress and slither across his buttocks…and then down to his inner thigh…and then…

Chris gasped and shuddered, tensing in frustrated pleasure as a single finger slowly tickled the bottom of his swollen balls, sending rushing tingles racing up his bound and helpless body. He arched his back, bleating incomprehensible promises and pleas to the woman who had subjugated him so thoroughly over the past two and a half weeks.

“Mmmmm, such a good obedient and responsive boy you are for me…” Evelyn chuckled, leaning over him to plan a quartet of kisses down his spine, ending at the small of his back, “You need only take this final blow from me pet, take it and thank me for it…and I won’t make you do your little gaming stream while wearing my collar. You’ll be allowed to remove it…but you’ll be squirming, wincing, and feeling me and my handiwork all night.”

Chris groaned, nodding his head, and drew a throaty chuckle from Evelyn in response, “Isn’t it just delightful? We’ve already begun to whittle down what you’re willing to resist and fight for. You sleep in a cage now, when I don’t have you in my bed to pleasure me, and to get achingly teased. You serve me as my maid during the day…teased and tormented while you keep my house clean…and you beg and plead at the end of each week for the opportunity to get fucked by my strapon…because that’s the only time your cage comes off.”

Chris groaned, blushing bright red as Evelyn sauntered around to crouch down before him. She placed a finger beneath his chin, raising his head to plant another gentle kiss on his gagged lips this time, her eyes twinkling with amused satisfaction.

“I knew that first evening when I got you all helpless and tied up that you had the potential to be a truly wonderful slave…and here we are! Not even done the full month, and you…” she kissed him again, “…have already slotted so neatly into my life.” She giggled, still holding his chin up by a single finger, and cocked an eyebrow at him, “You’re enjoying yourself…aren’t you?”

Chris flushed even redder somehow, squirming and wanting to tear his eyes away from hers. Wanted to deny liking this. Wanted to demand that she let him go, that he finally be free of his frustration. His enforced denial. The pain she inflicted upon him, that he endured for her…

But he couldn’t. This had been the most incredible experience of his life so far, this whirlwind off-key, weird, and unique approach to intimacy…but Chris wasn’t sure he wanted to walk away anymore. There had been plenty of painful experiences, frustrating experiences…but there had also been quite a lot of good. Evelyn, though inexperienced in video games and other geeky pursuits, had flung herself into them with abandon once she had secured Chris within her home. Yes, he did nearly all the chores…but he had a girl who loved playing his favourite games with him. Who loved to spend hours at night tracing her fingers sensually over every inch of his body. Who loved to snuggle with his securely bound self on the couch while they watched silly movies together. Evelyn made him feel wanted, truly and genuinely wanted, for the first time ever as something more than a friend.

So Chris did not tear his eyes away. He met her amused, questing stare, and nodded shyly.

Evelyn grinned and yanked his ballgag out of his mouth, leaning forward to deliver a far more powerful, far more intense, kiss than previously. Kissing him until his doubts were banished, if only temporarily. Kissing him until he moaned, and squirmed, and made muffled noises. Torn between the need for air, and his aching desire for more of her intoxicating taste. Kissed him…and then drew back slightly. Only enough for a solitary inch of distance to enter between their mouths.

“That’s my good boy,” Evelyn murmured, her hands on either side of his head, thumbs softly stroking his temples, “That’s my very good boy. You’ve one more to take for me. One more, and then you thank me for disciplining you.” She slowly ran a hand through his hair, “You can do that for me, right sweetie?”

Chris nodded, a little whimper of need escaping, “Mmmm, yes…yes Ma’am.”

“Good boy,” Evelyn pressed her lips to his again, a gentler, but no less intense of a moment, before she drew back, fitting his gag back into his mouth, “When you’re done streaming, we’re going to lie down in bed so that I can rub lotion on that butt of yours…” She slowly rose, taking a moment to press his face against her thigh with a chuckle, “And then you can demonstrate your gratitude by giving me an orgasm or two. Who knows? Perhaps you’ll even earn an evening of snuggling rather than being caged. Won’t that be nice?”

Chris burbled into his gag, blushing and squirming…and yet oh so aroused. Straining against his cage…against his bonds…

Somehow, he had truly lucked out.

Somehow he had found the woman of his dreams.

Though he’d not yet found the words, Chris didn’t want to let go of this time with Evelyn. He wanted more of her. He was intoxicated with the feelings that came from being near her. A zest for life, a lusty enjoyment of kink, a truly warm feeling of belonging…of care…of safe security from being in her charge. From wearing her collar. From being kept in her bonds, in her bed, in her cage. Chris, for the first time, was well and truly happy.

Evelyn, for her part, could guess at the broad direction of Chris’ mind. For such thoughts accorded with her own. As she slowly paced back behind her captive lover, she allowed her grin to flower into a full pleased smile. She’d not suspected, when she took him, that he would work out quite so well. Hadn’t dared to hope really, even when she had teased and titillated him with the thought of an entire month of servitude.

Perhaps in another week, she’d begin to plant some further seeds. It would be possible, perhaps even desirable, for him to continue in his present role beyond the single month they had agreed to. A phone call to Alice should suffice to tide things over…while she dedicated her considerable energies to reminding her captive playmate just how much he truly did enjoy being with her. She’d never before wanted to keep a slave, man or woman, for as long as she’d had Chris…let alone thinking about a further portion of time. She hummed softly to herself, letting her hands rub and caress his aching rear, thrilling at the small noises of pleasure and pain that he made, as he clenched and unclenched beneath her fingers.

She took up her flogger again, trailing it over his exposed flesh and sighed happily. Chris was hers yet for weeks…and if she had her way, for many weeks more beyond that. She needed only his agreement, and Alice’s own, and perhaps this little adventure could take on an even more delicious character. It had been some time since Evelyn had truly dated someone…and she vastly preferred her companions to understand their proper place in a relationship…which Chris had already seemingly mastered. About the only thing he would ever master, would be his own submission to her.

“Ready my darling boy?” She tensioned the flogger, aiming it precisely.

“Yeff Ma’am,” came the muffled reply from her slave. From her soon to be boyfriend.

SMACK

We now journey farther abroad, away from Alice’s Club, and indeed away from the city entirely, to take up with another member of this story. Another fellow who had fallen into the world and realm of kink through the wedding celebration for…his sister.

Patrick, Beth’s younger brother, had been auctioned off that very evening to a gorgeous raven haired older woman. A woman who, as it turned out, was an incredibly wealthy proprietor of a large multinational company, and who had bought and renovated an extensive estate on the outskirts of town. An estate wherein she was able to indulge in all manner of proclivities. Indeed, this is a familiar figure to some.

Mrs Penelope Shackleton, that domineering conqueror of boardrooms, boudoirs, and everything in between, was the woman who had bid so extravagantly for the opportunity to abscond with Patrick.

She had kept him at the Club all night, having the young man pleasure her over and over again as she watched his sister and her new husband fuck and be fucked in turn. Watching other stage shows, bondage strip teases, dominant skill showcases, and all other sorts of kinky entertainment, before she declared herself satisfied with Patrick’s performance. Despite his inexperience, the boy had given her a few decent orgasms…and occasionally Penelope did relish the challenge of turning a curious vanilla fellow into a dyed int he wool submissive bondage fanatic.

After all, most people who met her fell under her sway soon enough.

And so it had been with the brother of the bride.

Penelope had decided his fate on her drive home, comfortably ensconced in her limousine with her new slave’s head buried between her legs. She didn’t want to have him in the house full time, as that might disrupt the training cycles of her more permanent pets. A temporary, if still intensive, program and location would be needed for her latest conquest. Somewhere that he could be kept, and trained, and programmed…and where she might indulge herself in disciplining him, teasing him, tormenting and toying with him…before he eventually had to be returned to the Club. All of this, while keeping in mind that she wanted his first real kink experience to leave him wanting…needing…more.

So it was that Patrick arrived at the Shackleton Estate…and was swiftly led to the redoubtable stables. There, Patrick was stripped, redressed and bound, and presented to Penelope ninety minutes later as Patty the Pony.

Penelope spent quite a bit of time with him, in between managing her business empire and her other slaves. ‘Patty’ was run rather ragged in his first few weeks. Two hours of hard work int he mornings, practicing his stepping, learning how to make responses that were suitably ‘pony-like’ for his Mistress…and being disciplined for any lapses. Then it was into the programming room within the stable, hooked up to VR headsets, and set to walking on the treadmill while mindfucking hypnosis videos were played on a loop. Securing Penelope’s presence within his psyche, granting her a stronghold within his brain from which she could slowly come to grips with Patrick’s sense of self…and discretely remold it to suit her purposes. Nothing especially long term in nature. Just enough to keep him interested in kink…interested in submission…and interested in her.

Never let an opportunity go to waste, was one of Penelope’s mottos, and though she wasn’t yet sure she wanted the boy as a permanent member of her household…it never hurt to make certain she had the option.

As with so many things in her life, Penelope excelled at taking vanilla men and women, and turning them into eager, desperate submissives. Had she wanted to, she no doubt could have plied her skills quite extensively in the taking, breaking, and training of captives…but she preferred that her kinks remained a comparatively private and personal endeavor. Far better to take those she wished to take, rather than taking on behalf of someone else’s preferences and wants.

And so, nearly three weeks after she had left Alice’s Club with Patrick in tow, she sat in a small one person sulky carriage, pulled with vigour by her pony, Patty. Patty had put on a fair bit of muscle, even just in the brief period of being owned, and was now able to propel the pair of them at a proper speed along the pony track. Penelope grinned, flicking his flanks with her reins, and calling out in a sweetly domineering tone, “On you go Patty…perhaps if you’re very good, your Mistress will consider letting you cum this week after all. It’s been…oooooh…about two weeks now, hasn’t it?”

Patrick, Patty, whinnied into his bit gag in response, his mind aflame with lust. He clung to the knowledge that there were only another…seven…ten…twelve…? Some number of days left before he was supposed to be released. He had to be released. He needed to get away. Because…

Because…

Because otherwise…otherwise the other thoughts he was having every day…thoughts of pleasure, thoughts of kink, thoughts of needy, desperate submission…otherwise those thoughts might come out on top. Those thoughts might be in charge, when Penelope drew down his bit gag, kissed him on the cheek, and asked, “Would my little pony like to stay with me for another month?”

If his horny brain had seized control from him in that moment, Patrick might find himself nodding. Might find himself babbling his need. His desire to be hers. To be owned by Penelope Shackleton…and continue his new life as a pony for another month…and at the end of that month, when asked again, he’d be even less able to resist begging for another extension…and another…and another…

Patty shivered as he ran, wrestling with his brain even as his body moved on autopilot along the course, responding to every tug and pull of the reins. He needed to keep his mind focused. Focused on needing to get free. To get released. To achieve release. To cum. He needed an orgasm. Maybe…maybe if he offered…

With a muffled cry he shook his head, whimpering into his gag as the reins flicked him onwards to yet greater exertions. As Penelope teased him with her domineering words, her confident assertions that he might as well just throw in the towel. Accept another few weeks as her ponyslut, and she would even let him cum without the chastity cage on. A real orgasm. A real orgasm…to reward him choosing more slavery.

With the tempting seductress behind him, and his own crumbling mental defences within him…Patrick ran onwards…though towards freedom or more pony slavery…even he didn’t yet know…