Chapters So, this was it. It was bad enough that those damned ponies took his kingdom, defeated him with that Crystal Heart...
Now he was imprisoned, shackled in the dungeon he had built all those years ago. Sombra did his best to look around, try and see what his situation was a little better. The solitary torch made it hard to see, but he could feel it. He had been stripped naked and shackled in the middle of the room, ankles to the floor and arms to the walls. A cuff around his waist and collar kept him bent over and spread legged.
He grunted in annoyance at the lingering tingle from the guards giving his ass a slap before leaving. He couldn't even remove the silencing charm put on him thanks to the wave of magic from the heart. It'd been powerful enough to shatter his horn, so now he was shackled, buck naked and unable to use any magic.
'Feh, no point in whining about that.' He thought, hearing faint hoofsteps down in the hall. 'Safe to say I'll have my sentence passed before the day's out.
A few moments later, the cell door opened and in stepped the last two ponies he expected to see. He gave Shining Armor and Princess Cadance glares. They both looked at him, then her horn glowed for a sec.
He coughed at the feel of his voice coming back. "Hn, come to tell me my fate personally?" He muttered. "Can't say I wouldn't have done similar. So, what's it to be; hanging? Beheading? Or one of the more exotic ones?"
"That's where you're mistaken, Sombra." Cadance said, a slight smile on her lips. "Shining and I discussed it, and we've come to an agreement. You will have a sentence, that is certain."
"However, execution isn't on the books." Shining added. "Instead, we've decided that a bit of rehabilitation is in order."
Sombra let out an uncharacteristic snort. "Rehabilitation? You honestly think that?"
"Well, perhaps that might not be the proper wording." The princess admitted.
Sombra waited for her to clarify. Instead, she took something out of her pocket and set it on the floor. It was a small tripod that she extended until it was level with his face. She then set a small screen on it.
He gave her a confused look. "What's this?"
"You'll see." She grinned as Shining walked behind him were he heard the light click of something else being placed. She pushed a button on it and a video feed appeared.
"W-wha!?" Sombra's eyes widened in surprise when he recognized the genitals being shown, especially when Shining Armor crouched into view, looking at them. He felt his cheeks redden at the thought of another stallion inspecting his privates.
"Huh. He's almost at big as I am." Shining said, grasping his testicles and rolling them in his hand like a peach.
Sombra squawked in protest. "H-hey! Let go of ack!" He flushed even more his penis was gripped. It didn't help that he could see it happen as well.
"Nice cock too."
"Let me see!" Cadance trotted behind him and he saw her watch Shining bounce him in his hand. He had to grit his teeth to stop the moan that wanted to come out. Only to let out an unstallionly squeak when he felt a nose against his bits and a deep inhale. "Ooh, he smells like rootbeer!"
"Really?" Another nose, the screen showing it was Shining this time. "Huh, he does. What do I smell like?"
"Yours? Peanut butter cookies."
Sombra's mind was in a jumble. What the hell had he gotten himself in to!? Instead of just finishing him off, his punishment was to molested by these two!?
"Oh, almost forgot." Cadance took hold of him by the base of his sack while Shining jiggled his semi erection. "I said rehab, but by rehab, I meant we're going to turn you into our private little fuckpuppy.
"W-what??" He tried to move, but the shackles had him completely immobile. "You cannot be serious!" He was Sombra, the land trembled when he was around! This couldn't be his fate; to be turned into a mare and stallion's...love slave!?
"Granted, it'll take a little while to wear you down." Shining patted his testicles. "It's been what...a thousand years without nutting? These guys must be ready to burst."
"Don't worry, Sombry." Cadance cooed as she gave him a little kiss just under his already twitchy anus. "We'll let you blow that load, just not right now."
He heard them taking out more items, then winced at the feel of something cold and metallic being inserted into his peehole, followed by it being encased in more metal and something wrapping around his scrotum. His jaw dropped at what he saw. "A...a cage!? You're putting me in a cock cage!?"
"A rather special one. You can't cum while wearing it, but it keeps you on the edge. Don't worry, it'll only be for a few days."
"Wait...what do you mean 'on edge'?" He went wide-eyed at the sight of an elegantly engraved buttplug. Shining placed it against his penis to show it was almost the same size. "You wouldn't..."
"How else will you stay on edge." Shining asked, holding it out to Cadance who never took her eyes off the camera as she gave it a long lick.
Deep down, he had to admit...that was hot. However, reality came calling when he felt his pucker being magically pulled open. "Haa.." He exhaled at the stretching sensation...then the slick metal of the plug being pushed in. "I...I gah!" He gasped, bucking slightly at the feel. Trying to swat it away with his tail was futile, since it'd be cuffed to the shackle on his waist.
"Think he likes it." Cadance giggled. "Now to turn it on."
"Turn wh-AHH!" He gasped when the sudden, and very intense vibration that started up in his anus. "H-haaa..." He shuddered.
"There you go." Shining patted his rear. "Like we said, it'll take a while, but I think you'll enjoy being our submissive little toy then a grouchy ex-tyrant."
"Wait...you...mfff...you can't..." Sombra grunted at the sensations he was feeling as he watched them leave. "You can't leave me like this!"
"Don't be silly, Sombra." Cadance let shining out first. "The camera's staying so you can admire your new toys."
The former ruler just stared at the closing door. With a click, he was again left in darkness, the only sensory inputs being light from the screen, and the faint buzzing in his ass.
If Sombra could be heard, the moans he'd be letting out would have anyone blush at the sound. Three days; three days since those two applied that cage and plug to him. The plug would constantly vary in the intensity, but it never stopped.
And the damn cage...they negelected to mention that not only was it preventing him from ejaculating, but it was keeping him at a semi-flaccid state the whole time! The shackles were the only things letting him stay up, his knees had given out from the first twelve hours
It did NOT help that that on occasion either a pair of guards or they themselves would come down to molest and taunt him...
"Wakey, Wakey!" Sombra was jolted awake by the hand jiggling his balls. He barely managed a glare at the screen when he found he was looking at the guard's grin on the screen as she did so.
"Gotta admit, for a former tyrant, you got a cute pair of plums here!" She giggled and nuzzled them, forcing him to hike his pelvis up in reflex.
"!!" Bug-eyed at the feeling, he looked around in shock, desperate to figure out how to react...until he found himself inches from the bare mound of the other guard. He didn't know what magic was used, but the mare's already wet pussy smelled strangely of the air after a heavy rain.
"Aww, poor guy." She cooed, running a finger along her slit. "Not being allowed to cum until the prince and princess say you can." She adjusted herself until she was a little closer. "If it'll make you feel better, you can have a taste of my little kitty here if you want."
He barely had enough time to open his mouth to respond before she pressed her mound against his mouth.
Sombra would never admit it, but that was the first time he'd ever tasted a mare. He was too busy ruling back when the Crystal Empire was his to bother with that.
An absentminded lick of his lips quickly brought him back to how sweet it was; like honey fudge...he grunted and bucked on reflex when the plug buzzed at full power again. "By Faust..." He moaned, looking at the video feed of his own genitals. "Please...let me cum..."
"And there's the magic word." A voice he quickly recognized spoke up.
"Shining..." He said, not even bothering to growl. "Back to slap me with that sausage between your legs?" He prayed his cheeks weren't reddening at the memory of the stallion bouncing his pecker off his nose so he'd know what he smelled like.
"Tempting, but maybe later. Cadance and I talked, and think you've been cooped up long enough."
"Wait...you're getting me out of this accursed cage?" He tried to keep the hope out of his voice, but the thought of finally being allowed relief was...
"Yep!" Shining stepped around him, giving his bare ass a pat before he showed up on the camera.
A groan escaped him when Shining slowly pulled the plug out, allowing his now tender anus to close up. "Ahh...ha!" He gasped when his balls were cupped.
"Relax, your not the first stallion I've nut groped." Shining grinned, caressing each testicle. "You do have a nice pair, though. Big as mine."
"C-come on...!" Sombra squirmed in his grip. "I can barely stand as is!"
"Don't worry. Just enjoying our new toy." Sombra gritted his teeth at as the cage was unlocked, feeling himself get fully erect the moment he was free. "Oh Faust..." He moaned, watching his free penis throb on the screen
"That's done, all that's left is..." Shining stood up, rubbing his own bulge.
"What's left? What are you..." His eyes widened when he unzipped his pants, letting his own cock free. "What are you doing??" He watched Shining stroke himself to full size before positioning the head against Sombra's ass.
"I did say you were going to get to cum, right?" Shining said. "You just need some stimulation!" With one firm thrust, he buried himself balls deep into the other stallion's anus.
He tried to fight it, to resist the urge, but that long, the teasing, the fondling...he couldn't fight it. With a cry of passion, Sombra bucked hard against Shining as he blew his load, spewing hot white ropes of cum against the floor.
"Damn! You were pent up, weren't you?" Shining started pumping into him, the sounds of smacking flesh over the splatter of fluids. "Tight ass too."
"H-harder..."
"Hm?" Shining looked at him. "Say what?"
"Harder..." Sombra looked back. Instead of exasperation or annoyance, raw desire was on his face. "Harder...fuck me harder!"
"Well, if you insist!" Shining grinned, pounding against him as hard as he could. "Yeah...!"
Sombra cried out again, his essence pooling under him with each thrust. Slowly but surely, he felt himself empyting out. The feel of another stallion's dick invading him sending shocks of pleasure through him.
"So, who does this tasty ass belong to right now?" Shining asked, punctuating it with a firm slap.
"Y-you..." Sombra managed to get out, squealing from the smack.
"Afraid I didn't hear that." Shining smacked against him harder. "Who does it belong to?"
"You!" Sombra cried, feeling himself nearing the end. "My ass belongs to Shining Armor, to do whatever he wants!" He grunted at the feel of the last few spurts and a welcome emptiness in his testicles.
"Damn right it ffffuck yes!" With on last thrust, Shining grabbed Sombra's hips as he blew his own hot load into him.
Sombra shivered at the thick warmth of the unicorn's semen squirting deep into his bowels, along with the way his cock twitched with each spurt.
And...he liked it.
"Celestia's clit, that hit the spot." Shining said, slowly pulling out, letting Somba see his own winking pucker before Shining have him another swat. "I'll go and let Cadance know you'll behave." With that he walked out, not even bothering to zip himself back up.
As the door closed, Sombra let out one last moan, feeling the load start to trickle from his anus and down his inner thighs.
Sombra let out a relaxed sigh. After blowing his load, he damn near passed out right then, got the first decent sleep he'd had since his capture - his ass was still a little sore, though.
They'd also changed his shackle position during that time. He was now standing, with cuffs around his thighs to keep him upright and his legs apart. His arms were now behind his back as well, but at least he could bend them a little.
He looked over at the door as it opened, watching a pair of naked crystal ponies came in, a mare and stallion with matching light purple coats and navy blue manes. Both carrying sponges, soap and levitating in a tub of hot water. He recognized them as the pair assigned to give him a daily bath, though he had yet to figure their names out.
"Morning, Sombra." The mare giggled, not even bothering to hide how she was looking at his crotch. "And Junior."
"Must you call my penis that?" He asked, exhaling when they started scrubbing him down. He refused to admit it, but he found this particular act relaxing...though he slightly wished they stop teasing.
"He seems to like it." The stallion grinned, a hand on his pubic area, alarmingly close to the base of his already hardening shaft. "See?"
Sombra groaned, he finally gotten used to being groped and fondled like this...the teasing was still another matter.
"We better hurry up." The mare said, taking a soapy washcloth to his balls. "They said they wanted him squeaky clean for this afternoon."
"This af-afternoon?" Sombra tensed slightly as a sponge scrubbed between his asscheeks. "What's happening then?"
"No clue, but Princess Cadance looked excited." The stallion replied, getting his back. He smirked, both grasping his dick with sudsy hands. "They said to make sure this was good and hard too."
Sombra felt his cheeks heating up as he received a double handjob, thrusting reflexively into it. He knew trying to hide his enjoyment was futile...and they all knew it. He'd figured out they were going to break him with teasing, affection and pleasure...
And it was working.
He was snapped out of his thoughts by the splash of warm water, then the feel of lips against the tip of his cock. "She said to make sure you weren't too pent up as well." The mare said, both of them on their knees. She the head a lick before wrapping her mouth around it and suckling.
Sombra could barely do more then let out a shuddering exhale, especially when the stallion began trailing long slow licks up and down his shaft, both of them taking his scrotum in hand and rolling his balls around.
'Faust...' Sombra panted. Those two had taken turns on his stallionhood, going further and further down till both were deepthroating, nearly draining him dry. It'd been a few hours ago and his gonads still felt empty.
Once again the door opened. "Hope the twins didn't take too much out of you."
"Hm, was told to be expecting you, Princess." He said, watching Cadance step into view. She was wearing nothing more than nipple piercings and a loincloth. He'd seen her in less, so he had no problem looking her in the eye. "Dare I ask what you had in store?"
"You could." She grinned, running her hand over his chest. "But why spoil the fun?"
Sombra started to respond when the door open again, and Shining walked in, levitating a chair in behind him. "What?"
"Not too late, am I?" He asked, placing it right in front of them and sitting down.
"Nope." She turned her attention back to him, sliding her thigh up between his legs. "As for what the surprise is..." His eyes widened when she grabbed his ass in both hands. "I think it's time to finally fit you into your new role."
Author's Note
I apologize for this chapter being so short, but feel what happens next deserves its own chapter.
On a side note, any of you want to see me try another M/M one shot, to see if I can do a little better?
Sombra inhaled sharply at the feeling of his ass being squeezed by Cadance. He wasn't sure how to really respond; it didn't help that she was rubbing her thigh up against his balls, or Shining was watching with a grin.
"So, Sombry. Did it feel good?" She asked, pressing her breasts against him.
"Wh...what?" He blinked, twitching at the light smack on his left asscheek.
"When you had your hole full of Shining's meat." She smirked at the faint hint of pink appearing on his cheeks. "I bet he stretched you out good, didn't he?"
"I-I..." He inhaled as her hand replaced the thigh, rolling his scrotum in her palm. A glance to Shining showed the unicorn was just sitting there, watching calmly.
"Considering Junior's already saying hi, I'll take that as a yes." She said, both on them looking down as his rapidly growing erection. "Now, since you know what's in store for you, we've decide it's the perfect time for your first lesson."
"Why does that sound ominous coming you, Cadance...?" He said.
"Ah-ah-ah." She gave his balls a gentle slap. "From now on, it's 'Mistress'. Though. 'Mommy' is a fun alternative. Now, like we said, since you get to be our new playmate, it's time you looked, and dressed the part." Her horn shimmered, and an elegant jewelry box appeared in her hand. "I take it you've never worn jewelry before."
"I had a ring once." He admitted. "But that was a long time ago."
Shining smirked as Cadance opened it. "Well then, you're in for a treat."
His face reddened when he saw the contents. They were planning on him wearing that ? "W-wheres the rest of it?"
Her smile told him everything. Sombra gulped slightly; there was barely anything there! How'd they expect him to walk around in that??
...and why did it seem to to turn him on for some reason?
"First lesson; to play the part, we need to dress you in the part! Let's work our way down, shall we? Shining, care to give me a hand?" She asked, floating the box beside her.
"By all means." He got up, giving Sombra a clear view of the bulge he already had. The two proceeded to take out bracelets and an armlet, using a few spells to phase them through the chains and onto him, along with a collar.
'Say, Sombry, I'm curious, which do you like more; cock or pussy?"
"W-what?" He looked at the mare. "What kind of question is...?"
"A simple one." Cadance replied as she wrapped a belly chain around him. "You prefer a snug, tight slit, or a big meaty dick? It's mostly out of curiosity. And what to reward you with if your good."
"Um...I...I don't know..." He answered in a low tone. Which was more or less true; given Shining had been his first time with another stallion.
"Ah, no big deal then." She shrugged. "We'll work it out as we go. Besides, me and Shining like both, anyway."
'You...you do?" Sombra blinked, then squeaked when Shining grabbed his semi-hard shaft and started stroking.
"Getting you ready for the next piece." He grinned, pumping him steadily until he was fully hard, then gripping his scrotum.
"Heh, you always like going for the plums." Cadance shook her head as she pulled out something that looked like two rings attached by chains.
"Gets the message across." He replied. "You have no idea how quick that wakes up a guard sleeping at his post."
"Noted..." Sombra moaned slightly at the feel of his balls being rolled around, along with Cadance grasping his shaft to slide the rings on.
"Someone's enjoying himself." She added, putting one ring at his base and the second halfway on his cock, twisting it so the chains connecting them spiraled before they shrunk to fit. "Feel ok?"
"A... a little snug, but otherwise; what's the longer chain...for?" He stopped when the one connect to the base ring showed it separated into three. Two that Shining looped around his sack while Cadance threaded the central through the loop so it went between his testicles, forming a barebones pouch. "Oh."
They then slipped something resembling a garter onto his left thigh, then anklets. By the time the were done, Sombra was feeling a bit like a harem dancer. "I think that's enough for now, we can add the piercings later."
"Piercings??" Sombra refused to admit he sounded startled, especially since she said it in plural.
"Don't worry. it'll be painless. Magic, remember?"
"Oh...right." He looked at all he had on now. "So...what next?"
Author's Note
I know, not my best, but given how long it took me to get this thing done, I figure might as well.
You guys wanna see Cadance have a turn with him, or doubleteam?
Sombra groaned in relief; the chains had been loosened enough to let him at least cross his arms and stretch a bit. Probably masturbate if he felt inclined.
Shining and Cadance (at least he called them that in his head still) had given him a day to get accustomed to the first set of jewelry...though he did wish they had told him the cock rings would vibrate whenever they chose; hell of a way to wake up...
"Morning, Sombry!" Cadance chirped the moment she was in the cell. "Sleep well?"
"More or less, Ca-I mean, Mistess." He corrected himself. "I'm guessing you're here about the next lesson?" He'd refuse to admit out loud, but he was almost looking forward to it.
"You betcha!" She chirped. Her horn glowed and the chains detached, leaving him with just the cuffs on his wrists. "This next one requires a change of scenery."
"Dare I ask where-er??" He jumped at the sharp tingling on his penis, then noticed her horn was still lit up. He quickly looked down in time to watch the rings become a tattoo on his shaft.
"So it doesn't get in the way." She said, grasping him by his scrotum. "Now let's take you to your new home."
"N-New home?" He asked, slightly distracted by the light kneading she was giving him.
"From now on, you'll be staying with us in our chambers. When we aren't showing you off, of course."
"Showing me..." He was forced to walk a little faster than normal to keep up with the mare's cheerful striding. As she led him down the halls leading to the castle proper, he saw that the palace guard was a noticeable mix of stallions and mares. Several who gave him appraising looks as they walked by.
He wasn't sure why exactly, but it turned him on a little.
The pair went down two halls and up a flight of stairs before reaching a larger than normal door. Cadance opened it with a quick flicker of magic, never breaking stride as she led Sombra through a drawing room and into their bedroom. For being rulers, it was surprisingly modest: a closet, dresser and vanity, and a large bed that looked like it could fit the three of them and seven other ponies comfortably.
Shining was already sitting on the bed, wearing what looked like a jock strap. "Welcome to your new home, Sombra." He grinned, adjusting the growing tent.
Sombra followed Cadance to the bed...then paused when he saw his reflection. "What...?" He blinked in confusion.
"Hm?" She looked back, seeing him stare at his reflection.
"Wha...h-how??" He stammered, utterly befuddled at what he saw. He was well aware his horn had been damaged, but now he was almost half a foot shorter...and his body was half its original size! Even his face looked more feminine, his hips were wider, and he was borderline petite!
"Oh, I knew I forgot something!" She snapped her fingers. "Sorry, Sombra, but when the shockwave from the crystal heart hit you, well...." She gave him a sheepish smile.
"It turned me into a femcolt...?" He did NOT whine. He could handle it, he just wished he'd known earlier.
"Aw, don't be that way." She put an arm around him. "Femcolts are sexy. And you got to keep this big boy." She patted his penis.
"Yeah.." He sighed and squared his shoulders. No sense pitching a fit now. "Ok. I'm good."
"Good, cause you next lesson..." She suddenly teleported them both onto the bed beside Shining. "Starts now!" Grabbing his hand, she planted it square on her husband's crotch.
Sombra blinked. Part of him, a bit that was steadily dwindling away, felt like he should yank his hand away. But he'd already had his bits fondled, licked, and played with...so this...almost felt natural. He lightly clutched the bulge, feeling Shining's cock throb in his hand. A slight repositions let him feel his scrotum through the fabric. It... it felt good. "You have a nice dick, Master." He said reflexively, idly noticing his voice was a bit higher too.
"Give them a good squeeze, Sombry!" Cadance egged him on. "He likes having his balls stallionhandled."
He complied, closing his grip around the package, earning a moan and buck into his hand. Sombra slowly began to squeeze and knead.
"Mmmm, good boy." Shining exhaled, laying back with a hand resting on Sombra's ass cheek.
"He's a fast learner!" Cadance giggled as she teleported her clothes off and slipped into Sombra's lap. You said you've never enjoyed a mare?" Her tone turned sultry as she slid up to his tip and positioned herself. With a smooth motion, she impaled herself on his dick, going balls deep. "Oh buck! You stretch me just like Shiny! Momma like!"
"You...you're ok with...?" Sombra glanced over to Shining.
"Actually, it turns us on wanting each other fuck someone else." He said, using his magic to pull the strap down enough to let his semi-hard penis spring out, which Sombra promptly grabbed and began pumping.
"One of our turn-ons, at least." Cadance added, slowly starting to bounce in his lap.
"I-I see..." He groaned, the mare's sex clamping down on his cock with each bounce.
"And another one is threesomes." Shining fully removed the strap and gave Cadance an odd signal.
"Huh??" Sombra's eyes widened when he found himself suddenly sandwiched between them. "I-ah!" He squealed when once again, his anus was invaded by the other stallion's shaft.
"And the lesson is complete!" Cadance grinned, enjoying the blissful look on the ex-tyrant's face as he was pounded on from both side.