Lyra Heartstrings and BonBon were on their way back from Zecora’s jungle home with a brown paper bag of medicine for Lyra between their regular belongings on the wagon. During the Nightmare Night attack, BonBon was transformed into a bat pony. The unicorn and the earth pony were in the middle of moving away from Ponyville to avoid scrutiny. The mares got lost and ended up in a barren wasteland buried under metres of snow and ice. While bickering about how they got this lost, Lyra and BonBon saw a lichen coated horn poking up from the snow. Lyra and BonBon leapt into action, shovelling the snow with their hooves to uncover a strange looking unicorn wearing nothing but a magic suppressing ring around the base of his horn and a full latex hood. BonBon couldn’t use her magic while thirsty in case it caused something unexpected. BonBon and Lyra draped the unconscious umbrum unicorn between them and shuffled back to their wagon. After loading the sickly pony onto the wagon amongst their belongings, they looked for a road to lead them out of the barren, snowy wilderness without encountering Windigos. The Windigos had encircled their new home, cutting off food, other essential supplies and methods of communication from the rest of Equestria.
Fortunately for Lyra, BonBon and the town, the Cutie Map sent the newly ascended alicorn princesses to save their town from the spiteful Windigos. While every pony celebrated in the warm sunshine, Sombra was captured and returned to Ponyville, bound in a breeding frame and locked in the dungeons below the Castle of Friendship to await punishment for his crimes. What became of the Legion of Doom and Equestria?

Sombra was gagged, hooded and locked in a breeding rack like a misbehaving mare. He heard hooves striking against the flagstone floor and threw himself from side to side in the breeding rack. He had been conserving his strength since he had no idea when he would next be allowed to sleep, hydrate or eat. Whoever it was merely tapped the magic-suppressing ring around the base of his horn. The female voice snickered mockingly. Lifting his tail to slap the umbrum unicorn on his ass. Sombra’s ass tingled with every word. Arousal mixed with fear.
“Did you expect Celestia to judge you? Tsk. Tsk. You’re going to serve Equestria until your balls shrivel up like a raisin.” The teasing whisper wormed deep into his ear canal.

Something twinkled. A pair of what he assumed to be magic hands by the touch, quickly unboxed the male equivalent of a milking machine. Not that Sombra could see that.
“You’ll fill one cup for every mare that you hurt during the attack. Does that sound fair?”
“Hmn-mff!”
“What was that? There seems to be something in your mouth.”
“Arff-fmm!”
"I can’t hear you. Can you say that again? Slower this time.”
When I get out of this hood, you’re dead!
The back of his hood was grabbed and his head jerked back. His muzzle was spritzed by a musky mist that made something between his legs tense up deep within its sheath.
“You like the smell of mares in heat, don’t you? Every stallion does. Your cock doesn’t lie like your tongue does. It’s been so long since any mare has shown interest in you.”
A pair of magic hands stroked Sombra’s sheath, teasing the shaft until it peaked out of the sheath. A feather trailed down his spine and circled beneath his tail. Repeating slowly until the cylinder slid over his half-cocked shaft. Sombra inhaled sharply. His struggles caused the mastabatory aid to milk every drop of pre from his throbbing cock.
The pink and blue earth ponies teasing Sombra rubbed their own clits and each other’s clits with their hooves. Loudly enough that it was all he could hear. Their harmonious moans, flirtatious giggles and the wet schlick-ing echoed off the walls of the dungeon.
Just when he was grinding his hips against the milking machine everything shut off until the fog of arousal cleared from his mind. When he growled in frustration, lowering his head to pant through a gaping mouth. Denied another orgasm, the milking machine whirred to life. His exposed muzzle was spritzed by the musk of fertile mares in heat.
“Oh dear Aloe, it seems like our guest requires more…motivation than relaxation.”
“Yes, Lotus. The princesses were correct. It’s time for our most special tickle package.”

Sombra had no idea why these mares thought tickling him would humiliate or arouse him. Tickling is foal’s play- His thoughts were interrupted by the undeniable urge to touch himself. Aloe and Lotus ran the spa in Ponyville. Due to the attacks across Equestria, Aloe and Lotus had an influx of clients seeking tickle therapy. There was a sexual element because those customers also ordered bondage, over stimulation, edging and orgasm denial. Now the Princesses of Friendship were cleaning up, their citizens had time to settle into routines and start families of their own, which was how Sombra was involved. He could be offered redemption if he helped all of the victims.

Aloe checked the tightness of the bindings while Lotus prepared the magical constructs borrowed from the newly ascended alicorns with the intent of assisting less fortunate ponies. Aloe admired the breeding rack. The milking machine. The latex hood and gag. Only the best for the pegasi, unicorns and earth ponies and the worst for troublemakers.

Sombra groaned as a feather brushed against his exposed rod. His rod waggled like a puppy’s tail, slapping his underbelly. His body throbbed from head to hoof. His mind was utterly exhausted and not all present in this moment where he was repeatedly brought to the edge of climax to be jerked back from the edge at the crucial, finishing moment. Aloe and Lotus were no different. Their magical hands drummed and tapped their fingernails over the tip of his cock, the sides of his shaft and his plump, fertile balls. Spared from the robotic suction of the milking machine, the tickles crept into his pores.

Aloe emptied the vat within the milking machine while Lotus played with his genitals. Aloe decanted his ejaculations into glass bottles and labelled them for their recipients.

Lyra Heartstrings & BonBon
Vinyl Scratch & Octavia Melody
Frazzle Rock & Amber Laurel

The six princesses had spells to temporarily provide them with the equipment required to impregnate their partners without external donors, thanks to Twilight’s spellbooks.

Aloe and Lotus sank to their knees, crawling into the breeding rack as if it were a jungle gym and lapped voraciously at his cock like an icecream on a summer’s day. Not allowing a single drop to splat to the floor. Rather than arousal, it tickled. The laughter made his sides ache. He imagined his cock inside their marehoods. The orgasms he was deprived of blurred into one. Was it days, weeks or months? He could not tell and he did not care. Tears streamed down Sombra’s cheeks. His knees wobbled. His cock no longer stood to full attention, expecting disappointment. His hoofs were lifted one at a time. The magical constructs danced over the soles of his hooves. He appreciated the movement. He was fixed in one place for what felt like an eternity. The umbrum unicorn focused on breathing since his other senses were obscured by the elaborate bondage. Breathing in his own exhalations was probably not healthy and adding to his loopiness.

“Good…ah…boy.” Aloe purred affirmingly between mouthfuls of his eager cock.
“I bet you want to put your big, heavy cock inside me.” Lotus giggled, drooling from the corner of her mouth.
“I think he’s ready.”
“We should ask the princesses.”
He heard the breeding rack frame creak, hooves clopping and the door swinging closed.
Silence.
He waited.
And he waited.
Nothing.
He would rather endure the Windigo’s assaults and the biting, never-ending cold. Was he about to receive another half-hearted orgasm? His captors allowed him to climax whenever the recipients of his seed successfully conceived and birthed foals and fillies.

One day he heard a new sound. Not the giggling of the spa ponies, but the clanking of golden armour and a timber yoke fixed in place by two metal pins. Big Macintosh and Shining Armor had returned from their respective duties. Shining from the patrols and meetings as Captain of the Royal Guard and Big Mac from the orchards of Sweet Apple Acres where he was helping his sisters buck apples. Both of the stallions had returned to their peak, muscular forms and were curious about the identity of today’s prisoner. The new princesses had arrested so many villains that it was hard to keep track of them all. Big Mac unfastened Shining’s golden armour and helped the slightly smaller unicorn shrug out of it. The stallions were sweaty. Their musk hit Sombra’s nostrils like a wall. He wrinkled his nose in disgust. Shining recognised Sombra from the Crystal Empire.

Shining gestured to Big Mac with his eyes. Since Shining was used to servicing the larger earth pony stallion, he took up a position on his knees and wrapped his tongue around the head of Sombra’s cock. Big Mac reared up and pressed the tip of his cock against Sombra’s puckered entrance. Testing the stallion before slipping just the tip in. Sombra inhaled sharply and cried out like a mare in heat. He wanted to beg for more. His prostate ached for a pounding. If not for the breeding rack he would have collapsed beneath the weight of Big Mac. Shining closed his eyes and popped Sombra’s cock into his mouth. Slowly and gently sucking until Sombra trembled. Big Mac pushed into Sombra’s passage. Matching the pace of Shining’s blow job routine. A routine Big Mac knew well. He knew how good it felt. Especially once his rod hit the back of Shining’s throat since the unicorn skillfully, simultaneously massaged the balls with his hooves.

“Are we strong enough for you?” Big Mac taunted between grunts since Shining’s mouth was full. Full of Sombra’s cock. “Do we satisfy you as much…no, more than the mares?” Big Mac thrust with so much force that it struck the dead centre of Sombra’s wanton prostate everytime, but it also knocked Sombra’s cock into the back of Shining’s throat. Shining spluttered, causing Big Mac to slow down and gently jab at Sombra’s prostate. Hit. Pause. Draw back. Hit. Longer pause. Draw back. Pause. Hit. Repeat. Big Mac was larger than the Windigos but Big Mac also felt like a hot, iron rod mixing Sombra’s insides. Sombra threw his head back as far as the bondage and breeding rack allowed.
Deeper! I know…ah…you’re stronger than this. Ah…Faster! Damn you! I need to cum.

The tension was too much for Sombra. He whinnied loudly through the gag as his cock erupted in a climax so earth-shattering that his legs buckled at the knees. Cum leaked from his ass like a faucet as Big Mac rested his cock inside Sombra before pulling out. He swapped positions with Shining. Sombra dangled in the frame like a marionette with its strings cut. It had been so long that Sombra wasn’t sure if he could get hard or cum. Sombra had no time for contemplation before the tip of Shining’s cock circled his loose hole. He slipped inside with ease, thanks to the gaping path created by the larger stallion. Sombra was lifted up by Big Mac as he kissed the head of Sombra’s cock before stuffing as much of Sombra’s cock into his mouth as he could fit. It was still less than Shining, making Big Mac appreciate Shining’s achievements even more. Big Mac wasn’t as experienced as Shining with oral, but the cock in Sombra’s ass and his cock in Big Mac’s mouth was all Sombra needed to harden once more and grovel for release.

***

After years of servitude beneath a latex hood moaning like a mare in heat, being watered and fed the bare minimum to sustain himself, Sombra’s red irises and green sclera were blinded by the sunlight despite him lifting his forehoof to shield his eyes while they adjusted. When he emerged from between the roots of the Castle of Friendship, he saw an Equestria more prosperous than it ever was during Celestia, Luna and Cadance’s rule. He was encircled by Twilight Sparkle, Fluttershy, Rarity, AppleJack, Pinkiepie and Rainbow Dash. They were different from the last time that he faced them. They sported horns and feathered wings. The alicorns scrutinised Sombra with scowling lips, horns aimed at Sombra, raised brows and narrowed eyes. It was one thing to assist less fortunate ponies and another thing to earn redemption.

Twilight and her friends recalled how Twilight extended a hoof of friendship to their enemies in the past, but now the lives of hundreds and thousands of pegasi, unicorns, earth ponies, sea ponies and other creatures beyond Equestria’s borders rested on her shoulders. Twilight was grateful that her friends joined her to make eternity less lonely.

The entire town the Castle of Friendship overlooked was abuzz with activity. All of the mares that were impregnated thanks to Sombra’s contributions, were celebrating. While there was still plenty of work to be done to reverse the actions of the Legion of Doom, it seemed like the sight of the princesses only encouraged more celebration from their citizens. Sombra stumbled as he learned to walk again after years in the breeding rack.

The bindings had left pale marks around his ankles, base of his cock, neck, sides and muzzle. Only the magic-sealing ring remained locked around the base of his horn. Either Twilight Sparkle could not physically break it or she did not trust him completely.
“Congratulations. This is your first step on the path to a second chance. Don’t fuck it up. I won’t hesitate to disintegrate you for what you did.” Rainbow Dash huffed as she shouldered past Sombra to speak with Aloe about booking another tickle-therapy appointment. Rainbow and her girlfriend Autumn Blaze loved their bi-monthly appointments. Rainbow had broken free from the Wonderbolts to live in the kirin village.

It was the same for the rest of the newly ascended alicorns as they walked past him, glaring daggers before they smiled and fled to the arms of their partners to enjoy the party. The only one left behind was Sombra. Bewildered by his time in the dungeon and the scene before him. The sun, laughter and smiles – the promise of a second chance.