I walked into the huge sky wagon we were taking. It was designed to carry a whole platoon, so there were lots of benches inside it, laid out to optimize the amount of seating capacity.

Dead Shot was securing an Anti-Material Rifle into a slot on the inside wall for the trip. He looked up as I entered the wagon and just nodded to me. I returned the gesture and walked into the cockpit, closing the door to just be alone with myself for a few minutes.

Sadly I would get only three minutes to myself before the door opened and Ruby stuck her head in. “Hey babe, whatcha doin'?” She asked, coming in, closing the door behind her, and sitting down beside me.

“Just mentally preparing myself for this. I'm not happy that Brutus seems to be trying to make this go as poorly as possible for me. He really dropped the ball on this mission.”

“I know,” she said simply, “I'm not going to try to make excuses for him or tell you that you shouldn't be so uppity about it. He left us out of the loop and he keeps making these rash jumps to decisions without consulting anypony else. Throwing this mission together, calling in our markers with Dead Shot and Bulls-Eye, cold cocking you in the face...I'm just not sure what's up with him lately, but every time I ask him he says it's nothing. Even Lily doesn't know, or at least if she does know she's not telling.”

“Well I suppose it can wait until we get back.” I said finally, shaking my head and standing back up. “Are we ready to head out?”

“Almost.” She nodded, “uhh, there's just one thing Sugar...another piece to your costume...” She blushed a little as she dug into her pack and came up with a cylindrical metal mesh cage with a small padlock on the base, much like the one on the collars.

“And just what are you planning on doing with THAT?” I asked flatly. I knew exactly what it was and I wasn't impressed with the implication.

“Come on Sugar, you're supposed to be a slave, you need to look the part.”

“I'm a well trained and loyal slave, why would I need something like that anymore?”

“You probably wouldn't, but if you're going to be in the care of strangers that your mistress doesn't intend to share you with, then this is just as much to keep them off.”

“I really don't want to do this.” I sighed, shaking my head, but after a moment I sat down again, leaning back against the wall. “Just put it down and I'll get it done.” I said.

“What, and deprive myself of the joy of strapping you into one? Hell no.” She laughed, moving towards me slowly.

The metal was cold and uncomfortable and the lock pinched at my skin painfully until I could squirm it free with a quick jerk to the side.

“See that wasn't so bad.”

“My stallion-hood is locked in a metal cage like a pet phoenix, I'm leaping for joy.” I rolled my eyes and sat down again.

“Well Brutus has one he has to wear too.” She offered.

“I suppose that's something at least.”

“Well listen, once you get home, I'll get it off of you and make it all worth your while.” She said in a sultry tone, kissing me passionately, which just made the chastity device ache all the more.

“I hate you...”

“Love you too...” She smirked, getting into the pilots harness. I sat kind of awkwardly against the wall, trying to keep the metal cage invisible with my hind legs.

The cockpit door opened again and Lily came in, opened her mouth to speak and then burst out laughing.

“What?” Ruby asked, looking back at her curiously.

“Brutus is sitting on a bench back there JUST like that!” She said, pointing at me. “All hunched up and embarrassed trying to cover it up. You two are just so cute.” She got into the co-pilot harness and strapped in. “Alright, lets hit it.”

I just grumbled quietly and looked off out the window, not saying anything.

The flight was relatively fast, too fast really considering how little I wanted to do this...

We set down in the forest on the edge of the city, seemed that's always where we ended up, on the edge of town.

“Come on my darling little slave,” Lily said, unhooking from her harness. She flashed with green energy and changed into a unicorn with a mean looking scar across her muzzle. Her eyes glowed dark for a moment, before setting on a dark purple, with blue sparking through the colour. She twisted a little as her skin changed from it's normal colour, to a dark blue that had spots fading to grey and white. The area around her eyes and lips pulled thin with fake age, and wrinkles.

A cutie mark appeared on her side, a single rope looped over itself like a noose twisting along her side. Next she formed pieces of armour, starting with black leather boots that climbed up to her chest. Next a chest piece shifted into existence, it looked old and tanned. Thick leather that was pulled together with unnaturally white thread. Each patch had something on it, I squinted a little to try and make out the fading marks. It dawned on me, and I gasped without thinking. Cuties marks, her armour was stitched together cutie marks. I could see some that I recognized, some of ponies we had met before.

“Are you kidding me?” I asked, looking at the armour.

“What? Not enough?” she asked, “it's still just my skin.”

“But it's horrifying! Even for the wasteland!” I said.

“I've seen worse,” Lily answered with a shrug, “being Mare-Do-Well takes you to some of the darkest corners of the wasteland, this slavery thing is barely anything.” She shook her head, her new long black mane was twisted in a braid, with silver chains mixed into the hair. I realized then, that there was a series of metal rings through her horn. It would have been painful, if it had been real. I thought about the feeling of having something drilled repeatedly through my horn and shuddered. Lily trotted around the room, shaking out her new body, and examining her work. Her hind legs were covered in thick armour, all with cutie marks strung together.

Her tail was chopped close to her body, with leather strips woven into the little hair that was there, hanging down the rest of the way that would have been filled by her tail. She snapped her tail from side to side, cracking it like a whip through the air. “Well, I think this will do,” she said swinging her tail back and forth.

“Sure...Lets just get going...” I said, unable to keep myself from being terrified at the sight before me. I moved to the door and opened it, walking out with her.

Brutus stood up slowly, looking at Lily and gasping in surprise. “Lil...is that you?”

“Damned straight it is bitch.” She cackled, turning and whipping his flank with her tail, making him yelp softly in surprise and pain, “and that's MISTRESS from here on out, got it?”

“Yes Ma'am.” He saluted, smirking a little, “I expect to have some alone time with this unicorn down the road.”

“I'm sure something can be arranged.”

“Guys, how about you plan your weird fetish dates later?” I asked, moving to the door and opening it. Dead Shot and Bulls Eye were already taking their guns off the rack and moving to the roof to cover us.

We stepped out onto the road, it stretched all the way through town, a big gated mansion at the far end, guards walking along in front of it, walking the perimeter, a couple keeping an eye on us, since we hadn't exactly been subtle in our arrival.

We walked quietly in front of Lily, using ourselves as a shield, as a good slave would do I suppose, and stayed between her and the guards when we approached the front of the building.

“What do you want?” One of them asked, stepping from a small guard house when we were close enough. He was an earth pony with a mean looking battle saddle equipped with Gatling lasers and rusty metal spikes, I guessed for close up combat.

“I'm here to have some work done.” Lily said, her voice harsh but still feminine.

“Oh are you? What makes you think we'd be interested in doing any WORK for you?”

“A nice big pile of caps.” She said, floating it out of her bag for a moment. “Not to mention the significant number of gems that my associates back at the sky wagon are keeping watch on until I return.”

“And if you don't return?”

Her horn lit up for a moment and a ball of magical energy shot into the sky, bursting like a flare. For a moment there was nothing, then the sound of splintering wood, then silence.

“That.” Lily said, pointing to the small guard house. A perfect picture of a dagger had been shot into the panelling of the building. “Except in all of you.”

The guard chuckled for a moment then laughed out right. “Alright fine. What 'work' are you looking to have done?”

“I caught this worthless piece of trash scavenging on my land,” she said, gesturing to Brutus, “I decided to spare him because he seems fit to serve me in the bedroom, sadly he shoes his hooves back to front.”

“He's gay?” The guard smirked. “Oh yeah, we can beat the gay outta him, no problem.”

“Ahh ahh, I want to preserve his good looks. He's no good to me if I don't find him stimulating to look at.”

“Fine, easily done. What about the other one?”

“Oh him? He's already well broken in,” She smirked, stroking my muzzle gently, “he's been my pet for many years now. Bought him fully trained. If you could just stick him in a holding cell while you get to work on the other one here that would be great.”

“Sure, come sit down with the boss and work out a deal. We'll take these two and make sure they're nice and comfy.”

“Not too comfy I hope.” She replied, “a stone slab is more than enough for them to sleep on I'm sure.”

“Easy enough.” He nodded, opening the gate and escorting us inside. We walked inside the house and I had to keep from throwing up. Dozens of slaves either were cleaning or being pulled along by slavers. The slaves out numbered the slavers in the area of at least two dozen to one, but the collars ensured their submission to their masters.

“You!” The buck escorting us snapped, pointing to a young mare. “Take these two down to the holding cells.”

“Yes sir, of course sir, right away sir.” She said quickly, moving to comply.

“Alright, you two behave while I'm gone.” Lily said to us, turning and looking seriously between the two of us. “Don't make me upset that I brought you on this trip.” She added, kissing my horn.

“N...No Ma'am, of course not.” I stammered, totally thrown by the gesture.

Brutus looked mildly offended and when she turned to him the look got him a hoof to the cheek. “What're you glowering at bitch?” She snapped, “he's earned his place as my pet, you're a worthless pile of taint.”

“Sorry Ma'am.” He muttered, getting hit again on the other side of his face.

“Speak up!” She demanded.

“SORRY MA'AM!” He said loudly, looking humiliated.

“That's better. Now behave while I'm gone.” She said, kissing his horn finally and starting off with the original guard while the other slave walked us downstairs. The whole basement had been torn down to the studs and cells installed. A lot of them sat empty, but there were some that had tired looking, or even completely passed out ponies in them, all looking similar to us, except they were actually suffering.

You could tell those born into slavery versus those that had been taken captive later in life. Slaves born into it, or at least brought into it from a very young age, had cuties marks like shackles or chains binding a heart, some had gags or whips, the one escorting us had what had to be some variation of the toy Ruby had back home, and from the awkward chastity harness she wore and the way she squirmed when she walked it was probably in place inside her.

Those that had been taken later in life had normal cutie marks, or at least normal for the wasteland, guns, explosions, lock picks, a pegasus with a sky wagon, an earth pony with a battle saddle, even a unicorn with what looked like a magical star burst.

“What are your cutie marks?” The mare asked softly as we came up to a pair of empty cells. “What do they mean?”

“Uhh, I'm really good with computers.” I replied.

“How good?”

I didn't want to get into too much analysis that might compromise our mission.

“I can hack pretty much any computer I've ever come across,” instead of 'I built every computer you've ever seen', “and I can write computer code to make computers do what I want, even if they weren't originally designed for it.” Basically accurate.

“I like to get up close and personal in my fights,” Brutus replied, “rather punch somepony in the mouth than shoot them from a distance.

“Well if you're here long enough they love to pit slaves against each other in the arena out back so I'm sure you'll get a chance to show off.”

“I hope not.” He said simply.

“Alright, in you go.” She said, opening two cages. Brutus and I looked at each other for a moment and sighed, stepping into them. There was nothing inside except a pile of filthy rags for bedding, and a hole in the corner, the smell coming from it telling exactly what it was for, the sound of running water could be heard below and I risked a glance to see that it seemed to lead down into a sewer that ran under the house.

She closed the doors behind us. “Just stay quiet and keep your head down until your mistress can come get you and you'll be out of here soon enough.” She said to me.

“Well well, new trainees!” A voice boomed behind her, making her jump, turning in mid-air and coming down to face the new comer. “Oh we are going to have so much fun together.”

I recognized the voice and looked at the Pegasus that had come into the room. I felt my heart sink and my blood boil. It was Windbreaker...one of the bucks that had raped Ruby on her first night in the Enclave...the one that had almost broken her jaw.

“Uhh, yes sir...just this one...” The mare stammered, gesturing to Brutus, “he's here for training t...to appreciate mares properly. This one is already trained.” She pointed to me now.

“Why don't you get lost little filly?” He snapped at her.

“Yes sir, of course sir.” She said, bowing and running from the room as fast as she could.

I could see Brutus struggling not to tear his collar off and shoot out the bucks eyes right then and there, and I was feeling the same.

“So you don't appreciate mares?” He asked, looking at Brutus quietly, “What's the matter? You a faggot?”

“Actually yes.” Brutus said flatly.

“Oh, not surprised somehow,” he turned to me. “and you?”

“L-Loyal to my Mistress.” I said, stammering slightly, more out of rage than anything else.

“Damned straight you are,” He turned to Brutus again, “you see him? He's a proper buck. You'll learn to be one too.”

“Go fuck yourself.”

“Bru...” I hissed, upset that he might blow our cover too soon.

“Yeah Bru, listen to your friend.” Windbreaker laughed, “we wouldn't want to have to punish you TOO severely, we want to get you back to your owner in good condition,” he stepped over to my cell, “lemme see your collar.”

I stepped forward slowly and he looked at it. “Wow, this thing is old isn't it?” He asked.

“I...don't know sir.”

“It's old.” He said, pressing the blue button. Bliss and pleasure rushed through me and I blanked out for a moment, moaning in delight.

Sadly as the bliss faded I felt the sharp stab of a needle in my neck. “What the fuck!?” I yelped, trying to pull away, but I found my legs were numb and my mind was going foggy.

Windbreaker spat a syringe out of his mouth, expertly arching it through my cell bars and into the waste hole in the corner. “Don't worry, just a little obedience reinforcement for your mistress. She'll appreciate it.”

“I...buh...” The world was spinning and I could swear I saw pink mist filling my vision as I slumped against the bars, unable to pull my head out from between them, worse still I could feel a painful pressure in the chastity cage as I started to get aroused, whatever was in the drugs was a hell of a mixture.

“Go get one of the fillies from the waiting room. This buck is well equipped for breaking a few in.” Windbreaker ordered someone I couldn't see.

“Hey!” I could hear Brutus's voice, but I couldn't see that far anymore, the pink mist was filling everything up.

“No...I don't...” I felt the metal come away from my stallion-hood but I was spiraling into pink oblivion, I thought I heard crying but I was too far gone. Last I remembered the pink got dark suddenly and there was some kind of shaking and then nothing...

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