Whitewash's Break Time

Night One:

Aegis Steelshield

I was standing at the bar, bored out of my mind as sipped at my daiquiri, scoping out the place. It was happy hour, and the place was full to the brim. If I didn’t know the bartender, I probably would have still been at the door right now. Ponies of all shapes, sizes and colors were getting down on the dance floor. The stallions were talking up the mares and the mares were waiting to get talked up. I sighed, returning my attention to my drink.

“Oi, Whitewash! Looks like some stallion sent you a drink!” I spun around, catching the drink in a hoof as Barkeep slid it across the counter. It’s not his name, but I call him that. He doesn’t mind.

“Really? Who?” I had to shout over the pounding music, squinting against the neon lights pulsating throughout the room.

“It’s that blue chap ov’r there! The one with the green eyes!” I looked past Barkeep at the stallion who he was pointing at. He was shooting a grin at me, teeth flashing. I rolled my eyes, before looking at the drink. Tequila? He really wants some. I got up, downing my daiquiri and lifting the shot with my magic. Gonna mess with him, then turn him down. Might as well get a few more drinks out of him. I strutted over, ignoring the glances from the other stallions around me. He saw me passing through the crowd, and I saw him say something to a red pegasus stallion sitting behind him in a booth. Even from across the room, I could see he was drinking a glass of water, and clearly did not want to be here. I made note of him, before confronting his approaching friend.

“Hey there, sweetheart. What’s your name?” The stallion said. Worst. Pickup line. Ever.

“Whitewash. Thanks for the drink hon. Might I ask what your name is, seeing as you’re so interested in me.?”

“Name’s Thunderclap,” he said, taking a swig of his cider. “Say, I’ve got a question for you… where’s your halo?” I blinked. Really?

“What’s that supposed to mean?” I asked, hoping he wasn’t going there.

“Just wondering, ‘cause I thought you were an angel.” Yup. Done with this wanker.

“Aw, thanks hon! You know, you’re not bad looking yourself.” He perked up. “…for a pig.” Aaaand down he goes. As he slinked away, I turned my attention to the red pegasus sipping at the same water. I strode up to him, downing the glass, sliding it to Barkeep. I sat down in the booth, catching the stallion’s attention.

“Hey, hon. What’s wrong? Why aren’t you chasing any tail?” He looked surprised I was talking to him, but he shuffled his hooves before answering.

“I… my buddies dragged me out tonight. Said they were gonna pick up some mares, get me a date. I told them it’s ok, but they brought me here anyway. I saw you met Thunderclap.” I turned back to the stallion on the other side of the room, drinking with his buddies in a booth, head between his forehooves. What a bitch.

“Yeah… real smoothtalker. So you’re not doing anything tonight?” He sipped at his drink again, shaking his head. Leaning in close, his eyes met mine, the lights reflecting across our corneas.

“Why not come home with me?” I said with a wink and a smirk. He choked, looking at me wide-eyed.

“What? You can’t be serious! I… why me?” I shrugged, smiling playfully as I got up from the booth.

“Why not? Come on! It’ll be fun! Plus, you can brag to Thunderclap that you tapped this.” I shook my flank as I said this, drawing his gaze. He shook his head, and looked back up to me.

“I… I don’t know… I don’t even know your name!” he exclaimed, throwing up his hooves defensively.

“Whitewash. What’s yours?” He looked away, pondering whether or not he should introduce himself to this mare trying to seduce him. He took a deep breath and said:

“Aegis Steelshield. My name is Aegis Steelshield. Nice to meet you Whitewash.” My gaze softened.

“That’s a nice name, Aegis. Soo… do you want to? Come with me, I mean…?” He sighed, thinking. The music was deafening, but his silence more so. He was cute, and really sweet. I hoped I didn’t freak him out. He looked up, back into my eyes, before nodding. I slammed a hoof on the counter, making him jump.

“Barkeep! Let’s have a round for the road! Scotch!” Two shots of scotch slid across the table, and I slammed mine as soon as it hit my hoof. I blinked a few times, and I looked at Aegis, motioning towards the shot.

“No thanks… I don’t drink.” I pouted, before stepping close.

“You better drink it, I bought it. Or do you want me to make you drink it?” His eyes went wide, and he slammed the scotch, not breaking eye contact. I was rather surprised. Most stallions would need more coaxing than that. Oh well.

“Come on now, hon. Don’t make me wait.” He fell directly into file, following me out. I saw his friends pointing in shock as we left together, but I ignored it. We walked for a few blocks in silence before arriving at my suite. He followed me inside, looking around at the luxurious building’s interior. We took the elevator all the way up, and stepped into my home. I walked towards the kitchen and flicked my tail at him.

“Anything you want, hon? Anything else to drink, maybe? You’re my guest, after all.” He shook his head, looking around uncomfortably.

“I… I’m not so sure about this… now that I’m here…” I interrupted his thought by teleporting directly in front of him and kissing him on the lips.

“Come on, hon, don’t back out now. I’ve got a riding crop with your name on it.” His eyes lit up.

“Wha-what? Really? No joke? Er, not that I’m into that sort of thing…” I giggled.

“Aegis, hon, if you like something, then just say so. I want tonight to be as enjoyable for you as possible.” He blushed.

“Alright… I guess so… if you insist…” I led him towards the bedroom, grin widening as I laid down in front of him. Using my magic, I pulled out the crop from under the bed. I gave him bedroom eyes as I smacked myself on the flank.

“Come on you big, strong, stallion. Show me what you’ve got.” I floated the crop to him, and he hesitated. I raised an eyebrow.

“What’s wrong, hon? I thought you were into this.” He pawed at the ground with a hoof.

“I mean, sure… I’m into it… just… not like that…” I paused before giggling.

“Oh! I get it! Alright, hon, I’ll be right back. Lay down, relax. I need to go change.” He did as he was told, laying down on the bed as I left the room, going into my closet. Oh, boy, was he in for a surprise!

When I stepped back out from my closet, his eyes bulged. I was wearing my sleek, black leather suit. It covered my legs, my body, but left my head and neck free. I strutted around the bed, showing it off, my curves showing nicely in its skintight form. I turned around, showing off my flank, and how tight the suit really was.

“Oh! Wow! I…” Aegis just gawked, unable to find words. I turned back to him, and noticed his peeking member and his quickly stiffening wings.

“Like what you see?” He nodded slowly. “Too bad. Not for sale,” I hissed as I grabbed the crop in my magic, and moved to the bed. He was completely stiff by the time I laid down atop him, precum forming on his tip. I looked down, then back up to him.

“First time?” He shook his head. “Second time then?” He nodded slowly. “Perfect.”

I gripped his cock with my magic, tugging on it gently so I wouldn’t hurt him just yet, but rough enough to get a few grunts out of him. He was blushing heavily as I brought my riding crop to his chin. Then, I paused, bopping myself on the head.

“Oh, of course! How silly of me! What’ll be your safe word?” Aegis looked at me sideways, eyes betraying his worry.

“S-safe word? Y-you want a safe w-word?” I rolled my eyes, climbing off the bed.

“No duh. I need a safe word for when I’m pushing you too hard. No need to kill you over something as stupid as a one-night stand, right?” Aegis nodded his head, eyes still wide. His erect member was still staring straight at me, but I ignored it. I waved a hoof in the air, motioning for him to give me his safe word.

“I… I guess we can make it ‘Pineapple’… that sounds unique enough, right?” I giggled, wishing I had a bit for every time somepony made their safe word ‘Pineapple’. Not that I needed the money.

“Alright, Aegis. Pineapple it is.” I gave him one last seductive glance before I grabbed him up in a magical grip. He squeaked like a filly as I lifted him up, spun him around, and pushed his face into the bed sheets, his flank in the air. He struggled as I walked up next to him, a devilish grin on my face.

“What’s wrong, hon? Can’t move? Or are you scared of getting some boo-boos?” I emphasized the last sentence with baby-talk and a swift snap of my crop on his flank. I got a quick gasp for my efforts, and I sneered, lust filling me up. I smacked him again; this time however, I received a jolt then a sigh. His wings shot out, stiff as plywood. A quick peek beneath him revealed that his member was now dripping cum onto the bed. I was on the right track.

“Ready for more?” A muffled answer was all I needed. I opened up my closet to retrieve a few more supplies before returning to the bed, Aegis still immobilized by my magic. I quickly hoofcuffed him and bound him with my magic, using my hooves to hold him down now. He was sweating and gasping in excitement as I did this, and I knew that I was definitely doing well here.

I bound his forelegs to the headboard, making sure he was facing down the whole time, then proceeded to bind his hind legs to the bedposts, spreading them wide. I then used a jack to elevate his flank while keeping his legs in place. He said something, but it was muffled by the pillow in his face. I smiled gently, admiring my handiwork before picking up my new toy, a black leather whip. I cracked it once across his bare back, and he let out a muffled scream of pain and ecstasy before the whip cracked again. His cock twitched and throbbed as I did this, but I was careful not to flay him with the whip. That would stain the sheets.

“Having fun, hon?” I asked, leaning close to his face as I trailed the whip along his jaw line.

“Mmm-hmm!” he responded, nodding. I brought the whip up again with my magic, hitting his back again while I watched his face. He tensed up for a second, but quickly relaxed again. He body was screaming to stop, but his eyes were screaming for more. I obliged the latter.

I backed up, before hopping on the bed. The red pegasus couldn’t see what was going on, but his body betrayed his excitement. His tail swayed back and forth, and it gave me an idea. I laid on his back, and whispered in his ear:

“Bite on the pillow, this is gonna be good.” The stallion turned his head slightly towards me, but I pushed it back into place, and locking it down with a collar bound to the headboard. I pulled a box from under my bed, and procured a cockplug, a strap-on, and a blindfold. I wrapped the blindfold around his head, much to his surprise. I then slowly inserted the plug which was greeted with groans of pain as I slipped on the strap-on. I removed a bottle of lube from the small box, and applied a fair amount to the large purple dildo before aiming it right at his asshole. I placed it right over the tight hole, and then thrusted.

*POP!*

The stallion tensed up again, and stayed that way for several moments. I noticed he was biting on the pillow quite hard. I thought for a moment I was being too rough. Then, I remembered that that was the point.

I thrusted again, embedding half of the strap-on’s length into the stallion. His cock started twitching again as I thrusted again, and again, and again, slowly picking up a pace. By the time I was going rhythmically, Aegis was simply moaning with my thrusts. I pulled out to check up on his member. It was throbbing horribly, aching for release. I smiled, taking a moment to examine the nice gape I had left before hilting the strap-on into him. Aegis threw his head up and let out a howl of pain and ecstasy. I was fairly certain he would have orgasmed then too, had it not been for the cockplug. His head hit the pillow, worn out.

I gave a few more quick thrusts before pulling out completely. I let the lube ooze out for a moment before returning my attention to the stallion before me. I undid his bonds, slipped off the jack, removed the blindfold and rolled him over. He looked exhausted, but content. He started reaching for the plug which was leaking slightly, but I stopped him.

“Ah-ah-ah! Not so fast! I still have plans for you.” I gave a quick wink before unveiling my final toy from behind the bed.

A pump milking machine. Aegis’ eyes grew wide.

“Wait… you’re not going to-” I quickly shut him up with a ballgag applied via telekinesis, while simultaneously tying him back down. He struggled, but I knew he was faking for the sake of the role play. With the hooves of a thief, I removed the plug and replaced it with the pump in one swift movement. By now, his orgasm had receded, but some cum still spilled into the windowed tube. I personally liked that little detail. I looked up into his sharp blue eyes. I hadn’t noticed until now, but he was actually kinda cute, especially when he was all tied up and everything.

I pressed the first button, and the pump started to hum gently. I wondered if it was really on, but I could tell from the look on Aegis’s face it was working. His eyes were rolled back with his eyelids fluttering. He was rocking his hips gently as the machine worked. I made sure the cum container was secure and fastened before reaching for the controls again.

When I pressed the next button, the humming grew slightly louder, and the tube began to vibrate. Muffled moans came from the red stallion’s mouth as he humped the air. Precum began dripping from his tip and I started to warm up for the first time tonight. I’m a pretty decent dominatrix, but I’m no sadist. Watching this stallion in front of me getting milked was actually turning me on. I pushed the thoughts away as I reached for the last button.

When I activated the final button, he choked with pleasure, almost swallowing the ball gag. Almost immediately he orgasmed, spasming with ecstasy as spurt after spurt of his seed erupted from his cockhead before being sucked down the tube, quickly filling the container on the other side. Aegis let loose a few more shots before relaxing, completely spent. As he lay, breathing heavily, I removed the pump from his retreating member and unscrewed the now-full cum container. I capped it, placed it in my freezer, and returned to my bedroom. I took the bonds off of the pegasus, removed the ballgag, and undid his collar. As he slumped down, gasping for air, I slipped out of my suit, tossing it into a corner followed by the rest of the “toys” we had used. I would have to clean everything later that night, otherwise the smell would get to me pretty quick. I returned my attention to the exhausted stallion on my bed before crawling in with him.

“So, hon… what did you think of our little session?” Aegis simply sighed, laying his head next to mine. I smiled.

“I’ll take that as a ‘yes’. Don’t worry. You can stay the night. I’m not gonna kick you out after putting you through that.” I giggled. Then I realized that the red stallion was already sound asleep. I rolled my eyes before flicking the light switch off with my magic, pulling the damp sheets over us.