Tales of Depravity

by kainofthesand

Sleeping Princess

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Sleeping princess.

My tea was hot and tasted like heaven. I could hear birds and the gentle babble of the little creak outside. The warm yellow pony at my left leaned against my side, sighing sweetly as she nuzzled my arm. I ran my hand over her pink mane.

"I wish it could always be like this," I said before giving her a kiss on the ear.

"It's like this now, and that's all we need," she said softly.

I looked from the window to Fluttershy, feeling something other than relaxation at the sight of the sexy little piece of juicy fruit. I casually put my arm around her shoulder, to which she responded by placing a hoof across my stomach, resting her head on my chest.

Feeling frisky, I let my hand venture down her soft side till it was just over her butt butterflies. I could feel her tense up a little, which I knew wasn't a good sign, but I still wanted to try it.

My hand closed the gap, and I cupped one of her cheeks.

Almost as soon as I did so, she went stiff and pushed me away with her hooves, causing my now empty tea cup to fall to the ground with a loud clatter.

We both were as still as stones, her face displaying a shocked and regretful expression. I returned with a look of hurt and surprise.

Fluttershy brought her hooves to her face, which was now red and on the cusp of tears. The silence was palpable, neither of us knowing what to say.

Two minutes latter.

"I-I'm so sorry," she squeaked, looking down at the floor out of shame and embarrassment.

I looked at her for what felt like an eternity. She looked so sad and broken. You would have thought that she had just been assaulted by someone she trusted, a notion that made me feel even worse.

I scooted on the couch to where she sat, taking her in my arms and hugging her. She was warm, and slightly trembling.

"No, I'm sorry. I knew better, but…"

Fluttershy looked up at me, her eyes glistening with the tears that never fell.

"Please sweetie, don't apologize. You didn't do anything wrong. It's my fault for being so….scared."

She smiled at me, and I couldn't help but return the gesture.

It wasn't anything new to me, I knew what she was like when I first asked her out. To this day, me and Fluttershy hadn't had sex.

She had seen my dick once, and the shock caused her to faint and stay out for almost an hour. She even had trouble looking at me without a shirt on, funny, being that she looked at "naked" stallions like, every day.

Any other guy would have ended the relationship when they realized that they weren't getting any, but I love Fluttershy. Of course we had kissed, albeit that we had never frenched.

At first I didn't care, I was happy just being with her, but after a year things were starting to turn blue. Lately at night, as we lay together in bed, I find myself haunted by thoughts of driving my manhood into her soft little pussy while she moans my name and begs me for more.

It was a delicate subject. The idea of actually having sex with her was kinda nerve wracking at this point. She was so sweet and sensitive, I worry that she would shatter like a crystal figurine.

It wasn't just about the sex, it was about expressing and sharing our love in the ultimate way.

Fluttershy gave me a kiss. I could almost taste the tea on her lips, and the sweet floral scent she radiated filled my mind with pink butterflies.

"I'm not naive. I know that you want to do….that, and you've been so patient. It's not fair that you have to put up with me. I'm sorry that I'm so weak."

I stroked her cheek, causing the soft cheek to turn a light shade of pink.

"Listen to me, Fluttershy. Of all the words that I would use to describe you, "weak" is not one of them."

I meant it too. Fluttershy was possibly the strongest girl I had ever met, despite her shy and fragile nature. She had created a hurricane, she had stood up to both a dragon and a giant minotaur, she had even stood up to her own friends, which took great courage. She spent her time helping and caring for animals of all shapes and sizes, not an easy task I can say from my own experience.

To top it all off, she represented an element of harmony. At times I felt small in comparison to her, yet I found great strength and courage in her embrace.

"You just have your own insecurities, and I would be an ass if I didn't understand that."

Fluttershy smiled bright and gave me a big hug.

"I really don't deserve someone so wonderful as my special somepony."

I chuckled.

"That's my line."

The mood had improved, and while I could see that Fluttershy was feeling better, she still had a look of concern and deep thought on her face.

"Actually…I have been think about that….and I think I might have a solution."

I perked up at this.

"Fluttershy, you don't have to force yourself. I understand that you're not comfortable with…that."

Fluttershy started fiddling with her hooves.

"I-I'm not. I want you to feel relieved, and I want to give myself to you. Will you listen to my idea?"

I never expected that Fluttershy would propose something crazy, and the thought of finally getting to have sex with my girlfriend was beyond tempting.

"All right, lets hear it."

Fluttershy gave me a quick smile. She then took three deep breaths and got up off the couch. I watched her flutter over to a drawer and start rummaging through it. She pulled out a baggie and came back over to where I was sitting. She gave me the bag, and I examined the contents.

It was filled with little white pills. I looked from the bag to Fluttershy, feeling a little confused.

"Are these sex pills?"

"'tee hee' No silly. Well, in a way I guess you could call them that."

I was still confused.

"Those are sleeping pills that I got from a friend who's a veterinarian. She gave them to me for when I have animals with insomnia."

"And what are we supposed to do with them?"

Fluttershy squeaked, trying to hide her face with her mane.

"Well…my idea is that…I take those…and you…h-have your way with me in my sleep."

A long pause. My heart stops. My mouth goes dry. My mind spins as I try and make sense out of what I just heard my sweet flower offer from her cute little mouth. The same mouth which sang the most beautiful songs.

"A-are you ok, sweetie?"

I awoke from my shock.

"So, let me try and get this straight. You want me to drug you and play with your body while you're out?"

"Well…yes."

I looked her up and down, wondering if this was really happening or if I was having some kind of F-ed up dream.

"I don't know, Fluttershy. This sounds a lot like rape."

Fluttershy's eyes widened at the word "rape".

"I-it wouldn't be…that. I'm giving you permission. And I know it isn't the best sounding idea, but I can't even look at your naked body without feeling woozy. This way, you get to feel relieved, and I won't die of fear."

It did make sense. I looked at the bag of pills in my hand, shifting them around in the bag. I then looked at Fluttershy seriously.

"Baby, are you absolutely sure about this?"

Fluttershy looked at me with confusion.

"Of course, why wouldn't I be? I trust you completely, and I know that you won't do anything to hurt me or put me in danger."

As messed up as the situation was, I couldn't help but fell heart warmed. She loved me so much that she was willing to put aside her fears and anxieties and come up with this solution. And if that wasn't heart warming enough, she was willing to trust me with her unconscious body.

I grabbed her up in another big hug. Fluttershy giggling sweetly as I cuddled her.

I set her down, and we both blushed a bit.

"So, uh, how do you wanna do this?" I asked her, not sure how to proceed.

"Oh! umm, I suppose that I should just take one," she explained simply.

I was about to open the bag, when a thought crossed me.

"Are you sure that these are safe for you?" I asked, feeling concerned that the pills might hurt her.

Fluttershy waved a hoof.

"Oh yes. I've taken them before. I was out like a light till morning."

So I'll have all night to play with her, just saying.

"Ok then, shall we, uh, begin?"

Fluttershy meeped, nodding her head. I gulped, taking out a pill and putting it in her hoof. Fluttershy popped the pill in her mouth and chased it down with a drink of tea.

"Soooooo, what do we do now?" I asked.

"Well, um, I wouldn't mind if you held me till I fall asleep."

I laid back on the couch and opened my arms, giving her the go ahead. Fluttershy daintily climbed onto the sofa and gently crawled into her position on my body. I wrapped my arms around her, feeling great comfort from her warm body.

"Is there anything else I can do for you, my little butterfly?"

Fluttershy cooed.

"Hmmmm, stoke my mane…please?"

"Absolutely."

I stroked her mane, closing my eyes as I inhaled her sweet fragrance.

A big cloud rolled over the land, causing dimmed light to fill the quaint cottage. I was staring off into space, when I noticed that my little pony was breathing soft and rhythmically. I shifted her a bit so that I could look at her face. She was indeed asleep. I gave her a little shake.

"Fluttershy….Fluttershy, are you asleep?" I felt stupid for asking the obvious, but it never hurts to check.

She was out. I looked to the clock, which read six thirty. Assuming that what she said about being asleep till morning was true, I had about fourteen hours with her.

YAY!

I picked her up and stood from the couch. She was like a rag doll in my arms, completely limp. I smiled to myself as I carried her to the bedroom. Aside from the dim light that came in through the window, it was pretty dark. I laid her on her side on the bed and stepped away to look at her.

Her sleeping form was so cute, like a stuffed animal, but sexier. I started removing my clothes, and soon I stood naked at the foot of the bed, looking with hunger at the mare that I was going to have great fun playing with.

I climbed onto the bed and crawled over her sleeping form, rolling her onto her back. Her face looked so beautiful and peaceful. I grabbed her cheeks in one hand causing her mouth to open slightly.

"You never even gave me a deep kiss. Well, now I'm gonna take one."

I kissed her, pushing my tongue into her mouth, where I tasted sweet flowers and a hint of mint. In her sleep, Fluttershy responded by sealing her lips around my oral muscle and sucking on it gently, making little cooing sounds as she sucked.

I was spurred on, using my tongue to feel and taste every part of her mouth. My right hand traveled down her body, pausing for a moment to rub her soft, warm belly. I then touched her tender little teat, pinching her pink nipple between my fingers. She sighed into my mouth, encouraging me to pinch a little harder. I grabbed the little cone and gave it a hard squeeze, squishing the meat between my fingers.

I could feel her nipple getting hard, which was good considering that something of mine was getting hard as well. I pulled my mouth and tongue away from her sucking muzzle. Feeling beastly, I gave the side of her face a big lick, dragging my tongue up from her chin, over her cheek and across her forehead. My hand dipped deeper down to her warm, puffy pussy.

I ran my finger up the moist slit, repeating the process a few times to get her wetter.

Fluttershy sighed in her sleep, shifting a little from the stimulation to her untouched pussy. My left hand gripped a fistful of her mane and held her head down.

"Don't get shy, baby. You're my toy now," I whispered to her as I placed my middle finger at the entrance of her slit. In one slow, smooth motion, I inserted my digit all the way into her hot, wet hole.

Her body went stiff for a moment, before she went limp once again. I could feel her insides squeeze and flex around the strange intruder. I forced my tongue back into her mouth, where I ravaged her tongue even rougher than before. Her pussy felt so tight on my finger, but soon it would be loose and dripping with come.

The idea encouraged me to finger fuck her faster, pushing it in a little further to try and touch her cervix. She started breathing through her nostrils, which tickled my upper lip and made me swirl my finger inside her.

I paused in my fingering, so that I could slide a second finger inside her depths. The tightness was crazy, and I worried about what would happen if I tried to push my hard cock inside of her. I worked them around in her gash, her sticky fluids leaking and soaking my hand as well as the bed.

I broke the kiss, seeing that her face was now very red.

"Does that feel good, Fluttershy? I would have done this for you, if you asked me."

Of course she didn't answer. There was something….exciting, about playing around with her when she's like this, and I wanted to keep playing with her, but something of mine needed attention, and Fluttershy's mouth looked like just the thing I needed.

I straddled her chest, me cock and balls just inches from her angelic sleeping face. I moved up, dangling my nuts over her slightly parted mouth.

"I know how much you love tea. Lets see if you like some tea being made in your mouth."

I dropped my nuts onto her parted lips. As if by instinct, she opened her mouth, allowing my testicles to fall completely into her mouth with a soft 'nom'. Instantly I felt her lips seal around my scrotum and she began suckling on my manhood like she was hungry for them. I closed my eyes and reveled in the amazing feeling of having my sleeping princess suck and try to swallow the meaty orbs.

I pulled up on them, nearly pulling them out before letting them get drawn back into her cheeks. She was now breathing through her nose, and I could hear her hind legs rustling as she shifted and squirmed. I continued to tea-bag her sleeping mouth, whispering dirty sweet nothings to her beautiful face.

"Tastes good, right? Salty, sweaty balls are your favorite sleeping food, right?"

I almost couldn't stand it, she was noming on my boys with that cute red face, her cheeks bulging slightly. It felt incredible, but I was really fucking hard! I needed to blow a load soon.

I pulled my sack from her mouth with a 'pop', and I dragged my scrotum up her face, smearing it with her own drool.

"Alright! Enough fucking around! I'm gonna give this little slut her milk!"

Fluttershy kept her mouth open like a good little girl, waiting for me to stuff it with hard cock. My body fall forward, aligning my shaft with her open lips. In one stroke downward, I plunged balls-deep into her mouth and throat. She gaged slightly from the sudden intrusion, but her throat muscles relaxed, allowing my cock to feel welcome in its new home.

I grit my teeth and grunted, it had been so ling since I was so deep inside anything. My right hand gripped a fist of her mane on the back of her head, and I began my assault of her esophagus. Her gag reflex would clench gently on my head and shaft as I pulled out, but would surrender when it felt me slide back inside.

"Even your throat is erotic. You put up a wall, but inside you really wanted me to dominate you with my cock, isn't that right, Fluttershy!?"

In her sleep, her response was to bath my dick in her throat saliva, thick and slimy. Her saliva was like sex lotion, lubricating my hard cock as I used her mouth like I was going to with her pussy. With my fistful of her mane, I matched my thrusts, forcing her head onto my crotch and burying myself deeper into her body.

I had been so preoccupied in throat fucking her that I hadn't even noticed that she was sucking me off as best she could, her face strained and red with her subconscious desire to suck. I was at my limit already, but seeing her try and milk me was the final straw.

"Hold tight, baby! Daddy…is…coming!"

I held her head down on my cock as I blew wad after wad of thick, hot jizz down her throat and into her stomach. I pulled out when I felt it die down, and I blew what was left all over her face.

I hit her cheeks, her closed eyes, and across her lips and nose. I wasn't surprised at all to see that my cum was thick and yellow from sitting in my balls for so long.

Fluttershy opened her mouth a little more as she sighed gently. I took this as a sign that she wanted more in her mouth, so I fed some to her.

I squeezed my cock from base to tip, causing several droplets to fall like milk onto her tongue.

I was tired from that and needed to take a breather. So I got up and walked around the bed a few times, gazing at the little yellow pony, still sleeping like a foal. I was having so much fun, and I still hadn't even gotten to her lower mouth, which was dripping and glistening now in the dim light. I swooped in on her like a predator.

I turned her onto her belly and pulled her close to the edge. I gripped the base of her tail and yanked her into an ass up position, spreading her legs so her sex holes were visible. Her pussy was dripping like a leaky faucet, creating a growing wet spot on the bed. I started by doing what I've wanted to for a long time, I groped her rump.

Like a desperate child, I squeezed her pliable buns tightly. I clenched and massaged her ass, pushing them together and spreading to test just how soft they were. I moved my face closer, taking a deep whiff of her puckering tail hole. It smelt clean, with a hint of her natural body odor. My tongue moved on its own, the tip making contact with her exposed clitoris. I felt her shudder in my hands, and I heard her moan in her chest.

Her pussy surprisingly released a small spurt of her clear feminine liquid on my face. I licked a dab on my upper lip, finding that she tasted sweet. Using my thumbs, I spread her puffy lips, exposing her pink, throbbing insides. Her hole was miniature, making it look like the sex organ of a filly.

My mouth was watering. I couldn't wait anymore.

My tongue found her hot hole, wriggling its way inside as far as I could manage it. She grunted and squirmed in her sleep, but my hands held her firmly in place. I turned into a thirsty dog as I began lapping up from her clit to het little hole, occasionally pushing the tip into the opening. She rewarded me by offering her plentiful nectar.

"Shoo tasht sho good, baby," I said to her while my tongue went wild in her snatch. It felt like I was chugging her fluids as she produced more than I could handle.

My hands massaged and rubbed her butterflies, even though I couldn't actually feel them. My mouth found its way from her pussy, and was now moving toward the place she pooped from. I started by using the tip to feel the wrinkles around the hole, reveling in the sensation of using my tongue to touch her most dirty hole.

Her tail tried to twitch, but I gripped it tightly while I did my business with her business. I tried to work my way inside her via the back door, but the hole just wouldn't open for me. It was so tight I was sure that it could bend steel, but I still enjoyed the taste in my mouth and the feeling of her slap able cheeks on either side of my face, her sweat wetting my cheeks.

Starting from her clit, I began dragging my tongue up her puffy slit, between her butt cheeks, and around her tail till I stopped at the small of her back.
I continued my worship several times, her nethers wet and glistening with my saliva.

Just because I could, I even licked the place between her tail and her asshole, giving it a little kiss.

I decided that that would be my special place on her body.

Finally, I rose to my feet, my rock hard cock nearly level with her pussy. She looked so small and innocent from my standing position. And I couldn't wait to feel her tiny love hole stretch and squeeze around my aching dick.

I wrapped my fingers around the base of her tail and pulled her up till my cock was touching her opening. My other hand held her flank steady as I gently poked at my cock's new home.

Gripping her tail and flank tightly, I started with the first of many pushes to pierce Fluttershy's tight marehood.

It wasn't easy, in fact it was a really tight fit, but slowly and steadily she opened. Her mouth released heavy breaths and little whimpers and gasps.

Four minutes later and I had only gotten a little past the head inside, but I wasn't going to stop now after going this far.

"You're going to take every...fucking…inch. Even if I have to break you!"

Of course it didn't come to that. After a little working, she relaxed inside. And while it was still slow going, I watched as her beautiful hole swallowed up my thick meat, her pussy releasing a wet sloshing sound as I sank inside to the hilt.

My stomach clenched at the same time her insides did, nearly forcing me to blow inside her too soon.

For the time being, I couldn't move or budge. Fluttershy really had a hold of me, and I started to understand how a dog feels when it's mating with a bitch.
Using a bit of force, I was able to pull out of her a few inches, but it seamed like the more I pulled the tighter she became. Without meaning to, I pulled out of her needy pussy, my erection flopping from the sudden release.

Her open lips were throbbing as if begging for me to give it back, and my cock was perfectly lubricated with her wet, slippery juices. I slid the fat head of my dick past her lips, and sank inside with greater ease than before. She was still tight on me, but I could move more. I began moving in and out slowly, listening to the wet sounds and her gentle breathing.

My heart was pounding in my ears, and all I could focus on was the sight of my cock disappearing between her soft, yellow ass cheeks. Gripping her hips, I began building up my pace, trying to push deeper into her as sweat dripped from my brow onto her butt.

"Oh baby, you feel so good," I whispered to the sleeping pegasus.

I hilted, gyrating my hips to try and coax a sound from her, which she gave me. She let out the sweetest sounding whimper, almost like a sleepy puppy.

"I love you, Fluttershy. You're such a sweet girl, letting me do this with your tight pussy. Don't worry, I'm going to give you a big load soon!"

I began bucking hard, releasing her hips so that her ass could bounce from my thrusts. Her pussy was sloshing and squelching as my penis and her marehood fused together in a blur of wet passion. My balls were getting drawn up as they prepared to give my payload.

I grabbed her tail, pulling her back against me to meet my thrusts. I closed my eyes and imagined her desperately fucking back to try and make me come inside her, her eyes teary and full of need, her face sweaty from working so hard for her warm reward, and her voice ragged and desperate as she begs for more penetration.

"I-I'm coming! I'm coming! FLUTTERSHY!"

I almost didn't feel my first load escape and splash against her pink insides. My hips bucked and twitched as ropes of man milk left me and found their new home in her hole. I fell forward, slumping over her form and burying my face in her silky pink mane. My balls still continued to empty into her opening while I inhaled her floral scent.

"You're so amazing, Fluttershy," I whispered to her.

~Five minutes later~

I was desperately holding her cheeks together while I fucked the soft valley between them.

I started by rubbing the tip of my dick along her creamed pussy slit and between her cheeks. Now I was using her ass in a sort of cheek-fuck.
Her buns were moist from hers and my sweat, the moisture helped to make a wet sound as I thrust. Her ass was soft and squishy as I used it as a masturbation toy, occasionally giving it a firm squeeze.
I slapped the left one, causing the meat to jiggle in the cutest way possible. I pushed up till my dick emerged from the top of her butt. As it peeked, I came on her tail, her lower back, and her ass.

~Another five minutes later~

I was jerking off with a handful of her pink mane, watching her sweet face as I massaged my still hard cock. Her hair was so soft and smooth, it felt like I was rubbing it with a silk sheet. My dickhead gently poked her little cheek as I built to another orgasm.

At first I wondered how it would feel, but using her mane to pleasure myself was both new and arousing.

I held the handful of pink mane on mt head as I came, dousing and soaking her beautiful strands in sticky goo.

………….

I looked at the clock as I fell onto the bed. It was a little past one, and while I had plenty of time till she woke up, I was just too tired to go on. I then began the task of cleaning my 'leavings' off of the sleeping pony. It was easy cleaning up her pussy, butt, and back, but I was starting to regret blowing a load in her mane. It was almost worse than trying to clean gum out of hair, but with some hot water and a washcloth it eventually got cleaned up. I scooped her to me, holding her back to my chest as I spooned with her, sighing as I drifted off.

I awoke to the sweet sound of a little yellow pegasus yawning.

"Good morning, honey," she said sweetly to me.

"And a good morning to you too, sleeping beauty."

She blushed, giggling a bit as she kissed me on the head.

"Did you have a good time last night?"

"Absolutely, wanna hear about it?" I asked.

Fluttershy turned bright red and began waving her hooves.

"NO NO NO! Absolutely not!"

I laughed.

"Ok ok, I was just kidding. But seriously, thank you for that."

Fluttershy smiled warmly before getting back into our usual spooning position.

"So, how do you feel?" I asked out of curiosity.

"Hmmmmmm, well, I'm a little sore down there, but other than that I actually feel pretty ok. Maybe we can do this again next week."

With that, I gave her a big squeeze, and our weekly ritual was born.

Next time on….Tales….of….DEPRAVITY!

Everypony in town knows the fashionable, generous, and all around dramatic beauty known as Rarity, but few know that when her and her man are alone she enjoys acting like a very different pony…or pig.


Author's Note

My inspiration for the next chapter came from a clop pic I saw depicting Rarity covered in mud, in a provocative pose saying "Yes! I am a piggy slut!"

Hope ya look foreword to it!

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