⚠️🔞 INCOMING CONTENT WARNING 🔞⚠️ NSFW!  This fiction contains explicit content, if the IDEA of a sixteen year old anthropomorphic wolf: being teased relentlessly by a tsundere 13 year old wolfess who looks way too good for her age, then drugging her playing with her butt while she’s asleep makes you uncomfortable, or depictions off such are ILLEGAL or FORBIDDEN in your: country, state, commonwealth, republic, county, city, town, village, parish, hamlet, household, residence, custodial faculty, shared economic zone, place of employment, or educational institution. TURN BACK NOW. All complaints, rants, scolds, and subpoenas, WILL be ignored and can be submitted up your own ass. Corrections, editorials, suggestions, recommendations, ideas, and other constructive criticism are welcome, and can be left in a comment. They will be acted upon at the author's discretion. 😝 
All fictional characters are above the age of consent in their plane of existence. None of the following fiction is based, inspired, influenced, referenced, or resembles any human being, living, dead, or yet-to-be conceived, or current, past, or future events. By continuing to read you agree, within applicable law, to make no claim of physical, mental, or spiritual: pain, anguish, harm, danger, neglect, damage, or disrespect. The author is not liable for his, her, their, your, or anyone else's imagination. What are you, a cop? You have to tell me if you're a cop. Eat your vegetables, brush your teeth, and wear sunscreen. ⚠️🔞 END TRANSMISSION 🔞⚠️






I don't know why the 13 year old needed a babysitter. Heck I was only three or four years older than her at the time. She didn't need much supervision. She was a pretty good cook, studious, and was never a trouble maker. The only reasons I could come up with were to make sure the house didn't get robbed and drive her to a doctor's appointment on Monday morning. Her parents were off at some kind of insurance conference in Las Vegas. I was getting paid way too much money to hang out and eat their food for a long weekend. Park my ass on the couch Thursday through Sunday, then drive her 15 minutes to her appointment and back before her parents came home late Monday. 


"Easiest $500 I'd probably ever make."




"What was that Mark?" The teenage wolf asked, looking over her shoulder. She was lying prone on the carpet in front of me, knees bent, her little black toe beans wiggling in the air. I could see her pink panties peeking out from under her nightgown. My eyes darted away.


She turned her attention back to the television screen, frantically tapping at the controller. "Thanks for letting me wear my nighty around. Mom and Dad said I should wear pajama bottoms so I don't make you uncomfortable."


"No problem Becky, you know it doesn't bother me." What did bother me were those panties. I've been babysitting Rebecca since I was thirteen. The skinny little tomboy hated wearing underwear. I'd gotten used to seeing her bare bottom running around the house. That was until last summer. I went away to camp for two weeks and when I came back, she was gone. The skinny little hairball left for camp and never came back. What did come back was a tall, curvy, jiggly supermodel. Her body had changed. Almost overnight her chest swelled, a pair of perky little tits sprouted from her ribcage. They weren't big enough for a bra yet, but they still bounced and swayed, straining against her top. 


She'd gained quite a bit of weight as well, her skinny features more rounded, hard edges softened by a thin layer of padding under her skin. Mostly her behind grew. The flat ribbons of muscle between her legs and her back were now covered with a thick pad of pillowy ass. I know women my parents' age who would be jealous of Becky's dumper. I think Becky was proud of it too. Or at least she liked showing it off. My Friday afternoon had been peppered with revealing poses. The wolf cub took every opportunity she could to bend over in front of me.




"Ba Da DA Daaaaa!" The fanfare announced the end of the race.


"Dammit! You beat me again!" Becky slammed her fist into the carpet.


"And you said you were the best at this game."


"Ugh!" She tossed the controller a few inches away. Unexpectedly, she raised her hips, pulling her knees forward. Almost as if she was doing yoga or something she stretched. Head down, ass up, her tail flipping up, laying across her back. With her fine ass pointed squarely at me, Becky wiggled her hips. The pink panties stretching and slipping into her crack. A pink cameltoe silhouetted against the loading screen. 


"You pick the next track, I have to go to the bathroom." She stood up quickly, not bothering to fix her wedgie. Glancing briefly in my direction, a heavy blush flashed across her muzzle. She dashed out of the room.


"Gawd Becky, you're going to give somefur a heart attack if you keep showing that ass off." I whispered, selecting the special cup. The longest and hardest tracks in the game. It didn't take her long to get back. She sat back down carefully, holding her nightgown tight to her thighs with a paw. She slid onto her belly, legs held tightly together and picked up the controller. 


"Oooh I love rainbow road. Tee hee! Good luck Mark!" 


We battled silently for the first two tracks. I was beating her. 2 first place finishes to her 2nd and 3rd place wins. She'd not only have to come in first for the next two tracks, but I'd have to come in 3rd in both, or 4th in one of them for her to win the cup. It was my race to lose.


Two laps into Bowser's Castle and I had a healthy lead. I saw her wiggle out of the corner of my eye. That's when she won.


She'd slid back slightly letting her nightgown pull up over the very bottom of her cheeks. "Did she not fix her wedgie?" I thought, letting my attention slide away from the screen. 


"Bada DA!" One lap left.


Becky's tail flicked, tossing the hem of her nightgown up to the small of her back. Her bare ass was revealed. She'd discarded her panties during her trip to the bathroom. My attention faltered.


She was right on my ass as my mind was on hers. She started wiggling her hips, ripples cascaded across her round globes. All it took was a red shell and a well timed roll of her hips for her to overtake.




"Ptewwwww! SMASH! Wa wah waaahh!" My kart rolled to a stop as she flew past and over the finish line. 


"I win." She dryly announced as she started the next race. 


I found myself in first place again as the third lap started. Becky sprang her trap again, her legs sliding apart. I could see right up main street. Her puffy lips, just the hint of shiny back skin poking through the gray fuzz that was her pubic fur. 


"Is… is she wet?" I thought, looking a little bit closer. Her twitching brought my attention back to the screen. She'd passed me and was quickly approaching the finish line. 


I had one green shell. If I aimed carefully I could still win. I maneuvered my kart behind her, lining up for the shot. 


She saw it coming. The thirteen year old temptress bent her knees and rocked her hips back. 


Her fat cheeks spread, revealing her black, puffy tailhole and a dripping, swollen slit. 


"Ptoo!" My shell sailed past her right tire, ricocheting off the right curb. It passed across the track, Rebecca carefully avoided running into it as it smacked into the left curb. The errant shell returned straight back from whence it came.


"WAaAaAAaAaAa!" I spun off course. 




"Ba Da DA Daaaaa! FINISH!"


"HE HE HE HE YAY! I win!" Becky exclaimed as she rolled over. She sat cross-legged on the floor, her naked slit covered by her nightgown. 


"You cheated." I pouted.


"I did?" An evil smirk appeared on the young wolf's muzzle,  pearly fang clinging to her lower lip. "How did I cheat Mark?"


"You know…"


"No. I don't know any cheats." 


"You… you little…"


"Slut?" She finished. "Yeah I am a little slut. Does that mean you were looking at my butt?"


I was shocked into silence by her sudden change in behavior.


"You were looking at my butt. Do you like my butt?"


"I… no?"


"Liar."


We stared at each other in silence. The clock ticking in the kitchen was deafening.


"It's way past my bedtime. You're a bad babysitter. Letting me stay up late and looking at my butt. I'm going to bed. Do you want pancakes for breakfast?"


Just like that. From one sentence to the next she went from scolding to her typical friendly tone.


"Uhh sure?"


"Goodnight pervert." She sneered and walked away. Her tail curled up and she put on her best back porch swing. Her ass flexed and trembled as I watched it walk away. 


I heard her bedroom door close. "What have I gotten myself into?"


I ran off to the guest room and quickly rubbed one out. I had to. Lying under the covers my eyes fluttered closed as my seed soaked into my boxers. 


"Knock knock knock." I woke up, confused in the unfamiliar bedroom. 


"Huh? Who? Who is it?" I asked the dark.


"Who do you think it is?" Becky's soft voice replied.


"It's everything okay?"


The door opened and her little gray paw flicked the light switch. I rubbed the sand from my eyes to see her walk in, still clad in her nightgown.


"I didn't say you could come in. What if I was naked?"


The cub shrugged her shoulders. "I can't sleep."


"I knew I shouldn't have let you drink soda so late." I scolded myself.


"This happens sometimes. Mommy gives me medicine to help me sleep."


"They didn't mention that. Have your tried masturbating?"


"What? No! I… I don't do that." She blushed and looked away.


Bullshit. "You probably should. It's really good for helping you fall asleep."


"Eww, no. I'm not a pervert like you. Just go into my parent's room and find my mom's medicine."


"Fine. I think this weekend would be a good time to experiment. Without your parents around."


"Hmmph!" She pouted. 


"Go back to your room and I'll bring it to you."


She smiled. "Thanks Mark. I'm sorry."


"What are you sorry for?" I asked, climbing out of bed. 


"I'm sorry for being mean earlier. You're a good babysitter and a better friend and I'm sorry for teasing you with my butt. I thought you might like it." Her eyes flitted between the floor and the stain on the front of my boxers. 


"I did like it, Becky. You're a very pretty girl."


Her tail wagged frantically as she stared a hole through the floor. 


"Come on, back to bed while I find your medicine."


As she left she mentioned: "It's called luna or something, it's a little blue pill." 


It felt weird sneaking around in my neighbor's bedroom. Even though it was only Becky and I in the house I still felt like I was being watched. 


With my smartphone in hand I googled each bottle. I found two that could be used for sleep. Lunesta, 2mg, a round royal blue pill, and diazepam, 10mg a round sky-blue pill. 


"Hmm which one is it? I know she said luna-something but…" 
 
I googled "lunesta vs diazepam." 




"Warning: potential drug interaction. Taking Lunesta (Eszopiclone) and Valium (diazepam) together may cause: drowsiness, confusion, hallucinations, or amnesia. Some furs using these medicines together have engaged in activity while not fully awake and later had no memory of it. This may include walking, driving, talking, making phone calls, having intercourse or even eating.  If this happens to you, stop taking Lunesta and call your doctor right away."


"Jackpot" 


I knew precisely what to do now. I could teach that teasing little slut a lesson she'll immediately forget! 


I grabbed one of each and a glass of water and marched back to Becky's room. 


I tapped softly on the door.


"Yes?" 


I opened the door. 


Becky was laying on top of the covers. Her nightgown was pulled up over her belly. Her legs were spread, tiny paw cupped over her sex. 


"Oh! Sorry!" I looked away. 


"It's okay Mark, you can see. I don't mind."


I peeked back. Her paw stroked up and down her slit. She was masturbating, right in front of me. "Oh just you wait." I thought.


"I didn't know which one it was so I brought both for you to see." I held out my paw.


"Thanks." She sat up, reaching out with her warm, wet paw. She plucked the pills from my palm, nonchalantly tossing them into her waiting muzzle. I offered her the glass of water. She downed it. 


My teenage tormentor looked me dead in the eye and shoved her paw back between her legs. "Do you watch all the girls you babysit masturbate?"


"Only you, Rebecca." 


She shuddered. Paw moving a little faster.


"Do you think I'm sexy?" 


"Don't be mean. Goodnight." 


I hope my cold rejection of her teasing makes her horny. I turned off her light and closed the door. But stood stone still, and listened.


"Ahh."


"Mfff" 


"Schlick schlick schlorp." The sound of flesh on flesh mixed with her heavy breathing seeped through the thin wooden door. 


They suddenly stopped. My muscles tensed at the sound of a drawer opening. "What is she doing now?" I asked, pressing harder. 




"Oh Mark, your cock is so big." 


The grin on my muzzle was sharp enough to cut a mirror.


"Please, I need it. AHHH. It's stretching my little cub pussy so much."


"Slick slick slick slick"


"Ahhh yesssss, harder."


I chuckled softly, leaving the show to gather what I needed for later. 


I walked back into Becky's parent's bedroom. "I bet Mrs. Greensburg has something good hiding around. I rummaged through her dresser. Nothing but clothes. Some particularly sexy thongs, but nothing fun. I cracked open the drawer to her bedside table. 


"Bingo."


A bottle of sex lube, two vibrators, a buttplug, and two big, knotted dildos. One of the dongs was quite realistic, about 6 inches long, an inch across with a 2 and a half inch knot. It was red, veiny and textured like a real wolf cock, it was a little larger than my own. The other was obscene. A foot of neon green silicone graced with a 3 inch knot. The thing had some weight behind it too. I wonder if she uses it for sex or self defense?


I think the toys might be a bit too much for her, so I just pocketed the lube. I also took a few pairs of rubber gloves and some wet wipes from the bathroom. 


All there was left to do was wait.




40 minutes later I knocked on Becky's door. Nothing. I knocked harder. Silence.


"I'm coming in."


The door opened, flooding the dark bedroom with light from the hallway.


The thirteen year old was sleeping in the most revealing pose. Face down, ass up, stark naked. Her muzzle was smushed into the mattress, encircled by a halo of drool. Her paws lay between wide set knees. Her hairbrush laid next to them, its smooth round handle drenched in her juices. Her tail curled in, protecting what was left of her modesty. 


"You lying little slut.". "I don't masturbate!" I mimed loudly.


"Hey Becky!"


Nothing


"Rebecca?"


….




"BECKY!" 


"Pfffnazzzzzzzzzz." She snored. 


"Here goes nothing." 


My paw came crashing down on her right buttock.


"Thwap!" 


The cub rocked forward. Her face twisted into a grimace for half a second, then relaxed.


"Pfzzzzzzzzz."


I circled the bed, climbing up on all fours. My muzzle was inches from the fat behind she'd been teasing me with all night. 


My paws fell to either hip. I slid them across her smooth cheeks, my thumbs slipped under her tail. I squeezed. It was way better than I expected. My fingers sank into her soft pillowy flesh. It felt like kneading dough, if dough only smelled this good. The scent reached through my nostrils and took hold of my mind. 


My left hand wrapped around the base of her tail and yanked it out of the way. The downy gray fur covering her pussy was soaked. 


I licked her. All of her. This must be what heaven tastes like. I licked again. My tongue slithered between her lips, I felt everything. The stiff nub of her clit. The soft smooth folds of her urethra. Her firm, hot inner lips. Her soft, wet hole. I pressed a little harder and slipped inside. Her smooth velvet walls clung to my tongue. I felt them squeeze and pull at me. Further up the wrinkles and folds of her tailhole tasted different. Not bad, but not particularly enjoyable either. I felt her flex and open up but dared not taste inside, at least not yet. 


Although her mind was on a chemically induced vacation, her body felt everything I did. 


Her toes curled, hips rolled, paws clenched. 
She moaned between snores


I got up to grab the gloves and lube, it was time to play with that teasing little ass. She rolled into her left side, knees drawn up in a fetal position. I pushed her right hip forward. She shifted onto her chest and left hip. Even in her sleep the little slut stuck her ass out in my face. The position of her wide hips spread herself open. Her black, crinkled star unobstructed. Her wet pussy below hung open from it's recent hairbrush fucking. 


My lube coated finger drew tiny circles on her butthole. It pulsed briefly before relaxing. I pressed and it caved in, almost welcoming the intrusion. I wanted to go slow and take my time, but her ass had other plans. Her greedy hole swallowed my finger. I swear I was barely pressing as I sank in to the knuckle. I started to pull back. She clamped down on my finger like a vise. I thought she'd woken up.


"Snarrrrzzzzzzzzzz."




I dragged my finger from her protesting bowel. Her ring pulsed, then went totally slack, hanging open like the well-used hole below. 


"Damn Becky, I'm going to have to start calling you magic-ass or something." Without adding more lube I lined up my second finger against the first. 


Two fingers hilted in her tailhole just as easily as one. 


"Fuuck Becky, I need to show you when you mother hides her toys."


"I started thrusting, her pussy, distorted by my prodding started sucking in air and spitting it back out in a lewd symphony."


"Splort piff, schlorp fafft, sclafff pfffft!"


Suddenly she squeezed down on me again. I saw the fur on her back stand up. She shivved. Starbucks. Starting at her shoulders and traveling down her back. Her ass suckled at my fingers as clear juices dribbled from her slit. 


She just came. 


A little more lube and my ring finger joined the party. Suddenly her ass felt quite a bit tighter. I had to put a little force into my thrusts. 


My left paw slipped under the waistband of my boxers. I started stroking my throbbing red cock in time with my prodding fingers.


She didn't really seem to get any looser, but I wanted to try anyway. I held my four fingers out. The tip of my middle finger is still seated in her ass. I started pushing and twisting my wrist.




"Hnnnnnnnnneeeeeee!" A pained whine escaped her lips. 


I felt my peak approach as I watched her tailhole strain. The puffy black wrinkles stretched into a thin, tight band, nestled in the valley between my thumb and forefinger. 


"Shlop!" My paw popped free from the hot, tight heaven under her tail. 


Becky's 13 year old asshole gaped open wide enough to drop a quarter through. I pushed the tip of my cock inside and came. 


I was in the throes of an orgasm but I could have sworn I heard her speak.


"Yesssssss mahhhhk haaaaaarrrdddd." Her hips pressed back against mine as her juices dripped down the back of her left cheek.




I stopped squirting up her tailpipe just as the realization of my actions hit me. 


Pulling out, Becky's perfect ass sucked at my cock as it slipped from her grasp. The gaping, ruin hole was gone. Replaced by the usual puffy, tight star. Not a drop of my cum seeped from her tailhole.


Her pussy on the other hand had dribbled all over her right thigh and buttock, even threatening the mattress below. 


With the worst case of post-nut clarity, I took out a wet wipe and started cleaning her up. Her gray fur between her tail and her knees was soaked with a mix of lube, my cum, and her copious juices. I started by washing her thighs, her snoring cleared into smooth, deep breaths. 


Once the fur on her legs was clean and fluffy, I moved to her sumptuous ass. She must have been having a good dream as she started cooing and mumbling as I washed her soft cheeks. 


I grabbed a fresh wipe and swiped it across her sex. 




"HmmmMoreee." I couldn't tell if she was begging, or complaining. 


She definitely protested as the damp cloth passed over her tailhole. The ring of muscle that had been so welcoming just moments before flexed and clenched. The wrinkles on its surface furrowed as she squeezed hard enough to cut piano wire. I wiped away the bulk of my leavings and gathered the rest of the evidence. 


She looked like a goddess, laying there in the dim light. The sight of her stunning ass stirred something inside my dark, ruined heart once more. I pushed the feeling down. 


With the blankets pulled up and over her shoulders, I leaned down and softly kissed her cheek. 


As I turned out the light to depart to a lonely night of guilt and regret, I looked back at the girl I was charged to care for…


She was smiling, a broad grin planted on her muzzle. "She must be having a good dream. I'm sure she'll tell me all about it at breakfast."


The door to Becky's bedroom closed with a "clock".




INCOMING MESSAGE: Well, what do you think of my little stand-alone story? I needed a break from Autumn and this just came out of me over a few hours. I’ll get back to work soon. Rebecca’s quite the little hussy isn’t she. There may or may not be more of her weekend with Mark, but she’ll definitely show up in other stories, specifically my planned “clinical notes” series. More on that later. Peace. ~Zee  END TRANSMISSION