Doggy Training

by PegPony

Sex Session

Previous Chapter

Fluttershy said "So, what would you like Teddie?"

Teddie glared at her and said "Excuse me?"

Fluttershy remembered she was meant be playing the role of a dutiful servant and said "My apologies, what would you like for breakfast mistress?"

Teddie said "That's better, two pancakes with maple syrup and a glass of orange juice", Fluttershy nodded, that seemed simple enough. Fluttershy went to the kitchen, glad to see that Dribble and Drool had now started to be more responsive to Teddie, she poured a glass of orange juice and plated up two well cooked pancakes coated with a nice layer of maple syrup before making her way to the living room. Teddie watched her walk in with an expectant look, Fluttershy didn't know why, but she was silently hoping that Teddie approved of the breakfast she had made. Fluttershy's anxiety made her own knees buckle and she fell to the floor, spilling orange juice everywhere and rendering the pancakes splattered and inedible on the floor. Teddie gasped and said "What happened?!?!"

Fluttershy in slight false panic went "I'm sorry mistress! I... I just-"

Teddie interrupted and said "Don't make excuses! Clean that up while I think up a suitable punishment! Because of your pathetic attempt at the simple task of serving food it looks like I'll have to eat breakfast in a cafe somewhere in the city that allows pets, no thanks to you and your bumbling!" While Fluttershy cleaned up, Teddie tried to think of a way she could discipline Fluttershy, she couldn't dock her any pay because Fluttershy was doing this more as a favor than as a job and thus wasn't being payed, staying in the bedroom might have worked but she didn't want Fluttershy to stay in because she might have needed help walking Dribble and Drool when she went out, then one punishment came to mind. It was usually a reprimand or consequence necessary for a naughty child, but she assumed it would have the same effect if she did it right.

Fluttershy finished cleaning the floor and said "I'm sorry mistress..."

Teddie sat up straight and went "Not yet you aren't, come, lean across my hind legs"

Fluttershy was visibly confused and said "Um... your... but I... why?"

Teddie said "I wasn't asking I was telling! Don't question me, just obey! I say "jump" and you say "how high mistress?" alright? Now lean over my legs, now! You need to learn your lesson", Fluttershy decided to do as Teddie said and made her way to the couch to fling herself onto Teddie's legs, ready for whatever punishment she was about to dish out. When Fluttershy was in place, Teddie swung back a hoof and brought it clapping back down on Fluttershy's right buttock, causing her to let out a yelp. Teddie said in a very monotone voice "shut up" before delivering another swift smack to Fluttershy's ass cheek, of all the punishments Fluttershy had imagined, she couldn't figure why she hadn't comprehended or imagined that Teddie might have seen fit to spank her. Fluttershy bit her lip to silence herself as she felt the sting of another three slaps on her butt before Teddie moved to the other cheek and although Teddie was trying to focus on disciplining Fluttershy, she found that her butt was somewhat distracting, it was cute and quite pert but still rippled in a very satisfying manner, the flesh just jiggled and wobbled with each strike, not to mention how soft, smooth and sensitive her skin felt.

After she had spanked Fluttershy's left ass cheek five times, giving it the same red tint she had left on the right, she stopped and said "Up". Fluttershy stood up and attempted to blink away the beginnings of tears in her eyes, it had hurt definitely, but Fluttershy felt like she not only deserved it but also kind of wanted it for some reason, it didn't hurt in a painful way... that thought alone confused Fluttershy, she felt... she felt dealt with and also, even stranger, she felt cared for because Teddie cared enough to make sure she wasn't naughty again and Fluttershy wanted to be good for her... all these feelings were odd and Fluttershy didn't understand the complex and intricate amount of opposites she was experiencing, but in a nutshell... she liked being spanked. Soon after that they took Dribble and Drool for a walk and it went perfectly fine, Fluttershy was impressed, either she was the best animal trainer in Equestria or the orthros wasn't a wild animal like she had assumed, it was practically domesticated before she'd even agreed to come to Manehattan to domesticate it!

As they were walking through the park it began to rain heavily, at which point they decided it would be best to go back to the apartment, though not before their hooves got a little bit muddy. When Teddie got to the door she wiped her hooves on the welcome mat to clean them before stepping inside, Fluttershy went to do the same but then paused... if she walked in without wiping her hooves, there would be repercussions, Teddie would most likely spank her again...

Teddie was pouring water and food into the dog bowls for Dribble and Drool, she turned and was shocked at what she saw "Fluttershy?! What do you think you're doing?!" Fluttershy had walked in, getting muddy hoof prints on her nice clean wooden floor.

Fluttershy feigned shock and said "Oh no, I'm so sorry mistress! I'll clean it up right away!" Fluttershy washed off her hooves and began cleaning up the muddy tracks she had left on the floor, though she felt extremely giddy in excitement as she saw Teddie sit on the couch in the same position she adopted the first time she had decided to spank Fluttershy. When Fluttershy had finished cleaning up she said "Am I forgiven mistress?"

Teddie went "Not yet, come on, gets yourself over here for a spanking"

Fluttershy wanted to rush over there and beg Teddie to abuse her rump, though figured that might seem strange, so she tried to play it cool as she calmly trotted over and got in position but very subtly stuck out her butt to make sure Teddie had a nice big target to hit. Same as before, Teddie brought her hoof back and swung it back down on Fluttershy's right butt cheek, though instead of a yelp, Fluttershy let out a breathy moan. Teddie, deciding not to question the different noise just went "How many times do I have to tell you to be quiet?" Fluttershy once again bit her lip as the spanking continued, with each painful tingle she felt something building in her crotch, climbing greater and greater heights the more Teddie beat her already battered and bruised bottom. Fluttershy was worried that she wouldn't quite reach her peak before Teddie stopped, she was so tantalizingly close, just a bit more and she could release the pressure in her aching pussy.

Luckily, on Teddies final hit against Fluttershy's left ass cheek, Fluttershy's body shuddered as it was sent crashing into a hard orgasm. Fluttershy's pussy moistened and squeezed down on thin air, causing her shift her legs and squirm slightly as she struggled to hold back her groans of ecstasy, making small noises in the back of her throat. Teddie was briefly worried, not realizing that Fluttershy was having an orgasm and instead assuming she had broken down and cried or something and went "Are you OK Fluttershy? Was that too much?" Teddie then got surprise of her life when Fluttershy got up and basically threw herself at her, bringing her into a deep and passionate kiss. Teddie was, initially, unsure of how she felt about the fact that Fluttershy had just forced her into an excessively romantic make-out session... until a desire she had buried into the deepest recesses of her subconscious mind burst forth from the back of her thoughts to the forefront and took presidence over everything else, Teddie threw caution to the wind and focused on her new temporary number one priority... kissing back.

Teddie gladly reciprocated Fluttershy's amorous advances, allowing her hooves to roam the yellow pegasus' body to feel her delicious curves, delicate, frail, vulnerable and yet... overpowering, strongly sexual and full of lust. About a minute of kissing later and they both separated, breathing heavily with a single string of saliva connecting their lips, Fluttershy blushed and chuckled with embarrassment as she said "Sorry... too much too soon?"

Teddie said "No... too little, not soon enough... Fluttershy... I... I have another demand", Teddie gently pushed Fluttershy away until she was back on the floor, then she lied back on the couch, pulling her legs open to show off her glistening pussy before saying "Lick, lick me until I cum, if you do a good job then I'll give a nice reward afterwards, come over and tend to my pussy, get your lips on these lips..."

Fluttershy smirked and said "Your wish is my command... mistress..." before shuffled forward and immediately acquiescing to Teddies request, closing her eyes and moaning as she indulged in the sweet taste of Teddies folds. It had been a while since either of them had enjoyed the pleasure of another pony, sure there was masturbation, but actual sex was something that was always more vivid and, unfortunately, neither of them had gotten any for a long time. Though while their dry spell was coming to an end, they were both very on edge, which was both fortunate and at the same time unfortunate because experiencing those special sensations after going without for so long made sexual satisfaction far too easy. Fluttershy was licking at a feverish pace, Teddie placing one hoof on Fluttershy's head while the other worked away at her own clit, the cunnilingus had only been going on for two minutes and Teddie was already so desperate to orgasm that she was ignoring the ache of her leg muscles as she kept herself spread wide open.

Teddie began panting as her groans increased in volume and pitch, "Fluttershy... I... I'm... you're gonna... oh my gosh oh my gosh OH MY GOSH!" One second later and Teddie practically screamed as waves of ecstasy washed over her body, she couldn't remember the last time she had been able to have an orgasm as strong as the one Fluttershy had managed to trigger with her mouth. Fluttershy kept up a slow and gentle pace with her tongue, keeping Teddie stimulated as she rode the aftershocks of what had obviously been a very intense few seconds of dizzying and incredible cumming. Teddie stopped rubbing her clitoris and patted Fluttershy on the head, signalling that she could stop now, Fluttershy pulled away and smirked with a shiny wet muzzle as she recognized just how out of breath her new lover was from how hard she had creamed.

"So mistress..." said Fluttershy, "I can assume that my performance was satisfactory, right?"

Teddie looked at Fluttershy's smug face and went "Get upstairs and into the bedroom, prop the front half of your body on the bed, stick your ass out as much as you can and wait for me there... I'll be joining you in a second to grant you your reward... phew...", Fluttershy chuckled and did as she was told, normally in the rare situation where she'd had to present herself in such a fashion she would have been nervous and apprehensive about the whole affair, this time however, she was excited and impatient, wanting to find out what her reward would be. Fluttershy's breathing hitched as she heard Teddie enter the room, Teddie took a moment to admire Fluttershy's round rump, smiling to herself at how she had managed to get her to present herself so unashamedly like a bitch in heat simply by telling her to do it. Teddie went over to a nearby closet and opened it before rummaging around the bottom of it and eventually retrieving a box that she had hidden away in there a few weeks ago, Fluttershy kept her position but tried to catch a glimpse of what was in the box, the only thing that clued her in to what Teddie was getting was when she caught sight of the inside of the box, that looked like it was specifically designed to hold two objects, what those objects were was still a mystery for the moment.

Fluttershy heard a few clicking sounds and when Teddie turned around, Fluttershy's suspicions were confirmed. Secured firmly in between her legs, Teddie was wearing a large black strap-on stallion cock, ready to penetrate the nearest hole. Teddie smirked as she saw the desire in Fluttershy's eyes, she said "You know, when I bought this I thought I was purchasing a dildo rather than a strap-on, lucky for you is that I haven't used this thing as a dildo yet, so you'll be the first one to enjoy it. It came with a bottle of lube as well, so it should slide into you quite easily, sound fun?"

Fluttershy nodded dumbly and went "Uh-huh..." her mouth was watering and both of her holes were clenching, she needed this more than she realized. Teddie squirted a decent amount of lube onto the temporary new appendage swinging between her legs and coated every surface she could reach until there was a fairly thick layer of the cold slippery substance all over it, then she set the lube aside, walked up behind Fluttershy, reared back and brought her front hooves down on the yellow pegasus' shoulders, successfully mounting the mare she was planning to fuck. Fluttershy felt a tingle of excitement run down her spine as she felt the weight and warmth of Teddies body on her back, with some careful angling Teddie had managed to get the head of her strap-on at the entrance to Fluttershy's baby chamber and began to push. As soon as Fluttershy felt Teddie attempting to gain access to her pussy she frantically went "No!"

Teddie stopped, confused as she said "No? What do you mean no? Do you want to stop?"

Fluttershy stumbled over her words as she said "Yes... well, no but... well yes AND no I guess...I... ugh, what I'm trying... that is, what I mean to say is... n-not... not there... you know?"

Teddie raised an eyebrow and went "Not there? Well then..." Teddie paused as she caught on to what Fluttershy was actually asking for "I see... ooh Fluttershy, you dirty mare!" Fluttershy blushed as Teddie moved back a little to try and re-position the tip of her silicon stallionhood at Fluttershy's pronounced pony pucker. Unfortunately, Teddie initially had trouble aiming the strap-on in the right place to give Fluttershy the anal sex she was waiting for, no matter how much she shuffled about, her attempts to get herself lined up with Fluttershy's back door often led to the strap-on going in between Fluttershy's legs or prodding at her butt cheeks. Teddie grunted in annoyance while Fluttershy waited patiently in anticipation, after a minute or so more of Teddie trying and failing to properly get the strap-on in the right place she groaned and dismounted in frustration, disappointed in herself that she was struggling with the simple task of fucking a mare in the ass, she doubted stallions had this kind of problem with their own cocks.

Fluttershy placed her front half almost flat against the bed and widened her stance, making her back end lower down a bit before she beckoned Teddie back by saying "Come on, try again...", Teddie let out a deep breath and reared back once more, gripping onto Fluttershy's shoulders again, mounted and ready to pound her plump posterior. This time Teddie was more on point with her aim, almost immediately she had the head of the strap-on pressed firmly against the entrance to Fluttershy's rear, Teddie let out a sigh of relief and began pushing in an effort to finally penetrate this mare and give her a good railing. Though of course, things were never going to be that easy, Fluttershy's pucker was extremely tight and unyielding which made getting inside a real challenge.

Teddie gritted her teeth and scrunched up her eyes as she kept on applying more and more pressure, hoping that if she remained persistent then she'd eventually make some progress and at last ream the pegasus who had actually requested to have a cock rammed up her ass. Teddie said "Goodness Fluttershy... you're so damn tight, I don't know if I'm going to fit inside... I assumed you would be a little bit loose considered you whimpered and whined like a whore to get some anal action..."

Fluttershy was sweating, breathing heavily and had gone red in the face, she didn't know if she could handle much more waiting as she said "Well... I've only ever been taken back there once, please please please don't give up, I know it's tough but you'll be able to cram it in there, stuff my butt with that massive dong, I might be tight but I sure don't want you quitting on me now! Get it in there!" Teddie heaved herself forward and finally, she was able to squeeze the tip of her strap-on past the tight ring of Fluttershy's ass hole until it popped inside, finding a new temporary home in the hot, moist and fleshy vice-like grip of the heavenly passageway that was Fluttershy's ass. Teddie took a moment to regain her strength after the exertion she had to put in just to gain entry to Fluttershy's butt, then she took a deep breath and was, luckily with some help from the lube, only required to use a portion of her energy to start sliding herself deeper into Fluttershy's beautiful booty. Fluttershy moaned as she felt the empty space inside of her becoming more and more wonderfully full, there was something about the sensation of being filled that just turned Fluttershy on more than anything, it made her feel complete like she was jigsaw that had just been reunited with a missing piece, it was mind-mindbogglingly perverse but by Celestia did she love it.

The final obstacle came at the halfway point when the medial ring of the strap-on prevented it from venturing any further in the depths of Fluttershy's bottom, Teddie wasn't sure she wanted to deal with trying to get the whole thing in, halfway was good enough to give Fluttershy a decent enough anal pounding anyway. When Teddie pulled back and thrust back in, Fluttershy moaned, but when Teddie began repeating the motion to start building up a consistent pace Fluttershy went "Hey... what are you doing? You're not all the way in yet..."

Teddie stopped, still halfway lodged in Fluttershy's butt, then said "The medial ring is stopping me from going any deeper and I've already wasted enough energy getting this far inside you, so I figured I'd just go for it..."

Fluttershy rolled her eyes and said "Push forward"

Teddie didn't really want to but this was Fluttershy's reward so she strengthened her grip on Fluttershy's shoulders and once again concentrated all her effort into getting further in so that she could bottom out and give Fluttershy a proper fucking, this time however, Fluttershy joined in as she pushed back, the two of them straining to get the hole to stretch just enough that it would be able to accommodate the last few inches of such a large phallic invader. A few seconds was all it took for their perseverance to pay off, the gargantuan remainder of the strap-on disappeared from view as Teddies hips clapped against Fluttershy's butt, the skin-on-skin contact cementing their tricky yet arousing union. The two of them were relieved to say the least, at last they could now focus on getting some actual sex done! Teddie wasn't waiting a second longer and pulled back until she reached a point where she'd need to really tug in order to get the medial ring to exit so that she could yank the strap-on out, then she thrust forward again, successfully burying the entire thing in Fluttershy's rear and making her groan.

Teddie looked underneath Fluttershy to see a small yet noticeable cock-shaped bulge, she smiled and began thrusting away in earnest, the sight of the bulge alone had filled her with enough lust and determination to pump Fluttershy and make her cum, even if she had to hump her all afternoon. The room was instantly filled with the sounds of hips colliding with ass and incomprehensible noises of ecstasy, not to mention the trademark sexual grunts that came with a particularly hard bout of fucking, Fluttershy went cross-eyed as she began to drool, her g-spot was tingling as the strap-on was able to stimulate it from a completely different angle through the walls of her anal cavity. Teddie reach a hoof underneath Fluttershy to feel the bulge as she continued to slam Fluttershy's ass, she chuckled as she said "Goodness, you're enjoying this aren't you?"

Fluttershy couldn't speak, she couldn't even nod, she was too busy trying to deal with the waves of dopamine flooding her brain and the hot fiery pleasurable sensations coursing through her entire body. Fluttershy couldn't even remember the last time she felt this good, though she wasn't exactly capable of any complex thought at that point, she was desperately trying to stave off her orgasm and from the way her pussy was practically convulsing and getting wetter by the second, she wasn't doing a very good job. Teddie was getting slightly out of breath but refused to slow down, she instead increased the speed and strength of her thrusts, pistoning her hips like an out of control machine designed to wreck a fine piece of ass and never stop, Fluttershy's tongue fell out of her mouth as she screamed, having given up the fight against her own body, a strong orgasm forced from her as she gushed female fuck fluids from her pussy. Despite Fluttershy's very obvious climax, Teddie kept going, a few seconds of mad babbling later Fluttershy found the ability to speak said "Oh Celestia... oh fuck... don't... please Teddie... I... stop or I'll go fucking mad!!!"

Teddie smirked and finished with one last thrust, pushing as far as she could possibly go, making Fluttershy groan deeply. Teddie pulled back and only had to stop twice, once at the medial ring and another at the tip, which were both easily dislodged with a hard tug, allowing the strap-on to flop out of Fluttershy's now gaping ass hole. Teddie chuckled as she dismounted, removed the strap-on and went "Wow... with all the lube I covered that thing in I would have thought it would go in easier rather than me having to force it in before I could just go to town and get into a proper fuck rhythm. Still, seemed like you enjoyed it if your premature orgasm was anything to go by"

Fluttershy blushed and went "It wasn't premature... I just, well it was already building up when you were trying to get it in so... you know, whatever..."

Teddie smiled and said "Sure sure, well we have some of the evening left... what do you wanna do? Cuddle?"

Fluttershy thought for a moment before saying "Actually... I want to test something..."

Fluttershy and Teddie went down to where Dribble and Drool were still enjoying some food and a drink, Fluttershy got Teddie to do some basic commands, sit, roll over, play dead and even hand shake. They both complied without fail, this orthros was practically already trained, so long as it was provided with food, water, some fresh air and affection, the only problem it caused was the endless amounts of saliva it produced. Once Teddie realized this she said "Well... thanks Fluttershy, I guess that means you'll be leaving tomorrow huh?"

Fluttershy could see the disappointment on Teddies face as well as the lull in her voice, if Fluttershy was being honest with herself, she wasn't really all that excited that she had to leave early either. Fluttershy went "Well... I suppose I could afford to stay one more day, I'm sure my animals will be OK... I was supposed to be here much longer than this anyway so one more day can't hurt", Fluttershy smiled as she saw Teddies face light up with joy.

As they went upstairs and started getting ready for bed Teddie went "So... do you think you'll be making regular visits to... "help me train the orthros" or something like that?"

Teddie winked which made Fluttershy giggle as she went "Well I suppose as long as one of my friends agrees to look after my animals I could check in for one week every month just to see how it's going, speaking of which, is there anything you want to do before I go back to Ponyville? Like... sexually speaking?"

Teddie said "Well... there is one thing I was wondering...", Teddie whispered into Fluttershy's ear, after hearing what Teddie was suggesting her eyes went wide as she blushed profusely, sweat beginning to drip down her forehead.

When Teddie finished, Fluttershy just went "Oh my......"

Teddie said "Well?"

Fluttershy went "Well... I mean, it's... exotic, that's for sure, but it's not like the thought hasn't crossed my mind...... I think that so long as we are doing it together, I'll enjoy it", Fluttershy smiled and so did Teddie. At that point Dribble and Drool walked in, immediately getting into their bed and chewing on the toy as usual. Teddie thanked Fluttershy with a kiss before they both got into bed and snuggled into each other, drifting off into a deep relaxing sleep.

Dribble and Drool were panting rapidly with saliva dripping onto the floor, almost indistinguishable from the much smaller puddles of mare fluid from where Fluttershy had been as she eagerly blew one dog cock, as well as Teddie who was giving a hoof job to the other. It didn't surprise them to learn that an orthros didn't just have two heads. Dribble howled and Fluttershy hummed in satisfaction as the cock in her mouth blew a thick load, letting it pool in her cheeks before swallowing it down. A few seconds later as Fluttershy pulled herself off of her respective cock, Drool then let out his own howl and Teddie kept still as she took the canine seed on her face, enjoying a nice warm make-over. As Dribble and Drool scampered away, Fluttershy gave a wry smile and said "Nice facial"

Teddie returned the smile and said "Well you were the one enjoying a protein shake over there. Thanks for offering one last bit of "training advice" by the way, now I know how to properly relieve them whenever they need to release their spunk"

Fluttershy said "Anything for you... mistress", The two of them smiled and shared a deep passionate kiss.

The End