Rumble fidgeted in the line to pick out toys. Not only was he about to be thrust into something he wasn't quite sure he was comfortable with, he was almost at the back of the line! Only Twist was behind him, with everypony else in front.

And they were taking all the good toys! Speedy little Scootaloo was one of the first ones there, and she took what seemed to be a pink pony pussy made of rubber. The next in line was Featherweight, who glared at Scootaloo for taking what must have been the only toy in the box that didn't involve insertion – since he grabbed a tiny egg-thing with a wire and went off with a huff.

And as more and more students took toys out of the box, the selection shrank smaller and smaller. The ones left became more and more penis-shaped.

When Rumble finally made it up to the box himself, the pickings were slim. One huge white butt plug like an ostrich egg on a stick, a smaller red one with ridges on it, a dildo that was basically just a rubber hoof, an enormous grey rubber cock with some weird tube coming out of it, and a two-pronged dildo that was obviously meant to fill both a mare's holes at once. He couldn't possibly use that last one ... and none of them seemed appealing.

But he had to pick something. Princess Cadance was watching him expectantly; Twist waited impatiently behind him. Still, it took until most of the other students had already left the room before he could finally force himself to make a selection.

Rumble picked up the small red butt plug – the smallest toy left in the box. It would have to do. He stood there with it in his hoof, staring at it as Twist jumped past him to dig around in the box. She made 'ooh' and 'aah' noises with each new discovery she made in there.

But he just stood there and stared at his little red butt plug. Was that thing really going to go ... inside him?

Princess Cadance touched a hoof to his shoulder. He jumped a little – he hadn't even noticed her moving. But she smiled disarmingly. “Don't be afraid, Rumble. I'm only here to make sure each and every young little pony gets a thorough education in the pleasures of sex ... and that means I sometimes have to stretch your boundaries a little. It's important, though. Sometimes when you try something new, you find something you'll very much enjoy that you would have otherwise never even thought of doing.”

“But...”

“Don't worry – just try it once. If you enjoy it, then you'll have discovered something that will bring you joy for the rest of your life. If you don't, then it will be over in one short afternoon, and you need never go back to it again. You have much to gain and very little to lose by taking the time to experiment a little while you're so young.”

“I know, I know, but it's just...”

Twist finally pulled herself back from rooting around in the box. She held the giant rubber penis with a tube coming out of it. But from the way she looked at Rumble, it was clear that she'd been listening to the conversation. “You know, Rumble,” she said in her lisp's best impression of a sultry purr, “if you're nervouth about it, we could work together on our homework athignmenth...”

The Princess grinned down at the two of them. “Speaking of discovering something enjoyable...”

Rumble tried not to look at the huge dildo in Twist's hooves. Twist was hardly the first filly in class he'd choose to 'discover' things with ... but doing it with her would somehow make it less disturbing. Then it would just be some oddly kinky sex, not perverted experimentation. He took a deep breath and nodded. “Yeah, um ... that sounds better.”

Twist smiled wide, jumping up and down. “Yeth! Come on!”

* * *

He liked to think of himself as an athletic colt, but Rumble could barely keep up with Twist as she galloped straight home. Even with the help of his wings, he was fairly winded by the time she opened up the door for him and invited him in.

Inside, the quaint little house was empty and silent. “Um, Twist?” he said. “Are your parents home?”

“Nope! They won't be off of work until thix. Which meanth...” She grinned and stroked the big rubber cock she was holding meaningfully. “We've got plenty of time.”

Rumble gulped and looked at the butt plug in his own hooves. Actually, the excuse of not having enough time sounded like something he wouldn't mind having at the moment.

But Twist was all enthusiasm. As she closed the door and headed for what was presumably her bedroom, she was already fiddling with the dangley bit on the other end of the big dildo's tube. “Oh...” she said. “Thath what ith for...” Looking back up at Rumble, she grinned, opened up a little hatch on the thing, and dumped out a glob of white stuff into the kitchen garbage as she passed it. “Come on, Rumble. Don't just thtand there – I need your help to make it more realithtic.”

Rumble shook himself. Twist was already at her bedroom door, and here he was, still standing in the front entranceway, staring at the toy in his hooves. He forced himself to follow her. It helped that she was looking over her shoulder at him, and she just happened to be lifting her fluffy red tail to the side, giving him a lovely view of her luscious little ass and her plump pussy lips. He hurried to follow her as she disappeared into the room.

When he caught up to her in the room, his mouth dropped open ... because hers was already open. She was on her back, on the edge of the bed, with her head hanging off the side and her mouth gaping open, her tongue stuck out.

Rumble was so stunned he dropped his butt plug on her bedroom carpet. He couldn't deny that it looked awfully inviting, and more than a little arousing to see her lying there, practically begging him to fuck her throat... But her eyes were closed. It seemed obvious what she wanted, but was he just misjudging things? It did seem really weird and far-fetched, and he definitely didn't want to take such a rash action if it did happen that he was misjudging the situation. Still, his cock began to slip free from his sheath just at the idea of running up to her, mounting the side of the bed, and shoving himself right down her throat.

For a few moments, nothing happened. Finally, Twist opened her eyes and looked straight at him, rolling over onto her belly. “Oh come on! Ith something wrong? I thought colts were suppothed to like that.”

So he had judged the situation correctly... But he hadn't acted on it fast enough, at least not fast enough for Twist's liking. When did she become so forward about such things? He blinked and shook his head, trying to clear out of the slight daze he'd fallen into. “Yeah, um, yeah, I do like that. It's just ... um ... I didn't know if you really wanted me to, um...”

“Oh, good!” She rolled back onto her back, taking up her earlier pose and looking at him upside-down. “Then get over here ... and bring the butt plug!”

Rumble did as she said, if for no other reason than he had no better ideas. He'd rather not bring the butt plug, but that's what this homework assignment was about. He wasn't supposed to just be getting laid for the fun of it – that was a different assignment they'd already been through.

When he reached the bed, Twist took the butt plug from him and opened her mouth again. “Let me get thith lubed up for you...” She slid the small red toy back and forth over her own pussy as she waited with her mouth wide open.

This time, he didn't hesitate. Putting both hooves up on the bed on either side of Twist, he lined himself up and scooted himself forward ... until he felt the warm wetness of Twist's mouth on the tip of his cock.

Once she touched him, it didn't take any more finagling to get in the right spot or the right angle. Twist took care of that for him, moving her head so she could take his broad tip into her mouth. And the rest came astonishingly easy. When Rumble tried pushing forward just a little, he met no resistance at all – his cock began to slip perfectly into Twist's throat.

It was lovely. He'd had a blowjob or two already, good ones ... but that was nothing compared to the sheer ease of sliding into Twist's tight, warm throat. He looked down, fascinated, as he saw her neck begin to bulge out slightly.

But when he looked down, he also saw something else: Twist had finished lubing up the butt plug, leaving it dripping with her own juices. She was bringing it toward him!

Rumble instinctively tried to pull back, only to find that one of Twist's hooves was hooked solidly behind his thigh, making sure he stayed comfortably inside her throat as she brought the little red toy around behind him with her other hoof.

And then he felt it ... just a touch under his tail, gentle and just the slightest bit cool to the touch. “Twist, I—”

She pressed it a little harder, the dull point of it exactly against his tail hole.

Rumble held his breath. He wasn't sure if it was in or not yet, but it definitely felt like something was going on there – it felt like it was already pressing inside him! He moved forward, which meant that more of his length disappeared between Twist's lips.

That seemed to be exactly her intent. She moaned around his cock, gulping him down greedily as his medial ring slid across her tongue.

And the moment he stopped, there she was with the pressure against his asshole again, nudging him forward.

Any other filly – and most full-grown mares – would have been gagging and choking already, but Twist seemed to be in no discomfort at all. From the sounds she made, she must have been enjoying it. So Rumble gave her everything he had, slowly sliding in until his sheath met her lips, his balls bumping against her nose. He held still for a moment, savoring the way she gently swallowed around his shaft, pulling him in and stroking his length at the same time.

But when he stopped moving, she started with the butt plug again.

He tried to give in again, to give way ... but he simply had no more room to go. “Twist,” he said, “I can't. I can't go any deeper.”

She just pressed all the more. He felt his tail hole begin to stretch.

“Twist!” he cried out, as the thing suddenly slipped inside him. It was a sudden fullness, an intense pressure, and it felt ten times bigger than he knew it actually was.

Only now that the butt plug was fully inserted did Twist allow him to pull back a little, which he did ... almost pulling out of her mouth entirely. Almost – Because this was a really great blowjob, after all ... and as things went with the butt plug, well, it was damage already done. Nothing would be helped by trying to pull away now.

So instead of trying to pull away again, he thrust back into her, eliciting a muffled moan from Twist as his cock bulged her neck again.

And that moan wasn't just pleasure – it had a note of desire, maybe even need. And as odd as it was to attribute such meaning to a wordless sound, it was nonetheless clear: harder!

He let himself go, fucking Twist's throat as roughly as he might fuck a mare's pussy ... maybe even more so. He felt moisture where his balls pap-pap-papped against Twist's nose; she must have been drooling all over the place while she let him fuck her face. Let him? No, she was encouraging him to fuck her face, and she was hoofing her own pussy the whole time.

Between Twist's enthusiasm, being worked up from watching the lesson earlier, and the pressure inside his butt that somehow drove him to orgasm even faster, he felt his peak coming soon. “Twist,” he moaned. “Twist, I'm gonna—”

Before he could finish, Twist pressed both front hooves against his thighs and shoved him away from herself. His cock slipped out of her mouth; his swollen flare popped free from her lips ... and he fell to the floor, landing on his rump. His eyes went wide at the feeling of the butt plug inside when that happened.

Twist was on him in a moment, stroking his cock with one hoof while she held the other end of her dildo-tube-thing in the other.

He was past the point of no return already, and after just a few strokes of Twist's hoof, he burst.

As the first powerful spurts of cum jetted out from his tip, Twist yanked it over and pressed his flare against the container she was holding in her other hoof. Rumble stared, with no idea what she was trying to accomplish, as his orgasm pumped its way into the little reservoir. Each spurt filled it up just a little bit more, and by the time his cock began to soften and slow to a dribble, it was nearly full.

Twist held the container up to her face and hugged it against her cheek. “Oh yeth! There'th so much!”

As he caught his breath, Rumble stared at her. “What the hay are you doing with that, anyway?”

“This dildo has a cum tube, and I'm not gonna thettle for fake cum!”

“Huh?” Rumble scrunched his face up, fighting through the post-orgasmic haze, trying to figure this thing out.

“I can fuck mythelf with thith dildo, and when I'm ready, I juth stomp on thith here—” she pointed to the top of the reservoir, which was ribbed like an accordion “—and it squirth out cum, juth like a real stallion!”

It seemed way too complicated and convoluted to Rumble, especially when Twist already had a real stallion here ... but he couldn't help but watch in fascination as Twist carefully set the full reservoir on the floor next to her hind hoof and reached behind her to line up the huge rubber horse cock with her pussy.

It would never fit. That thing seemed nearly as big as her whole body.

And yet, when she shoved, it went in ... it went in easily. Rumble watched, mouth gaping and cock growing hard again, as her pale pussy lips rippled over the thick rubber veins on the thing's surface. When she finally stopped its slow progress, only perhaps a quarter of its length was still outside.

It seemed that this was as much as she could take ... though not for lack of trying. Even though it wouldn't go in any farther, even though she made little pained moans every time she tried, she kept pushing on it, ramming it against her deepest barrier.

He couldn't tear his eyes away from the lewd spectacle of the little filly wrapped around an absurdly huge rubber cock. Without realizing it, he licked his lips as he saw Twist's juices dripping from around the girth of the shaft. He did notice it when his cock twitched, fully hard again already.

And Twist noticed that as well. Even though she'd been facing away from him, she seemed to have some kind of sixth sense for cock. Looking back at him, she grinned slyly. “You're already up again? Nithe! Wanna put it in my puthy?”

“Um ... I would, but... It seems pretty full right now already.” Despite this objection, Rumble nodded as he spoke. He had – of course – been fantasizing that the huge rubber cock stretching Twist's pussy was actually his huge cock. It helped that the thing was grey, just a bit lighter shade than his real cock.

“Oh, that'th no problem...” She slid the glistening-wet dildo back out of her pussy, showing some impressive flexibility to be able to reach back so far, and lined it up with her asshole instead.

Rumble stared in disbelief. No. No way could she possibly do that.

But she did. And she made it look easy. There was a slight moment as the broad tip of it mashed against her pucker when she winced ... but once the head of it popped inside, she slid it smoothly and easily. In a shockingly short amount of time, the entire length of rubber cock disappeared underneath Twist's tail, her asshole stretched into a tight ring around the base of it. If not for the tube still coming out from the bottom, if not for having seen the thing outside of her, Rumble could have thought that she just had a butt plug much like the one inside his own ass. But no ... that huge pillar of rubber cock was – somehow – inside her ass. How could there possibly be room for any of Twist inside her body when the whole thing must have been filled up with rubber?

She wiggled her rump back and forth, smiling back at him as she blatantly showed off. “Imprethive, huh? Now come on – my puthy ith so empty! I need somepony to fill it!”

Impressive? More like intimidating. He felt butterflies in his chest, unsure if he wanted to become part of something so frighteningly extreme... But despite his nerves, his cock knew what to do, and it drove the rest of his body along on instinct. He rose up from where he'd sat dumbfounded on the floor, feeling the butt plug inside him as he moved ... and marveling at how much more Twist must be feeling with that massive thing in her ass. Moving as if in a trance, he came up behind her and reared up, sliding his chest over her ass, over her raised tail.

Once he couldn't see the base of her dildo anymore, things became a little easier. It was just like rutting an ordinary filly – a really slutty one, but a normal filly. After a couple false starts, his tip finally found Twist's plush, nectar-soaked pussy lips.

Her entrance winked open and practically sucked him inside. Forget feeling any resistance to thrusting into her – it felt like it would be more difficult to not slip into her lush, welcoming pussy.

His cock slid in effortlessly, almost all on its own. Twist was anything but tight, but she was so warm, so soft, so sopping wet... Everywhere he touched was soft and plush ... except along the top side of his cock. There, he felt the huge and firm curving mass of the dildo, squeezing his cock from above and reminding him at every moment of its imposing presence.

But the way Twist practically purred with pleasure more than made up for it. He began gently, leisurely thrusting in and out of her, savoring the feeling of a new-to-him pussy caressing his shaft.

Soon, the base of the dildo began slipping out of Twist's ass, all on its own. It pressed against Rumble's belly, just above his sheath, and it was pretty uncomfortable, but he ignored the feeling while he got just a couple more strokes in...

He'd planned to do something about the dildo's base pushing against him soon, but when he thrusted back into Twist, that pushed the big dildo back in as well ... and the squeal of absolute ecstasy from her when he did so made him abandon any ideas of doing things differently.

Again and again, he pushed himself into her, fucking her with his own cock and with the huge dildo at the same time, and every single time his hips met her ass, she gave a gasping little whimper that just begged him for more and more.

He wasn't sure how much more he could give, though. The loose, gentle grip of Twist's pussy around his cock was actually feeling really amazing. His tip swelled, its round flare deformed by the looming pressure of the dildo's girth pushing against it from above. Twist's pussy began to pulse and tighten around him ... and that was just the little extra he needed.

Burying both his cock and the dildo as far inside Twist as he could, he gripped her ample hips and pumped his second load as deep as he could reach inside her. Twist's pussy squeezed and milked him, begging for more, and his body gave more ... more than he'd ever thought he could. It just kept going and going, gush after gush of his cum spewing into her pussy, dripping out around the edges, and still he gave her more, only now beginning to wane off.

Twist moaned in needy pleasure. “More! I need ... jutht a bit ... more...”

Rumble didn't have any more ... his orgasm was quickly fizzling out, each spurt smaller than the one before.

But then he remembered the cum tube. With a trembling hind hoof, he stepped forward and stomped on the plunger, as hard as he could. His first load – the one Twist had so carefully captured and stored for later – jetted straight up through the transparent tube, then into Twist's ass, shooting in one enormous stream deep, deep, impossibly deep inside her.

And she definitely felt it. The moment it spouted into her, she screamed out, “Yeth!” Her pussy clenched down around Rumble's still-trickling cock even as it began to soften, and a thick mix of his cum and her own orgasmic juices splattered onto his thighs. She arched her back, drawing his cock and the dildo in just a little deeper as her body squeezed and milked both of them.

In awe, Rumble took a couple steps back, letting his now-limp cock slip free from her pussy, releasing another gush of cum and juices before her well-used pussy lips closed around it and sealed it off to a slow trickle.

She collapsed down onto the floor, lying sideways as she gasped in deep breaths. Every time she drew a breath in, the dildo slipped a little bit further out, all on its own. Rumble had to fight to keep his balance as he wearily watched the spectacle of that enormous thing slowly exiting her ass, bit by bit. Twist's fur was matted with sweat in places, and she stared vacantly at one wall, her mouth open and her tongue hanging out.

Eventually, even the very tip of the dildo slid out of Twist's ass. It fell to the floor, leaving her tail hole gaping open for a few moments. A slow white stream dribbled out, over her ass cheek, and down to the carpet – matching the stream that had already been seeping from her pussy.

Rumble couldn't help but stare at it. That was his cum leaking from her, leaking from both holes at once. He could never have imagined filling a filly like this ... and the thought of it would have made him hard all over again if he wasn't already doubly spent.

He barely had enough energy to reach behind himself and gently pull out his butt plug. It was difficult going – he was amazed at how comfortable it felt in there compared to trying to get it out – but he knew he would have to get it out. When it finally popped free, it left him feeling cold and empty inside ... and he almost missed having it there.

Writing a one-page paper about it could wait. For now, he flopped to the floor next to Twist.

She smiled at him. “Mmm... So much cum inthide me... You're the betht, Rumble.”

He just smiled back. What could he possibly say, after what he'd seen?

Author's Note

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