Pinkie and Anon's Wild Times
The First Time
Previous ChapterAuthor's Note
A giant pony having sex with a tiny human. Not your thing, then this ain't your page. If it is your thing, then please enjoy.
The First Time
“So you're sure about this?” Pinkie sat beside a table, the normally happy-go-lucky mare looking to be a bit uncomfortable. She looked at the human on the table beside her, who himself was busy pacing back and forth in thought.
Taking a breath, he nodded. “Y-Yeah. I mean, we've been together for almost a year now.” He reasoned, crossing his arms. He stopped his pacing, turning to face the giant pink pony. “We've kissed and cuddled and stuff, and honestly that's amazing.” He said, smiling to himself as he recalled those few kisses they’d shared. At his scale, it was beyond compare. Her lips practically engulfing his tiny form, threatening to suck him right inside with the force behind them. The plush feeling of them against his torso and face only added to the experience.
She blushed, nodding with a smile. “No kidding, I'm surprised someone so tiny can be such a good kisser.” Spotting an arched brow from him, her smiled widened and she giggled. “Tiny and cute.” It was just as good for her when they kissed, though for different reasons altogether. She was someone who's joy came from giving other's joy, so the sheer pleasure he took from it certainly contributed for her. But his hands running along her lips, the tiny pecks and occasionally bold nibbles he'd give against her lips as he tried to return the loving gesture, it sent shivers down her spine just thinking about it. With that they had in mind, the idea of his small form, working those tiny hands and kissing at her other lips, well she'd be lying if she said she wasn't more than interested in the prospect. “I'm just worried about you. After all, I'm a big girl, you could get hurt.” She voiced her concern with a mild teasing tone, setting her chin on the table so they were nearly nose to nose.
He looked up at the vast cyan pools that focused on him, smiling and kissing the nose in front of him. “Pinkie, I trust you not to hurt me.”
“It's not just a trust thing you silly, you're like four inches tall!” She reasoned, frowning a bit.
“Five and a half...” He crossed his arms and muttered under his breath.
Rolling her eyes, she lifted her head up again. “My point still stands, you're tiny. One wrong thing, and... well, I couldn't stand knowing I'd hurt you in some way if something went wrong.”
He hated to admit it, but she was right. Despite the trust and the feelings shared between him and his marefriend, the vast size difference was completely impossible to ignore. He still had trouble just being near her hooves when she walked, despite the surprisingly soft feeling they seemed to sport. No sense tempting fate. Thinking over their situation though, he snapped his fingers. “We'll plan properly then.” He stated with a smile. “It's a week till our one year, right? We'll spend that time figuring everything out.”
She thought it over before smiling and nodding. “That... that sounds good! Ok, what do we need to keep in mind?” She asked, tapping her hoof to her chin in thought. “Your safety, of course. Need to be sure you aren't hurt, or broken or anything.”
“Right.” He nodded, arms crossed in thought. He blinked as something occurred to him, which until now he'd never had thought of. “Breathing. Don't think there'll be much free, clean air.” He pointed out, half joking.
She blushed. “I-I'm plenty clean... but I see your point.” Clearing her throat, she smiled. “I bet there's some kind of spell that could cover both of those bases. I'll ask Twilight later to see if there's any sort of spell or something we can use to make sure nothing hurts you.”
He smiled and nodded. “Perfect. I think this is going to turn out great, Pinkie. I really do.” Anon spoke with confidence, smiling up at his marefriend. They were finally going to get busy. It was something that hardly crossed his mind when he first decided to get together with a giant talking pony of all things, but the longer and longer they were together, and the closer they got, the more he couldn't get the idea out of his head. It'd be a completely unique experience, unimaginable even. And that was something he wanted to share with her.
She giggled in anticipation, leaning down to lightly peck the top of his head. “I think it'll go well too.”
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The very next day, the two made a visit to Twilight's. It didn't take much fibbing to ask for some sort of ultimate protection spell for their smaller guest, under the pretense that despite nothing bad happening after all this time, it was better not to tempt fate. After discussing what all they wanted in the spell, they wound up leaving with not a spell but a small ring of sorts. It looked like a ring meant for humans to wear, but it was more of a belt at Anon's size.
The instructions were simple: Allow the stone to build up energy by Anon simply wearing it for the next few days, and whenever he needed it, it'd have as much juice as he'd need for any circumstance. He tried fitting the thing around his waist, surprised at how unobtrusive it was. It just felt like a mildly heavy belt, and he could let his shirt cover it pretty easily. With their method of protection in hand, or around waist as it were, they decided to figure out a few other odds and ends while they waited out the magic trinket's charge.
They decided starting off with a romantic dinner of sorts would be a good idea, before they moved to Pinkie's bedroom, which she now shared with Anon after the two had decided to get together. Plenty of time to enjoy themselves in a calm manner and setting, and maybe talk over the following activity.
This and that dealt with as the days passed by, fairly soon the night was upon them.
Anon, dressed in a pink and white suit that Rarity had insisted she make for him, sat on a cushion atop a dining room table. With Mr. and Mrs. Cake out until tomorrow on business in Canterlot, he and Pinkie had Sugar Cube Corner all to themselves. The table was a simple set up with a few candles creating mood lighting from the middle of the table, and a plate set up for her and himself.
As he sat in wait, he took a breath as he lifted his shirt to check on the ring. Should be all juiced up for their night, where he was certain it wouldn't be the only thing juiced up. Running through things in his head once more, he was pulled from his thoughts by the sound of hoofsteps behind him. Turning around to greet his marefriend, his face reddened as he was left silent.
He'd grown used to the idea that the beings he surrounded himself with were by all technicality naked all the time. Yet somehow, seeing Pinkie walk in with more clothes on than normal set him off. It wasn't much, but as they say, less is more. Her normally wild and out of control mess of a mane, while the little curl and poof he loved remained hanging just in front of her face, the rest had been pulled back and straightened a bit in a ponytail that hung over her shoulder and in front of her. On top of that, she had on a very particular piece of clothing that caught his eye as she walked past him. Around her rear end was a pair of dark pink and red lacy panties that just barely squeezed her buttocks, making it look that much more round and pleasant to look at.
He gulped, tugging at the tie he wore as he looked on in silence. It was obvious by the look he caught her giving him she'd achieved the desired effect she was going for. “Wow, Pinkie. You look, um, a-amazing.” How could such tiny changes make that big a difference? He could feel his pants tightening just looking at her.
She giggled, taking her seat at the other side of the table. “Well you're pretty dashing yourself tonight, my little Anon.” She said, smiling across at him. The sultry look she was trying to keep up broke a bit as she realized just how little she was wearing in comparison to how dressed up he was. Sure she normally wasn't wearing anything, but somehow now she felt under dressed. She was aiming for sexy of course, but he really was so dashing and handsome in his little suit in front of him. She had to reminder herself based on his reaction that he obviously liked how she looked too. “I'm excited for tonight. Look like everything's working right?” She asked him.
He cleared his throat and lifted his shirt again, looking at the stone in the ring. He smiled and nodded over to her. “Yup, the rock's all ready for us tonight.”
“Perfect!” Taking a breath in an attempt to calm her nerves, she smiled across at him. “Well then, let's get started, so we can get started.” Pinkie giggled a bit at herself, earning a light laugh from Anon as well, the two starting in on their dinner.
The food was hardly on their minds though. As they had time and silence to think while they ate, every possible wrong thing that could happen ran through their heads. Was the potential experience really worth putting him in such danger? Was he really willing to put himself in that kind of danger for sex? Before very long their plates were cleaned, looking up at each other with beat red cheeks.
“That was... good.” He spoke simply, smiling. He wasn't this nervous moments ago, why now? He was reminded why as she stood up, those tight panties hugging her buttocks as she walked around the table. Gods, she was amazing. Of all the things he thought he'd be attracted to in his life, this wasn't on the list. Now though, it was a league all it's own.
Standing up from his pillow, he was about to speak as she approached, though his voice was smothered along with the rest of him as her plush lips pressed against his upper half. His eyes widened, surprised for only a moment by the action. As the kiss persisted, he shut his eyes and pressed his own face into her lips, doing his best to return the affection by kissing back himself. Lifting his hands, he gently ran them along the edges of her mouth before bringing them against her lips as well. He rubbed and kneaded at them, almost in a massage as he kissed her back. Just like always, it was amazing. The warmth that spread through his body was comforting, the mild breeze of her breath slipping out from between her lips and against his chest sent shivers down his spine, and the soft lips that lightly pressed and worked against his tiny body made him hum in delight. It was obvious despite his diminutive form though that his kisses and lip massages were doing their job as well. He felt vibrations course through his body as she hummed as well, enjoying her end of the kiss as much as he was apparently.
Finally she pulled back, eyes half shut as she looked down at him, the cheery spark ever present in her gaze now coupled with a lustful desire. “Now that was good. Come on, my sweet, I say we get started.” She lowered her head again, lightly bumping the tip of her snout against his obvious erection before lifting him onto her nose. With that she turned and made her way upstairs, soon arriving in their bedroom. Pinkie made straight for the bed, placing him down on the pillow before climbing up herself. “So, first things first, there's a few things in our way it looks like.” Reaching over and turning him around to face away from her, she leaned her head down and carefully bit the back of his suit. With a short tug that pulled him onto his back, she lifted the jacket away before spitting it down onto the ground. Again she lowered herself, a smile on her face. “Got a ways to go it looks like.”
His face was beat red as he saw her loom over him, that look still in her eye. Sitting back upright, he started taking apart his whole nice little outfit, soon standing with nothing on but his pants. As he unzipped them and moved his hands to take them down, he felt a rush of wind chill him a bit. Looking up, he saw his massive marefriend's nose right in front of his own. “Hold on hold on, I wanna try this.” He thought he caught just a touch of nervousness in her voice, though it was almost completely drowned out by the clear excitement that came with it. He lifted his hands away, watching as her mouth opened in front of him. He shivered as her teeth barely scraped against his stomach, somehow managing to bite down on the very edge of his pants. Once she was sure she had a good grip, she looked at him before shifting her eyes, telling him to lay on his back. He did so, watching as she pulled her head back and his pants as well. He was more than surprised at how careful she was for such a task, yet here he was laying buck naked save for that ring around his waist with his erection plain to see, and his pants in her teeth as she looked down at him.
Again she spit his pants down onto the ground beside the bed before lowering her head, as if studying him. This was her first time actually seeing him in full view, all of him. A smile spread on her lips, poking her tongue out and slipping it between his legs, dragging the huge slick muscle against his dick as slowly and deliberately as she could manage. He shuddered, letting out an involuntary gasp at the feeling as he gripped the fabric of the pillow beneath him. He hadn't expected that. When she smiled at the sight of him in the nude, he was almost afraid she was going to laugh. Make fun of him and his size. See, and feeling, that that wasn't the case though only solidified his boner. “I see someone's all ready to go.” Leaning further forward she kissed his chest briefly before pulling back. Shifting so she sat on her rear, she leaned back and spread her legs before him. “One more little obstacle though.”
Sitting up, he spotted those panties again, seeing them already looking a bit damp. So he wasn't the only one ready for this it seemed. Gulping, he stood up and started to carefully walk towards her. The closer he got the more his world was being taken up by her entire being. As he walked between her legs, her gaze following him, it was growing impossible to look anywhere without seeing some part of her. It was more intense than he could imagine, knowing not only that there could be someone so incredible, so unbelievable, but that they felt the same way about you. Finally though his looking around stopped as he found himself face to face with the wet fabric of her panties. The lacy undergarments did very little to hide the lips behind them. This was it. Reaching up, Anon gripped the edge of her panties, tugging them down with as much force as he could. He didn't yank them right off obviously, but he made progress slowly, her marehood revealed in full slowly as though a curtain were revealing the show. Once he had them down enough to step over, he stopped and did just that, looking up at Pinkie as if for confirmation. She nodded down at him, the lust in her eye just slightly starting to overpower the bubbly cheer.
Reaching forward, he gently ran a hand down one side of her lips, the mountain of pink shuddering at his slight touch. He wasn't sure what she felt or though when she saw him in full view for the first time, but this was almost too much for him already. The slit itself was taller than he was, a powerful smell surrounding him. His entire world was being swallowed up the longer he ran his hand along the lips and took in the scent of her excitement. There was nothing but him, and her in this world. Bringing his other hand forward, he kept up the massage of sorts, applying pressure against the moist lips. He heard her gasp above him as he applied more pressure, a hum from above as well telling him he was on the right track so far. That said he was almost afraid to keep going. This was it, the final step. If he took things slowly, he'd give himself and her the precious few seconds they needed to prepare.
As he ran his hands against her sex, the rapidly moistening entrance caused his hand to slip. Thanks to the pressure he'd been applying nearly his whole arm vanished inside. He could feel the muscles practically grab him as he entered, a surprised squeaky gasp coming from the mountainous mare. Her legs jolted from the feeling, eyes shut. Her panties still mostly around her backside, the action caused them to snap back into place. Before he had even a moment to react he felt his entire body pressed against the wet, warm lips thanks to the tight undergarments. No turning back now. Rather than trying to pull his arm free, he moved his other arm against her in an effort to bring it inside as well. There wasn't a single move he could make now that didn't rub him against her body, more specifically against her wet marehood. Everything he did caused the being he was strapped against to shudder and shift, only grinding his tiny body against her in an endless loop of ecstasy for the both of them.
Finally he slipped his other arm within her, the muscles greedily taking it just like it had his other arm. Despite the size of the entrance, the muscles tightening and gripping made actually moving inside surprisingly difficult. He hardly noticed the slight glow come from the ring around his waist as he managed to slip his head inside, reacting to the immanent danger he was to be in. It was slow going, but now he was determined to completely lost himself within her. The gripping walls, while they made consistent progress difficult, did do their part in pulling him further inside. It was no longer warm, but hot. The walls were slick and wet, Anon aware of a constant flow of liquids over his naked body. Managing to squeeze his torso further inside, he felt his world shake and buck before something pressed against his rear. Within only a moment he felt himself shoot into her. He supposed she was getting rather into it as well.
The state of being he found himself in was beyond compare. The only sound he could hear was the sound of her inner workings, occasionally met by a loud yet muffled moan. Everything moved against his will, the walls gripping and hugging him from every direction as he her body seemed to have it's way with his tiny form. He was lost, nothing in the world mattered other than pleasing this impossible being that surrounded him. Moving in time with the powerful muscles around him, he began grinding his body against the fleshy warm walls, pressing his hands as firmly against them as he could. He kissed and nibbled at the walls, winding up with mouthfuls of the hot juices that were surrounding him. He didn't care, he didn't need to breathe, he didn't need to worry about himself. His mind practically melted into a primal need. The ecstasy that coursed through him drove him to work harder and harder. Every ounce of energy in his body wasn't for him, but for her. His efforts weren't in vain either, the more he worked the tighter and more aggressive the muscles around him became. They grabbed his tiny body and hugged him as if trying to squeeze every bit of love out of him. Everything shook and rocked, he didn't know what was up or down, or where the exit was, or how far deep he'd gone.
The muscles suddenly stopped their gripping and hugging and instead squeezed his entire form with enough force to crush him. He couldn't hold himself back any longer, cumming finally with a muffled shout with his face pressed into the wall of flesh. What little he produced though was washed away by the flood of juices that rushed over and forced him through the tight pathway. Hearing the endings of a loud shout suddenly, he opened his eyes to find himself his upper half sticking out in the open air. He saw the panties laying on the bed, Pinkie evidently removing them at some point after he'd vanished within her. Just bellow him on the sheets was a small pool of liquid, some of which still spilled over him and down into it.
His entire body felt limp and numb, having spent every ounce of himself in that strange world. Turning his head to look up, he couldn't see her as she'd shifted to lay completely on her back. Given the heavy breathing though and the other obvious results, he saw glad to know he'd pleased her as she'd pleased him. With what little energy he had left, he gripped the lips that still held him and pulled himself out, his marefriend shuddering at the feeling. Landing in the pool bellow with a light splat, he drug himself over and onto a dry portion of the sheet. He could feel the cool open air on his body, the sticky juice surrounding him drying slowly but surely.
Pinkie took in a breath before starting to shift. Slipping her hoof beneath his tiny form, she used her other one to toss aside the soiled blanket before laying her head on the pillow and setting him down beside her. “You're the bestest thing to happen to me.” Kissing the side of his head, she let out a sigh that ruffled his hair.
“Right back at ya.” He said simply, still tired and out of breath as he returned the kiss, sighing as well. In a matter of moments they both dozed off, completely spent yet immeasurably happy.
