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Do You Think She's Pretty? Optimal Answers Only
If at first you don't succeed, try try again.
For once in his life, things were actually going good for Spike. Thanks to a little help from Twilight’s magical arsenal, he was finally getting a taste of what his life might be like if he wasn’t such an idiot sometimes. Now that he could try things again and get it right, everything in his life was going better. So much better.
Especially his relationship with Rarity. This trip into Canterlot was his fifth date with Rarity. Okay, maybe not. Probably Rarity didn’t think of some of the earlier ones as a ‘date’. But she’d definitely called this one a date. Which meant they were dating! Which meant she was ... was officially his marefriend! Right? He was pretty sure that’s how it worked anyway.
Honestly, he could hardly believe it himself. How could this possibly be happening? Since arriving by train, the two of them had already spent much of the afternoon perusing Canterlot’s fine shopping districts, much to Rarity’s delight. And now it was time for a quick dinner at a local cafe before heading to the main entertainment of the night, a Bridleway production of Phantom of the Stable that would be in Canterlot only for this one night. It had made a pretty good excuse to schedule the date, even if it wasn’t all that much of Spike’s favorite thing. Didn’t matter. Being with Rarity was his favorite thing. After that, they’d hit their hotel rooms and catch the next train back to Ponyville the next morning.
Right now, the two of them were at a table in the outdoor cafe Bella Pane. Spike was grateful to sit down and rest his feet a bit after the almost frantic pace of their shopping trip earlier. A shopping trip which, by the way, resulted in absolutely no purchases by either of them. Rarity only wanted to look for inspiration, and of course Spike couldn’t afford any of this stuff for himself. Canterlot prices were crazy. Including this cafe, but for that, he’d dip into his savings. Rarity was worth every bit he had and much, much more. And especially since this was their first definitely absolutely official date, he was determined to pick up the tab, no matter how jaw-dropping it might end up being.
So far, the – rather cute, but nothing compared to Rarity – waitress had only asked them what they’d like to drink and gone off to fetch a water for Spike and a raspberry lemonade for Rarity, and she hadn’t returned with those yet. It was taking a pretty long time, actually. But who cared? It let him spend more time with Rarity, reminiscing about the times they’d had together.
“Oh!” Rarity said with a titter. “And remember that time when you were going through dragon molting, and you thought you were so hideous that you were trying to hide from me at all costs?”
“Heh, um... How could I forget?” He smiled nervously and blushed. Why were so many of these moments so embarrassing for him? It made him cringe, thinking of how much of a little dweeb he’d been sometimes. So many moments he wished he could take back, in retrospect. Thankfully, now he actually could take them back if he needed to in the future.
“Oh, Spike. I didn’t think it was hideous at all. It’s only natural! Though, I must admit, it did smell rather foul.”
He was glad he’d remembered to eat a whole tin of breath mints before setting out on this date, with more in reserve, safely tucked away in his ‘pocket’. But it was definitely time to try and steer the conversation away from his more embarrassing moments. “Or what about that time we were hunting for gems and the diamond dogs pony-napped you? Man, I was so freaked out about that!”
“Oh, you needn’t have worried. I knew from the beginning that I’d...”
At that moment, Princess Cadance happened to pass by. She must have been in a hurry – or maybe she didn’t want to interrupt their date, being the Princess of Love and all – since she only gave them a nod and a friendly little wave as she walked on by.
Spike, of course, took a little look – only a tiny glance – at Cadance’s tail end. Anybody would. She was world-renowned as one of the most beautiful mares in all of Equestria, with long, slender legs leading up to pert ass cheeks and just a hint of deeper pink pussy lips on display under her multicolor flagged tail. He was only a dragon. He couldn’t be blamed for just a tiny little glance.
Unfortunately, Rarity had noticed that little glance of his. She peered at him with an uncomfortable, unknowable gaze.
Spike fingered the magical gem in his pocket wishing he’d used it more recently. He had created a ‘save point’ before beginning this date, of course, just in case something turned it into a disaster, but he didn’t want to reset all the way back there just for this one little thing and end up doing it all over again. Things were never as much fun doing them over again, not even with Rarity. Foolishly, he’d been so enamored with her and so caught up in the date that he hadn’t been making regular save points like he’d intended to.
Rarity herself glanced toward Cadance now. Spike didn’t dare look again.
When Rarity turned back to him, she asked one simple, horrible, terrifying question: “Do you think she’s pretty?”
Instantly, Spike pressed his thumb into one point of that crystal, creating a save point right then and there. Because he knew his answer to this impossible question would be crucial, and he had to get it absolutely right. Or else.
“Uh...” Okay, think... He had to come up with something. Maybe his very first try at it would be fine if he could just deny it... “Oh, um, no! Of course not!”
Rarity scoffed. “Please, Spike. I do have eyes, you know.”
“Oh, um... I just meant that...”
She shut him down with a stern look and a raised eyebrow.
Well, crap. If this was his only chance, maybe he could try to recover from it ... even though that seemed increasingly unlikely with every moment that passed. Thankfully, though, this wasn’t his only chance. He just had to try again and again until he got it right. He’d done it before, including when he got Rarity to agree to an actual, official date, and he could do it again.
All he had to do was squeeze both points of that gem at the same time, which would trigger the spell and pull him back in time to the last ‘save point’. Twilight had given this little trinket to him after that debacle with Cozy Glow, stressing its importance and how he should only use it to help stop world-ending events.
Naturally, it had been only a day after that when he first used it with Rarity, to correct a teensy little mistake where he accidentally spilled nearly-boiling tea all over her. Yes, it wasn’t what Twilight intended, and she had specifically warned him against overusing or abusing this power ... but it was to help a friend! Surely Rarity appreciated not being scalded over half her body. And, in a way, it was avoiding a world-ending event. If Rarity ever fully and permanently rejected him, it would be the end of his world. So, really, he was using it for its intended purpose after all.
Just like now. Rarity huffed and shook her head. “Spike, if you can’t even be honest with me, I’m not sure there’s any—”
He squeezed the gem, digging the points of it painfully into his thumb and finger.
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
Spike took a deep breath. Okay, time to try again. If a ‘no’ didn’t work, then how about a ‘yes’? “Well, sure,” he said, “of course she is. But you’ve always been the mare for me.”
Rarity gasped in outrage. “I knew it! You are perusing other mares, aren’t you?”
He groaned, not even bothering to respond. Obviously a ‘yes’ wasn’t the right answer either. He was going to have to be more creative than that. He squeezed the sides of the gem. Time to try again.
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
How about a noncommittal response? Spike shrugged. “Eh...”
“You absolute little pig! You were looking under her tail, weren’t you?”
Nope, that’s not it. Another squeeze of the crystal.
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
How about no answer at all? This time, Spike tried just staring blankly, as if he hadn’t heard the question at all. Maybe if he ignored it, it would go away? You’d be surprised how many of life’s problems can be solved that way.
But not this one. “Spike, did you hear me?”
He tried a little more ignoring ... even though Rarity’s gaze was difficult to ignore.
“I asked if you think she’s pretty.”
Yeah ... this was not going well, was it?
She shook her head. “Are you really just going to sit there and ignore me? And on our very first date? I suppose some part of me knew this was going to be a mistake, from the very beginning...”
Yep. Disaster. Time to try again.
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
What the heck? Was there nothing but wrong answers to this? Well, he could try as many times as it took. And he was ready to just start throwing stuff at the wall to see what might be able to stick. “Why? You’re way out of her league. Did she come on to you or something?”
“Spike, don’t be daft. Nopony would turn down a princess, much less the Princess of Love herself!”
“You mean you would actually...?” He shook his head. Definitely didn’t need a mental image that confusing and arousing muddling his brain right now!
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Who, the ugly one?”
Rarity gasped. “Spike! How dare you insult a Princess like that?”
Nope. That wasn’t the right answer.
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Why? Did she ask about me?”
“Spike!” Rarity held a hoof to her chest. “How could you? She’s a married mare!”
Sigh, nope.
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Uh...” He glanced side to side. “No hablo Ingles.”
“Really, Spike? How stupid do you think I am? The nerve!”
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
He smiled. “Sure! Why? Are you interested in her?”
Rarity shook her head. “Ugh, the insinuation alone!”
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
Perhaps a song... “I on-ly,” he began singing, badly, “have eyes for you...”
Wincing, Rarity abruptly got up and left the table. No, that wouldn’t do.
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Well, um, I guess I’ve never looked at her like that before...”
“Oh.” Rarity scowled. “So you’re looking at her like that now?”
Nope...
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
He shrugged. “Definitely not my most challenging fap. How about you?”
“Ugh! Well you can enjoy the challenge at home. Alone!”
Oh well, he hadn’t really thought that would work anyway, but who knew? That’s why he was trying everything. Time for the next option.
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
He shook his head. “Rarity, I know where you’re going with this, and I absolutely refuse to have a threesome with you and Cadance. I value you too much for that.”
“Oh, you value me?” She huffed. “If you think that was what I was offering, then you don’t know me at all!”
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Ew, no! Mares have cooties!”
“What?” She stared at him. “Ugh, I should have known better than to date a dragon who’s basically no more than a child...”
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Huh? Which one?”
“Don’t be obtuse, Spike. You know perfectly well whom I was referring to.”
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Not as pretty as your mom.”
She gasped so hard he thought she might have just choked on something. “Oh the sheer vulgarity! Spike, this is over!”
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Meh, she’s okay if you like supermodel-perfect skinny alicorn types.”
Rarity rolled her eyes. “Spike, everypony likes them. That’s why they’re supermodels and princesses. If you’re just going to sit there and lie to me, then I don’t think this is a worthwhile use of our time.”
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Okay... So is that what we’re going to do today? We’re going to fight?”
“The only one making it a ‘fight’ is you, Spike!”
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Hm... I’d never thought about it before, but I’d have to say she’d just not my type.”
“You never thought about it before, really?” She looked right through him. “I don’t know why I’m wasting my time dating such a liar...”
Drat. And he’d really thought that one might work...
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Well, yeah. But she keeps turning me down, so...”
Rarity turned away. “Well, perhaps she’s not the only one about to turn you down. Perhaps I should learn from her royal example...”
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
He stared her down. “Why are you asking me this?”
“Why are you asking why I’m asking?”
Not even a flinch from him. “Why are you asking why I’m asking why you’re...” He sighed. “Actually, never mind.”
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“It doesn’t matter. Her blowjobs aren’t enthusiastic at all.”
“Pfft! Don’t be crass.” Rarity blushed a little. “Besides, I have it on excellent authority that her blowjobs are simply to die for.”
Spike’s eyes went wide. “Did she... Did she teach you her tricks?”
“It doesn’t matter. I have absolutely no interest in using such ‘tricks’ on someone so crass and disrespectful!”
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Nah, but I’d still bang her if she asked nicely.”
Rarity frowned. “Well, I encourage you to try, then. I shall be perusing the shopping district again – alone!”
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Nah, but her husband’s pretty cute.”
The sheer suddenness of Rarity’s gasp startled Spike. “Oh Spikey Wikey! You’re gay? Oh goodness!”
He winced. “Sorry! I didn’t mean – it was just a joke that I—”
“Oh, I have so many good friends in the fashion industry who I’d love to introduce you to, if you know what I mean! Ah, and I’ll have to design you just the cutest little outfit! What do you think – rainbow cravat? Oh! Or how about the classic sailor outfit? I dare say you’d look positively irresistible in that!”
Okay, this one was getting out of hand way too fast!
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
“Stop testing me! It’s not fair!” Honestly, this was starting to feel like quite the ordeal, trying to answer this impossible question over and over again...
“Spike, darling, I’m not going to consider a serious relationship with anyone without testing them first, so if it’s a relationship you want, then I suggest answering the question.”
Well, he could try again at that point, but a fresh start would probably be better...
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
Enough messing around. It was time to get really serious with this. Spike took a moment to formulate his best possible response...
“Okay,” he said, “are you feeling insecure about something? Is there a way I can help you feel better about yourself?” He was pretty proud of that one, really getting to the heart of the issue, right?
But Rarity only rolled her eyes. “I would feel better about myself if I wasn’t here sitting across the table from a ridiculously patronizing little dragon!”
Huh... That had been coming at it a bit too strong, maybe...
Flash!
◊◊◊ ◊◊◊ ◊◊◊
“Do you think she’s pretty?”
Okay, time to go for it! “She’s alright, I guess, but not as hot as her bridesmaids were. Especially that one bridesmaid, if you know what I mean!”
“Spike, you absolute—”
He was just about to squeeze that crystal again, but stopped when he saw Rarity’s eyes open wide, saw her sudden smile.
“Oh Spike, you absolute darling!” She blushed and turned away a little. “Such a delightfully charming young dragon. I don’t know why I didn’t do this so much sooner.”
Spike took his hand out of his ‘pocket’ for the first time since the question. Though he’d soon create a new save point if this was indeed going as well as he thought it was. Could he ... could he have finally gotten it right? Was there a right answer after all?
She gave him a sly little grin. “You know... I was talking to that particular bridesmaid just now, and she was telling me how silly it is to pay for two separate hotel rooms when it would be much more convenient and less expensive to just share one...”
His jaw dropped. “Really?”
“Mm-hm.” Her gaze – and her grin – became even steamier. “How about we stop by the hotel on our way to the play, and I’ll cancel the extra reservation.”
He could barely breathe. “Rarity! You’re ... you’re the best! You’re so amazing I could just—”
“Ssh. Save your flattery.” She reached up and pressed one dainty hoof against his lips, with a glance toward the approaching waitress. “You’ll need it later.”
◊◊◊ ◊◊◊ ◊◊◊
The play had been surprisingly good. Spike enjoyed it more than he’d been thinking he would, even though it was mostly a musical. Ponies randomly breaking into song? Who does that?
Of course, it really didn’t hurt the experience when Rarity had casually rested a hoof on his thigh during most of the performance. That’s what had really gotten his blood boiling the whole time ... and made him strain to keep his cocks safe inside his slit, to avoid making a horribly embarrassing scene. Her hoof was just so close to touching him there, it was driving him wild! Thankfully, he’d actually managed to control himself – he had a lot of practice trying to control himself around Rarity – so he hadn’t even needed to use the save point he’d created.
And, of course, things had only gotten more intense as they checked into the hotel – with only one room! As they went up the elevator. As they went down the hall. As they stood in front of the door...
Spike opened the door with the key he’d been given. From what he could see so far, it was a fairly typical hotel room, though still quite nice. Absolutely up to Canterlot standards, but nothing outrageous or super expensive. Luckily, Rarity had already arranged to pay for the hotel in advance – he wasn’t sure if he could afford that on top of the expensive meals.
He stepped out of the way. “Um, ladies first, I guess.”
With a slight nod, Rarity stepped on by, and then stopped just inside the room. “Oh dear, there seems to be only one bed! That won’t be a problem, will it?”
Rarity had known perfectly well that the room had only one bed. The hotel receptionist had made that quite clear, and Spike had been there to hear it. Rarity knew what she was doing ... and it made Spike’s nervous heart beat ten times faster.
With shaking hands, he closed the door and locked it behind him, leaving them alone together. He only stopped to do one more thing before pouncing on her: he reached into his ‘pocket’ and created another save point.
And yet... What if he’d completely misinterpreted the situation? What if Rarity truly had only been concerned with saving money on the hotel room, and she wasn’t actually interested in doing anything ... unladylike with him at all? It wouldn’t be the first time he’d thought Rarity was finally really coming on to him, only to belatedly realize that she was only being Rarity, leaving him stammering a red-faced apology for thinking she might ever...
Oh! The crystal! He’d just made a save point, hadn’t he? No need to be so nervous – if it turned out that he was reading things wrong, he could always just reset to the save point. It would be fine! He could... He could...
Rarity tossed herself onto the bed, lying on her side. “Ah, lovely microfiber sheets. This will do quite nicely.” The position gave him a gorgeous view of her white ass cheeks stacked on top of one another, with her pert little pinkish-white pussy squeezed between. She lifted her head up and looked over herself toward him, as if expecting something from him.
Thankfully, Spike’s heart held out. Despite the constant hammering, it did continue to beat, and he didn’t drop dead right there and then.
So he went for it.
Once he’d made the decision, it happened almost automatically. Like he didn’t have to consciously move – his body just did everything it needed to all on its own. Which was good, because he was in no state to consciously control things! He lunged forward, instantly coming up to the bed behind her, and he dug his hands into the plush curves of Rarity’s pristine cheeks.
Wow! How long had he yearned for the opportunity to knead these soft, supple contours? His cocks came rushing out of his slit, eager for even more. He’d accidentally, incidentally brushed against Rarity’s flanks before, sure. Things happened when they spent so much time together, and he’d certainly made an effort to put himself into situations where that might happen. There was even one fond, much fapped-over, memory of when Rarity hadn’t seen him in her favorite chair and had accidentally sat right on top of him. She’d apologized profusely, of course, but he didn’t dare tell her that it was the most exciting thing that had ever happened to him. Until now, that is. He stroked his hands up and down her flanks, luxuriating in the velvety touch of a real mare’s fur, in the luxuriant softness, in the underlying firmness of Rarity’s hidden muscle. Rarity was everything he’d ever dreamed she might be, and more! He couldn’t get enough of rubbing and grabbing her, and he wanted even more! His hands were working closer and closer to the real prize nestled between. He licked his lips as her pussy winked open, displaying the intense pink inside. Yes! Nothing could stop him from—
“Spike, darling, the enthusiasm is appreciated, but don’t you think a lady deserves a little foreplay first?”
Oh... Right. He shook his head vigorously. Woah. He’d really been out of it, huh? With his eyes full of Rarity’s luscious curves, his very literal lizard brain had taken over, leaving him to see Rarity as nothing but a piece of meat to be plundered. The most prized and sought-after piece of meat in all of Equestria, but meat nonetheless. This was Rarity. He had to be better than this. She deserved better.
He crawled up on the bed next to her, and she rolled over to face him. Rarity gazed lovingly into his eyes ... with only a momentary glance downward at his cocks. “There,” she said, “Isn’t that better?”
“I ... I love you, Rarity. I’ve always loved you.”
“Ssh.” She pressed a hoof to his lips, only to take it away a moment later and replace it with her own lips.
Spike had kissed Rarity before. On several occasions. But never like this. This wasn’t just a peck on the cheek, or even the cherished and often-remembered peck right on the lips. This was an actual kiss. Or even ... making out. Rarity held his head against her with her hoof, drawing him into a deep and long kiss that took away what little breath he had left. She even ventured her tongue past his pointed teeth and into his mouth – boy, was he ever glad he’d eaten all those breath mints!
With his hands venturing freely all over her silky white coat and gently stroking her mane, he eagerly reciprocated. Maybe a bit too eagerly. When his tongue snaked deep into her mouth, she gagged and pulled back.
“Oh, um, sorry,” he said, already thinking of reaching into his ‘pocket’ and squeezing that gem again.
“Don’t be sorry.” She kissed him on the forehead. “We are both rather new at this, aren’t we?”
Yeah. Very new at this. He’d fooled around a little bit with Gabby in the past, but that was nothing compared to this. He was way out of his depth here, and it was probably showing quite badly. Maybe he’d have to use the crystal over and over again until he was experienced enough to treat Rarity the way she deserved to be treated. Come to think of it, that didn’t sound half bad...
His plans of resetting to the previous save point faltered, though, when Rarity leaned closer and said, “How about you show me what that tongue of yours can do elsewhere, hmm?”
Was she ... was that really...? Wow. It made Spike’s heart do a flip to hear Rarity giving him an invitation so blatant!
But if he thought that invitation was blatant, what came next absolutely blew him away. Rarity rolled slightly away from him on the bed, onto her back. She ran one hoof over the long, smooth swell of her belly, all the way down until it brushed her dainty little teats. And as she turned her head toward him, the sultry look in her half-lidded eyes was impossible to mistake.
Once again, Spike’s heart was hammering, harder than ever. He struggled to just keep breathing – and to stop himself from breathing fire. Thankfully, though, he’d prepared for this moment. Twilight thought he didn’t know about the ‘restricted’ section of her library, locked away in a chest in the storage room, but he’d found it one time during spring cleaning. And of the books he’d voraciously consumed there while Twilight was off on various adventures, one had gone into great detail on how to please a mare.
Still, though, putting it into practice ... on Rarity... He sure hoped he could get this right!
But oh well. If he messed up too badly, there was always the crystal. One way or another, he’d do this perfectly for Rarity, giving her the perfection she deserved.
Slowly, still not quite believing that she was actually allowing him to do this, he got up onto his hands and knees and turned toward her. He started by kissing her chest over and over again, working his way down over her belly. The slight gasps and coos coming from her told him that was working well. After all, the book had said to start slowly and only gradually work your way toward the main prize.
Luckily for Spike, the next step along his journey there was between Rarity’s thighs, her lovely little teats. The same almost-white pale pink as her pussy lips, they were each just big enough to fill his small hand, and in her mounting excitement, their nipples were standing up proudly. Shuddering in anticipation, he dipped his head down to them and used both hands to squeeze them together toward his mouth.
Rarity gasped when she felt him suckle both at the same time, then moaned as he slid his tongue through the slight gap between them. He absolutely gave himself over to it, absorbing himself in their delicate, sensitive softness and losing himself in the delicious little sounds Rarity made every time he did something she liked. And she seemed to like nearly everything he did with them, even when he was bold enough to pinch her nipples a little!
The whole time, though, he was a little distracted. By a sound, and not even a loud one – it was very subtle. Just a little wet kissing sound, but it repeated over and over. At first, he didn’t even realize what it was, but once he did realize, it made his cocks throb needily to the same rhythm. It was the slight sound of Rarity’s pussy winking open. He couldn’t see it, not with his face buried against her teats, but he was so close that he could actually hear it.
He knew mares winked like that, mostly from cringe-inducing conversations with overly horny young colts his age. He’d even seen it happen a few times, though never with Rarity. She was far too ladylike and self-controlled for such lustful displays. He’d certainly never been close enough to hear it happen!
But now here she was, winking away like some tavern slut, just inches away from his face. And he had full permission to ... to...
He couldn’t wait a single moment longer! Spike practically leapt down between Rarity’s outspread hind legs, gorging his eyes on the unbelievable sight of Rarity’s no-longer-pristine pussy winking for him again and again. Her hot pink insides flashed before him, showing him the beginning of her inner depths, and her syrupy juices streamed down past her tail-hole and onto the dock of her tail.
Without quite knowing how he’d ended up there, Spike found himself with his short muzzle planted squarely against her dripping, winking slit. In the space of one blink, he’d somehow instinctively closed the distance. Just as instinctively, his tongue slithered into her, deep into her lustful cavern.
He was going against what that book had said. He was supposed to start with gently brushing his tongue along the outer lips.
Thankfully, though, Rarity didn’t seem to mind that he’d skipped that important step. Her whole body arched against the bedsheets, and her hind hooves closed around the back of his head. “Spike!” she cried out, his name alone conveying volumes.
At that point, he didn’t dare stop. Whatever he was doing, he seemed to be doing it right, so he did it more. His tongue eagerly explored every last bit of her tangy depths, from her tightly squeezing entrance to the soft and squishy inner core of her. She tasted like nothing he’d ever experienced before. If someone had served it to him on a plate, he’d say it was bitter and sour at the same time, and strangely tingling. Since it was Rarity, though, all previous notions of flavor went out the window. She was the most delicious thing he’d ever had on – or squeezing urgently around – his tongue, and that was that.
He was so engrossed in his task and the raw sensations of finally plundering his lifelong crush’s honeypot that he didn’t even notice the impending signs – the shortness of Rarity’s breath, the urgency of her cries, the tight squeezing of her inner muscles fighting against every motion his tongue made inside of her...
It was impossible to miss when all that pressure inside her finally burst, though. Screaming in a very unladylike way, Rarity jerked hard against the bed, her body moving all on its own, with strong pulses squeezing his tongue from the inside and pouring marecum straight into his mouth. Her forehooves joined her hind hooves in locking him into place, ensuring that he didn’t stray a single inch away from her clenching, spouting pussy. He was drowning in her syrupy essence, completely unable to breathe, and he didn’t care at all. If this was the end, he would die a happy dragon.
Thankfully, it didn’t go on all that long. Soon, Rarity collapsed limply back against the bed, her hooves losing their grip on him as her chest heaved and she gasped in utter ecstasy.
As much as Spike loved finally having access to the most wonderful horse pussy in the entire world, he did also need to breathe as well. He pulled back and sat up, wiping enough of her marecum off of his muzzle to at least clear his nose and let him breathe a little. The taste of her still overwhelmingly lingered in his mouth. He swallowed what he could.
Despite the intensity of what she’d just gone though, Rarity was quick to recover. She rolled her hind legs to the side and sat up, quickly adopting a far more ladylike pose. And she looked down warmly at his very messy face.
“T-thank you, Rarity,” he said breathlessly. “That was the most amazing thing that’s ever happened to me!”
“You weren’t bad yourself,” she said with a little giggle. Then her eyes strayed down to his cocks. “Hmm... But don’t thank me just yet. After all, what sort of lady would I be if I didn’t return the favor?”
“Return the...?” Spike’s eyes went wide. No way this could be happening! She must have meant something else, right? There was no way in his wildest dreams that Rarity – the Rarity – would ever debase herself so much as to... Well, okay, maybe in his wildest dreams. Occasionally, just as a treat, he’d allow himself to imagine doing such a thing with Rarity. A thing so debased he’d only heard about in hushed whispers. Allegedly, Button Mash had once gotten Sweetie Belle to do it with him, though that was a completely unconfirmed rumor. Most of the colts Spike’s age agreed that only whorses and sluts would ever do such a thing, and of course Rarity was no such mare!
And yet, that didn’t stop Rarity from sliding off the side of the bed, from turning him with her magic to sit on the edge of the bed, from getting down on the floor right between his legs and looking up at him through the gap between his twitching, drooling cocks.
“Rarity?” he said, his voice cracking.
“Just sit back and enjoy, darling.” She gave him a knowing little grin. “I may never have had a dragon before, but I do know what I’m doing. I learned from the best.”
Before Spike could parse the meaning of that, Rarity closed her eyes and dipped her head down ... right onto his left cock.
He had never felt such luxuriant wet warmth on one of his cocks before. He’d thought maybe he knew what it would feel like, from playing with himself maybe a little too often, but this was an entirely different league. It was like diving into a warm pool, and like getting stroked off at the same time, and more on top of that – every stroke of her deft tongue against his shaft sent tingling waves of pleasure shooting up through his whole body, already feeling better than the best orgasm he’d ever given himself. And that was before her hoof came up to start stroking his other cock as she worked!
Spike went cross-eyed with pleasure, barely able to keep Rarity’s beautiful face in focus anymore. His entire worldview was shifting now that he knew such heights of bliss were possible. It was quickly starting to seem like nothing else in the world mattered, nothing else but Rarity and her skilled mouth on his cock.
Over and over, Rarity switched back and forth between the two cocks, always stroking the other while she sucked one. The stroking was even better now that her mouth had left him all slippery! He was absolutely lost in pleasure, losing all track of time or where he was.
That wasn’t even the end of it, though – soon, Rarity started to get creative. She pulled away for just a moment, then pressed both his cocks together with her hooves, staring knowingly up into his eyes as she ran her tongue up and down the gap between them, licking both his cocks at once.
It was too much! It was more than he could take! “Rarity!” he cried out. “I’m – I’m...”
Instantly, she stopped, ceasing all contact with his cocks and pulling away entirely.
“Why did ... you ... stop?” he said, his voice a strained groan. “I ... I was almost...”
Rarity tisk-tisked at him. “We can’t have you blowing before the main event now can we?”
He stared down at her, shuddering ... both from the aborted orgasm and from the immensity of what she’d just said. Surely she didn’t mean...? He gulped. “The... The main ... event?”
She only stood up and turned around, raising her tail over her back and pressing her rump against the bed right in front of him, with her hind legs slightly spread.
That position already planted his spit-slick cocks right up against her perfect ass cheeks, with her pussy winking just above and dripping down into the gap between them. She was practically right up against his face again, and he might have given in to the temptation to dive in tongue-first once more ... if he hadn’t also been under the influence of an even stronger compulsion, one driving him from right between his legs.
Hastily, he stood up on the edge of the bed, grabbing Rarity’s ass with one hand and his right cock with the other. Breathlessly, he touched the tip of his cock against Rarity’s winking, still-sloppy slit.
Rarity’s magic held him back. “First, a little protection. My luggage should already have been moved up to the room somewhere...”
Spike trembled in place as Rarity’s magic drew forth a small overnight case, then withdrew two condoms from a hidden pocket.
She winked at him ... in more ways than one. “A lady always comes prepared. And while I might prefer to go without, my – ahem – limited research in the matter has been very inconclusive as to whether a dragon can impregnate a pony mare. The best I can find, even with Twilight’s help, is some speculation about the origins of kirins. And while maybe we might talk about it later, I’m certainly not ready for any little kirin foals just yet!”
Rarity had talked with Twilight about this? Spike’s eyes went wide.
“So, here, put these on, just in case. I’m afraid they might be a little loose on you. I could only find them in pony sizes, after all.”
Hastily, he tore open both packages and unrolled the two condoms onto his two cocks. Anything for Rarity, and he was more than willing to use protection if that’s what she wanted.
Once they were both on, he stared down at her, at his rubber-wrapped tip prodding against the outermost verge of her slit. “Are you ... are you sure this is okay?” He still couldn’t quite believe that this was really about to happen.
Rather than answering him with words, Rarity just pushed herself back slightly against the bed. Her pussy winked open and swallowed the pointed tip of his cock. That was it! He was ... he was inside her. He was inside Rarity!
Still not quite believing what he was seeing and feeling, Spike pressed forward to join her. His cock easily slid the rest of the way inside, until his hips pressed against her, squeezing his other cock between himself and her ass cheek. He held himself there, shuddering and just trying to come to terms with the feeling of Rarity’s squeezing warmth that now enveloped him. Like the most intimate hug a pony could possibly give...
Thankfully, the combination of delay in putting the condom on and the slight dulling of sensation from wearing it were enough to prevent him from embarrassing himself by immediately busting inside of her. Even so, it was a close thing. The feeling of her pussy clenching down on his cock, the view of her subtly curved back stretched out beneath him, the plush curves of her flanks between his hands ... it was all so overwhelming.
But he pushed through it, beginning to thrust inside her properly, and earning encouraging gasps in return. He knew he didn’t have the size of most stallions, or even of the smallest stallions – that was just unavoidable knowledge when ponies rarely wore clothes. He’d always figured he could make up for it, though, by having two of them, right?
Only ... it wasn’t actually that useful. He did very much enjoy pulling out and switching to the other cock, and Rarity cooed quite appreciatively every time he did so, but switching was the only extra trick he had. Try as he might, he couldn’t get his twin tips quite close enough together for any attempt at pressing them both into her at once. If they would even fit – Rarity was quite tight enough already just stretching around one at a time!
Rarity seemed to sense his frustration with that, though. “Here, darling. I have an idea. Why don’t I move onto the bed and we can try something a little more?”
He wasn’t sure what she had in mind, but he was sure that he’d absolutely love it. Quickly – with only a few more longing thrusts inside her – he pulled his cock out and moved back on the bed a little.
Rarity was quick as well, quick to hop up onto the bed and lie on her back again. Her magic pulled him closer. “Yes, that’s right, turn to the side a little.” She angled him up between her outstretched hind legs, turning him slightly sideways so one cock was higher and one lower.
The lower one was quickly and easily nudged back inside her waiting pussy. This time, though, the other cock didn’t go to waste – it slid up over her pulsing clit, and as he instinctively pushed into her, the tip of it pressed right up between her waiting teats.
“Won’t be needing this one anymore...” Rarity’s magic tugged the condom off of the cock between her teats, allowing him to rub directly against her warm, delicate skin. “Better?”
Spike could only groan and thrust in response. So much better! He started giving small thrusts, fully enjoying both her pussy and her teat-job at the same time. He’d never even known pony teats could be used like this! No wonder the colts went so crazy for them!
That wasn’t the whole of it, though, not yet. Because Rarity still had more in store for him. She pressed her teats together with her hooves to better envelop him, and she held his cock with her magic, the tingling ethereal force stroking up and down his length in time with his eager thrusts.
Spike, virgin dragon that he was, of course had his limits, and was drawing very close. As much as he wanted to draw this out and enjoy his first time with Rarity to the absolute fullest, a different – and much more primal – part of him wanted to drive himself to the finish, to fill her and claim her, to breed her. That part of him didn’t understand condoms, or romance either for that matter. It only understood having a supple body wrapped around his cock and an instinctual need to claim her as his own. Though it was dangerously close to the primitive dragon hoarding instinct, Spike couldn’t hold it back. With a final, flame-filled roar, he hilted himself all the way inside Rarity, his claws clutching at her hips, and he let himself loose.
Both of his cocks throbbed in perfect, powerful synchronization. One filled the ballooning condom deep inside Rarity. The other sprayed thick jets of sticky cum to coat everything from her teats to her belly, even all the way up to her neck. Cleanup was always a major issue after his fapping sessions in the past, but this was on a whole different level. That primitive part of his body knew – or thought it knew – that this one finally wasn’t going to waste, and his body gave Rarity absolutely everything it had, emptying him to the very last drop.
When he was finally done, Rarity gasped and shuddered. “Mmm... so warm...” She ran a hoof over her cum-coated belly. “And so much of it. I wasn’t warned about that part of dragon biology.”
Overwhelmed with emotion, Spike pulled out of her and climbed on top of her, heedless of how he was getting his own cum all over himself as well. He only wanted to kiss her again, and kiss he did – over and over, exploring every facet of Rarity’s welcoming mouth, muffling her appreciative moans.
When he’d finally worn himself out, he flopped onto the bed next to her, gasping for long-delayed breath.
Rarity smiled at him. With her hoof, she tugged at the condom still stuck to his shrinking cock. It wasn’t loose anymore – it was stretched almost to its limit, a huge balloon sloshing full of dragon cum.
The first thought in Spike’s dizzy head was that Rarity was just going to dispose of the mess. In a way, he was right. She pressed the open end of the condom against her lips and began drinking it, disposing of it straight down her throat.
Spike’s jaw dropped. His eyes followed every pulse of her neck as it went down.
When she was done, she wiped her lips and gave a satisfied sigh. Then she noticed the way he was staring at her. She giggled, in her sparkling, high-society voice. “Come now, Spike. Don’t stare. A lady has to know when to be unladylike sometimes. And you must agree, I earned that, didn’t I?”
He nodded, still trying to come to terms with what he’d seen ... and with a primal part of him absolutely boiling deep down to know that so much of his cum was now inside her, filling her, even if it was from the ‘wrong’ end.
“Now, how about you and I head to the en suite shower, and you can help me clean the rest of it off my coat before it begins to stain? After that, I’ll call room service for some fresh sheets.”
Spike followed her automatically as she rose and headed for the small bathroom of the hotel room, his mind barely working. It was just force of habit to follow Rarity everywhere she went, force of habit to sneak furtive glances under her tail ... even though he could probably look under her tail as closely and as long as he wanted now, if he just asked.
As Rarity fiddled with the shower valves to get the temperature just right, though, Spike finally came back to himself, finally achieving something that more closely resembled actually consciousness.
And he remembered the crystal.
It wouldn’t hurt to experience his very first time with Rarity just a few more times, would it...?
Author's Note
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