Chapters It was an awkward and fairly bizarre arrangement but it was the only thing Twilight could think of that would really work, the only tricky bit would be convincing Flash Sentry, both of them. Upon realizing that the human version of herself had gotten together with some guy named Timber Spruce, she saw no reason why she couldn't go out with Flash Sentry, she didn't really have time to have a boyfriend in Equestria what with all her royal duties but she could at least continue a relationship when she was on vacation in the human world. There was one slight problem however, although she didn't intend to have children and was perfectly content to never have her royal horse pussy be touched, she still wanted some kind of sexual interaction in the pony world. Her friends had mentioned that she could seek out a mare's touch, but Twilight rejected that idea outright, she was extremely uninterested in mares.
The problem with this was that she didn't want to cheat on her human boyfriend, Flash Sentry, so she had to figure out a way that she could have fun in her world without cheating on him. That's when she hatched her plan, Twilight did have a slightly kinky side and she figured out a way that not only would Flash Sentry receive a blow job, but that he'd also technically fuck her ass at the same time.........
Flash Sentry didn't understand why his girlfriend was being so cryptic, but he trusted her and just listened to what she said as she explained what exactly she was planning "OK Flash, I know we haven't exactly been intimate yet but I think it's about time we did something. Now I know what you're thinking and you're right, there isn't really a secluded place for us to have sex, however only a couple of people know where the portal actually is, so I figure I could at least give you a cheeky blowjob there after everybody leaves school by just having my legs back in Equestria and keeping my torso back here. That way people will just think you're admiring the statue rather than getting sucked off" Twilight gave him a mischievous smile. Flash Sentry was surprised at this suggestion, yet immensely more aroused, he chuckled at Twilight's idea and agreed wholeheartedly, he loved how kinky his girlfriend was.
When school was over and all of the students and teachers had left, they both went to where the portal was located "Now..." said Twilight "You just wait here while I pop back to Equestria to freshen up m'kay?" Flash Sentry just nodded as his girlfriend vanished through the portal back to Equestria.
Flash Sentry didn't understand why the princess was being so cryptic, but he trusted her and just listened to what she said as she explained what exactly she was planning "OK Flash, I know we are not exactly well acquainted, what with me being princess and you being one of many guards, but that is about to change. Now I know what you're thinking and you're right, there are many many guards I am not acquainted with, however I do have somewhat of a soft spot for you I must admit. Which is why I've selected you to help me relieve some stress if you catch my meaning, I understand you may feel trepidatious about sexually pleasing a monarch, which is why I'm going to use the portal to hide my torso from your vision so that you'll only see my legs, that way you can pretend you're just fucking some random pegasus in the ass rather than the ruler of the country" Twilight gave him a mischievous smile. Flash Sentry was surprised at this suggestion, yet immensely more aroused, he chuckled at the princesses idea and agreed wholeheartedly, he loved how kinky the princess was.
When all of the guards had been ordered to leave Twilight alone with Flash Sentry, they both went to where the portal was located "Now..." said Twilight "Once you can only see the back half of my body, you feel free to just get started and have fun with my rear, m'kay?" Flash Sentry just nodded as the front half of the princess of Equestria vanished through the portal back to the human world.
Flash Sentry waited patiently for his girlfriend to return and though he was expecting, was a bit shocked to just see Twilight's top half of her body poking out from the portal. Twilight smirked and said "You ready?"
Flash Sentry nodded and said "Yeah, I've already called my parents to tell them I'll be late home, I said I was staying behind to study for math class"
Twilight giggled and said "Maybe you should have said you needed to study for sex ed huh? Now come on and get your dick out already, I'm hungry and need something in my mouth". Ever the gentleman, Flash unzipped his jeans and pulled them halfway down his thigh, Twilight bit her lip as she saw the big bulge in the front of his underwear and practically gasped when he pulled them down to the same place his jeans were, allowing his cock to spring out of its cloth prison and very nearly smack Twilight in the face. It was bigger than she expected it to be. Twilight just licked her lips as she wrapped both of her hands around his cock and started pumping them back and forth, he was so hard that Twilight wasn't even sure he needed to extra encouragement.
Meanwhile on the other side of the portal, Flash was just staring at the big bouncy princess ass in front of him, he was still extremely nervous, that is until he saw it start waving from side to side almost as if inviting... no, almost as if begging Flash to approach and do whatever he wanted so long as it didn't involve any pussy action. Flash steeled his determination and approached before unceremoniously shoving his muzzle in between this massive fat cheeks and started licking and sucking the tight pucker of her ass hole, he knew that he would be getting the opportunity to mount this bitch and stick his cock in her booty, so he wanted to make sure that her back entrance was as slicked up with his saliva as possible. It also didn't hurt that he was a stallion with a penchant for a nice bit of willing mare ass and wanted to indulge in just a little bit of worship first.
Feeling the almost expert level of tongue work on her rear, Twilight knew she wouldn't be able to hold back her moans for much longer on account of her being a bit of an anal whore, the moans she would be letting out would seem strange and uncharacteristic of the activity considering she was still just jerking off her boyfriend. So with a sense of urgency that made Flash groan a little louder than he wanted to, Twilight threw her head forward, immediately deep-throating her boyfriend's cock and allowing herself to let out the moans of pleasure she was holding back. She knew she wasn't technically cheating on her boyfriend, but wasn't sure how he'd feel that she was about to be fucked in the ass by his Equestrian counterpart. Flash decided to do something that ordinarily he wouldn't do to a girl who was kind enough to blow him, but was betting on the fact that Twilight was clearly very eager to suck his cock and was simply enjoying having it in her mouth enough that she'd let it slide.
Flash grabbed onto Twilight's head with his cock still firmly lodged in her throat and held her there so that he could start thrusting back and forth, essentially using her face like a flesh light, his nuts slapping up against her chin. Twilight, despite the gagging sounds she made, held onto Flash's hips to signal that she was OK with what he was doing, which just made him go harder and faster than he was already going. Twilight struggled for breath, was choking and drooling uncontrollably, mascara stained tears ran down her cheeks and her eyes periodically rolled into the back of her head every now and then from the exertion of having a massive cock pounding the back wall of her throat. She was fucking loving it.
Back on the Equestrian side of the portal, Flash finally pulled away from Twilight's tight and twitching ass hole, it was time for him to squeeze his cock inside it. Flash reared back and mounted, hooking his hooves onto her wide hips as his erect cock bounced around underneath him, ready to penetrate the nearest hole. Twilight's height made finding the right place for his dick to go a bit problematic, he had to prod around for a bit to find the right hole instead of accidentally slipping into her pussy, which was difficult considering he was horny, impatient, had two heavily swollen cum-filled balls and was worried that if he didn't hit the mark soon enough that his body would start giving up and he'd lose his erection. Luckily as a member of the royal guard, precision was key in training and it didn't take him long before he felt his tip pressed against the soft wet pucker of Twilight's butt, time to get fucking. While finding the whole was tricky, entering it was a new level of difficult entirely, Flash pushed hard against Twilight's ass, his hips inching slowly forward as he attempt to get himself inside, but to no avail.
Refusing to give up, Flash pushed again once more, much harder than before and though Twilight's hole did stretch out a little, it still wasn't enough to allow his cock entry. Flash wasn't going to let this opportunity go to waste, so despite the trouble he was having went in for another try, hoping upon hope that he would have just enough power and muscle in his body to get himself inside this glorious ass that was basically being handed to him on a silver platter. With gritted teeth and scrunched up eyes, he groaned as he gave his hardest push yet, he maintained his level of force for several seconds until he was caught by surprise when the tight hole of Twilight's ass slid over his tip and obligingly allowed him to plunge his entire cock up to the hilt, swallowing his cock whole as his pelvis clapped up against her fat cushiony rear. Flash was in so deep he couldn't even make out the base of his dick, but at that moment he didn't care, he was too busy enjoying to ecstasy of his cock being surrounded by the gripping warmth of Twilight's jiggling purple booty.
Back in the human world, Twilight let out a muffled yelp as she suddenly felt the full length of a stallion dick roughly shoved up her ass, now fully stuffed at both ends of her body. Flash had brief moment of concern at the noise she made and paused his thrusting to look down at her "You OK babe?" Twilight looked up at Flash and nodded rapidly before tapping his hip with one of her hands to signal him to keep going. Satisfied that she was fine, he went back to fucking her face, hammering away at her sore and sensitive throat. It wasn't long before Twilight was moaning whorishly as she felt both versions of Flash eagerly pumping their dicks in and out of her slutty fuck holes, she couldn't wait for both of them to shoot their thick heavy loads inside her body, she wanted them to cum so much that their fluids would meet in the middle, she wanted to be a vessel created for the sole purpose of being a cum dumpster for the one and only... or rather, the two and only Flash Sentry. She just hoped she didn't faint in ecstasy before that happened and that neither of them found out about the existence of the other.
Twilight's ass was astonishing, it was tight, it was warm and yet it accepted cock effortlessly, like it was crafted especially to be continually filled with nothing but thick throbbing erections whenever possible. The silky soft insides of Twilight's butt caressed every single contour of Flash's dick, continually squeezing down on the phallic invader as if trying to milk the cum from his balls, if being a guard came with this kind of treatment regularly, Flash would have to start volunteering for night duty. That wasn't to say that the insides were the only good thing about fucking Twilight's ass, the constant clapping of flesh on flesh as Flash's hips continually collided with her caboose was so satisfying and made her wobbly cheeks ripple and bounce, it was a risky move... but Flash simply couldn't resist, he raised a hoof a brought it down with a smack right across Twilight's left ass cheeks. The reaction was instant and resulting in something that only encouraged Flash to continued, with every spank, Twilight's ass clenched down hard on his cock. It seemed like if he was going to blow the best load of his life, he'd have to not just fuck this ass, but fuck it up as well.
Back in the human world, Twilight could feel the stinging on her ass as Flash Sentry repeatedly abused her buttocks, a bold move and a highly appreciated one at that. As luck would have it, the moans and squeals she made as she was consistently and constantly spanked were interpreted by the human Flash as being her pleasured reaction to the violation of her throat. Twilight had never felt so good before in her entire life and she made a note to apologize to the Flash Sentry of Equestria as her pussy squirted all over his legs, she was extra surprised to feel that Flash was now not only pulling on her tail, but one of her wings as well, he must have been getting close. With that in mind she doubled her efforts with her human boyfriend and actually began to move in tandem with the thrusts he was delivering to her throat, using one hand to gently squeeze his aching balls. Flash groaned and decided to get a little more aggressive as he looked down at Twilight and slapped her in the face, the moans she let out let him know that he had done something right, another slap in the face with the same reaction confirmed it, but somehow it was enough.
Flash grinned wickedly as he had an interesting idea, he grabbed Twilight by the neck and slowly tightened his grip until he could just about feel the pressure on his cock, he was essentially using Twilight as if she was some kind of masturbation aid rather than a woman he loved. The side affect of that action of course was to make Twilight's attempts to breath even more difficult, she wasn't suffocating at all, but she wasn't getting as much oxygen as her body really needed, her airways were too blocked by Flash's choking and his relentless and unforgiving cock. Both ends of Twilight's body were beaten and treated as roughly as possible, her ass was stinging, red and was actually beginning to bruise as Equestrian Flash destroyed that which he worshiped while her human boyfriend Flash was actually content and even turned on by the prospect of directly hurting her face and depriving her lungs of air to a point where she was almost passing out. Her throat was hurting, her ass was hurting, everything was hurting and Twilight relished every single excruciating second of it, had she been able, she would have begged and pleaded for more.
As she felt both versions of Flash start humping away harder and faster, she knew they were reaching their climax and she was powerless to stop them from doing whatever they felt like doing when they finally came. The Flash of Equestria practically buried his dick in her ass, holding himself in as deep as possible as he fired off a tidal wave of spunk into her depths, panting, sweating and refusing to pull out until every single last drop of cum had been drained from his nuts. Human Flash did something similar, though was just a tad more creative, he pushed himself as deep down Twilight's throat as he could, ejaculating directly into her stomach, then swiftly started to pull out, firing off a couple of shots into her mouth before removing his dick from her mouth completely and unloaded the last couple of shots onto her face, making sure that she was forced to close one eye. Twilight reveled in the filling warmth in her butt and the taste of Flash's cum in her mouth, drool, sweat, tears and fluids dripped from her chin and onto the floor below as she said very hoarsely "Thank you babe... though next time we do this... don't be such a fucking pussy, hurt me properly like a real man would". With that, Flash watched as his girlfriend vanished back to Equestria, leaving him to cover himself up and go home.
The Flash of Equestria pulled his cock out and dismounted just as Twilight returned, she smirked at him and said "Have fun?" Flash just nodded, too exhausted to talk. Twilight chuckled and said "Good, though next time we do this... don't be such a fucking pussy, hurt me properly like a real stallion would".
After that, Twilight developed a slight addiction. The experience she had with both versions of Flash was a level of pleasure that she doubted could ever be replicated in any other way, so she began having sex with both of them at the same time via the portal continuously, which neither of them really complained about and though neither of them still got to enjoy her pussy, they were perfectly happy to violate and defile her mouth and ass so long as they made sure she suffered from the perverse enjoyment she got from handing her safety over to them. As time went on things only got more and more depraved and Twilight never once thought it was going too far, miraculously, neither Flash was aware of the other, they still hadn't discovered the truth behind Twilight's penchant for performing sex acts at the portal. It was incredible that the portal did such a good job of hiding the fact that while she was sucking she was also receiving a fucking, she couldn't imagine what kind of situation she would be in if they did know about each other.
Eventually, the sex with Flash Sentry and... Flash Sentry, pretty much became a routine for her, as important as any royal duty. She'd get up in the morning, check her list of royal duties with Spike, talk to dignitaries, overlook political debates, do routine visits to certain events, visit the portal to have Flash and Flash annihilate her sexually, then top it all off by going to bed.
The End
