The Best Night of her Life
Both Twilight and Cadence jumped on the bed, making several rose petals gently drift to the floor.
“Cadence… I-” Twilight trailed off as she lost the nerve to speak, absentmindedly running a hoof through her mane. Cadence lay down next to her, laying a warm wing over the trembling, nervous mare.
“Hush, Twilight…” Cadence whispered into the nervous mare’s ear. “I promise you, princess to princess, that you will thoroughly enjoy what I have in mind for you, and I sincerely hope that you will let yourself go,” Cadence said softly as she made a small trail of kisses down the back of Twilight’s neck, making her shiver from the unexpected sensation. As Cadence pulled away, Twilight suddenly looked back and nuzzled the pink alicorn, giving her silent permission to let things go further.
With a content hum of approval, Cadence captured Twilight’s lips in another kiss. After a few moments, she poked her tongue out and pressed lightly, but with vigor at Twilight’s lips. After a brief moment of hesitation, Twilight anxiously parted her lips, allowing Cadence’s slippery muscle to glide through them. Cadence wove her tongue around Twilight’s in a fiery dance of lust and passion.
Twilight moaned softly into Cadence’s mouth as she slowly melted into the kiss. She had no idea what made her so reluctant to do this before, because now she was thoroughly enjoying this new experience. With a sly grin, she pressed into the kiss, surprising Cadence with her enthusiasm.
Pushing back with more fervor, Cadence used her superior size to pin Twilight on her back and to spread her hindlegs wide. Holding Twilight’s forelegs to her chest, she broke the kiss and made a trail of light pecks all the way down Twilight’s barrel, making the lavender mare squirm in what Cadence thought was anticipation.
“Cadence...w- wait,” Twilight said, slightly stuttering. She flicked her tail in between her legs, covering her marehood. “This is…”
“This is what?” Cadence lovingly asked as the soft feathers of her wings brushed tantalizingly against Twilight’s cutie marks, making the inexperience alicorn blush slightly from the stimulation.
“This is...umm, my first time actually being with somepony,” Twilight said sheepishly, glancing away.
“Oh, really?” Cadence asked with a fair amount of surprise.” But- but you’re so pretty! Hasn’t anypony asked you out before?”
“Well, yes,” Twilight said, flicking her mane out of her eyes. “But I always had so much work to do! I just couldn’t let Princess Celestia down! And besides, I always told myself I’d find somepony when the time was right.”
“Well, as the princess of love, I think I’m the perfect one to introduce you to the best time that you can have…” Cadence used her tender lips to pull Twilight’s tail down and away to expose her dripping marehood. “My, my!” Cadence said seductively. “Somepony wants it… Luckily for us, I brought some ‘toys’ for us to have some fun with!” Without a moment’s hesitation, Cadence lit her horn and levitated a nicely-sized bag from her suitcase. Ignoring Twilight’s look of confusion, she emptied the contents of the bag onto the bed right beside the two of them.
“Cadence! These… these are…” Twilight stuttered nervously, a little embarrassed by the contents of the bag.
“Mmmm...yes dear,” Cadence moaned softly as she gently bit down on Twilight’s ear teasingly. “These are sex toys.”
“But aren’t sex toys for ...you know …perverts?” Twilight asked, trying to ask the question in a polite manner.
“Oh no no no, Twilight. Sex toys are merely one of the many gateways to blissful pleasure. Shining and I have had quite a bit of fun using these, and I’m sure you will too.”
“Ok then, umm...where do we start?” Twilight asked, shifting her wings into a more comfortable position as she poked one of the many toys laying on the bed. Picking up one of the toys with a hoof, she unknowingly hit a switch on the base, making the head of the toy twirl and vibrate at the same time. Dropping it in surprise, she blushed as she suddenly imagined what it would feel like inside her.
“We can start with this one right here if you want…” Cadence whispered into Twilight’s ear as she levitated the vibrating and flailing dildo into the air. She stood up and used her magic to lay Twilight on her back, propping her up on the pillows. Settling down in front of her spread legs, she lowered her head until it was mere centimeters from Twilight’s swollen lower lips. She blew softly on her slit, laughing inwardly as she watched Twilight quiver from the small amount of stimulation. Leaning down the rest of the way, she drew the tip of her tongue over the purple alicorn’s slit from the bottom to the top, taking care to avoid the clitoris for now.
Pulling her engorged lips aside with her magic, Cadence got her first real look at Twilight’s prize. Her hole was dripping a small but steady stream of arousal and her clit had just started to wink at her. “Hmm...you want me to make you cum, Twilight?”
“Yeah...just- just please be gentle,” Twilight panted, her forelegs curling up to her soft chest. Just the feeling of Cadence’s warm breath on her privates made her squirm in ecstasy, leaving her wanting more.
“Your wish is my command, Princess,” Cadence teased with a sly smile. The princess of love parted the quivering alicorn’s lower lips with her tongue, poking at her entrance. She quickly swallowed the love juices that were now steadily flowing from Twilight’s entrance and then plunged her tongue in as far as she could, eliciting a blissful moan of pleasure from her. Cadence soon buried her muzzle into the desperate mare laying before her, tenderly flicking her tongue everywhere inside Twilight, leaving no area of her love canal untouched. Using her wings, Cadence started to massage Twilight’s flanks and inner thighs, using her soft feathers to tease her hindlegs.
After a couple minutes, Twilight felt something unfamiliar yet sensational build up deep inside her. “Ohhhh...what is this?” she thought to herself. Both her wings and her hindlegs started twitching uncontrollably on their own. She closed her eyes as she let out another moan, signaling to Cadence that she was getting close. She had never gotten this far on her own before, mainly because she didn’t dare use her magic down there, due to the fear that something might go terribly wrong. Sure, she had played with herself before, but never this far. She had read that the female orgasm was highly sought after, but with no hooves-on experience, she had no idea what to expect.
As she watched Twilight’s muscles tense up, Cadence pulled away quickly with a small smile. Knowing that the purple alicorn was slowly slipping away from the precipice, She grabbed the vibrating dildo that Twilight had been playing with earlier and sucked on it, quickly lubing it up with her saliva.
“Hey, why’d you stop?” Twilight asked, slightly annoyed. “That felt really good...”
“Oh, if you think that was good, you’re sure to love this!” Not waiting for a reply, Cadence turned the toy on, smiling as it started flailing about wildly in her magical grip. With wide eyes, Twilight watched with heated interest as the toy was slowly lowered to her sopping entrance. She felt Cadence tease her hole with it for a few brief seconds, and then it suddenly slipped in. The head of the toy flailed around inside her, more so than Cadence’s tongue was doing a minute ago. The sensation poured through her nethers in waves of pleasure as the toy stretched her in different ways. It teased one part of her in a moment and the very next, it returned to the other, leaving one part of her love tunnel suddenly wanting and the other in ecstasy, only to reverse the pattern before she had a chance to adjust. With little effort from Cadence, she was already squirming again.
“Cadence…” Twilight moaned so softly that Cadence barely heard her.
“Yes, dear?” Cadence asked, looking up at the heavily panting mare.
Twilight leaned forward until their lips met in a kiss, which she broke a few seconds later. She settled her wings on the pink alicorn’s shoulders, looked her dead in the eye, and said, “Don’t you dare stop until I cum all over you…”
“Oh, that can be easily arranged, my sweet little mare…” Cadence said, moaning lustfully as she pushed Twilight back down on the pillows with a hoof. As Twilight’s head hit the pillows, she plunged the vibrating toy as far inside her as she could, making the purple alicorn arch her back from the sudden deep penetration.
Cadence twisted the toy every which way inside her lover and set it on its highest setting. Using her magic, she spread Twilight’s hindlegs, effectively pinning the mare to the bed. If she had tried to get up or move around, she would have found that doing so would be nigh impossible. As Twilight’s love tunnel started leaking love juices, Cadence lowered her head and took her clit into her mouth, encasing the swollen orb with her lips. Swirling her tongue over her pulsating love bead, she alternated licking and sucking on it.
The deep-reaching dildo massaging everything from her entrance to the untouched regions of her pussy overwhelmed her with fullness and beyond. Then when Cadence’s soft and loving lips started tenderly tugging in combination with her warm and wet tongue gently stroking and lapping at her pleasure center proved too much, the force in her nethers came way too suddenly and unexpectedly. One second her orgasm was building up, and the next there was an explosion of joy in her marehood and she was cumming uncontrollably all over the place. With a small squeak of bliss, Twilight spurted shot after shot from her pussy, coating Cadence’s hoof and toy with her sweet mare cum.
Seeing that her lover was cumming, Cadence pulled the toy out and paid special attention to Twilight’s clit with her tongue, making sure not to over-stimulate the mare. Little did Twilight know, she was about to make her cum again.
“Cadence, that… that…” Twilight panted as her orgasm subsided. She was just about to sit up when the pink alicorn plunged the toy back in her and started thrusting it in and out of her. Her unspoken words of thanks changed to sudden cries of pleasure as she felt another orgasm start to quickly build up inside her.
Judging from Twilight’s cries of blissful pleasure, Cadence lit her horn and focused her magic on both Twilight’s clit and her tight asshole, massaging the two areas to the best of her abilities. Her eyes going wide, Twilight grabbed a pillow and screamed into it as she came for the second time that night. She squirmed and flailed around under Cadence’s magical grip on her legs, but she quickly found that she couldn’t move. To her delight, something about the thought of being bound helpless by her wise, fellow princess only added to her pleasure, prolonging her orgasm.
As Twilight cried out in blissful pleasure into the pillow, Cadence yanked the toy out and thrust her tongue as deep inside Twilight as she could. Locking her muzzle on her lover’s squirting pussy, she used her tongue to coax out as much of her love juices as she could, swallowing all that she could. What she couldn’t swallow slipped out past her lips, coating her muzzle in the slippery, ambrosial liquid. Several seconds later, Twilight’s orgasm subsided, and Cadence began tenderly licking her folds, letting her lover relax.
As Twilight lay panting on the bed, Cadence stood up and laid down beside her, tenderly nuzzling her before she pulled her into a brief but passionate kiss. Tasting her own love juices on Cadence’s tongue, Twilight moaned softly into her first lover’s mouth as their tongues twirled against the other’s. Then once more, Cadence brought Twilight’s lips to hers and lightly poked her tongue inside to meet the younger mare’s. Twilight readily though docilely accepted the intrusion and allowed Cadence to feel inside her, before offering up her tongue to be lavished with the practiced one of the princess of love. In the quiet afterglow, the kiss felt serene to Twilight, who was more than impressed with Cadence’s skill. The pink alicorn’s tongue glided over hers and wrapped around it to push it down and lavish it with her aphrodisiac grace. Under Cadence’s hold, Twilight had never felt so sexy, so loved or so wanting for more of the Crystal princess. Several seconds passed before Twilight’s body demanded that she breathe, so she broke the kiss, panting madly with a content, happy smile on her face.
“Cadence, that felt… That was the…” Twilight panted, barely able to speak, squirming excitedly as she felt what remained of her love juices seep out of her freshly-fucked slit. The rutting from the toy had literally blown her mind, leaving her nearly incapable of normal coherent speech.
“It seems like somepony had a nice orgasm,” Cadence teased, booping her lover on the nose with her own playfully. “Luckily for us, I have a toy that’ll please both of us at the same time!” Without waiting for a response from Twilight, she summoned the toys to her side with magic, holding all of them in the air before the two of them. “Now, where is it, where is it?” Cadence mused as she brought toy after toy to the forefront, ceremoniously tossing each unwanted toy off to the side. Spotting the one she was looking for floating behind the rest, she gave a cry of victory and let all of the other toys drop, letting them bounce haphazardly all over the place.
“What’s...what’s that?” Twilight asked as she sat up, looking at the floating toy curiously. One end was a perfect replica of a rather large faux stallion’s dick, complete with the flared head and the medial ring. In the middle, there was some sort of harness, and past that, there was a sudden upwards curve in the toy, leading to another fake cock, albeit a little bit smaller than the first. Both ends had little raised bumps both before and after the medial ring, and there were even two little holes on each head of the toy.
This toy was specially designed so that as the giver fucked the taker, it would also bob in and out a little for the giver. But that wasn’t everything. The toy was magically imbued with a special ability to sense when somepony was nearing orgasm, so at that crucial moment, to push them over the edge, the toy would send a huge wave of pulsating vibrations all along its length, all while slowly expanding and growing, allowing for even deeper penetration. But that wasn’t even the best part about the toy. The best thing about it was that when the two users had their orgasm, the toy would suck their love juices from them and shoot it into the other, giving the users the glorious sensation of being filled with their lover’s juices.
“You like what you see, my young princess?” Cadence asked as she let Twilight inspect the toy.
“Oh, yeah... Just one thing though; why are there two holes on the tips?” Twilight asked, perplexed. She knew enough about stallion anatomy to know that something was a little off.
“Well, you see, Twilight, this toy is very special. It’s a variant of the toy commonly known as the feeldoe, where one mare can clench down on one end of the toy with their pussy and fuck their lover senseless with the other end. But this toy is quite different, and in my opinion, so much better.” Cadence grabbed a bottle of sex lube from the floor and lubed up the toy with a generous amount of the slippery liquid. She threaded her hind legs through the harness and slid it up until the smaller part of the toy hit her entrance. Gently applying more and more pressure, the tip of the toy slid in with a barely audible pop. She took a minute to work the rest of the toy inside herself, and then she secured the toy to her hips by tightening the straps.
Laying down on her back, Cadence positioned the toy so that it was standing straight up in the air. Without waiting for her lover to say anything, Twilight eagerly got in position as she felt her pussy beg to be filled with something. With her back to Cadence, Twilight lined the toy’s head up to her sopping entrance and slowly but surely lowered herself down. With a small gasp of pleasure, the flared head slid inside, stretching her pussy much more than before. Giving herself a few seconds to adjust to the size of the toy inside her, Twilight started small up and down motions as she tried to work the toy inside her, but it was just too big for her to do anything with.
“Here, Twilight, let me help…” Cadence whispered to her lover as she placed her hooves on Twilight’s hips. Getting a good grip around her waist, she applied gentle downward pressure on Twilight’s hindlegs as she pushed her own hips upwards, pushing the toy in another couple of inches. After a few seconds, Cadence pulled the toy out until just the head remained inside, and then she worked it back inside a little deeper. She repeated this several times until Twilight’s sopping entrance was hitting the studded medial ring.
“Cadence, hold on a second...” Twilight moaned blissfully as she placed her hooves on Cadence’s outstretched hindlegs. Getting a good grip, she started fucking herself on her lover’s length, letting the first half of the toy slide in and out of her. As she built up a steady rhythm, she felt the beginnings of yet another orgasm start to well up inside her.
With a sly grin, Cadence waited until Twilight hit the medial ring on one of her downward thrusts, and then she pushed down with her forelegs while thrusting up with her hips, forcing both the next few inches and the medial ring inside the young alicorn. Twilight’s eyes went wide and her mouth formed a silent scream as she felt shocking feelings of pleasure surge throughout her marehood. Holding her in place, Cadence let Twilight get very familiar with the length of the dildo. Looking down, Twilight saw that she had at least another four inches or so to go before she would reach the bottom.
Starting a slow rhythm of thrusting her hips up and down, Cadence pressed down on Twilight’s legs gently as she worked the last several inches of the toy inside her. When Twilight’s dripping entrance hit the base of the toy, the purple alicorn groaned at the unexpected force of the jolt of bliss. She had no idea why she hadn’t done this before; being completely filled like this was something to die for. Wanting to keep going, Twilight gyrated her hips, making both ends of the toy move inside the two of them.
Gasping from the sudden sensation of being stimulated in this new way, Cadence tensed up slightly as she felt her love juices start to flow out from around the toy stuffed inside her. Seeing that Twilight was ready, Cadence pulled her hips back and thrust the toy back inside Twilight as hard as she could. Settling into a steady rhythm, she fucked Twilight steadily, eliciting a string of pleasurable moans from her. With each thrust of her hips, the toy slid in and out of Cadence’s dripping cunt, leading her on the trail to her own orgasm.
Wanting to give Twilight the best orgasm possible, Cadence grabbed Twilight’s midsection and suddenly yanked her down to her chest, holding the lusty alicorn to her own barrel tightly. She pinned Twilight’s forelegs to her chest with a hoof, and she spread her lover’s hindlegs with her wings, pinning her helplessly and leaving her at her mercy.
Picking up the pace, Cadence jackhammered the strapon into her lover as hard and as fast as she could, quickly building up their orgasms. Suddenly, the toy started vibrating strongly on its own inside the two of them, making them both gasp from the extra stimulation. Seconds later, the two of them felt the toy quickly expand inside them, completely filling them up.
“Cadence, I’m so…so close…” Twilight panted as she tried to hold on for as long as she could. She felt her pussy clamp down on the toy as if it was trying to coax her lover’s seed from its length, which only made it harder for her to hold on. She knew she’d be cumming any second now.
“Me- me too...” Cadence grunted through her clenched jaw. She was so close to cumming that she could almost taste it. The blissful release that she sought after so dearly was just right around the corner, and she knew just how to find it. Using one hoof to keep Twilight’s forelegs pinned to her chest, she sent her other hoof down to rub her lover’s clit, massaging the swollen, needy orb with all of her remaining strength.
Feeling the toy enter its final stage of vibration, Cadence gasped as she held herself on the edge, trying to hold on for just a few seconds more. Taking the entire length of Twilight’s horn into her mouth, she sucked as hard as she could and ran her tongue along the hard length of it as if her life depended on it. As Twilight’s body quickly seized up in an orgasm, Cadence finally let herself go, succumbing to the toy’s strong ministrations, and mere seconds later, she was hit with one of the most blissful and powerful orgasms of her life.
As Twilight’s orgasm hit her like a train, she felt the toy pump a hot liquid inside her. Moments later, she realized that somehow the toy was shooting Cadence’s mare cum deep inside her pussy, mixing it with her own cum. That knowledge only pushed her along even more, sending her into another orgasm as the toy kept steadily plunging in and out of her, never relenting its assault on her pussy. Having her horn sucked on at the same time only pushed her further along, keeping her in a state of never ending orgasmic bliss. She had never came so hard before in her life, and as the toy kept fucking her, she felt spurt after spurt of her own mare cum seep out from around the edges of her marehood.
Several seconds later, the toy slowly ceased its vibrations and Cadence stopped her thrusting, leaving the toy deep inside the two of them. Releasing Twilight’s soaked horn from her warm mouth, Cadence rolled over to the right so that the two of them were laying on their sides. Relishing the feeling of her own cum mixing with Twilight’s in her pussy, Cadence panted blissfully as she enjoyed her own afterglow.
“That...was...amazing...” Twilight panted heavily, trying to catch her breath. Cumming at the hooves of another was one thing, but cumming four times was something else altogether. She slowly slid up and off the toy, cringing slightly as the flared head popped out of her, letting a large flow of their mixed love juices flow out of her and creating a sizable stain of mare cum on the bed.
Cadence carefully undid the harness securing the toy inside her, and she slipped the toy out of her as well, shivering as she too felt a torrent of cum seep out of her slit. Tossing the toy off the bed, she snuggled up close to Twilight’s panting body, pressing her soft and warm barrel up against her lover’s back. Teasingly biting Twilight’s twitching ear, Cadence softly asked, “Did you have fun, my young princess?” Without responding, Twilight craned her neck back and pulled the pink alicorn into a brief kiss. After breaking the kiss a few seconds later, Twilight leaned back with a contented smile on her muzzle, feeling content.
“Hehe, I take that as a yes?” Cadence asked sweetly, giving her lover a tender nuzzle. Gradually, a wave of weariness washed over her, not only from the day’s activities, but also from the orgasmic sex. After letting out a loud yawn, she lay her head down on one of the many soft pillows. Cadence slowly closed her eyes and pulled the blankets over the two of them. Laying her hoof over the purple alicorn, she pulled her closer to her, deeply satisfied by the shared warmth that their two bodies provided. As the two contentedly enjoyed the other’s embrace, Cadence laid a wing over the younger alicorn as an afterthought, and moments later, they were fast asleep.
