“Hey, shrimp! I heard you’re dating my sister!”

Though he was in the midst of changing into civilian clothes, Flash Sentry immediately stood at attention near his locker and saluted his commander, bare chested and clad only in his underwear. The young peach-furred pegasus was new to the Crystal Guard and he wanted to make a good impression on Prince Shining Armour. He knew that when it came to romance, getting the approval of a girl’s BBBFF could be an even bigger challenge than winning over her parents!

“At ease, shrimp.” Shining smiled as he stepped between the rows of lockers, yet his smile was hardly pleasant. It wasn’t at all like the heart melting smile Flash had seen from Princess Twilight when he’d asked to hold her hand at the movie theatre. (“Maybe next time,” she’d said... and ‘next time’ was this weekend!)

“I’m not here to bust your balls,” Shining continued. “Well... maybe a little. What the hell does Twilight see in you, anyways?”

“She says I’m cute, and funny...” Flash defended himself.

Shining Armour looked Flash over closely and shook his head. “Nawww,” he snickered. “Pinkie Pie’s cute and funny, you’re something else. I think Twilight likes you because you’re a submissive little bitch.”

“S-sir, I’m not a b-b-bitch, sir!” Flash Sentry tried to make his reedy voice sound tough and intimidating. Perhaps he wasn’t as strong as the earth pony guards... or the unicorns... or most of the other pegasi... but he was fast, and tough! He was a soldier, pledged to defend the Crystal Empire! So what if Flash had that recurring nightmare about King Sombra returning and doing the most horrible things to him? Tormenting him with one violation after another, until Flash found himself begging for more and woke up to soiled sheets...

“I don’t want my sister dating any scrubs or golddiggers,” Shining scolded with a click of his tongue. “She’s so naive and sensitive... it’d be just like her to fall in love with some shallow musician who only wants her body and her royal wealth!”

“Th-that doesn’t matter to me, sir,” Flash assured. “Being with Twilight makes me feel wonderful, like I’m on top of the world! Even if she was poor and didn’t have a huge juicy dumptruck, I’d still want to date her!”

“I suppose I should hear you out.” Shining Armour casually tossed a gym bag onto the concrete floor between him and Flash. “If you want me to put in a good word for you with Twilight, then put this on. I’ll be back in 5 minutes.”

With that, the Commander of the Crystal Guard turned and walked out of the locker room, pulling out his phone as he did. At his footsteps echoed into nothingness Flash Sentry cautiously unzipped the bag to discover inside a freshly pressed school uniform from Celestia’s School for Gifted Unicorns.

But it was a girl’s uniform!

With trembling hands Flash took out a black blazer, a white cotton shirt, a tie embroidered with the royal seal, a set of sheer white stockings and a red plaid skirt which was much too short to meet any conceivable dress code. Beneath the neatly folded clothes he found a pair of shiny black mary janes and a full set of accessories: a variety of earrings and lipstick, a makeup compact and even a collar that spelled out ~TEACH ME~ in glittering rhinestones.

With no advanced notice whatsoever, Flash Sentry had arrived at a crossroads that would change the course of his life. Did he want to dress up like a schoolfilly just to fulfill Shining Armour’s weird kink? Not really...

Did he want to keep dating the Prince’s sister? Definitely!

And thus Flash found himself squeezing the white shirt over his shoulders, pinning his wings to his back beneath the crisp cotton. He slipped the miniskirt over his lithe hips, slid the stockings on beneath, and fit his arms through the sleeves of the exquisitely tailored blazer. Standing before the mirror in the bathroom, he tied the tie with an elegant knot and did his best to apply the ruby red lipstick to his lips.

With shaky hands Flash completed his transformation by fastening the collar around his neck. He knew he was committed now. Before he could succumb to second thoughts, he heard the sound of Shining Armour entering the locker room while speaking to his wife on the phone.

“Sorry babe, but duty calls, I have to correct a sissy. Of course he’s wearing the outfit, you know I can’t get hard for boys. OK, see you later, Cady.”

Prince Armour looked Flash up and down, and smiled a warm and genuine smile. Flash saw a bulge begin to grow in the Prince’s trousers as his dick began to unsheath. “Mmm, cute little schoolfilly with a pixie cut... she needs to learn how to wear lipstick, though.” With a tissue, the Prince gently wiped the lipstick off the edges of Flash’s trembling lips. “That’s good enough, it’s getting ruined anyways. Now — wait a second...”

Shining Armour grew silent and stern as his eye caught the gym bag, now nearly empty, but with one last accessory sitting unused. He pinched Flash’s blushing cheeks between his fingers and in an instant became the cruel drill instructor of Flash’s basic training.

“Why aren’t you wearing your cock cage, Private?” the Prince’s deep bass boomed. “Are the mechanisms too much for your raw recruit brain?”

“I... I’m....” Flash stuttered.

“No excuses! You’re wearing this cage if I have to put it on you my—whoa...” Shining’s commanding voice fell silent, as with a tear in his eye Flash Sentry raised his tiny plaid skirt to reveal that he was already wearing a cock cage!

Flash Sentry’s cage wasn’t plastic and somewhat dick-shaped, like the one in Prince Armour’s gym bag. It was much worse than that. The metal covering that locked away Flash’s flare was flat and featureless, utterly nullifying his stallionhood and leaving only the tiniest hole for him to pee through. The purple sparkle of magic that surrounded the cage ensured he couldn’t even touch himself without receiving a light shock.

“T-Twilight gave it to me,” Flash explained. She’d assured him that the cage was perfectly safe, but he felt so very small wearing it, and the metal bars that sandwiched his testicles always made him fearful that his nuts were about to pop like two grapes. He’d worn the cage through a week of gruelling Guard duty, and he longed to have it removed — yet a hidden corner of his mind already couldn’t imagine life without it!

Amazingly, Shining didn’t seem shocked by this development at all. “Wow, she’s really getting serious with you,” the unicorn noted. “She usually only cages her coltfriends!”

“I... I’m her coltfriend?” Flash’s eyes went wide with happiness.

“Wrong.” Shining tilted Flash’s head upwards, meeting his eyes with his own. “I’m your coltfriend. If you treat me well, maybe I’ll let Twilight keep you. Now give your coltfriend a kiss, babygirl.”

“Y-yes, sir.” Flash puckered his lips and wrapped his hands around Captain Armour’s firm chest, but the older stallion shook his head firmly.

“‘Sir’ is what you call your commander,” he corrected. “You can call me ‘daddy.’”

“Yes, daddy...” Flash closed his eyes and placed his hands lovingly against Shining Armour’s chest. He lifted one shiny black shoe in the air, raised his head and pressed his mouth against the older stallion’s. The Prince’s lips were firm and commanding, yet not without compassion. Flash felt Shining’s rush of breath as he sighed with contentment, placing his arms around Flash’s waist and holding him tenderly. The feeling of Flash’s first kiss was unmatched, filling the confused stallion’s heart with the fluttering of true love. After all, kissing Twilight’s brother was almost like kissing the Princess herself... wasn’t it?

At last Prince Armour broke the kiss and stroked Flash’s chin kindly. “You’re a good kisser,” he encouraged. “Now get on your knees, my little schoolfilly. Take my cock out.”

Slowly, yet with mounting excitement, Flash Sentry sank to his knees, smudging his white stockings on the locker room floor, and tugged down Prince Armour’s golden zipper. With the swish of cloth, linen trousers fell silently around fine leather shoes. Flash hooked a finger of each hand into the elastic of the royal briefs, hypnotized by the twitching bulge beneath the silk. With one more tug, the Prince’s deep black mare-wrecker lolled out into plain view, its final inches still unfurling from his pure white sheath as royalty presented itself for service.

A large tramp stamp was tattooed on Shining Armour’s crotch above this glorious shaft: a glittering picture of Princess Cadance’s cutie mark. Aware that he was trespassing upon royal property, Flash reached out one hand and dared to touch the mighty stallionhood. It twitched at his touch, like a powerful horse greeting an inexperienced rider, inviting yet with a note of caution.

“You’re so big, daddy.” Flash whimpered, overwhelmed by the sight and the scent. Prince Armour’s shaft shifted and swelled, filling with blood and raising itself towards its full length: over a foot long when fully unsheathed, with a girth like that of Flash’s arm. Despite its vast size the dark flesh was largely smooth, with only a few large veins running up and down the surface. An elegant cock, fit for a Princess, and much too grand for the likes of Flash Sentry!

Flash gently took the cock in both hands and lifted its flare level to his face. “So stiff, so powerful...” The object of Flash Sentry’s worship responded well to these words of awe, twitching and throbbing. The open mouth of the cumslit drooled a long, thick strand of precum that landed down the length of Flash Sentry’s school tie.

Getting the Prince hard was the easiest thing Flash Sentry could imagine. All he had to do was repeat the words he’d fantasized about Twilight saying to him... words it seemed he would never hear from anypony’s mouth but his own!

“You could breed anything you wanted to with a cock like this,” Flash confessed, gently stroking the huge meat. “Even a—a sissy like me.” After all, Shining Armour had already studded an alicorn... Flash’s own maleness now seemed a meaningless technicality!

“That’s right, babygirl,” Captain Armour agreed. “And it’s a good thing I’m helping you get some practice in, because my sister’s dick is even bigger than mine.”

“B-bigger—” A dull pain filled Flash’s mind as his dick lurched in its cage and his balls tried to swell larger than the minimal amount they were allowed. He grasped onto the only solid thing in his universe: Shining Armour’s stallionhood.

“T-Twilight has a...” Flash tried to speak again. But then a second gush of sticky clear fluid from the Prince’s cum-slit silently instructed Flash to place his mouth on the royal prick-tip and drink it down. For sissy schoolfillies, sucking dick was much more important than talking in class!

“You didn’t know?” Shining chuckled as he stroked Flash’s short blue hair with one large hand. “My sister had a ‘growth spurt’ when she ascended. Now she’s packing 18 inches of veiny purple marecock. And if you ever want to see it in person, you know what to do.”

“Yefff daddy,” Flash mumbled. He licked around the ridge of the flare, his tongue singing as he experienced a heavenly taste clinging to the meat like that of clarified fruit juices. “Ifff’s sweet! How come you taste so sweet, daddy?” Does Twilight’s dick taste like this? he wondered.

Prince Armour chuckled. “That’s Fierce Jewel, my royal secretary. I was going to save her marecum for Cadance, but you go ahead. After all, this might be the only time in your life you get to taste pussy.”

Flash Sentry moaned just moaned as he worked his tongue up and down Prince Armour’s shaft, lapping up the orgasmic juices of a crystal pony he’d never met. His heart fluttered with the knowledge that if he did a good job blowing his commander, an even bigger and tastier slab of horsedick awaited him. Maybe Twilight would let him suck her off while she sat on her throne, so that all of Equestria could see how wonderful it was to be her coltfriend...

Once his shaft was clean and dripping with Flash Sentry’s spit, Shining Armour grunted, then let his hand move to his jacket pocket. He took out his phone and started looking at the screen. Flash Sentry prayed for the click of a camera app, or anything that might mean the Prince cared enough to blackmail him, but Flash heard nothing above his head but the repeated swoop of chat messages being sent back and forth. As if the situation wasn’t already humiliating enough, Shining Armour was texting with somepony during his blowjob!

The hot shame Flash felt at this realization became strangely exciting as it tickled down his neck, setting his fur on end. If not for his confining cage, his member would be utterly rigid at its full length of... actually, after a week in the cage Flash couldn’t remember how big his dick was! He certainly wasn’t small, but for once the old saying was true: his size just didn’t matter.

Shining Armour didn’t want to think about Flash’s penis, and Twilight had enough cock for both of them, so she wouldn’t needing his contribution any time soon. It was as if the tightly compacted nub of flesh between Flash’s legs didn’t exist at all!

Slurping and sucking, Flash Sentry did his best to pleasure the only cock in the Crystal Guard locker room. His hands grasped the Prince’s mighty staff and began to pump and stroke the shaft, one finger stroking the medial ring as he struggled to fit more than half of the flare into his mouth. His jaw grew sore and his stomach soon sloshed with copious precum, but he called upon his Guard training and sucked dick with every bit of his strength and stamina. He was doing this for Twilight! And soon enough, he’d be doing this to Twilight...

After several minutes of Flash’s desperate cock worship, Shining Armour grunted again. “I’m going to cum, babygirl,” he informed, never looking up from his phone. He gently thrust his hips, working the thickest point of his flare in and out past Flash’s lips, not touching the schoolfilly sissy with any part of his body but his cock. “Ooh, yeah, shake that booty.”

Was Captain Armour talking to him, or was he watching a saucy video Princess Cadance had sent him? Flash Sentry wiggled his trim tush beneath his skirt, just in case. He thought of the countless ClipClop twerking videos he’d perved over, and tried to move his plot in the same way. Please, your highness, notice my butt! he silently begged.

“Mmm... oh, fuck, babygirl, here it comes. Daddy’s so proud of you.” At last Flash Sentry felt the kind caress of Shining Armour’s hand against his cheek, and his heart soared. He’d made his daddy proud!

Only 11 sucks later, the cock between Flash’s lips twitched violently and gushes of thick, salty liquid began to pour into his mouth. Shining Armour’s cum was so thick as to be nearly chewable, as different from Flash’s own sperm as hot caramel is from tepid water. Flash gulped as best he could, feeling his stomach swiftly fill up with the fat load. Flash burped and a waterfall of sperm spilled out of his mouth, staining his blazer... and still the undiminished flood spewed forth from the huge, fleshy hose that Flash Sentry’s hands and mouth just couldn’t hope to tame.

Seeing that Flash had reached his limit , Shining Armour pulled his flare from the sissy’s mouth and stroked the remainder of his orgasm all over the young stallion’s hastily made up face. “Here you go, babygirl, this’ll help you feel pretty,” the Prince whispered. Flash looked up adoringly as several large stripes of sperm lanced across his muzzle, leaving his eyelashes webbed together and his chin dripping with fresh seed.

“Thank you for making me pretty, daddy.” On a sudden impulse, Flash cupped Captain Armour’s snow-white balls in his hands and brought them to his lips, leaving cum stains and red lipstick imprints on the powerful, fleshy orbs. He was truly grateful to the royal testicles for gifting him such a delicious meal. This load could have put baby Princes and Princesses into a dozen eager wombs — instead, every drop was Flash Sentry’s reward for a blow-job well done!

“Heh, you’re alright, kid.” Shining Armour ruffled Flash’s hair. “You can keep dating my sister. Keep the outfit in your locker, though. You never know when one of the real stallions around here will need some relief.”

“Yes, daddy,” Flash murmured obediently, smiling with his muzzle buried in the potent scent of Prince Armour’s balls. “I’ll happily suck the whole Crystal Guard — if Twilight lets me, I mean.”

“Yeah, about that...” Shining cautioned. “Don’t go thinking you’re hot shit, just because you can get my flare in your mouth. My sister expects deepthroat by the third date — she is a perfectionist, after all.”

Again and again Flash Sentry kissed the throbbing ball sack of his Captain and Prince. “P-please, let me suck you again,” he pleaded. “Teach me how to pleasure Twilight.”

“Naw, I’m good.” Shining yawned and stretched. “I’m going to go have Cadance clean the gay off my dick,” he announced. He slapped Flash across the face with his still monstrous half chub, leaving a wet and heated imprint that made the younger stallion whimper. “If I were you, I’d buy a dildo and start practising.”

“Y-yes, daddy, I’ll make you proud of me.” With a silent nod, Shining Armour pulled up his trousers and walked out of the locker room, holding his phone to his ear as he set up a booty call with his wife.

“What’s up, bitch? Ready to take it up your royal ass? Then get lubed! I’ll be there in 15 minutes. Sure, I’ll pick up some milk on the way...”

Alone once more in the locker room, Flash Sentry ground his caged crotch against the wood of the changing bench, whining and humping as desperately as a dog. His wings were as stiff as concrete beneath the fabric of the schoolfilly outfit. He felt his coltpussy puckering and his tail lifting his skirt at the thought of seeing Twilight again, now that he knew what commanding secrets lay underneath her skirt...

Once his marefriend finally let him hold hands with her, was there any limit to what they might do together? Which bits of her perfect body might she allow him to kiss...

To suck on...

To worship?

After all, it’s not gay if it’s girlcock...

Author's Note

I don’t know anything about Flash Sentry except everyone’s pissed at him for hooking up with their waifu. Maybe you nerds would be a little more chill if he wore a skirt and sucked you off as an apology? ~~It worked for all the guys whose girlfriends I stole in high school.~~

Don’t forget to nominate the stallion (or stallions) you want to see in the next chapter!