His first Night Watch
It was just after dinner when Midnight Thunder arrived outside Princess Luna’s personal quarters to relieve her evening guard. Supposedly, this rotation was some kind of Honor position, as the Princess was most ‘active’ during the night hours, whatever that meant. The young earth stallion was fairly new to the Night Watch, though he had always wanted to serve the Princess of the night directly like this, a bright-eyed young transfer now living the dream. He approached the 2 Pegasi standing in front of her doors and saluted.
“Midnight Thunder reporting to relieve the evening watch as ordered!”
“At ease, soldier.” The taller Pegasus lieutenant saluted back. “So you’re the new guy huh? Big honor to be on Night Shift so early after transferring in. Let’s have a look at you.” The two Pegasi circled around the newbie, looking him over a bit. “You look like you’ve trained pretty well, kid. You’re aware of the rules for Night Shift right? Gotta stay at attention and on alert for any suspicious activity, and if Princess Luna or Celestia come around you have to follow their orders exactly, even if they order you to do something that wouldn’t normally fall in the scope of guard duty.”
“Yes, sir. I’ve waited a long time for my chance to serve the Princess, I will do my damnedest to uphold my orders. Just one question though sir.” Midnight looked a little puzzled. “Why am I the only one on duty tonight? It seems like an odd decision.”
“Oh that’s easy.” The other guard responded. “You’re being tested. If you carry out your orders to our satisfaction, you might be put on regular rotation with a partner, but if not… well, let’s just say washing out will be the least of your worries.” He smirked a little worryingly, and shook his head. “Try not to think too much about it, kid. We’ve all done our solo shift once at least, and come out the other side fine. Just keep your focus and you’ll do fine.”
That wasn’t terribly reassuring, but Midnight nodded anyway and took his place to one side of the chamber doors. His right hand gripped his spear a bit tighter, and he shook himself to loosen up the muscles under his gray fur for a long night, and hopefully a boring one.
So it went for a few hours, nothing really happening for the longest time. Midnight kept his silent vigil though, occasionally switching sides of the hallway he was standing on just to keep from going stir crazy. He thought he heard some activity or voices from Luna’s chambers a few times, but nothing alarming, and nobody went in or came out of his door, so all he could do was wait. Wait he did, indeed, until just after 2 in the morning, when suddenly the door began creaking open. Midnight stiffened up, holding himself as upright as possible, eyes locked on the door, and he watched as the Princess herself emerged from her chamber. She was tall, taller than he was anyway, dressed in a long blue nightdress, no shoes on, and she smiled at him as their eyes met.
“Ah, verily tis true then!” She sashayed down the few steps and stood in front of Midnight as she spoke, her ample assets fairly obvious through the opaque fabric of her eveningwear. Midnight’s eyes wandered for a brief moment, but quickly met her gaze again as she continued. “There is a new face among my guards, and a fresh face it is indeed.” She smirked a little. “Prithee tell me, young sir, what do they call you?”
“I am Midnight Thunder, my lady, tis my great honor to serve the Princess of the Night!” He answered matter-of-factly.
“Indeed it is a great honor, Midnight Thunder, and a sacred duty hath been given you, has it not?”
“Yes my lady. Should your majesty require anything at all, I am at your service without fail or question.” Midnight couldn’t help a small, confident smile, though he was nervous as all tartarus.
“You’ve done well so far…” Luna smirked a little, a wicked gleam behind her eyes that Midnight did not recognize. “... but we would test your resolve for our own satisfaction, young Midnight.” Without a further word or warning, the princess reached up with one hand, and with little more than a single slip of a button behind her neck, her nightdress fell to the floor, leaving her wearing nothing but the smirk on her face and the tiara above her horn.
Midnight was shocked beyond words, his eyes darting around to things he’d never in his wildest dreams believe he’d see. Luna’s ample, perfect breasts, her toned and lean body, generous hips… even there, between her slightly spread legs, her soft, beautiful mound, brazenly displayed. Midnight felt his body reacting predictably, but his training held fast, and as he stiffened below his armor, his posture stiffened as well, and he said nothing.
“You are certainly well trained, Midnight…” Luna cooed at him teasingly, setting her hands on her hips and cocking her head to one side with a grin. “Tell me honestly, though… do you find me beautiful? Desirable?” She stepped up closer to him, close enough that he smelled her warm, cinnamon-scented breath as she spoke again. “...Breedable?” She licked her lips in front of his face, smiling broader. “Do answer honestly now, I shudder to think what would happen if you lied…”
“Y-yes my lady.” Midnight answered a bit weakly, the blood rushing both to his cheeks and his crotch. He had, truthfully, never seen a grown mare fully in the nude like this, nor had he ever laid with another, mare or stallion. He could feel his body tensing up all over, and the sweat start beading on his brow under his helmet.
“Would you do anything for your Princess, Midnight Thunder? Rush headlong into battle, climb the highest mountains?”
“Yes my lady.”
“Wouldst thou bed me?” She poked a finger at the armor on his chest.
“M-my lady?” He nearly choked on the words as his mind reeled.
“Would you, as they say these days, fuck me, Midnight Thunder?” She pulled herself close to him, pressing her warm breasts against his cold armor, and hooking one of her legs around behind his, her crotch pressed against his hip.
Midnight swallowed hard, trembling a little at the closeness of his Princess. “Y-yes my lady.” He answered, his stallionhood painfully hard now under his armor and trousers.
Princess Luna smiled warmly at the answer, and pecked Midnight on the cheek, sliding around him a bit. “You are truthful, Midnight Thunder… you have passed our first test, but now comes the hard part. Let us see if you are truly fit for this sacred duty you have been assigned… and if your focus has limits…” She slid fully behind him at that, and her arms wrapped around his waist. She smirked again as Midnight stiffened his posture again, and without hesitation she slipped her hands under his armor, and undid his belt. He didn’t protest or move, impressively enough, even when she hooked her fingers into his trousers and pulled them down quickly, just above his knees, exposing his stallionhood to the cool air of the hallway. She inspected him, and was pleasantly surprised, his upright, stony erection was at least eight inches by her eye, and his orbs below were hefty and hung low, even as his staff throbbed above them.
Midnight was silently screaming in his mind, embarrassed and flustered beyond words, just holding on to his spear for dear life and trying to maintain his focus to stay at attention. This was only being made more and more difficult when Luna wrapped one of her warm hands around his balls, stroking and rolling them over in her grasp. Midnight’s hardon throbbed in response and he gritted his teeth, trying to focus on his duty instead of the pleasure coming from his nethers.
“Remember, Midnight… you have a duty to uphold, and you must do whatever I say…” Luna teased him very close to his ear. Her grip suddenly tightened on his sack, and she wrapped her other arm around his shoulder. “...the harder you get, the harder I’ll squeeze…” She did just that, her grip slowly growing tighter on his hefty orbs, her grin as wide as the night sky. “...better not come.”
Midnight Thunder, meanwhile, felt like he was in Tartarus. He could feel the princess breathing on his neck, her breasts pressing into his back, and her hand slowly beginning to crush his balls. His breath was already coming in heated, strained pants, and his stomach grew tighter and tighter as her grip did. Somehow, through everything, he stayed amazingly erect, his shaft throbbing at random intervals of its own accord.
Slowly but surely, Luna’s grip got tighter and tighter, an eternity seeming to pass of nothing but the Princess trying her best to squeeze the very essence churning inside them out of Midnight’s balls. He could feel her fingertips and thumb digging into the hot, aching flesh, images in his mind’s eye of his poor balls bulging grotesquely out around her fingers making his knees want to buckle… but they didn’t. He held his focus admirably, his weight leaning more and more on the pole of his spear, his tip dribbling a bit from the sheer amount of stimulation he’d gotten so far.
Without a word, Luna’s horn lit up, her magic taking the place of her hand, though she had another plan in mind. Midnight still would feel his balls being gripped, squeezed and seemingly crushed more and more, but now in reality he was safe, the magic just powerfully stimulating the nerves in his poor orbs as though she were still squeezing down more. Her hand that was squeezing him actually moved back, and slid between her own legs, slipping her fingers between her moist petals and pleasuring herself as she magically tortured her poor guard.
“How much can you take, I wonder, Midnight…” Luna mused aloud, her fingertips rubbing slowly over her heated nethers, teasing her clit and its hood over and over. “If I didn’t know any better, I’d almost say you were enjoying this.” She teased him a bit.
Midnight didn’t reply, too focused on trying not to pass out from the overwhelming pain beginning to radiate from his orbs. Somewhere in the back of his mind, he was aware of the fact he was still hard and dripping openly, but he couldn’t pay attention to that fact or he’d fall over. He marveled at how strong Luna’s grip was getting, and gradual panic was setting in that she’d perhaps go too far and break him… and he’d have to let her. It was his duty to do as he was told, to stay at attention, even as it felt more and more like his balls were being crushed into oblivion. Moments that felt like forever wore on and on, slowly the vice around Midnight’s testicles felt like it was impossibly tight for him to still be whole, let alone conscious. He could barely breathe, his stomach churning over and over, and his whole body beginning to slightly shake and quiver. Midnight accepted his cruel fate, thinking his princess intended to geld him, his eyes closing as what felt like the final moments of his virility neared… until he heard the princess begin to moan lightly beside him.
“If… if you can still come, Midnight… you… may do so…”
He felt her other hand come down from his shoulder and grab his stony prick, pumping it expertly out of seemingly nowhere, surprising him almost enough to finish then and there. He then felt the vice tighten on his balls again, making sparkles dance in his vision. He locked his knees, gritted his teeth, and huffed his breath as hard as he could through mouth and nose. Just when it seemed like his poor orbs were going to vanish into the crushing oblivion around them, the pressure inside them bubbled over, and he quietly panted as he came hard. His essence jetted from his tip, several thick, hot ropes painting the floor in front of him… and then suddenly the vice grip vanished, and all the feeling returned to his balls, and he came even harder, another hard shot vaulting all the way to the other side of the hallway. His body shivered and quaked as his orgasm dribbled to an end in front of him, and slowly his shaft deflated and retreated.
“You have done well, Midnight Thunder…” Luna’s voice cooed next to him, her hand that was on his shaft rubbing his aching orbs gingerly. “...I’d say he passed the test, wouldn’t you, dear Sister?”
Midnight shot to attention again hearing that, and out from Luna’s chambers stepped Princess Celestia, even bigger in all respects than Luna, and looking… very angry, actually.
“Fine, fine, you win again, Luna.” Celestia came over towards them both, rolling her eyes as she stepped over Midnight’s mess, and standing there in front of him looking dour. “I don’t know how you are able to pick them all out like this, but I’m getting more than a little sick of it. As such…”
Princess Celestia slammed her knee up into Midnight’s crotch suddenly, lifting him off his feet for a split second, leaving both him and Luna stunned as a little squeak of agony left him.
“At ease, soldier.” Celestia said bitterly, and then swung her leg back and forth hard again, pinning Midnight’s balls against his body with her knee a second time in as many moments.
As Midnight’s world faded to black, he vaguely heard Luna’s voice calling his name as he collapsed between the two Princesses.
A brief time later, Luna laid a bag of ice on the swollen balls of her unconscious, and now fully nude, guard, and sweetly kissed his cheek as she lay on the bed next to him.
“You passed with flying colors, dear Midnight…” She said quietly. “I think I’ll keep you on the Night watch for now… even if you will be walking funny for a little while…”