Flash Sentry's Charmed Life

It was tempting for Flash to try running to the living room to get it over with, but so far his efforts at balancing were a red flag on that. Instead, focusing on each step carefully, he walked down the hall and used his hands on the walls to balance.

By the time he reached the living room, he was getting a little more used to having his feet on an angle. Turning into the room, Flash spotted Celestia sitting on the edge of the couch with an array of brushes, combs, and a spray bottle beside her. He knew at once what was coming, and his thighs rubbed together in a moment of girlish glee at the thought of what he was about to go through.

Lifting her head, Celestia's smile brought brightness and warmth to the room when she spotted Flash. "Come in here, sweetie, and sit down so I can do your hair." She parted her legs and patted the couch cushion between them.

Walking into the room with all the elegance and grace of a tiny puppy walking for the first time, Flash managed to wobble near enough to take Celestia's offered hand. With support, he turned—his heart racing—and he folded his legs underneath him so that his back was to the couch and Celestia and his rear was on the floor.

With his skirt all bunched up this way and that, Flash started to squirm a little to set it right. Then a tiny voice in his head told him "What does Rarity do?" so he thought back to the times he'd been in the elegant woman's presence, remembered watching the very picture of femininity arrange herself after sitting, and carefully pressed and folded his dress under him and turned his legs slightly.

"What do you say?"

The words were spoken just like a mother reminding their child that they needed to mind their manners. Flash, blushing furiously at having to be reminded like that, squeezed his eyes closed. "Thank you." All his tension and embarrassment faded, though, when he felt Celestia's hand comb through his hair.

"Good girl." Running both hands through Flash's hair now, Celestia tousled it around before selecting a soft brush. "My, but your hair's getting longer. Soon we'll be able to put this up in something of a do."

Flash's mind was already starting to wander and his thoughts broke apart each time Celestia ran her fingers over his scalp, but when the brush touched his head and moved under her expert care, Flash leaned back and let out a soft sigh. Pure relaxation poured down from wherever the brush touched.

Vaguely, he was aware of each stroke of the brush, then comb, as they worked through his hair. It was strange how much he'd let his hair grow since moving in—it was just another thing he let Celestia take care of for him. That was a list he had to admit was getting rather long.

The combing soon had some added spritzing from the water bottle. Flash had his eyes closed already, listening to Celestia as she hummed away joyously. Something got his attention, though, and opening his eyes he saw a pretty girl sitting before him. Sure, she didn't have any makeup on, but her blue hair was styled to have cute bangs.

"How's it look, sweetie?"

Flash almost needed to do a double-take. Blinking, he realized the pretty girl was just him in a mirror. He gulped and watched his eyelashes move, his expression turn to surprise, then the blush grow in his cheeks.

But Flash's mouth was dry. He had no clue how to properly respond to Celestia's question, though he knew roughly how she wanted him to respond. Without anything better coming to mind, he decided on the latter. "It looks great, Mom!" Flash looked at the cute hairdo again and had to bite his lower lip.

Finishing things with just a few flicks of her fingers, Celestia said, "Now, let's get you up and—" Her phone rang, breaking her focus. "Luna? Is something wrong?"

Flash leaned back a little more, his head planting firmly in Celestia's crotch as he gazed up at her body through the curtain of his new hairstyle. What he saw, however, was the underside of her breasts.

"Oh! Well, I don't think she'd say no to that—or that." There was a slight pause before Celestia said, "Indeed. Oh, just make sure you get enough for a few days; for both of us."

When she tapped the end-call button, Celestia reached down to cup Flash's chin with her free hand. "Luna's got a surprise for our little girl."

She could have been telling Flash about Canterlot High School's latest fiscal reports and he would have drank in her words all the same. Being held there, his head pressed back against her and looking up at Celestia's bust was literally the most relaxing and wonderful thing he could think of.

"But before she gets home, you need to put your face on."

Flash leaned forward a fraction, but turned to face Celestia—only to see exactly where his head had been resting. He looked up, not seeing her face past her chest, then lowered his eyes back down. A scent reached him. The smell was subtle, but rich and musky. Between his legs, Flash's shaft stirred in the cage and he found himself rubbing his thighs together.

He was swift and decisive—so much so that Celestia clearly hadn't noticed what he was up to until he pressed his nose and mouth against the spot where the scent was coming from.

The gasp from above him made Flash smile. Thanking Celestia by playing her wonderful games was one thing, but he knew she had more needs than just that. He watched as her hand reached down to gather up her dress and, slowly, she drew up the hem of it.

Flash stared incomprehensibly for a moment until he remembered what her intent would be. Smiling in anticipation, he dipped his head under the fabric.

"Flashy, no being too naughty down there, okay?"

"No"—Flash's head swam with the scent of Celestia's arousal and he couldn't stop himself from gently pulling down the hem of her underwear with his teeth to reveal his prize—"Mama."

"Well, so long as you—you don't make a mess, little princess."

Flash's sharp hearing picked up the sigh of relieved pressure that left Celestia when he finally found her softness. He let the dress cascade over his back and down, and nuzzled up between Celestia's thighs to get cozy and start devouring her.

Alone with Celestia's scent, taste, and intimate parts, Flash let his whole world narrow down to the task before him. In his time with the sisters, Luna had been the one to teach him more about pleasuring a woman than all the awkward relationships in high school could possibly have managed. Even with his eyes closed he knew where to apply pressure, how to rub the right places, and everything that would make Celestia clutch at him and moan.

The sound of the front door opening and closing, and footsteps approaching barely even registered for Flash, though Luna's bootsteps did.

"You've got her under your dress, don't you?" Luna asked.

"Mmmmaybe." Celestia drew out the word, mostly because her little boitoy had his tongue sunk inside her.

Flash wanted to make Celestia happier, and he knew that she loved it when he made her stumble on her words. Focusing, he worked his tongue along her inner lips and to a special spot he knew always got her engine running a little faster.

"I picked up everything we talked about as well as something for lunch. Since our little sissy seems to be eating already, I guess she doesn't want anything."

Things weren't about to change, and Flash knew it. Celestia was an impossible nut to crack—he'd never once gotten her to climax, despite hours of oral care, though she didn't seem to mind in the least. But, despite his efforts not getting her off, that didn't mean that he didn't enjoy the signs of her enjoyment.

Barely hearing the two sisters chat, Flash saw to his duty of giving Celestia the best care he could. Time lost its meaning, and the only thing that mattered was the soft gasps and giggles that Celestia made.

He didn't notice at first when Celestia lifted her dress back up, or when she reached down to him and drew him back from his task. Licking his lips clean, and trying to ignore how tired his tongue felt, Flash blinked a few times at the big smile on Celestia's face. "Mommy?"

Celestia looked at Flash proudly, then passed him over to Luna after kissing his nose. "Mommy's going to have to leave you with Luna while she goes and gets changed. Maybe Luna will do your makeup?"

"Yeah, yeah. Pass her here. You spoil her, you know that C?" Luna reached out to Flash and—without showing any strain at all—lifted him onto the footrest before her. "Sit up straight on there and let me get you looking sexy."

Straddling the footrest, Flash folded his hands in front of him and then gasped—the pressure revealed that the panties he was wearing were soaked through with what he'd been leaking while servicing Celestia. A look at Luna showed that she hadn't noticed, though, so he tried to keep hiding it.

"Let's try some eye shadow first," Luna said, "then some eyeliner, and maybe something for those gorgeous lips of yours. Close your eyes."

Flash was nothing if not obedient to Luna and Celestia. Closing his eyes, he soon felt her painting something onto his eyelids. He dared not open his eyes, he knew, because not only would Luna be mad with him, but it would smudge everything.

"Your lashes are, I think, your hottest attribute. Just the way they frame your pretty eyes makes me want to do unspeakable things to you." Though she was talking herself up, Flash could feel the fine brush in Luna's hand trace around his eyelids. "I've gotten you some pretty outfits to wear this week. One I had to get specially made just in your size."

Squirming again, Flash wanted to open his eyes. "W-What did you get?"

"Okay, you can open your eyes." Luna was looking directly into Flash's eyes from so close that it made his thighs grind again just at the intimacy of it. "You're the most gorgeous little sissy I think I've ever seen, Flashy. Tomorrow night, for sure, I'm gonna have so much fun with you."

Unable to hold back, Flash leaned forward to kiss Luna, only to find his lips pressing to a hard surface while he stared into pretty blue eyes, wrapped around with a light blue eye shadow, and highlighted by a thin black liner. The pretty blue bangs that hung down the other's face was what gave away that it was a mirror again. "Wow."

"Damn straight 'wow'. Now you can see how hard it is to do your makeup without ravishing your sweet assets, Flashy." She pulled the mirror away and held up a stick of lipstick. "Hold very still."

The pop of the cover of the lipstick, the feel of its soft surface drawing across his lips in one direction, then back the other, almost had Flash breaking the command he'd been given.

"Now purse your lips and roll them together. Come on, you've seen this in movies before—I bet you've even fantasized about it."

He had, on both counts. Flash rolled his lips together, feeling the lipstick spread over his lips and then looked up at Luna. "C-Can you show me?"

"Such a needy little sissy, aren't you?" Luna held up the mirror for him, nonetheless, and let Flash see the electric-blue lipstick adoring his face.

Flash stared in open shock, but couldn't stop himself pursing his lips, then turning his head a little and flicking his bangs out of his vision—only for them to fall back into it again.

"Want me to do your nails and toes, too?" Luna asked.

Uncomfortably aware of the wetness in his panties, and the swelling of his bladder, Flash nodded. "But first I need to use the little—little girls room." He adjusted his words, remembering the last time he'd called it anything but that with Luna around.

Sighing, Luna nodded to him. "Go on, then, but don't you dare touch your lips. If you ruin that lipstick, I'm not reapplying it." Despite the harsh words, Luna's face had a smile on it. The expression warred with the severity of the words.

"Yes, mo—" Again Flash gulped back what he was going to say. He'd gotten so used to the day being Celestia's, and his new language to use with her, that Luna's position had gotten mixed up in his head. "Yes, mistress."

Standing, Flash made sure to turn just enough in place that Luna would see the opportunity to do something fun. He didn't brace for it, even as he felt her hand connect with his rump. The fabric of his dress took any and all sting from the smack, leaving only a warm feeling of giddy submission as Luna's laughter chased him from the room.

It wasn't until Flash was in the hallway that he realized he'd just walked—even hustled—on the heels. Looking down, however, he couldn't see them. Even when he tried to gather and squish his dress, there was always just enough fabric to hide his feet.

"Don't think about them." Flash focused on the bathroom door and walked. There was more movement in his feet than normal as the shoes decided where they wanted his feet to land, roll, and lift, and that movement translated up his legs to his hips. Though he would completely deny it if anyone asked, he liked how it made him feel.

The bathroom presented new challenges. Flash had to gather up his dress—front and back—and approached the toilet with great caution. This left him still wearing the panties. "Alright, new plan."

Holding up the front of his dress, Flash reached under it to his panties and started tugging them down. What surprised Flash was the smell—the strong muskiness of male arousal. He blushed up a storm as he pulled the panties down and turned toward the mirror.

When he hiked up the dress, Flash saw the problem. He wasn't soft in the chastity cage at all. His shaft was straining against the inside of the device just as bad as it had when it had first been put on—he just didn't notice how aroused he was now. It felt comfortable. It felt good.

The good part was particularly attested to by the fact that his panties were absolutely soaked in precum. It was a veritable typhoon of arousal and, as if his trapped penis sensed his eyes gazing at it, another pearl of clear fluid leaked from the opening in the chastity cage.

He stared. It was unbelievable how aroused he actually was, and that only made it worse. A second bead of precum leaked from the cage. A plan formed, though, and with a lot of focus Flash put it into action.

By the time he was done, and walking back into the living room, the musky scent was gone but the front of his panties were bulging a little with the toilet paper he'd shoved down there. He just hoped his dress would hide any more of the boyish arousal.

"There you are. Hop up here and let me see your feet." Luna's tone brooked no disobedience. She patted the couch beside her and already had some toe-spacers and nail polish picked out. There were three little bottles—white, gold flecks, and a clear coat.

Flash felt trapped. He looked at the couch, and how he'd have to sit with his legs up, and feared for his ability to keep his little ongoing problem a secret. Sitting on the couch beside Luna, Flash turned and carefully tucked the dress up between his legs to muffle the smell of aroused boi as best he could.

"How do you like the shoes? Maybe I could get something with a higher heel for you." Luna took command of Flash's feet, carefully removing the shoes and then his socks. "My sister might be a big softy, but sometimes I do like her choices. These socks are gorgeous."

His eyes were locked on Luna's nose rather than the socks. He was terrified that her nostrils would flare and she'd smell the mess he'd made. He was sure he could smell it himself and, blushing, was sure that it was only making the problem worse. "W-What are they? I didn't get a chance to look when she put them on me."

"Look for yourself. The little fairies dancing around the hem are, I'll admit, cute." Luna tossed one of the socks over Flash's dress so he could inspect it.

Holding the sock up to inspect it, Flash felt Luna removing his other shoe and sock. The little fairies were all dressed alternately in pink or yellow, holding hands and fluttering around his ankles—at least, they had been. "Mom's started doing more."

Luna paused a moment, then continued by bracing Flash's ankles on her lap and stuffing cotton between his toes. "She decided you were ready for something more, and if you're calling her mom on the first day of it, I think she was right. You are one of the prettiest girls I've ever known—it's time you let that side of yourself show."

That Luna hadn't said a thing about him calling Celestia mom made Flash's heart skip a beat. His mind raced. Had they planned it? Had they said a lot more on their phones than they'd said? His mind raced while Luna patted his toes clean with a damp cloth. When the first feathery touch of the white-laden nail brush touched his big toe, Flash almost jerked back to reality.

"If you move, little girl, there will be so much punishment coming your way tomorrow." Luna's voice was measured and deep, like liquid honey dribbling over Flash's brain. "Tia insisted on this pattern."

The way she worked let Flash watch as she first painted each nail on both feet with white, then went back with the sparkly gold glitter-coat. The style of white with gold glitter was perfectly in theme with Celestia's sunny disposition, and it made Flash feel a little more kept to be effectively branded with it. "N-No one will be able to see it, though."

Luna looked up at Flash's face, her dark eyes flickering with some inner excitement. "But we'll all know it's there, won't we? Besides, I'll do your fingers next."

Unable to help himself, Flash giggled. The sound was musical and airy, carefree and girly. This meant his hands flew up to try to stifle his slip, but it was too late.

"Sometimes I wonder if we're playing with the same girl, Flash. Everything Tia does and has me do with you just makes you sweeter and cuter, but when you're in my care, you always end up so needy. Which are you? Adorable little princess or needy boi-toy?"

"She's both, Lu." Celestia walked into the living room with her hair bound up in a towel and another wrapped around her from chest to just past her almost-exposed hips. "When you're done with our little angel, how about you do my hair?"

Rolling her eyes to Flash, Luna didn't halt for a second in her work on his toenails. "I swear, if you didn't have exquisite taste, I'd not be able to live here."

Flash shivered at the look of possessiveness Luna gave him. He expected Celestia to sit on one of the armchairs, but instead she approached the couch.

"Lift your head up, Flashy."

No sooner did Flash comply than Celestia sat down where his head and shoulders were and patted her almost completely exposed lap. Without a thought for the consequences in his panties, Flash eased back and lay his head down on that heavenly thigh. "Thank you, M-Mommy."

The look Flash got from Celestia would have made his toes curl if Luna hadn't already admonished him for squirming. The raw love and caring in her eyes filled his heart with warmth—at its very core, the sensation was belonging, but extended right up to fitting in. She didn't just accept his gentle ways, she encouraged them.

"Oh, my precious little angel." Celestia pressed her hand to Flash's forehead, her moisturized palm feeling so soft and gentle there, even when she started to stroke his hair back from his head.

Of course, it wouldn't have been easy for Flash to even see Celestia's face. If she hadn't been leaning forward to glance down at him and been without her usual push-up bra, his view would have been completely obstructed by her joyously-sized chest.

Not that Flash dwelled on Celestia's chest. Instead, he nuzzled his cheek against the soft towel that was the only thing between him and her belly.

With Celestia's hand gently brushing at Flash's bangs, he was lulled into a state of passive bliss. Luna moved from his toes to kneeling on the floor beside him—taking his hand—and he just let it happen. Neither woman seemed intent to make large requests of him.

"That work is exquisite, Lu."

"As if I was going to do anything but my best work on this little cutie pie."

"Why, sister, are you coming over to my way of thinking?"

Laying there, the object of their conversation watched Celestia's chest and face from the intimate location of her lap. Feeling Luna's close attention on his fingers was pampering unlike any he'd ever felt before.

"You know why I'm doing this, Tia."

"Two days in a row." Celestia's tone was laden with humor. "You'll help me pretty this little girl up in exchange for two days with her all to yourself."

Flash, who hadn't heard of this, perked his ears and surfaced just a little from the delicate and soft prison he let his mind wander into. Tilting his head toward Luna, he caught her eyes and got a big smile from his mistress.

Luna, to Flash, was a force of nature. Arguing with her in the bedroom was as effective as shouting at a storm cloud. She would tie him up, or bind him to the bed, or any of a dozen other things she liked to do to him—and there was nothing Flash could or would do to stop her.

"I've made plans." Luna held Flash's eyes with her own, not allowing him to look away by the sheer intensity of her gaze. "You remember Rainbow Dash?"

Still brushing at Flash's hair with her fingers, Celestia said, "Yes?"

"She wanted to catch up. We're going to have a little fun on the court, and I thought to myself, Who would be the perfect ballboi to bring along?"

Already picturing what Luna would have him wear. It would be tight and revealing. She liked outfits that showed off skin, but also betrayed sexuality. A shiver ran through him at the thought of it, and he just knew he was making more of a mess in his panties.

"Other hand now," Luna said.

"Just tennis? Surely you have something else in store for our little darling?" Wiggling a finger down to Flash's ear, Celestia rubbed behind it like an owner would do with their pet cat.

First reaching across his chest with his other hand, Flash found himself tilting his head into the attention—making Flash wish for a tail he could flick, just like a cat.

Luna started painting his other fingernails while the first white coat dried. "Of course I have more things in mind, but our little girl just loves surprises. Don't you?"

Flash wanted to nod, wanted to tell her he loved her surprises, or any of a dozen things to show his appreciation for Luna's efforts. When he opened his mouth to reply, Celestia found a spot behind his ear and all that left his lips was a soft squeak.

Blushing at his slip, Flash was further mortified by both women giggling at him. Celestia's giggle was warm and motherly, while Luna's was more throaty and filled with promises of what she had planned. Together the two women in his life made him squirm his legs together in girlish embarrassment.

"Don't shift your legs too much. That clear coat takes a while to dry." Luna's admonishment coincided with her need to swap hands again.

"S-Sorry, mistress."

His eyes still on Luna, Flash froze in his squirming as she leaned in and kissed his cheek. He was already blushing way too much to manage more color in his cheeks, but the smooch was its own reward.

"How long has it been since you've seen Rainbow?" Luna didn't pull back far, keeping her position and looming over Flash.

It took Flash a large context swap to get to a frame of mind to process the question. He thought back to school, to graduation, and to the year he spent out on the world working. "I haven't seen her since graduation."

"I keep track of all my graduates. Rainbow Dash found her stride, as it were, in college. I was rather surprised to see her while shopping. We got to talking, mostly about sports and entertainment, and that's where the topic of tennis came up." Swapping from one dainty foot to the other, Luna paused between each sentence to blow on Flash's nails.

Inspecting his nails, Flash gently nibbled on his lower lip at the way they sparkled. They were such a minor thing, but his nails being painted made Flash feel pretty. He was about to ask about Rainbow's friends when he spotted Luna's nose twitching.

Panic hit Flash, panic that grew as Luna leaned down a little closer. She tilted her head up to gaze into Flash's eyes, leaned close, and whispered, "What's going on here? You smell like someone's been teasing you all day—and that's my job."

"I—Well—That is—" Flash silenced himself, knowing full well Luna could and would use his words to embarrass him. But then, he liked a little embarrassment. "I made a little mess," he whispered.

"What are you two talking about?" Celestia asked.

"I messed up one of her nails. Let me haul this twitchy little girl off to the bathroom to clean the polish off that one and redo it." Luna slipped off the couch and to her feet, her motion smooth and agile, then she scooped one arm under Flash's knees and one under his back.

When Luna stood up, and Flash was draped over her arms in a classic damsel-in-distress pose, he couldn't help but let out a girlish squeal of surprise. There he was, held in the arms of one of the two most dominant women he'd ever met, and she was going to steal him away and find out his secret.