All characters depicted are 18+. This story contains several kink-related themes, including feminization.

PeachyFluff: Hiya cutie!

Mage_Ntya: Hi :3

PeachyFluff: Did you see the collab between Celestial Beauty and Fruity Magical Guardians?! They’re releasing some limited edition dresses!!!

Mage_Ntya: Omg yes! The designs are soooo cute! I already ordered one, can’t wait to send you the pics!!!

Jamie grins as he types back and forth with his online friend. It is the part of the day he looks forward to the most, able to forget everything that happened at work. It’s not like he had a lack of “offline” friends to hang out with but…

Being able to indulge in his feminine hobbies with a like-minded “sissy” is an incredible feeling. A unique experience he can’t explain to anyone else. They’d met years ago on a now-defunct forum, filled to the brim with like-minded sissies. It all started with one reaching out and complementing the other’s profile picture. Both of them had used images from an obscure anime with a pair of brightly-colored, girly protagonists. From that point forward, they never once stopped messaging one another.

The pair would spend hours fawning over the latest Lolita dress fashions, captions, artwork, and stories from their favorite creators. They’d chat about what it means to be a sissy, what clothing best suits them, and even what their favorite toys are. They’d indulge each other in their fantasies, dreams, and just about anything that crossed their minds.

It wasn’t long before they started roleplaying with one another as well, realizing that they both enjoyed many of the same scenarios and the idea of being “switches”. It added another element to look forward to every weekend. Eventually one of them would push or make some innuendo in the middle of their conversation and they’d be in for a wild ride of playing out their sensual fantasies.

Jamie’s heart races as he imagines the pictures that “Mage”, or Maggie, would send over. That was another natural progression of their relationship, going beyond just imagining what the other looked like. It added to their fantasies, being able to see the other person. Well…to an extent.

Jamie sends Maggie pictures as well, but the key is that neither of them ever sends images of their face. It’s not that Jamie doesn’t think he’s unattractive or is self-conscious. He’s quite happy with his body! It’s the same for Maggie, both of them are well aware of the fact that the other is a “sissy” in the images they send one another. Even if they’re padding their bodies with silicone pads, tightening corsets, or choosing to tuck or not. That doesn’t bother either of them…it actually adds to the allure if anything. They both know what they like, that each of them is a sissy.

They send each other pictures of themselves wearing dresses, bloomers, swimsuits, heels, premade cosplays, and anything frilly, girly, and sugary. If they were feeling especially spicy and particularly drunk…well suffice to say that each of them has a “secret” folder for each other that they only bring up on special occasions.

Neither of them asks to see the other's face though. Jamie is afraid to do so. He adores and enjoys this relationship, it’s the thing that he looks forward to every day and week. It may or may not last forever…So there’s a certain “magic” he wants to keep in place. In the back of his mind, there’s a logic to keeping that part of themselves a secret. He doesn’t say it out loud but neither does Maggie.

Neither of them wants to break the illusion of their relationship. Maybe it’s unhealthy considering how much time they spend talking to one another…maybe it’s delusional considering that they’re young and at some point their “real” lives will come knocking…but for now Jamie knows he wants to keep up this “magic” for as long as possible. He knows Maggie must feel the same way.

Neither of them ever goes as far as asking for pictures above the neck. It is an unspoken rule. Jamie keeps his skin and hair well taken care of. He would consider himself…”cute”. But would Maggie think the same? What if Maggie’s face…No. They simply never break that rule.

They’d share pictures of wigs they’d bought and discussed makeup. Apart from being able to guess each other's natural hair color, they mostly discussed each other’s appearance based on their profile pictures. Those never once changed, still the same grainy photos from years ago.

With all of that mind, Mage sends Peachy a shocking message.

Mage_Ntya: Hey…so I wanted to ask. Feel free to ignore this, I’ll even delete this message and we can move on…

PeachyFluff: LOL. Spit it out! Why are you being so cringe? Did you already start drinking? Let me catch up first before you go full bimbo on me!

Mage_Ntya: Lol. Maybe later

PeachyFluff: xD

Mage_Ntya: So, I’m going to be traveling for a bit next month and this is one of the hotels I’m staying in…

Jamie opens the image sent by Maggie in a new tab. The hotel is gorgeous! The rooms are incredibly spacious and luxurious, there is an indoor and outdoor pool, the exterior appears to be Art Nouveau inspired, and also…

Jamie’s heart rate quickens. He recognizes some of the buildings in the background. He lives close to this city.

Throughout their various chats over the years, Jamie and Maggie were both able to deduce where each lived for the most part. At some point, Maggie asked for a PO Box. So did Jamie. Thus, they were able to start sending each other gifts. Sometimes it’d be a cute dress. Sometimes it’d be a cute souvenir from one of their trips, usually an anime figure they both liked. Other times it would be a special toy, usually a birthday gift…

Jamie responds after some careful consideration, his heart beginning to pound.

PeachyFluff: Oh hey I know where this is!

Mage_Ntya: I know! Hey…

Jamie gulps, anticipating the next message to come. It isn’t a coincidence after all.

Mage_Ntya: Would you like to meet up at my hotel?

Jamie’s ears ring. He knew what was coming but it still came as a surprise. He sits frozen, unable to type back a response. He leaves Maggie on read for what feels like an eternity, even though it’s only a minute. He is sure that Maggie’s heart must be racing as well, waiting to see whether the relationship is about to be ruined. Jamie can’t move his hands.

Mage_Ntya: I know…I figured you would be apprehensive! You can say no, it’s ok. I get it. But if you want to wait to decide…I can send you something that will make it worthwhile…

Maggie pauses. Their username displays a “...” symbol as they continue to type. Jamie still does not move.

Mage_Ntya: Just…wait for my gift to come in the mail. I’ll put instructions in there…and if you end up wanting to come, just follow them. Ok? I know it’s a lot, but I think this would be a lot of fun. Ok? :3

After another minute, which must feel like suffering an eternity for Maggie…

PeachyFluff: Ok.

Mage_Ntya: I promise you’ll love my gift even if you don’t come ;3

After weeks of anticipation, anxiety, and being unable to focus on anything else…Jamie finds himself walking through a lavish hotel lobby. He is a bundle of nerves as he approaches the front desk, passing by several women in bright, neon outfits. He blushes as they catch him staring at them, giggling as he continues. He feels less out of place now though, wearing jeans, a hoodie, and sneakers. He is also carrying a large duffel bag, so perhaps he will be mistaken as someone coming off a long flight.

“Hello! How may I assist you today?” The pretty young woman at the front desk beams at him, prompting him to blush even further.

Jamie gulps, trying to remember the instructions. ‘I’ll leave you a keycard under the name Peachy :3’. Mortified, he responds.

“I-I was supposed to be left a keycard f-from my friends, umm, think it should be under, umm, P-Peachy?” It is difficult to avoid stuttering when he utters his ridiculous username out loud, especially under the watchful eye of a professional, gorgeous employee.

The woman doesn’t bat an eyelash though, she simply turns to her computer and types something in. “Oh god, am I about to be kicked out or something…Maggie why did you do this to me?! Was this a trick?!” In the blink of an eye though, the woman pulls out and passes a keycard over to him.

“Here you go! Love the name, you must be here for the gaming convention! Lots of streamers have been going in and out today.”

Jamie breathes a sigh of relief. This was so much better. He came this far so should have some faith in Maggie. “Y-yeah! I’m meeting up with my roommate before we head out.” The woman tilts her head and continues to smile as she gives him instructions on where to go. Apparently Maggie is staying in a suite, which means he would need to go rather high. But this also means seclusion and privacy, lifting his spirits.

Thanking the woman, Jamie makes his way to the elevator. His bag jingles softly as he waits after pressing a button. He pats the duffel bag, actually excited to open it now. Before, he wasn’t sure how to feel but…he’s gotten this far.

The elevator door chimes before opening and he walks in. Scanning the keycard, he presses the button for one of the highest floors. He never questioned whether Maggie made a lot of money, being fairly comfortable in finances himself. But this is way more than he ever expected. Although now that he was in the elevator, he has a chance to ruminate once more…

What if this doesn’t go as planned? What if he doesn’t like what happens? Would their relationship be ruined? Would Peachy and Mage be able to go back to their old selves? What if Maggie turns out to be some catfishing dudebro with a thing for sissies? Well maybe that wouldn’t be the worst but still…

Everything imaginable goes through Jamie’s head before the elevator finally dings and announces his arrival. There’s a door at the end of a long hallway, the number matching that on his keycard.

He nervously teeters down the quiet hallway, hopeful that no one else walks out of their rooms. His duffel bag tinkles with each step, loudly proclaiming his procession in this strangely quiet hallway. Jamie focused on what’s inside the bag. That gets him excited. He walks faster.

He is at the door. Taking a deep breath…he scans the keycard. He slowly opens the door, he can see that the lights are on but dim. He feels a rush of cold air. He walks inside, allowing the door to shut silently behind him.

The suite is massive! It is basically a small apartment, but one with a gorgeous view. He can see the cityscape awaiting him on a spacious balcony, a luxurious bed covered with sheets that must have an infinite thread-count, and then…

Jamie’s heart skipped a beat. There is Maggie! Wait, no…

He gives a sigh of relief. Behind a glass screen separating the suite from the entryway is a feminine figure. Light outlines what must be a fluffy skirt and dress, posing as though waiting for him. The outline of figure lifts its arm and points to Jamie’s right. Jamie turns and sees the bathroom in that direction. It’s out of the line of sight for the figure. Neither of them will be able to see each other yet.

Jamie begins to make a noise as though confirming what his instruction, before seeing the figure move again. It moves its hand towards their head, with one finger pointing up. He takes it as a signal that he should keep silent. Maggie must have something planned, or else they’ll be quiet the entire time. Jamie nods, before realizing the figure probably can’t see that. Good. He walks into the bathroom, sliding the door shut behind him.

He gives another sigh of relief as he drops his duffel bag. This limited interaction thus far solidifies Maggie’s intentions. They’re not going to reveal their faces or voices.

This makes the intention behind Maggie’s gifts much more obvious. It is the reason Jamie confirmed his arrival at the hotel tonight. He smiles as he begins pulling out various items from the bag. At this point, the instructions sent to him are clear:

When you arrive, go into the bathroom and start changing. I’ll make sure I’m hidden, so if you don’t see me, that’s the point! :3

Jamie undresses himself, down to his birthday suit. He’s happy to say that he took the time to shave every bit of his body except for his head. Not that it matters, considering what he is about to wear.

He holds out before himself a bodysuit. It will fit him perfectly, he already knows that after trying it on at home. He’d wanted to make sure nothing went wrong tonight, even while he scanned for any sign that he needed to back out.

Jamie slides the suit onto himself after patting some powder on himself. It would help with the sweat, although the bodysuit is light and breathable. It dawns on him that Maggie is keeping the room icy cold as a precaution.

Making sure his arms and legs go into the proper holes, he zips up the back of the bodysuit. Upon doing so, he can feel the weight of the padded chest pressing against his own. He smiles, glad to avoid wearing his breastplate. The massive accessory tended to be quite heavy and sweaty.

He looks down, zipping up the second opening. As it is on his crotch and reaches behind his buttocks, he zips it shut slowly and with care. He blushes, frantic and heated fantasies making their way into his mind upon realizing the uses of that particular zipper.

He is now covered neck down in the bodysuit. Next comes a pair of pink, frilly bloomers and matching bra. The softness and silky texture is dulled in his covered hands under the bodysuit, but the idea still excites him. The bra is heavily padded, filling him with glee as he bounces his chest up and down.

A pair of white stockings with several layers of ruffles at the top now cover his legs, followed by chunky heeled Mary Jane shoes. As he closes the strap on the black, patent leather, he can feel himself gain a few inches of height.

Jamie’s heart flutters with anticipation as he pulls out the biggest piece of his costume. The light pink satin gleams in the bright light of the bathroom. A white panel with thick lacing criss-crossing down the middle of the blouse, with heavy pink frills outlining it. A wide sash attaches said blouse to a puffy, pink skirt adorned with bells. A large bow sits upon the back of the skirt while an extraordinary amount of layers fluff out in a plethora of pinks and whites. Huge puff sleeves end in white scalloped trim while a white collar rounds out the outfit, a satin bow sitting below it on his well-endowed chest.

Jamie was thrilled upon first seeing the dress, even more so now holding it over his head. The rustling of the skirt’s organza is euphoric, especially as he zips up the back, allowing the dress to hug his body. Posing, he silently giggles upon realizing the skirt will do nothing to cover his frilly tush.

Brimming with energy, he pulls on a pair of white gloves with hearts on the back, ending in ruffles. He’d recognized the dress and can’t believe he is now wearing it. He contemplates posing in the mirror some more, but decides it’s time to finish the outfit. Looking over at his bag, he spots the last piece. Maggie’s solution to their dilemma. ‘Don’t worry about bringing makeup :3’

Lifting it up with both hands, the piece is lighter than expected. Jamie thought it might be ceramic but perhaps it is 3D printed. Admiring it, his heart settles knowing that this would work.

Turning the object, he finds the crease to open it on a hinge. Once open, Jamie can see the inside has several openings. One for his neck, two eye holes, two small nasal holes, and one for his mouth. The last opening seems to be covered with some black fabric, but fiddling with it he can see that it gives way if something is pushed through. He shudders in excitement. There is plenty of padding on the inside, although as he puts the mask on over his head, Jamie can hear slight humming. As though electronics are embedded somewhere inside.

Fitting both halves on his head, Jamie snaps the mask shut and looks at himself in the mirror.

He is gorgeous. The mask smiles back at him sweetly, with two large eyes as well. Instead of pupils, there are two large pink hearts. In the mirror, he can see that the eyes don’t give much away in terms of his visage behind the mask, but they allow for him to see perfectly. He can breathe through the mask easily. The fabric is thin enough while preventing his own mouth from showing through.

Two heart earrings adorn the mask's ears and a large, pink fluffy wig sits on top. A massive bow with a heart ornament in the middle completes the headpiece.

He can’t believe it. He looks exactly like Magical Guardian Fluffy Peach, the character he uses as a profile picture. The reason Maggie reached out to him in the first place, years ago. He strikes a pose, then another, followed by yet another. It is a dream come true!

Breathing heavily, not due to exhaustion but excitement, he utters a quiet, “Yes!”. What comes out is not his own voice though.

Instead, Magical Guardian Fluffy Peach’s voice resonates within the bathroom. “Yay!” Jamie is startled before laughing with glee. The voice box hidden inside the kigurumi mask translates it into the character’s laugh. His bows and eyes even light up!

“This is perfect,” thinks Jamie. He realizes the other reason for why Maggie signed for him to keep quiet. Now they had no reason to be afraid of seeing the other’s face or hearing their voices. The magic would stay. Under the mask, Jamie felt himself grow red. Not with embarrassment, but with red-hot anticipation. Keeping himself calm, he slowly walks over to the bathroom door and slides it open.

The room still feels chilly, but with his rising body temperature under the bodysuit, Jamie knows that this is Maggie future-proofing their night.

As he steps out, the other figure also walks forward. Jamie pauses as he admires Maggie’s outfit.

Cat Spirit Magenta is known for her cropped, magenta bustier showing off her belly button. Fluffy trim lines the bottom of the top, while a bow sits between her breasts. Two cat prints sit upon each breast, in a nod to the show’s tacky but playful nature. A short skirt sits upon her hips, alternating between magenta and white pleats. Only one white stocking runs up a leg while a frilled, purple garter sits upon the other.

Adorable, purple heeled booties have white lacing running up the middle. A fluffy pastel bolero sits upon her shoulders, attached by ribbons to cat paws on her hands. Maggie’s kigurumi mask matches the magical girl’s face, known for her mischievous grin and hooded eyes. Her pupils are purple, glittering hearts, staring at Jamie with adoration. Her purple hair glitters, pulled into two large pigtails, with a fluffy bow sitting askew on top.

Maggie, or Magenta, gives a small wave, as though nervous to see Jamie’s, or Peach’s, reaction. Staring at each other for several seconds, Jamie utters a small “Hi”. Peach proclaims, “Hello Sweetheart!”.

Magenta’s voice giggles in response, following with a “Nya!”. The two giggle as their voice boxes translate them into their characters voices, while their eyes and accessories light up in response.

Peach begins walking forward, as does Magenta. As they come close to one another, they reach for each other's hands. Looking down, Jamie feels the warmth under Maggie’s bodysuit. As does Maggie. They caress each other's hands for minutes, before Maggie lets go and reaches for Jamie’s waist.

Jamie, as Peach, leans into the Maggie’s, or Magenta’s, touch. He reaches for Maggie’s waist with both hands. He slowly rubs his hands up and down, enjoying every second of this. He feels a movement on his mask. Looking up, he sees Maggie stroking his cheek. He tilts his head, using his hand to hold Maggie’s own to his doll-like face.

Maggie tilts his head towards the side, using his hand to guide Jamie’s gaze. He points towards the massive bed, then towards a small bucket of ice. A large bottle of champagne is sitting in it. Maggie has clearly planned this night well.

In fact, Maggie’s instructions went further than that: ‘Pack toiletries and stuff for the whole weekend. Don’t worry, I have more outfits and other ‘toys’ ready for us, we won’t run out of fun opportunities. :3’

Looking back at Maggie, Jamie can see him leaning closer. “Let’s get ready to party, nya!” At this point, Maggie’s thumb sidles its way to Jamie’s mouth. With a firm push, he demonstrates that the mouth hole could indeed accommodate the passage of objects. As Maggie’s thumb rests in his mouth, Jamie begins to work his tongue around it. Inviting Maggie to keep going.