All characters depicted are 18+. This story contains the following themes: sissification, feminization, and kink-related content.

At the moment, the only noise heard throughout the extravagant hall were the waves hitting distant cliff sides. It muffled any noise the waiting crowd was making. Then, the groan of a heavy, wooden set of doors echoed through the cathedral. At this point, the orchestra began playing over the sound of hundreds of people standing to attention. Everyone was now facing the open doors.

The first person through was a woman wearing a lacy, ruffled pink dress. Her tulle petticoats bounced up and down with her double-tiered skirt as she pranced through the middle of the aisles, dropping handfuls of white and pink petals. A giant bow upon her chest fluttered along with the smaller bows adorning her hips. Her red hair was done up in childish pigtails, her feet in patent-leather white Mary Janes, and her makeup was sweet although slightly glamorous. In all, she looked like a little girl imitating an adult, rather than the other way around.

Giggles and whispers reverberated through the massive hall as she skipped her way to the altar, leaving behind a trail of lovely lilies. Every other bounce, her bouncing skirts offered glimpses of her childish rumba panties…as well as hints of “her” secret. Well, at least for this crowd it wasn’t a secret. The flower-girl turned on the spot once she reached the front, lowering into a lovely curtsy and wide, bright smile. It was almost enough to hide her deep-red blush and the embarrassment in her eyes.

The crowd clapped politely for the flower-girl but immediately turned their attention back to the door as more people filed in. Leading was a gorgeous woman in a purple, silky dress who couldn’t keep her eyes off the flower-girl. She appeared so mature in comparison, her silver heels muffled by the carpet and petals on the wooden floors. Once next to her, the maid of honor gave the girl a wink and pat on the head, even though they were about the same height. The girl tried to fight off a scowl while the more mature woman held in a laugh. And then, it was time for the grand entrance.

The music built up, enveloping the room in beautiful symphony as a woman in white took her first, careful step through the doors. As her wide gown and train cleared the doorway, with a bit of unseen help, she began her mince down the aisles. The crowd was entirely focused on her, slowly turning as she passed.

The bride was encased in an extraordinary amount of ivory white, heavyweight silk, which shimmered in the bright lights. Upon closer inspection, one could see metallic organza layered over the silk fabric. Several exquisitely large, pink bows adorned the skirt, while a massive ivory bow sat on her derrière. This back bow looked as though it doubled the weight of the gown! Not only was this dress heavy, but the gown’s open-hoop skirt took up most of the wide aisle! Rustling and clinking could be heard as the bride cleared each subsequent pew.

A silver corset ensnared the bride’s tiny waist, while her ample chest was on display. Sheer organza covered her breasts, giving her a minuscule sense of modesty, while massive puff sleeves hid her shoulders.

It was difficult to ignore her sky-high, silvery boots. More difficult was keeping one’s eyes off the pair of metal bonds holding her legs together. More bonds ensnared her wrists and disappeared into her gown. It was clear that not only was the gown slowing her down, but the groom’s preferences for his bride as well.

Her face was partially covered by a veil, white lace encasing both her neck and mouth. It could have hidden some sort of neck support, which may have been necessary for her hair. The blonde hairdo was stacked high, topped with a tiara, while hundreds of curls cascaded down her back. One could almost forget there was a more traditional veil hidden up there! Carrying her bouquet of light pink lilies, she was quite unconventional…but immaculate.

She would have been a wonder to behold just with the gown and bonds, until you examined the open hoop skirt. Everyone ahead of the bride, whose slow walk gave much time to inspect her ensemble, could see the sheer white stockings above her heeled boots. They could also see her pink-frilled, ivory panties, emblazoned with a small, pink heart. The heart sat atop a smaller, but noticeable, bulge.

This detail didn’t garner any giggling though, unlike for the flower-girl. No, everyone here knew about the tastes of the groom, a handsome man standing next to a priest at the front of the ballroom. There was also no way they were going to upset the man given his reputation, and that of most of the people in this hall. They simply admired the bride in the half hour or so it took to reach the altar.

Passing by the flower-girl, the bride gave her an anxious look, to which the girl responded with an upset side-glance over at the smiling man of honor. The maid of honor hid a smirk but encouraged the bride forward. After an eternity, the bride stood next to her groom. He gave her a wide smile, eyes aglow with passion and happiness. The bride couldn’t help but smile back shyly, difficult as it was with the ball gag hidden beneath the lace. Although in the bride’s mind, all he could think about were the events that led up to this moment.

It was almost a year ago that Liam had walked out of a briefing, incredibly frustrated with a lack of action being taken. He looked over at his two partners, Ross and Misty, who were wearing similar expressions. They walked together, silent and sullen, until they reached the safety of Misty’s car, where they burst into an angry tirade.

Their anger was directed towards their captain. After presenting the precinct with an hour’s worth of information on the latest new drug hitting Canada, Blue Syrup, he’d insisted that nothing could be done about it. The drug was clearly causing widespread problems across the various provinces, ranging from addiction to turf wars between rival gangs which were getting innocent civilians caught in the crossfire!

Just the other day, a gang under the influence of Syrup used a makeshift cannon to fire bundles of toonies at another gang robbing a store while dressed in ridiculous hockey outfits, obviously high on the stuff! The Syrup kept leading to bizarre, but criminal, circumstances which were just going to escalate further. But according to the police captain, there was nothing they could do. No one could figure out who was producing the Syrup. Thus, the telltale signs of Syrup, blue tongues, just kept popping up. Unpreventable.

“Urgh! This is so stupid! How can we not find the manufacturers?!” cried out an upset Liam, while Ross nodded in agreement. “It’s clearly being shipped out of Ontario, we should be on top of this!”

“Why is Captain so against us getting involved? We should head to Toronto and start investigating. People have been caught selling this stuff in clubs, right? Let’s start there, otherwise some other precinct will get the scoop and all the glory,” whined Ross, who was visibly upset about losing potential recognition.

They were a smaller precinct and group of detectives who almost never saw any real action. The last time anything interesting happened was when a bunch of frat boys were caught trying to sneak into a sorority dressed as pledges. They’d apprehended them, along with their sequined and gaudy clothing, without so much as a kerfuffle though.

Misty was on her phone, chewing on her bottom lip, lost in thought for several minutes before starting. “Hey. What if I told you two that we could start investigating?” She looked up to see both the men intrigued. “It’d be off the books and unsanctioned…but I think I have a lead.”

“Yeah?! Let’s have it!” exclaimed a delighted Liam. Ross nodded enthusiastically.

“Alright, so I been hooking up with this guy, just for fun, and he knows a couple of fellas in Toronto. Anyway, we headed up there last week for some fun and Mickeys,” continued Misty as she scrolled through something on her phone. “One of the hosers starts going on about how he scored some Syrup, but before I could get a mind to tell him off for it, he started bragging about how he knows a guy that works with the guy that makes it.”

She looked over at the two, who were clearly frothing at the mouth for more information. “Exciting huh? It’s potentially a lead, potentially a dud…but I know the club this guy frequents!”

“WHAT?! That’s amazing! We should go stake the place out!” yelled out Ross. He’d never gotten over the fact that although he was covered in glitter after the sorority incident, the local newspaper credited Liam and Misty for the arrest instead of him.

“We could…but we can’t tell anyone about what we’re up to. Captain certainly wouldn’t sanction this…” started Misty before being interrupted by Liam.

“Doesn’t matter! This could be huge! We could blow this case wide open, we’d be heroes!” Liam was quivering with excitement, Ross happily nodding along. “So, what’s the club?”

Misty grimaced as she showed them a picture of a bright, colorful sign above a crowded door. “Pastiche La Femme, one of the hottest nightclubs right now.  I could get us equipment and a van, someone owes me a favor…and I think we have a way in tonight. Are you in?”

The two men enthusiastically confirmed they were all in. “So, what’s the plan? One of us stays behind while the other two head in and scope out the place?” Misty nodded while Liam and Ross both grinned.

“Can’t wait to see you all done up Misty,” leered Liam while Ross seemed lost in a daydream. “What are you going to wear? Looks like a great place to get laid, look at the ass on her!” They started zooming in on some of the patrons in her photo.

Misty’s grimace turned into a mischievous smile. “OH! I’m not going in, I’ll stay in the van.” Ross and Liam looked bewildered. “They have a special for Fridays, and I forgot to mention the most important part, it’s hard to tell from that photo…hold on, I need to grab some stuff from the evidence lockers. You two are going to have so much fun tonight!”

Liam was allowed past the bouncer with no issue, aside from being thoroughly mortified standing in line. He attempted to pull his pink sequined dress down, covering the bit of his ass that was hanging out. He didn’t want anyone to get an eyeful of his panties. He sighed in shame realizing he’d called them his.

He had almost no trouble walking in his tall glittery heels, having filled in for his sister plenty of times in high school theater. She still owed him tons of favors that he was sure he’d never see fulfilled. They showcased his phenomenal, according to Misty, legs which he’d had to do minimal shaving for. Misty had done her best not to fall laughing during their preparations.

Liam pushed his blonde locks behind his ear to make sure his earbud was working correctly. He pretended to check his beaten mug in a mirror, getting a great view of his own cleavage framed by his dress and matching collar. There’d only been one breastplate and somehow he’d gotten stuck wearing it.

“Looking great Lily, I could spot those long, lovely legs from a mile away!” crackled Misty in his ear, who was going by ‘Moira’ for this makeshift operation. “Now, just wait for Rose to be let in…they may think she’s too cutesy for their Femboy Friday, but we didn’t have a lot of options in the evidence locker. Only two of those frat boys had anything in your size.”

“Ugh, I just want this over with. Ross- I mean Rose, needs to hurry up…speak of the devil!” Just then, a cute red-head in pigtails was let through the door. She was wearing chunky lilac heels and a purple, bandeau puff dress. Her skirt was bouncy and flowy, just long enough to keep her panties from going on display as well! Her puff sleeves and little heart-shaped purse were absolutely adorable, contrasting Liam’s more appropriate clubbing style tonight.

She marched over to ‘Lily’ in a huff. “Stupid bouncer, he almost didn’t let me through! He said it was Femboy Friday not Sissy Saturday…like what the hell?! What’s the difference?” ‘Rose’ and his frustration wasn’t helped by the snickering from their earpieces.

Rolling his eyes, Liam grabbed Ross’ hand and led them to the bar, all while trying to hold down his dress. Ordering themselves cocktails, fruity ones with the advice in their ears, they started surveilling the area. At least Liam did, Ross was still to upset trying to figure out what the bouncer’s deal was.

Eyes squinting, Liam took notes of the patrons. He adjusted his choker, making sure that Ross’ was also in place. They functioned as cameras for Misty. The patrons were all in clubbing attire, flashy and fashionable, but several folks had a noteworthy commonality. Bulges. Liam couldn’t keep his eyes off them, it turns out Femboy Friday was incredibly popular here. Misty was right it seemed, much to his annoyance.

She’d popped into the car with several familiar outfits, telling them that Pastiche La Femme was a popular LGBTQIA+ nightclub known for its themed parties. They thought she must be joking with the idea that they would dress up and look out for this potential drug dealer instead of her. But they came back to the same conclusion that this was their only lead, so if they wanted any credit or fame to their name…it was their only choice.

Although, Liam started to realize that with all their efforts to hide their panties, maybe Moira was messing with them…

They’d spent the rest of the afternoon getting ready at her house. Shaving, getting their nails and makeup done, dressed, and receiving a quick lesson in feminine mannerisms…all before they were unceremoniously dropped off in front of a massive line outside the club. It had been mortifying.

And now here they were, an embarrassed Liam in his slinky dress and Ross pouting in his fluffy concoction. “Hmmpff, what did he mean by sissy?! Sissy Saturday isn’t even on their list of theme nights. How I am not enough of a femboy?!” muttered Ross into his sparkling punch, forgetting his trained mannerisms and standing more like a man.

“Oho, but the distinction is magnifique my darling,” said a gruff voice next to them. “A femboy wants to be seen, it’s part of their identity. They can wear culotte online or in public and not bat an eyelash. A femboy will present themselves in front of you, proud of who they are! It can be empowering…but sissy. Oho, sissies want to be seen, but they also want to be…not seen. The humiliation and degradation of dressing like a woman…it’s a powerful feeling, but not empowering. They want to hide themselves from you, but part of the fun is the possibility of being found out. It is more of…how do you say…a shame. It is a difficult distinction to make, it’s my opinion…but look at you two beauties!”

A tall, clean-shaven man with black hair was speaking to the two “women”. He wore a white suit decorated with blue, floral embroidery, dark grey Oxford boots, and an unbuttoned dark blue shirt. A large belt buckle reading “1/2” shone in the club’s flashing lights.

“You,” pointing to Ross in his puff dress. “You are most definitely a femboy, that bouncer was obviously wrong! Your mannerisms and confidence give you away. You do not even try to make the, ahh, booba!” ‘Rose’ blushed, not realizing he was putting his culotte out on display. It was true that he was quite flat-chested.

“And you,” brushing ‘Lily’s’ cheek with a finger while ‘she’ froze. “You…are a sissy. Your blush, you trying to hide your baguette, but your obvious attempt at the booba…everything screams sissy.” Noticing Liam’s face growing angry as he covered his “chest”, while ‘Rose’ grinned, the man continued.

“Oh, but this is not an insult mon cher. I have nothing but amour for the sissy. And so, I must ask, will you dance with me?” The man held out a hand, while the two undercover detectives gaped at him.

“What are you waiting for Lily?!? Blue floral patterns! Probably from Quebec! That’s the guy I’d heard about. This is your big moment!” Misty was practically screaming in Liam’s ear. He gulped, took a huge swig of his bright green martini, and took the powerful hand extended to ‘Lily’.

Pulled onto the dance floor, Liam nervously shimmied while the black-haired man emanated a powerful presence about himself while dancing. Ross noticed that the other dancers made room for them, afraid to cross paths with the nervous sissy and tall man.

“Oh my god, this is absolutely hilarious to watch, but you need to get some information out of him, detective. You can’t spend all night grinding on this hunk,” scoffed Misty. Annoyed, Liam began to ask a few questions.

“Umm, do you come here often?” At the bar, Ross slapped his forehead with his palm while Misty could be heard doing the same over the earpiece.

“I do, my delicate delight. I like to partake in the sweets here, to blow off steam after…work,” smiled the man.

“O-oh, so what kind of work do you do?” Liam was feeling more confident as his detective skills took over. He got even closer to the man, hoping to entice him to talk more. He looked down at ‘her’ with a larger smile.

“I am in the manufacturing and distribution business, mon cher. It is quite a bore to talk about though,” Liam’s eyes lit up and he could tell this got Misty’s attention as well. “But never mind that…what is your name, my little flower?”

“U-umm, it’s Lily, but I don’t mind hearing more about your work-” He was interrupted mid-sentence by Misty yelling in his ear.

“C’mon! You can do better than that mon cher! Get up close and feel him up!” Liam blushed as he realized what he needed to do. He was glad that Misty had taught them the “art of seduction”…and he also hated what he was about to do. Gulping down his pride, ‘Lily’ placed her hands on the man’s chest, sliding them slowly up until they were around his neck. He was surprised by the muscle underneath.

“So…tell me more about work handsome-” Liam was cut off as the man grabbed him, hands upon his rear and neck both, and felt his mouth upon his own. He froze, not expecting this.

“Don’t you dare break that kiss! He’s our only lead!” Hissed Misty over his earpiece. Shocked and confused, he let the man continue, fighting his instinct to punch him. After what seemed like an eternity, he finally broke off Liam, giving him some room to breathe.

“Lily, I knew you were a rare flower from the moment I saw you. Ah! But I see a friend of mine, I must go. I’ll see you here again, I hope? Preferably tomorrow…on Sissy Saturday.” The man strode away, leaving Liam to wonder what the hell just happened to him. He stood there until Ross came over and grabbed him, pulling him to a booth.

“Ok, what the hell? How did you not even get the guy’s name after letting him give you a kiss straight out of one of Misty’s raunchy novels?!” asked a bemused Ross, who was holding another drink. Liam grabbed it out of his hand and downed it in one gulp. “Hey! I got a guy to buy that for me! Urgh, whatever. Misty, ‘Lily’s” boyfriend left, what should we do?”

“Well, given that was our only lead I’m not sure…” Misty started before she was interrupted by Ross.

“Wait! Liam, open your mouth!” Liam looked over at Ross confused and stuck out his tongue. “Your tongue is blue! That guy had Syrup on him!” Liam and Ross both started to feel giddy.

“What?! That’s great news! We need to keep up with him, he’s our only chance, plus if he’s alluding to manufacturing and distribution, he might be exactly what we need for this case! You know what that means, right girls? You’re coming back for Femboy Fridays and Sissy Saturdays until you meet Lily’s lustful lead again.”

Liam and Ross looked at each other and groaned, before ordering another round of drinks to wash down their shame.

The three continued their undercover work the next night, although they couldn’t figure out where “Sissy Saturday” was taking place in the club. Several patrons merely grinned at them, saying they could tell how “desperate and thirsty” Lily and Rose were. Others told them they would need to do better than their current state, to which the two men recoiled while Misty sighed over comms. They’d refused to go shopping for more clothes and simply swapped outfits tonight.

‘Rose’ was clearly letting her skirt ride up, instead of trying to hide anything tonight. ‘Lily’ on the other hand, looked like she was trying to do her best Marilyn Monroe impression at all times.

They were at their wits end until Misty pointed out several patrons in fluffy, frilly concoctions sashaying towards the second floor of the club. They were stopped by a bouncer who looked them up and down before saying something to them. One of the two patrons lifted a leg up on to the other, giving them a heavy kiss on the lips. The bouncer laughed, waving them through after getting some sort of affirmation over his earpiece.

The two undercover agents teetered over to the same bouncer, who immediately gave them a head shake. “Femboy Friday was on Friday, Sissy Saturday is exclusive. If you want in, you gotta go beyond crossdressing, sugarballs.”

Ready to fight the bouncer over now not being sissy enough, Ross was pulled back by Liam as they retreated to the bar.

“I told you two that we needed to find new outfits! Urgh…Ok, I have an idea, I saw one of those dresses those sissies were wearing at a shop around the corner. Meet me at the following address…”

It had been mortifying standing in line all dressed up, but this was even worse. Enduring jeering and catcalls, the pair walked down to a gaudy storefront labeled Las Poule Mouillée. There, the two obtained some new dresses should unquestionably fit the theme of Sissy Saturday. Misty decided it was best to join them and the “fun” of the shopping spree, which of course came out of their own pockets. So, they hoped their outfits would be welcomed, otherwise they were going broke for nothing.

Misty appeared sensual and alluring on the catwalk in the dressing room, which lead to a small bit of bickering. Ross wasn’t going to forgive Liam for making a comment about how Misty should always be dressed this way…because her response was to make them walk all the way back to the club in their new outfits. The catcalls, whistling, and comments on their dresses would stick with them forever.

Walking first into the club was Misty, or Moira for the sake of the operation. She was wearing a purple latex catsuit with the front zipper leaving her cleavage on display. She stood confident and tall in knee-high stiletto boots. She wore a long, black weave which conveniently hid her own earpieces. She was adjusting her long gloves while strutting forward, holding what appeared to be two long whip-like cords.

The cords were taut and revealed to be leashes as two figures emerged from the crowd. The first sissy had his leash attached to a collar which read ‘Babygirl’. Rose was being pulled forward, incredibly reluctant to be seen further.

They’d kept his red pigtails, although with fuzzy scrunchies adorning them. A rose-red, peekaboo halter top stopped short of his navel, with pink mesh covering his arms, ending in red frills. A bouncy, multi-tiered frilly skirt stopped just short enough to reveal a petticoat underneath, with a hint of red flashing from between his legs every other step. A belt with a heart-shaped buckle accessorized the bottoms. Pink, opaque stockings ran down his legs, ending in tall glittery, rose-red pumps.

         Of course, he looked embarrassed, but Rose’s blush was nothing compared to Lily’s. You could hear the latter prancing forward. Every step that this sissy took was accompanied by several small bells adorning every bit of his outfit, including a pair of earrings. His blonde hair was done up in luscious curls, which fell down the back of his neck. His collar was pink and white, with bells surrounding it before leading to another leash.

                        Puffy sleeves sat atop a satiny pink dress, hemmed in white frills with a white cotton bodice sewn down the middle. Large bows with hearts embedded within sat upon his chest and waist, with a short cupcake-like skirt held aloft by a cotton candy-like petticoat. If it weren’t for the bells and crowd, you’d be able to hear the distinct rustling of crinoline and tulle. White stockings topped with pink satin covered his legs, ending in a pair of beautiful pink and white booties. The final piece that sealed Lily’s fate as a sissy were the mincing ribbons locked to his wrists and ankles.

                        The two were led towards the bouncer from before, who smiled at the sight before him. “Now those are better dresses…but how sissy are ya?” He smirked and looked at the two expectantly.

Lily and Rose were flabbergasted at having yet another roadblock, but Moira turned around and whispered quickly to them. “I think you two have to put on a show for our man, remember how the last two sissies we saw kissed?”

“Ugh, I’m not kissing another guy! Especially not Rose!” scoffed Liam.

“Hey! I can’t be that bad!” whined Ross while Liam looked annoyed.

“Hmm,” Moira leered at the two of them before smirking. “Well, Rose, I guess if you’re not sissy enough then we’ll have to give up our only chance at fame and glory…”

“Huh, well at least we can get out of these silly outf- MMMPPFFF?!?” Lily was interrupted by Rose pushing him against a wall, holding both of Lily’s hands with one of his own while the other pushed up and under the pink skirt.

Lily was in complete shock and froze as Rose stuffed their tongue down his throat while feeling him up. Their chaperone merely giggled in the background while saying to the bouncer, “Sissies, am I right?”

The bouncer chuckled and stepped aside, letting the two men pass after they caught their breath. “Welcome to Sissy Saturday,” he said to them as they walked up the stairs, giving everyone a show of their ruffled panties.

The two stepped onto another floor where the vibe and atmosphere immediately changed. Somehow the music from below was deafened and the room gave off a dim neon-pink glow. Several sissies were sitting with, on, or under other sissies or patrons throughout. Sissies in bunny girl outfits, some walking freely or else in forms of bondage, served drinks and other refreshments as well. Rose and Lily were oogling everything before being brought back to attention by a smack to their bums.

“Alright, you two sissies get to work. Lily, let’s find your French beau. Rose, we’re find a way to put that tongue or booty to work.” Moira gave them a tug as they navigated the floor. They spotted an empty booth and were about to sit before Lily heard a familiar voice.

“Mon cher, you made it!” Looking over his shoulder, Lily gasped as he spotted the man from yesterday sitting in a booth, surrounded by others. He was still wearing his signature floral white suit, with a bunny sissy on either arm. “But ah! I did not realize you were collared already…what a shame.”

He almost seemed disappointed, before Moira calmly said, “Oh no Monsieur, this sissy is merely arm candy for me tonight. You are more than welcome to enjoy her.” She gave Lily a wink, before essentially shoving her towards the man and passing off the leash.

The two bunnies were quickly waved aside as Lily firmly landed in the man’s lap, leaning against his broad chest, looking up at his handsome face once again. Liam blushed at the thought of describing him as handsome. He placed an arm around the pink sissy, Liam feeling more muscles under the suit. The other arm was coiling the leash around his hand. “Merci, I will not forget this kindness. Now my flower, my Lily, where were we…”

“Umm, we were talking about work and-” Lily was interrupted by yet another kiss, this one lasting much longer than before. Caught in the man’s embrace, he quickly looked over to see Misty egging him on while Ross was clearly grumpy that he’d made out with Liam only to lose the lead again. The night continued, as did the kiss.

And thus did their investigation continue, with Liam posing as Lily. Lily would show up every Sissy Saturday (and occasionally Femboy Friday), updating his new wardrobe with fluffy, satiny, and girlish clothing which his target clearly found alluring. His mark never shared his name, although Moira jokingly gave him the codename “Daddy”.

Unfortunately, one of the bunny companions caught Lily saying, “Daddy’s in the bathroom” to himself, to which Lily explained that he was just upset that he’d been left alone. Of course, he’d been communicating to Misty over his earpiece. The other patrons he sat with laughed, until the man came back and was told about his new nickname. From then on, Lily called him Daddy to his face and as a codename. This gave Misty no end to her enjoyment. It also gave Daddy quite a rise, in both his mood and pants.

It was easy enough for Lily to stay close to Daddy after that, meaning he was constantly listening to all of Daddy’s conversations. He did have difficulties hearing whenever Daddy wanted some fun with his flower though. Either on his lap, under the table, or in the coat closet.

Even so, Lily was able to divide Daddy’s companions into potential “coworkers”, customers, and just plain sissies. Due to the detective’s desire to find a huge lead, they ignored the Syrup sales, instead focusing on how Daddy described his dealings with the other people seemingly involved in the Syrup trade.

It became clear over the weeks and then months they spent undercover that Daddy was a key player in Syrup somehow. He had friends in high places, with some minor celebrities joining him for drinks on occasion. For example, there was the volleyball player infamous for her hatred of the institution of marriage. But Daddy was vague about what he did and covered his tracks well, not letting his guard down even around his flower.

Of course, Misty pushed Liam to entice more information out of Daddy, teaching him how to use his feminine wiles to get more “rises” out of him. He had an exhausted mouth (and body) every weekend, for several reasons. The use of Blue Syrup by Daddy and the other patrons meant Lily and Rose had the unfortunate issue of permanent blue mouth every week.

To keep their unofficial investigation under wraps at work, the two detectives took up the new hobby of continuously eating blue lollipops. Misty teased them at work by telling them different ways they could suck their lollis, and how it would serve them at their “other” job. It was enough to keep their captain off their backs, but their work was starting to suffer due to their exhaustion. They needed to crack this case or suffer the consequences!

Rose had less luck on Sissy Saturdays. While Lily found his niche in frilly sissy dresses and Daddy, Rose tried new themes of clothing to better find a lead for himself. Some nights he was a goth sissy, others a raver sissy, and yet others a bubblegum bimbo sissy. Though, the information he was able to bring to the table most nights was who wasn’t a lead and a detailed floor plan of the club.

Misty laughed when she realized that Rose was clearly getting around with the patrons, putting his lollipop skills to work as he was pulled into every closet and bathroom of the club.

But after months of this work, they felt like they were banging their heads against a wall. Lily was clearly in with Daddy, but he was giving up little new information, Rose wasn’t bringing anything, and then there were Misty’s tech problems.

“Urgh, are you sure he said there was a delivery to be made in Ottawa and not Oshawa?!” Misty looked like she was ready to break her laptop, as the audio recordings they’d made over the last few months were difficult to understand. “This stupid, ancient equipment! Ugh, it’s the only stuff I could grab from the precinct without people getting suspicious. It’s so buggy and there’s so much interference at that place!”

“Umm, pretty sure. It was hard to hear…Daddy had me, uhhh, under the table during the deal...and under a bunny…” Liam blushed, applying fake nails to get ready for tonight’s undercover work. Misty managed to smirk at him even while frustrated.

“Why don’t you just buy some new equipment?” asked Ross distractedly, watching something on his phone. He had decided to try some dewy, youthful makeup today and was currently waiting for his own nails to dry.

“Well, we’d have more money to spend if you didn’t need a new outfit every weekend! At least Lily had the mind to get her Daddy to pay for new outfits,” chastised Misty as Ross held his head in shame. “Maybe you could stick with one guy and not flit around like a floozy. And why aren’t you paying attention? What are you watch- Oh my god! Is that woman being held like a little girl? And what’s that white thing, is that a diap-“

Ross pulled his phone back, stammering out, “H-hey! I’m working on a new lead! One of those guys in Daddy’s group is into this stuff and I caught him staring whenever I wear my ‘Babygirl’ collar…He never says anything, but I totally spotted him giving orders to someone. He’s the guy with the shaved head, wears his shirt untucked, and has that belt buckle-”

Misty rolled her eyes and interrupted, “Yeah, probably ordering a drink from one of the bunnies. Ok, whatever. Thing is, we’re so deep into this operation with almost nothing to show for it besides your new wardrobes! Rose can work on her latest boytoy, but Lily needs to nail down Daddy. Tonight, you’re going all the way with him!”

Nervous but driven, Lily strut into the nightclub in a brand-new outfit. One he was sure would wow Daddy. It was Halloween night, so the atmosphere was amped up more than usual and all the sissies were wearing extravagant costumes. Including Lily and Rose.

Lily was the epitome of a sissy maid tonight, his holographic, light-pink dress catching the attention of everyone around. The fluffy petticoats flipped up his short skirt with every step, allowing one to catch a glimpse of ruffled panties underneath. His shiny white apron had ruffled ribbons tied in a massive bow behind him, with bouffant sleeves and white frilly cuffs upon his wrists. A pink garter belt held up pristine white stockings, which complimented his shiny pink booties with white laces.

A choker with the words “Sissy”, pink fingerless gloves, a pink bag with a ribbon drawstring, and a large pink bow upon his head accessorized the outfit. The ensemble was further enhanced with several padlocks throughout, with a key hanging from the collar. Lastly, Lily had his blonde hair done up in a lovely braid, with a ribbon tied into it as well.

Following this extravagant show was Rose, who decided to go a different direction tonight. His “Babygirl” collar made a return, which matched his creampuff-like costume. His red, organza outfit was light, fluffy, and covered in ruffles. Somehow it was even shorter than Lily’s. Below the collar was a massive bow and the sleeves were puffy and frilly.

The empire-waist dress had the skirt ending above his thick, bubble panties with a black petticoat holding it up. His own garter belt held up black stockings ending in red, high-heeled Mary Janes. Rose capped this off with a heart-shaped, satin bonnet alongside his cute red pigtails.

The other sissies were enamored with the two, clapping for them as they made their way to the second floor. Lily waltzed forward, leaving Rose behind. His sights were set on Daddy, who was wearing nothing except a dark gray towel, his broad chest and large arms on display. This gave Lily pause, monetarily faltering in his ambitious act.

“A-and who a-are you supposed to be…Daddy?” asked a bewildered Lily.

Daddy smiled and responded, “Ryan Reynolds from The Proposal.” Lily caught himself smiling as he leaned forward and grabbed Daddy’s large, muscled arm. “W-well, pretty soon you’ll be a naked Ryan Reynolds, Daddy.” The man grinned as Lily bit his own glossy pink lip, pulling them towards one of the private back rooms that Rose had told them about.

On the way there, trying to keep his composure while the other sissies and patrons teased the two, Lily caught sight of Rose. He was straddling a man with a shaved head with glasses sitting on his head. The man was dressed in a yellow hazmat suit and seemed to be enjoying himself. Rose looked up, clearly embarrassed at being caught, especially because he was currently being fed alcohol from a bottle.

Lily smirked and could hear Misty giggling over the earpiece, it seemed as though Rose had clearly found his own ‘Daddy’ who was into “Babygirls”. This didn’t distract Lily for long, as he barged into a neon-pink room with a massive heart-shaped bed in the middle. Daddy was right behind him, who grinned at the sight of the room. It even has a pole in the middle, ready for performances.

Lily used this to his advantage after pushing Daddy onto the bed, having taken some pole-dancing classes a few towns over at Misty’s behest for the mission. He danced seductively for several minutes, eventually ending his routine by handing Daddy the key from his collar. He turned around, moving his hair aside to allow him access to the lock on his dress’ zipper.

Once he heard a confirmatory ‘click’, he unzipped himself and allowed his dress to fall to the floor. He turned around and got a surprise, as Daddy was not only aroused, but had a massive smile on his face. It was almost…cute?

Lily could see himself in the mirrors encircling the room (and ceiling). Under the dress he’d been wearing a frilled, hot pink bra which held up his heavy breastplate. His ruffled panties were also hot pink and had a pink bow upon his bulge. He still wore his fingerless gloves, stockings, garterbelt, choker, and bow upon his head. He turned around one more time to make sure his ass and the message upon them could be read again, “For Daddy”.

Daddy grabbed his sissy, pulling him onto his lap, where Lily could feel nothing but muscle and heat. The sissy made his move. “Daddy, I think it’s time we talked about our relationship…I want to do more for you, so can you bring in closer?” Lily pushed Daddy backwards, looking down at him seductively.

“Oh yeah! That’s what I’m zzz-king about Lizzztt,” he could hear Misty over his earpiece but the interference was worse than usual. He pressed forward though. Catching Daddy in a passionate kiss, he paused only to ask, “I know you have your secrets, but couldn’t you trust me? I’d do anything for you Daddy…just watch.”

Lily slowly dismounted him and the bed to reach into the pink bag from before. He pulled out several objects, to which Daddy raised an eyebrow at. Although he seemed quite happy with them.

Lily crawled across the bed to the heart-shaped headboard and began binding his ankles and knees with thick ribbons. He held a large, white ballgag for Daddy to see before stuffing his own mouth with it and locking it behind his head. Finally, he held a small set of strange keys for Daddy before tossing them over to him. Lily touched magnets to his cuffs before placing them against the metal part of the headboard, effectively cuffing himself with the magnetic locks.

With the magnets so close to his head, Lily noticed a slight buzzing sound in his ears but ignored it for now. “Well, mon cher, I see that you are serious…and so am I. I have but one…proposition for you then, before telling you everything. Will you ZZZZTTTTTTTTTT-”

Lily tried not to flinch as his ears were filled with static and the faint voice of Misty saying something. He should’ve checked how this crappy equipment would work around the maglocks he bought! All he knew was that Daddy was incredibly fond of bondage, after questioning some of the sissy bunnies. So, he’d taken a gamble and played into his desires.

But right now, all Lily could see was Daddy’s mouth moving as his ears strained to hear past the static. He eventually heard a click, as Misty must have powered the earpiece down. Able to hear now, there was a long pause before Daddy said, almost tentatively, “Lily, ma fleur, w-what do you say? Will you take…only if you want to of course…then we can talk about my work…or other things…”

Not wanting to lose this opportunity, Lily nodded his head vigorously, trying to sound affirmative behind the ballgag. A tear ran down his face from the pain of his eardrums. Daddy didn’t seem to mind, in fact this seemed to make him happier.

“Magnifique! I’ve been waiting for this time- Ah! But I must give you something, what kind of gentleman would I be…this will make this official!” Daddy crawled forward on the bed.

He hadn’t been expecting this, this undercover work had been entirely one-sided in terms of…well a lot of stuff so far. So, he allowed himself to enjoy the moment, elated at what was happening. Misty would likely chastise him for having to watch this later, but he didn’t care. He closed his eyes, wondering how long this would last before hearing a ‘click’ and feeling a rather tight grasp around his baguette.

“Oh my god,” exclaimed Misty, her hands over her mouth as she tried not to burst out laughing.

“I know…” responded a despondent Liam.

“It…is it…are those diamonds?!?”

“…Yes. 14 karats, diamond-encrusted,…and only Daddy has the keys…” sighed Liam as he held down his panties for Misty and Ross to gawk at his engagement ring. Or rather, his engagement chastity cage.

“This is…ok, this is huge! Well, you aren't...But I wasn’t expecting him to propose to you at all, but it was so hard to hear over all the noise and static in the club. And he did say he’d tell you everything…so we’re getting somewhere!” Liam groaned and looked over at Ross, who was oddly quiet.

“Well, Rose, what do you think?” Ross looked up from the chastity cage as Liam pulled his underwear back up. He had a grumpy expression somehow.

“I mean, Big Daddy would definitely get me something nicer…maybe something I can show off more…” Liam and Misty slapped their foreheads as they realized Ross was talking about his own target.

“Focus man! We’re undercover detectives, not actual sissies! Forget about Big Daddy, which is a stupid codename and confusing, we have to figure this out…I’m getting married?!” Liam was stressed as Ross realized what he’d been saying and blushed. Misty cleared her throat and caught their attention.

“Well, we’re in too deep to quit now girls. So, we’ll get ready for the wedding, I’ll be your maid of honor to help keep point. Rose, since you’re so intent on being “Big Daddy’s” baby girl…you can be the flower girl,” she smirked at Ross who started to protest before she went on. “But there’s one more thing we need to account for before all this happens…”

The two men looked confused as she smiled broadly.

“The bachelorette party!!!”

With the engagement set, the trio spent the next couple of months not only investigating, but also wedding planning. Liam was starting to feel nervous…not as a bride-to-be but as a detective.

Misty was now directly involved in discussions with Daddy’s associates as the maid of honor, getting a peek at the guest list every now and then. She also got wind of where the ceremony would be taking place, as well as the extravagant amount of money Daddy was waving around.

“This is amazing! Normally I’d be jealous if I were getting married in a place like Sonora Resort…but we’re going to an even more expensive and exclusive place by the ocean! And get this, the guest list not only has some big names on it but I’ve cross-referenced them against national databases. It’ll be a stew of some of the biggest criminals in Canada all in one place!” Misty exclaimed loudly as the two men were in the middle of practicing dancing in heels. They both groaned.

“That’s great, but you’re not the one walking down the aisle! Misty, I’m terrified! What if Daddy or one of them finds me out?! I don’t want to be stuck as a sissy, or worse, some sort of prisoner…” Liam was being spun in a large princess ballgown, which he’d borrowed from his sister’s old theater wardrobe.

“Yeah well, at least you get to be the bride, I have to wear a stupid dress meant for a little girl…” replied a despondent Ross, who was wearing a short fairy outfit, also courtesy of Liam’s sister. They both needed to get used to moving and dancing in their respective massive and short dresses before the wedding.

“Oh, stop being jealous Rose. I’m sure “Big Daddy” will propose to you soon enough, he liked you enough on Halloween. You yelled “I’M A GOOD GIRL” enough over your mic to make it clear you want him,” Misty laughed as Ross grew red with embarrassment.

“H-hey! I’m just doing my part!” stammered out Ross.

“Ok, whatever you say Babygirl. Listen, from what I picked up, Daddy chose a remote location on purpose. No one is allowed to bring in their cellphones or other electronic devices. The photographer will be watched 24/7 and their camera confiscated immediately. Meaning, we have to be smart about any recordings. I’ve got an idea, but it means we only have one chance at getting a confession about Syrup production out of Daddy or anyone else. I can upload a recording and get the calvary in to arrest everyone, but only if I can get clear evidence of the Syrup production, distribution, and responsibility. Got it girls?”

The two sissies nodded, ready for what was ahead.

“Now,” grinned Misty. “It’s time for your last night out as a bachelorette Lily!”

The party itself was held at the nightclub, with all the working sissies in attendance as guests along with Misty. Lily and Rose were stuffed into the club’s bunny suits and made to provide drinks and entertainment for all the others. Lily's was white and Rose's was pink, with Misty wearing a suit befitting a ringleader, almost to mock them.

 Entertainment came in the form of horrible karaoke, admiring Lily’s cage, and pole dancing. Everyone was getting well and drunk, with some strippers showing up, dressed like Daddy. Lily did his best to act like he was having the time of his life, especially with all the other sissies showing signs of jealousy at having landed Daddy.

As the night went on, the drunk guests encouraged Lily and Rose to feel each other up on stage in reminiscence of their first entry into Sissy Saturday. Misty egged them on, by telling them whoever was the better kisser would get a massive prize. Of course, this was more so for Rose, who immediately gave it his all in making out with Lily. The crowd cheered them on, eventually crowning Rose the winner. He stood triumphant, lipstick all over his face, until he was presented with a giant replica of Daddy's baguette.

The guests were rather rough to Lily, probably as he’d taken away the prized goose. He felt a good bit of malice especially when they chased him around the club, playing a game of “pin the tail in the bunny”. That was after they’d played bondage poker…with him losing and covered in straps and locks! It was terrifying, hopping away with his breasts swinging as he was cornered by several sissies holding wide, lubed carrots with a cotton tail on the end. It didn't help that Rose and Misty were playing too!

Of course, the worst part had been taking cream shots off each bunny’s lap in turn. With Rose being the last one, along with the largest mess of whipped cream to clean up with his mouth…Rose was not one to be outdone though, once Misty pointed out that he could do much better than Lily.

The only thing more frustrating than having your friend all gussied up, licking whipped cream off your crotch…was the fact that you were locked into a diamond-encrusted chastity cage so couldn’t even enjoy the moment. Eventually, the club was filled with passed out sissies, including the trio of detectives.

Lily pressed two fingers to his forehead, as memories of the bachelorette party came flooding into his head along with a lingering headache. It was only the night before and they’d stayed up all hours until they’d passed out. Even then, he only got a few hours of rest before being awoken and chauffeured onto a jet which had taken them to this gorgeous and remote resort.

Lily came back to the present as he felt Daddy’s hand on his shoulder, guiding him towards yet another table of people to meet. The wedding had been a blur up to that point, with the reception in full swing. Looking over at one of the mirrors on the walls, he could almost admire his second dress of the day.

The massive gown and bondage contraptions from before were removed and revealed a shorter, lighter pink dress below. The light pink dress had a sweetheart neckline adorned in white lace and ornamental flowers, with small lacy straps linking to the frilly choker around his neck. A sewn-in pink corset gave way to an open-hoop cupcake skirt which ended mid-thigh. This too was covered in delicate pink and white flowers. The skirt laid bare a new set of white, frilly panties which read “Bride” but also revealed a petticoat composed entirely of tulle flowers.

Lilies decorated the hem of the dress, matching the flower crown he was wearing in his blonde, curly tresses. His pink fluffy sleeves were worn off the shoulder, keeping his arms close to his side, keeping his manicured hands on his bouquet the entire time.

See-through, white knee-highs with bows at the top ran the length of his legs which were set in a pair of beautiful pink, sequined heels. His makeup was immaculate as well, with a light pink blush, hot pink lips, and massive eyelashes.

As he went through the practiced motions of appeasing all the guests with Daddy, Lily kept his hands tight around the bouquet. It was his lifeline after all, Misty had finally bought a decent recorder and hid it within as part of her plan to get past Daddy’s security. She could take it and upload any audio and video to the precinct servers. And there were lots of it!

Daddy had revealed everything to Lily throughout the service, carrying him into closets and bathrooms during every possible break they had. As focused as he was on the investigation, it took all of Lily’s willpower to not ask for the chastity cage to be unlocked. He knew Daddy wanted to wait until tonight…but he also needed to keep him pleasured and focused.

And that was easy enough for Lily it turns out. Turns out that Daddy was not only a catch for the detectives, he was the catch. He was one of two men running the entire Blue Syrup operation in Canada! His partner created the formula, ran the labs creating it, and then Daddy distributed it and basically enforced the network for Syrup. The description of his partner sounded familiar, but the key seemed to be matching belt buckles that read “1/2”, similar to Daddy’s. They had not only one, but two ways to end the Syrup trade!

And Lily had it all on audio! Included a new revelation that a rival producing Red Syrup was on the rise, and Daddy was seeking to take him out. Lily would just need to ask Misty to remove all the moans and grunts between all the important points…

Speaking of which, he was getting nervous carrying this vital information and wanted to hand it off to Misty. He’d managed to tell Misty he’d gotten the confession through pointing at the bouquet and giving a thumbs up. Unfortunately, she couldn’t get close with Daddy’s security and Lily kept being hauled off to yet more tables. Every new person he met seemed to be involved in the Canadian underworld, so he wanted to be done with this operation as quickly as possible. Although he also wanted the key to his wedding cage…

Looking over at a fountain filled with lilies and roses, Lily was reminded of something. He hadn’t seen Rose since the reception started, although he’d probably been pulled into a backroom by Big Daddy. The man with a shaved head was one of Daddy’s closest friends and was from America. They had a mutual fondness for sissies which made sense considering how often he played with Rose.

Seeing his bride looking around, Daddy asked, “Mon Fleur? Is something wrong? Do you need to use les toilettes? Or maybe you’re ready to let Daddy have another go?” He smirked, not bothering to lower his voice for the guests who laughed. This table included Daddy’s volleyball player friend, who seemed to be fuming about being stuck at a wedding.

Lily blushed heavily. “Uhh, Daddy I do need to use the bathroom, could I-” He was interrupted by the wedding planner, a bunny from the club, who informed them it was time for the bouquet toss. “Wait the wha-”

Lily was pulled by the planner to the front of the hall, where she spotted Misty waiting. He gave a sigh of relief, realizing he just needed to aim for her. Being told to throw on the count of three, he looked behind him and prayed as he arced the bouquet backwards. He felt confident, quickly turning around and seeing the flowers seamlessly guided towards Misty. And then there was a bloodcurdling scream.

“DON’T LET YOURSELVES BE TIED DOWN LADIES AND SISSIES! SCREW THE SYSTEM OF MARRIAGE, LIVE YOUR LIVES FREE!” Lily turned watched in horror as the volleyball player jumped into the air and spiked the bouquet…into the fountain filled with flower petals.

Lily stood blank-faced, shocked at what had just happened. He was sure he saw a tiny spark as the bouquet hit the water, sure no one else had seen it besides Misty. Misty scooped the bouquet out and handed it back to Lily, guiding her towards a hallway. Daddy and his security were too busy berating the volleyball player to notice.

Once in the hallway, Moira fished the recording device out of the bouquet. It was wet and burnt black…they both looked at each other in horror. “This…was our only chance Lily- I mean Liam. Umm, I already called in the cavalry…I got ahead of myself. You need to go…I need to go. We can’t be caught here with no evidence to show we’ve been undercover. They-they’ll assumed we’re with everyone else. There’s a boat…I can get there but you’ll…Your dress and heels….You find Rose- Ross, and umm…be a good sissy wife to Daddy?”

Misty turned around and began running, leaving Lily standing alone…with the building realization that he was now stuck as a sissy. A sissy wife at that.

It was at that moment, a bald man walked out of a small room, zipping up his pants. He seemed happy to see Lily, smiling at him. It was the man with the shaved head, the one Rose had been calling Big Daddy. Lily looked down and saw something else, a belt buckle with “1/2” engraved on it. This was Daddy’s partner! He wasn’t just a friend, but the other half!

From behind him stumbled out another figure, a sissy in a short, pink dress who looked disheveled. He looked up and Lily recognized Rose right away, smirking for some reason. At this point, Daddy walked down the hall, calling for them. As Daddy and Big Daddy spoke about what happened just now, Lily pulled Rose close.

“We’re stuck…Misty abandoned us! We’ve got to work out an escape somehow- Rose, what’s on your tongue?” Rose looked befuddled as Lily’s hands were placed on his cheeks, opening his mouth. “Red tongue? Oh my god…Rose, no!”

“Gee howdy, is my baby girl causing problems for the beautiful bride? Rose, you must be rootin' tootin' nicer. After all, Lily will be showing you the ropes in how to be a bride yourself soon, huh? Show them baby girl,” Big Daddy grinned as Rose pulled up his skirt and turned around. Pulling down his panties, to Rose’s surprise, Daddy and Lily could see something diamond-encrusted and gold stuffed into Rose’s derrière. Slapping his bubble butt, Big Daddy pulled back up her panties and fished out something else from Rose’s bodice.

It was yet another diamond-encrusted, golden object. A pacifier. Rose looked sheepish but also somehow…triumphant?

“He doesn’t realize how much shit we’re in,” thought Lily. Rose was too happy thinking he’d one-upped Lily to let it sink in that they were stuck as sissies.

 As he pondered this predicament, Lily realized he was in a unique position. Abandoned by Misty, he was now married to one of the biggest drug lords in Canada. He also knew that his partner was about to try and break off, taking half the Syrup empire with him. Should he tell Daddy, knowing that Rose was about to be married off to him? Were him and Rose now rivals, about to be sissy wives to the biggest criminals in the country?

As the two larger men talked shop, Lily leaned forward and stuffed the golden pacifier into Rose’s mouth. Rose smirked before his expression turned to one of shock. They both heard a loud vibrating noise coming from below Rose’s skirt. Lily smiled back, wondering whether he was going to help his friend or Daddy…or whether he could manipulate them both enough to keep everything intact.

Watching Rose squirm as he kept the paci in his mouth, and thus the vibrator...Lily summarized that he could control the flower girl by making him think he had some power. Maybe some time together babysitting his sissy partner could do them some good. After all, Rose didn't know everything...and his thorns could be trimmed.

Lily looked over at his large, hunk of a husband. He could keep him in line, even if he was the most powerful druglord in Canada. He wouldn't deny his lovely flower anything. His sissy was sweeter than Syrup after all.