A story in the Revenge Tale series

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

A young woman skipped her way down a sidewalk, her face lit up with glee. Her black pleated skirt had a few white ruffles, which stood out against her ripped tights. Her trusty platform boots completed her bottoms, while an oversized green sweater hung off her shoulders. She was wearing a black tank top underneath, which had the words “Top Dog” printed on it but only the first could be read. Her purple hair was bouncing while she skipped, having been curled today. Of course, she had plenty of accessories on, such as a spiked collar and oversized belt. It was a perfect outfit for an e-girl!

Her dragon purse and duffel bag jangled as she moved. Her overflowing joy contrasted with the weather, which was becoming darker and cloudier by the second. But nothing could darken her mood, she was about to spend time with her sissy!

Tiffany’s parents left early that morning, ready to enjoy the long holiday weekend. Although they’d invited her to come along, their daughter explained that she needed to work on college applications. It was a white lie, Tiffany wanted to have Luis spend more time with her, as she’d been planning for an opportunity like this for the past month. They technically would work on applications at some point, as she wanted him to attend the same college as her. She couldn’t help but grin as she thought about the past two wonderful months. Two months where she played mommy to a sissy under her thumb.

After Luisa had been caught in her room, Tiffany kept true to her word that her baby would be protected at school. People kept asking why a popular girl like her would take a sudden interest in the quiet goth boy. She ignored the insinuations that they were dating, instead focusing on letting it be known that anyone who messed with Luis would be inviting her wrath. And the student body knew what that meant now!

For example, two cheerleaders thought it would be funny to ask Luis whether he was taking Home Economics with them that semester. It had a childcare unit, so he would be well-suited to giving them some practical practice in changing diapers! Blushing, he didn’t notice when she stomped up behind them in her platform boots. Before they could react, they were shrieking with pain and shame as Tiffany gave them massive wedgies from under their uniform skirts. The two ran away in embarrassment afterwards, Becky crying and Bethany with a confused expression on her face.

Tiffany would have gotten in trouble but neither of the two wanted to admit they were teasing Luis. Laughing at the memory, Tiffany saw that she was almost outside her sissy’s home. Prancing up to the door, she knocked and waited. While standing there, she checked out her ensemble in the window. She was happy with today’s look, but she had an even better outfit planned for today. “For the both of us,” she thought as she patted her duffel bag.

Smiling at her reflection, she heard the door open. “Hi Ms.-,” she tried to greet Luis’ mom as she burst out the door.

“Oh, there you are Tiffany! I was hoping you’d be over soon. I’ve gotta head out to catch up with the girls, so the little brat is all yours. Thank you so much for watching him on such short notice! Here’s your fee plus extra, money for delivery, and, well, everything else is included!” His mother spoke so fast that Tiffany was just barely able to keep up. She deposited a wad of cash into the girl’s hands while running to her car, dressed to the nines. “Looking great!” called out Tiffany as she stuffed the money into her purse.

“Thank you sweetheart! Oh! He’s being a bit willful today, so feel free to use whatever you need to keep him in line, you have my full blessing!” She yelled back as she slammed her car door and sped out of the driveway. Tiffany smirked, incredibly happy that Luis’ mom trusted her so much. She reminisced about how they’d gotten to the point where she could officially babysit her son.

After Tiffany sent the receipts for Luis’ revenge plot purchases, he’d been relegated to coming straight home from school and changed into one of his many bought outfits and diapers. At first, it was hilarious and exhilarating to have him send photos of himself dressed up as a punishment. Especially knowing the only time he got to wear his boy clothes was at school now. After a while though, it became difficult to plan photoshoots or videos together when he was constantly grounded.

So, Tiffany took a risk. She knew from conversations with Luis that his mom was adamant about trust and she had a bit of a scheme ready. After a week or two of starting her babysitting gig again, she went door to door advertising her services. Specifically in his neighborhood. Once at Luis’ home, his mom was pleasantly surprised to see him. Inviting Tiffany in for coffee, they got to chatting, mostly Miss Corazón asking about Mrs. Brown. When they got to the subject of babysitting, Miss Corazón rolled her eyes. She groaned about how she wished she could hire a babysitter.

“Oh? Why’s that? Does it have to do with Luis being grounded?” Tiffany asked innocently while sipping her coffee. Miss Corazón grimaced as she explained about him being grounded for some incredibly dumb decisions. She looked both angry and hurt. Tiffany swallowed a gulp of coffee and took her chance.

“Well, I mean after his little antics it makes sense for him to be grounded, I totally get it! You can’t expect him to get away with what he did without any consequences…” Tiffany let this sink in, hoping her little act would work. Miss Corazón raised her eyebrows in response.

“Antics? What antics? What did that brat do?” Tiffany the explained everything that Luis had done in detail, even showing her Luisa’s Twinkle Twinkle account. Well, not everything. Tiffany kept out the parts about her following Luis, the trap she set for him at her party, and of course their current relationship. She even discussed how it had all started, apologizing for the initial incident.

Having finished, Tiffany waited. Miss Corazón was going through the videos, a furious expression building on her face. After several minutes of scrolling, she took a deep breath and handed the phone back to Tiffany. “Come with me,” she said quietly. Following her, Tiffany grinned as they walked over to her sissy’s room.

Slamming open the door, they saw Luis look up from the homework he’d been completing, albeit with headphones on. He was lying on his stomach, wearing a tartan schoolgirl outfit and black tights which did nothing to hide the bulge of his diapers. Although he wasn’t wearing a wig, he’d clearly done his makeup.

He looked like a deer in headlights as his mother grabbed him, flipping him over her lap. She was an intimidating woman! He was even more surprised to see his other mommy there, who tried her hardest to hide her glee. It was increasingly difficult as Luis yelped with each spank against his diapered butt, his mother berating him with increasingly worse swears. She was so upset with him not only for betraying her trust, but also for causing so much trouble for young Tiffany!

He was left sniffling on his bed while she asked Tiffany to wait a moment and watch him. Left alone with her sissy, she leaned over and took the opportunity to seal the deal. “I’ve told your mom most everything that happened, except for a few choice details.” She smirked as she refreshed his memory of the video she had of him riding his plushies. “Go along with everything, and I won’t make this even worse for you, ok baby?” Imposed over him, Luis could do nothing but stare up at her while rubbing his sore, crinkling tush. He nodded while failing to meet her eyes.

Right on cue, Ms. Corazón walked in with her wallet and asked, “How much do you charge for babysitting, Tiffany?”

“Ooh, well normally my rate is for kids in middle school and below. A high schooler would be extra, plus there’s a matter of who changes her-I mean, his diapers…” Luis blushed a deep red while his mother dug through her purse, all while Tiffany continued to play innocent.

“Let’s settle on…this for your time today,” She handed Tiffany some money which made her eyes brighten. “This is adding to your debt my little diapered boy. I’m sure he can change his own diapers, but here are a few ground rules. He’s only allowed to wear anything in this house that’s in his girl drawers. He can show you what I mean. For you, young man. Anything Tiffany says, goes. No if, ands, or buts! You have my full permission to use corporal punishment on him if he’s unruly. He deserves that after putting you through so much trouble! It’ll be between us. Now, if he’s going to spend any time at your house when you’re babysitting, all rules are the same. You tell him something, he better follow it. If he doesn’t, let me know!”

Looking down at her son with a disappointed expression, she shook her head. “It’s one thing to buy so many outfits on my credit card without telling me, regardless of what gender identity you’re exploring, but planning revenge on such a stupid scale? Tsk, well, I’m sure Miss Tiffany will be able to forgive you after she watches you…so what do you have to say, Luis?”

Luis sniffled and apologized to his mother and Tiffany, calling them Mom and Miss Tiffany respectively, almost calling her Mommy by mistake. “Aww, I love it when my babysitting charges accidentally call me Mommy! Wouldn’t that be cute, Miss Corazón?” Luis’ eyes bulged as his mother laughed in agreement.

“Ha! You’re right, ok you’ll call Miss Tiffany, “Mommy”, from now on, got it?” And from then on, Tiffany got to babysit her sissy most afternoons, all while getting paid!

Smiling to herself, she quietly closed the front door behind her. Although their exchange had been a bit loud, she wanted to see if she could surprise her sissy! Padding towards his door, she found it unlocked so she pushed it open. And froze.

She found Luis on his stomach once again. He was wearing a purple crop top which revealed that a black bra was underneath. She knew the shirt said “Goth GF” on it because she bought it for him. This along with a fluffy black skirt and white thigh highs made it a rather simple, but cute, after-school outfit.

Her little sissy was clearly playing video games, but wasn’t supposed to be, being perpetually grounded, and then there was something missing…

“Where the hell are your panties- I mean diapers, sissy?!?” Tiffany shrieked, covering her eyes as got an eyeful of his “bits”. It completely caught her off-guard, just as much as the sudden yelling did to him. Luis turned around, trying to hide his controller before he realized he needed to hide something else. Stammering, he sat up and pushed his skirt down.

“I’m sorry Tiff- I mean Mommy! I-I thought my m- that I’d have s-some time-, and I-  uhm-, figured I could not wear- uhm,” Luis knew he was in massive trouble but was also mortified at what his Mommy had just seen. Tiffany stayed turned around, not wanting him to see her flushed face, as she stammered back, “Y-you’re in big trouble sissy! I’m going to have to think about your punishment b-but first…”

Tiffany trailed off as she got a sudden idea, regaining her composure and clearing her throat. “Your punishment, sissy, will come after you make a decision. You’re not supposed to be playing games while grounded, so you clearly need a spanking.” She paused, faintly smiling as she heard a gulping noise behind her.

“The decision is related to your bare tush. You need to be put back in diapers, but will it be now…or later? I know I’ve bought you some cute panties, so walk over to your dresser and choose…panties or diapers first.” Recomposed, she was giddy with satisfaction as she heard him get up and open a drawer. She bit her lip as she heard a crinkling…but then a pause before the soft sound of fabric being pulled up met her ears.

Turning around, she could see her sissy beside himself with embarrassment. With the lack of plastic, he had clearly chosen to wear panties…but what kind? Tiffany couldn’t wait to find out. Strutting over to her sissy’s bed, she sat down and straightened out her own skirt. Looking over at him, all she had to do was beckon him over with a wag of her finger and point at her lap. He dragged his feet but settled down nicely, even pulling up his skirt for her.

Grinning, she saw that he’d chosen a pair of adorable black-and-purple polka-dotted boyshorts with the phrase “I’m Yours” on the rear. “Oh, I already know that,” she whispered, confusing Luis right before she began her wallops. They were more like light slaps, but it was more about the shame in for her sissy. She could spank him harder, but she knew he was mortified at the fact that they were the same age, he was dressed up as a cute girl, and he couldn’t do anything about any of this. Unless he was ok with being leaked as a baby sissy e-girl that is.

Satisfied with the pink marks on his bum, Tiffany said that was enough and made him stand. Rubbing his sore behind, he turned to her and looked at her with a bemused and grumpy expression. “Well, what do you say, sissy?” she asked.

Trying hard to hold back a sigh, Luis responded, “T-thank you, Mommy…” Tiffany smiled and clapped her hands together, encouraging her sissy.

“Ok then! Well, we have the whole weekend to look forward to, don’t we?” She stared him down while he cowered, knowing that he must have seen this coming with his mother going out of town. He had acted like he was going to get away with sitting around diaper-less all weekend. “So, let’s get dressed for your next video and then you can explain to me, why didn’t you tell Mommy that your Mom was going to be out-of-town?”

Luis flinched, knowing he was in trouble, as she handed him the duffle bag. Pointing him towards the bathroom, he understood it was time to get changed. As he turned around and dragged his feet, she took the chance to pinch his rosy butt cheeks to encourage him to move faster.

As she heard the unzipping of the bag and the rustle of clothing being removed, she sat on his bed and began flipping through her phone. “So, Luisa, why did I not know you’d be available this weekend…until your mom called, asking for a last-minute babysitter for her troublesome little boy?” She could hear a pause, clearly, he was trying to think of something. She picked up one of the hairbrushes he used for his wigs.

“Umm…I-I got distracted! School’s been so busy and umm-,” he yelped a bit when he heard the smack of the hairbrush against her hand. Tiffany wasn’t buying this excuse. “Uh-uh, a-and then there’s the cheerleaders! They’ve been bothering me more, Mommy, I’m sorry. I keep, uhm, well, it’s just on my mind when they’re, uhm-”

Tiffany held her hands still, as she began to fume. “They’re bothering you again?! How? Which one?!” The sounds of zippers, snaps, and rustling continued in the bathroom.

“Uhh, well, I think…I think it was Bethany? She’s the one with the blue hair, right? S-she, uhm, came up to me and said something about my pacifier…I think the one you stuffed in my mouth?” He paused, with Tiffany blushing in shame as she remembered that incident. “Then one of the other cheerleaders came up and started asking me what I was going to be for Halloween this year! She said they had a uniform in my size…” He trailed off as she heard the hard sound of boots on the bathroom tile, he must be strapping them down.

“Bethany said that or another one?!” Tiffany was now gripping the brush tightly and staring at the ground.

“Uhm, no- I mean yeah! She said that!” Unbeknownst to Tiffany, Luis could see her in the bathroom mirror with the door barely open. He looked nervous but also like he had an idea forming in his head. “She’s been bothering me all week, I-I think I should just keep my distance f-from her, y’know? Maybe they’ll just back o-” She cut him off as she slapped the brush against her hand again.

“Don’t you worry my sweet baby. Mommy will take care of that.” She was looking over at his dresser, lined with diapers as she said this. Luis gulped, snapping his attention away from the mirror before Tiffany could see him peeping. “Now, let’s forget about all that for now. You get to spend the weekend with me, I have lots planned for my little e-girl. We’re going to have so much fun! Now let’s see you!” The bathroom door opened, drawing out a squeal of delight from Tiffany.

Out walked Luisa, unsteady on black, platform high-heeled boots, which had heart-decorated straps running up the front of them. Purple fishnet stockings ran up the rest of his legs, which she always commented on how wonderful and smooth they were to his chagrin. A black, flowy skater skirt with purple trim just barely hid the purple panties he was still wearing. The skirt covered part of a purple corset, which was itself layered atop a black peephole top. The sleeves were made of a netted material, so Tiffany could see his bra straps just barely poking through. He’d already donned his black wig, which was styled in a medium-length bob with green highlights. His makeup had already been finished earlier, his purple lipstick completing his gothy e-girl look.

The pièce de résistance which had Tiffany bursting at the seams were the accessories though. Spiked bracelets, a collar with a ring attached, a skull pin in his hair, and a purple leather harness strapped around his torso. “Ooohhhh, you look perfect girlie!!!”

Tiffany jumped up and immediately began directing him to pose as she snapped dozens of photos. Luisa was already used to this behavior, so had no trouble following along. After what seemed like an hour, she finally let him rest on his bedside some. As she searched through the photos, deleting some and saving others, she started talking.

“Oh. Em. Gee. These are so cute!!! We’re going to look perfect in our next video, I just need to change into my outfit!” She walked over to pick up her dragon purse…then over to his dressers while opening the duffel bag and filling it up with various clothes and diapers.

“Umm…what do you mean change? Didn’t you bring your outfit?...Or do you need to head back to your place first and come back?!” asked an excited Luisa, clearly thinking he was about to get some uninterrupted game time.

“Uh, no silly! My outfit is at home. Where we’re heading over to…together! And now.” She turned, smirking at Luisa, who was wide-eyed staring at what she had just pulled out of her purse. It was a leash, umbrella, and another diaper.

The light rain and lack of wind would have made it a relaxing day to stay indoors. Luis would love to be inside playing video games, hell he’d even take making yet another humiliating duet with Tiffany on Twinkle Twinkle. If he got to stay in his own home.

He was trying his hardest to keep pace with Tiffany, who seemed to have developed an unpredictable stride since departing his house. It made this stroll incredibly difficult because she was holding the only umbrella between the two of them. If he wanted to avoid getting any drop of moisture on his clothes, Luis needed to stay under the black, frilly cover. He didn’t care so much about getting the outfit ruined, no…it was the diaper that Tiffany had forced him into that he didn’t want to get wet.

Pulling down his skirt, he tried to keep the black diaper from peeking out. It was one that glowed in the dark diaper when wet, the alien logo trying its best to make itself seen. He was lucky enough to only be wearing one, but based on Tiffany’s mischievous smile, that was part of the fun for her. When she held it out for him to change into, he cried about how she said he could wear panties! She laughed back at him, “No silly sissy! I said you had to choose diapers now or later! You could have worn them during the spanking but now you get to wear them on your walk. Don’t worry, you’ll get more chances to put on your panties later.”

He thought about his sore bum, ego, and the dumb choice he’d made. He was also annoyed about the fact that he’d asked to wear panties. Luis couldn’t dwell too much on the events leading up to this though. He had too many things to keep track of on this arduous walk to her house!

He had to stay under the umbrella while keeping up with her, which she was intentionally making difficult to do. He wanted to make sure his diaper didn’t poke out, which his skirt didn’t help with. He needed to make sure his diaper didn’t get wet. He needed to walk carefully in these unfamiliar heels. And above all else, he absolutely needed to make sure they got to Tiffany’s quickly, so he didn’t get spotted!

Why didn’t he just run away? Well, there was the matter of the leash that Tiffany had tied to his collar. Combined with the umbrella, it meant that he was stuck with her the entire walk. She obviously didn’t mind, as she was humming the entire way, occasionally looking over at Luis and grinning. It made him blush every time.

He could have at least tried to resist he knows. But she had so much blackmail on him now! And his mother would’ve have kept him in girl’s clothes and diapers for the rest of the year...and beyond! Then…he blushed an even deeper red now. He thought about the fact that he may…be starting to enjoy some aspects of this relationship?

He got to sit with Tiffany and her friends now, who had similar interests in gaming. So school was way more fun than before! Sure, he still got picked on by the cheerleaders. But his Mommy was always there to defend him now. “Ugh, I keep calling her Mommy even when she doesn’t force me to…,” he thought to himself. Then there was the growing…comfort in dressing up in both skirts and diapers that had been building the past few months.

To be sure, Tiffany seemed to enjoy every minute she was humiliating and degrading him while he pranced around in outfits she dressed him in. But then there were the nice moments where they hung out after and laughed about the mistakes in their videos together. As small rewards, and as his babysitter, she’d take him out to movies and other places that almost felt like dates. She made it known at school that she was his guardian, not his girlfriend…but it felt close enough sometimes that it helped Luis enjoy his sissy time.

He was pulled out of his thoughts when he felt a light tug on his leash. Tiffany pulled Luis into a tight embrace, which shocked him. But she kept him from walking away from the umbrella. “Lookie, lookie sissy! The park is empty and no one’s around. Wouldn’t it make a great spot for a photoshoot?” She smirked at him, her face inches away from his. He looked away, feeling that if he kept blushing his face would turn red eternally.

“Oh, right, you can’t say anything can you?” She grinned playfully at the pacifier strapped into his mouth. All he could do was suck on it while giving her an annoyed side eye. He’d made the mistake of asking for something to cover his face on the walk over, to which she responded, “Sure! I don’t have any face masks…oh, but I do have one thing! You have to wear another outfit piece of my choice!” He was so annoyed at himself for having fallen for that trick, after she revealed that her “face cover” was just a pacifier gag. Now he had to wear a chain between his wrists, making it much more difficult to keep the back of his skirt down. Just another reason he wanted to get back to her place as soon as possible!

“Well, sissy. You do have to do whatever I want,” she said sweetly to him, as though this was entirely on him. Although he had to admit it was rather nice to have her so close…That’s when they heard the sound of a car approaching! Terrified, Luis gripped Tiffany’s hand and tried to hide his face in her shoulder. Keeping his eyes shut, he waited until the sound of the car passed, but luckily it didn’t even turn onto their street!

Peeking from behind her shoulder, he saw that the coast was clear. “Aww, is Mommy’s sissy baby scared?” He also saw that Tiffany was looking down at him, smirking while holding her phone in selfie mode. She snapped a few pics, saying “Smile!” while Luis did so automatically behind his pacifier.

He flushed and hung his head in shame when he realized that he was too used to taking pictures with her. Maybe she was turning him into an e-girl…

“D’aww, these are adorbs Luisa! You can even see the park in the background hehe. Alright, don’t need you wetting your diapers out of fear, so let’s get going. Mommy’s happy enough with these pics,” smiling she pulled him in again, holding his arm tight for the rest of the walk. He sighed with relief, also taking the moment to enjoy the closeness with his Mommy for the rest of the walk.

            They arrived at Tiffany’s home just as the rain and wind picked up. Perfect timing as Luisa’s skirt flew up and his diaper got soaked right as they stepped inside, causing Tiffany to double over in laughter.

            “Hahaha, well I guess I won’t be potty training you anytime soon, huh sissy?” Luisa was mortified as the diaper began to glow brightly from under his skirt, but he also seemed relieved to be inside. Wiping tears of joy from her eyes, Tiffany regretted not teasing him a bit more on the walk. She had several opportunities where she could have thrown him off balance, then run away as he chased after her in unsteady heels. But she enjoyed showing him a bit of sweetness now and then, he seemed to appreciate it as well. Plus, she got a super cute picture out of it. Anyway, now that he was in her domain, she could do whatever she wanted with her obedient sissy. And he couldn’t do a damn thing about it.

            “Alrighty! Let’s head over to my room and get to filming baby girl, we have a lonnnngggg weekend ahead of us!” She pulled hard on his leash, not giving him too long to enjoy his moment of reprieve, guiding Luisa towards her bedroom.

            Once inside the bright green room, Tiffany threw their bags onto her bed. “Before we start filming, I need to change! So, get in the corner and don’t you dare peek, ok sissy? You can prep for our video by watching this!” Shoulders slumped, Luisa did as he was told and sat in the corner with a tablet. Heavy metal started blasting from the pastel green device as he became engrossed in the video.

            Content that he was fixated on learning his new dance, Tiffany began undressing. She’d become comfortable around her sissy and did this after taking some advice from a Sissysmooch user. Namely, Luisa should understand that she wasn’t his girlfriend or eye candy. She was his Mommy. And although he may be tempted to peek, he’d be severely punished if he even dared. Tiffany even watched him closely to make sure her reflection didn’t show up on the tablet screen.

            As she changed, she started asking Luisa some questions that had been bothering her on the walk over. “So, Bethany asked you about your paci then she bothered you about wearing a baby costume for Halloween, right? Not that it isn’t a bad idea, we have to figure what we’re doing then…But you said she’s been bothering you all week. How else, Luisa?” asking as she zipped up her boots.

            “Uhm.. well-,” Luisa began responding, lifting his head but Tiffany gave a dissatisfied sound before he looked back down. “Oh, sorry Mommy. Uhm, ok. Soooo, she’s been giving me weird looks lately. Then she walked up to me and asked…she asked whether I like wearing diapers…That’s when the other cheerleaders ganged up on me! B-but the bell rang and I was able to get away.” He spoke nervously, keeping his eyes on the tablet.

            “Hmm, that’s odd and rather annoying…anything else you can remember?” She was doing up her purple hair into small side buns at this point.

            “Ehm, well, maybe, uhh-oh! …bitch!” Tiffany snapped her head towards her sissy, only barely hearing that last bit and she knew it was a swear word.

            “Excuse me?!? What did you say to me?!” She started marching towards him, still not completely dressed as he swerved around. He was rubbing his thigh.

            “Uhh- uhm-, I mean, uhh- She said that to me! Bethany did! She called- she called me a little bitch…” He trailed off, moving his head to the side to make sure he didn’t get caught staring at her bra. This gave Tiffany pause, although her anger was continuing to build.

            “She WHAT?!? She called you that?! Urgh, that little- How dare she- My sissy!” Tiffany was fuming as she continued to walk over to Luisa, placing her hand on his head and turning it back around. She tried to take some calming breaths as she finished putting on the rest of her ensemble.

            “No one calls my little sissy a bitch except for me,” she thought to herself. She was going to have to think about how to make Bethany pay for this. A wedgie wouldn’t be enough…no, she’d have to think about it. Maybe after she put her sissy to bed.

            Taking a minute to conduct some mindfulness exercises, Tiffany managed to get herself settled down enough to force a smile. “Ok. Enough about…her. We’ve got a video to shoot! You can turn around now.”

            She allowed Luisa to turn around and admire her. She’d changed into a pair of platform boots, with her ripped tights underneath. She wore a green-and-black tartan skirt which reached up to her waist. A black bustier went over her green, long-sleeved crop top. Accessories included some necklaces, rings, and a pair of fuzzy green cat ears in her hair. She’d already been wearing her signature e-girl makeup on the walk over, so was in the middle of touching up her lipstick.

            “So, what do you think? Cute, huh?” She grinned as Luisa couldn’t keep his eyes off her.

            “Y-y-you look great- I mean, cute Tiff-, Mommy!” She was genuinely giddy at his compliment; she’d taught him fashion well.

            “Hehehe, aww, thank you baby girl! You look cute too, of course,” she said with a wink, causing him to blush again. “Now, do you understand the routine enough from watching the video?” He nodded, putting the tablet down and taking a position next to Tiffany.

            She set up a tripod with her phone and began playing “Gimme Chocolate!!” by Baby Metal. Although this song would be perfect with a trio, there was a popular bit in the song where a duo could perform an incredibly cute dance together. Being practiced now, Luisa took his cue and performed some stretches. With his diapered, and still glowing, butt waving in the air, it took all of Tiffany’s willpower not to start spanking him for fun. “We’ll get to that later, you deserve a punishment for cursing even if it was just repeating Bethany…”

Ata tatata tata tatata zukkyun!

Wa tatatata tata tatata dokkyun!

Zukyun! Dokyun!

Zukyun! Dokyun!

Yada! Yada! Yada! Yada!

NEVER! NEVER! NEVER!

C! I! O! Chokorēto

Chokorēto

Cho! Cho! Cho! ii ka na?

Demo ne chotto weight

Chotto saikin shinpai nandesu

Dakedo chokorēto chokorēto

Cho! Cho! Cho! ii ka na?

Demo ne chotto wait

Chottomatte

Cho! Cho! Cho!

(Gimmie!)

            It took several takes and breaks over the course of two hours to get all the video clips that Tiffany wanted…but they were absolutely worth the time! She was ecstatic, super engaged in the clips of them pointing cutely at each other. Tiffany knew how to act for the camera, but Luisa was clearly getting better at it! He even looked like he was having a blast.

            She took a moment to look over at her sissy, flopped backwards on her bed and panting. “Being a cute e-girl is a good workout huh?” She teased as he rolled his eyes. “Well, I want to edit some of these clips right away, on the other hand, you…”

            She reached over and pulled him up by his collar. “You. Need a bath, baby.”

            It was getting late as Luis soaked in the hot water, not understanding how Tiffany enjoyed such a high temperature. Laying in the tub, amidst the fluffy bubbles and flowery scent, he considered the situation he was putting himself in. He subconsciously rubbed his thigh, where he had poked himself with his spiked bracelet and accidentally cursed earlier. In that moment, he’d fibbed about Bethany to direct Tiffany’s anger away from himself.

            Sighing, he realized he may be getting the cheerleader in trouble, but if he told Mommy the truth…He was sure he was already in for a spanking. Plus, he’d be under her watchful eye the entire weekend and didn’t want to give her any reason to punish him further. She already enjoyed threatening him with bondage, humiliating trips outside, and even toys that some of the Sissysmooch users were fond of. He blushed, his face matching the rest of his warm body now.

            The door popped open, and Luis immediately sat up, trying to make sure he was covered. “Calm down Luisa, you don’t want those bubbles to pop. If I see even one hint of your “boy bits” again, it’s straight into a chastity cage.” She laughed as she settled down next to the bright green tub, having quickly showered in another room. She’d already changed into a comfy set of green pajamas with dragon slippers, her hair in a messy bun.

            Luis flinched at the thought of chastity. Although they hadn’t really done anything involving “toys”…he noticed that Tiffany kept mentioning them more lately. RibbonBound on Sissysmooch did mention talking to her a lot…maybe she was putting way too many ideas into her head. He didn’t want to tempt her at all, so he kept absolutely still. Trying hard not to think about the fact that he was sitting naked in a tub, with his former- well, still current-, crush next to him.

            This was made so much more difficult when she picked up a washcloth and started wiping his face. “Oh, calm down, I’m just a Mommy cleaning her baby girl’s makeup off,” she snickered looking down where Luis had placed his hands. “You really need to be good about removal, otherwise you’ll get pimples! Now, is there anything else you want to tell me about Bethany? Hmm?”

            Luis paused, his heart pounding. It was his chance to come clean. But if he did, he’d invoke his Mommy’s wrath…and probably his Mom’s. He wasn’t sure what Tiffany would do if he kept lying, although she seemed to be bringing up Bethany a lot. What was a sissy to do?

            “Umm, no Mommy. S-she’s just being mean is all. I can deal with it!” He tried smiling at her, whereas Tiffany seemed to have a straight face.

            “Hmm, don’t you worry about a thing, baby girl. Mommy’s gonna take good care of you! Here’s your jammies, rinse off and I’ll see you in a bit.” Tiffany walked out, leaving behind a small pile of purple and frilly clothes…

            Tiffany and Luisa spent most of the night going over her edits, having quite a bit of fun doing other things throughout! She even ordered them a pizza, almost making Luisa answer the door in his frilly, purple negligee. It was see-through and didn’t hide his double diapers or his lace bra, which didn’t have any sign of cleavage in them. She sometimes liked to remind him that he was just a boy in girl’s clothes sometimes. He didn’t even have a wig or makeup on!

            After being thoroughly tortured by the idea of answering the door à la femboy, she agreed to do it herself if he agreed to both wear a third diaper and clean her room tomorrow. She could force him of course, but it was so much more fun to make him think he’d put himself into the situation. She had the cutest maid’s uniform for Luisa to wear tomorrow anyway.

            While he was setting up their plates and drinks, Tiffany passed the time by checking out Bethany’s Twinkle Twinkle account. She was fairly popular in her own right! It appeared that the cheerleader was a huge anime nerd, particularly of the idol variety. She had several videos of herself in a signature white-and-pink color scheme dancing to various Big Sister Idol School songs.

            It irked Tiffany that Bethany’s videos were incredibly cute! She actually enjoyed watching the girl shimmy in a fluffy skirt, with her blue afro buns bouncing adorably. Although the more she watched the videos, an idea of how to handle Bethany began to form in her head. She wanted to shut the girl down, to prevent her from bothering Luisa…but how to do it in a way that also scares off the other cheerleaders while not getting herself in trouble…

            She put her phone away as Luisa toddled over to her, smiling at how adorable her sissy was in his frills. They spent the rest of the night watching one of Tiffany’s favorite movies, pointing out how much of a fashion icon the main actress was to Luisa, who was heavily engrossed. She was quite enjoying their weekend together thus far.

            At some point, she spotted him yawning, at which she declared, “Bedtime!” and marched him up to the guest bedroom. He almost seemed disappointed that they weren’t going to sleep in the same room, but Tiffany had a surprise for him. When she turned on the lights to the guest bedroom, Luisa gasped.

            Sitting in a corner of the room was a regular-sized crib, albeit with some obvious adjustments. “Since I started babysitting, I convinced my parents to bring up an old crib to make my jobs easier. I even asked for it to be reinforced, y’know, in case I had any difficult babies to take care of.” She winked at Luisa, who looked distraught.

            “Oh, don’t worry, you’ll fit! You just need to curl up a bit haha. And to make sure you’re safe, I even have several monitors and alarms ready to go. So don’t even think about sneaking out. If you must use the potty…well, you can hold it. Or Mommy will change you in the morning hahaha,” he looked absolutely mortified at the idea of her changing his diaper. “And to be even safer…”

            She pulled out various restraints and, her favorite, his pacifier gag. He put up no fight as he was placed in the crib with padded mittens and booties on. Both were tied together with seemingly strong ribbons, but they were more for show than anything. As she pulled out the pacifier gag for him, his eyes widened. “Ooh, you see my other surprise for you, huh? Well, I need to make sure your mouth got it’s due for swearing…so open wide,” his sobs were muffled by the larger and longer than usual gag. She giggled enthusiastically.

            “Alright sissy, it’s beddy bye time- oh, I have one more thing for you!” He clearly braced himself for the worst as Tiffany pulled out…a stuffie. It was a gray, crocheted demon plush, with a pacifier and diaper on it. He narrowed his eyes at it. “Whaaa- don’t you like it? It’s the demon mascot from your favorite band! I crocheted it myself…”

            Tiffany sounded genuinely sad when she told him this, to which Luisa shook his head and held his hands out. “Oh- you like it?!?” She held back a sniffle as her sissy grabbed the stuffie and held it close to his chest. “Oh, I’m so glad! I worked so hard on it for my little girl. Okie, night-night then. It even has a special treat in it.” She grinned as he blushed, knowing what she meant. She patted his padded butt and left the room after turning off the lights.

            Once back in her own room, Tiffany turned on her various monitors. While she pulled up her browser, she could watch her baby sissy from her desk. She smiled at his figure, laying in the crib, and turned on the special “treat” inside the stuffie. She could hear the vibrating over the monitor and saw her sissy start to move. “Sissies are so easy to manipulate,” she thought as she snickered and watched Luisa’s diapers start to glow again.

            Turning to her browser, she pulled up Bethany’s various social media pages as she popped open an energy drink. She was going to find out as much about this cheerleader as she could.

            Hours later, Tiffany was starting to slump over in her chair. She had several empty cans lying about, a bad habit she’d had that regularly left her sleeping deeply well into the next afternoon. Yawning, she thought that at least Luisa was triple diapered, so he couldn’t complain about not going to the bathroom. She smirked to herself as she laid her head down on her desk.

            She’d been thinking all night about how to deal with Bethany. That’s when she realized that with Luisa, she loved to tease him but didn’t want to delve into anything too…complicated or malicious. It was fun reading those stories on Sissysmooch of trapping diapered boys (and girls) in bouncers and walkers…but it didn’t feel quite right for her sissy. Yet. Bethany on the other hand…she could do so much more with someone who was mistreating her sissy. She wouldn’t feel bad with her. “No one messes with my sissy…’cept me.”

            She fell asleep, looking like a bit of a gremlin at her messy desk. As the night went on, one monitor displayed a frilly, slumbering sissy wearing what seemed to be a diapered nightlight. On the other, were several images of Bethany that had been photoshopped by Tiffany. One had the 18-year-old cheerleader entrapped in a large bouncer, wearing a humiliating and pink onesie with the phrase “I <3 Mommy” on it. She was clearly diapered as well.

            Unlike Luisa, Tiffany wasn’t going to be out for revenge. No, she was much more of a force to be reckoned with than her silly little sissy. She was out for vengeance.