26
Monserrat regarded her girlfriend over their cups of coffee. It was never bright in The Black Drop, tucked as it was into a half-basement under the historic city hall building. With the sun down, it was especially dim. The many support pillars that separated tables in the coffee shop each spot in it’s own cozy globe of warm yellow light. Clarissa looked great in the dim light – she looked great in any light – but the effect was soured by how evasive she was being.
“Clarissa, I’m confused. Why do you need a babysitter for Brooke? You two are dating, and I’ve seen you handle multiple girls. What’s the issue?”
“Brooke wants to try it.” Clarissa looked down at her coffee bashfully. “I do too. I’m uh – not great at separating girlfriend and babysitter. Brooke isn’t either. You seem to have things handled with Jenna so we were hoping to get some tips.”
“Jenna is like – the most obedient baby girl ever.” Monserrat took a long sip of her black coffee. “Are you having discipline problems, is that what you’re trying to say?”
“Only when we’re playing – but we’re playing a lot. It’s lead to some fights that we didn’t know how to easily fix.”
“So you want me to…”
“Come over while I’m there, I’ll stay for a bit and leave. Then I’ll come back after a while, stay with you at the end, and you can head out.”
“Lyssa. People pay me thousands of dollars to do exactly what you’re describing.”
“Yeah, but I go down on you.”
Monserrat laughed, her voice echoing around the pillars of the nearly empty coffee shop. “Even for you, that was shameless. You really think what that mouth does is worth multiple grands?”
“I make you laugh, too.” Clarissa fluttered her lashes at Monserrat.
“Augh, fine, bitch. But only because I love you.” Monserrat shook her head. “You and Brooke have to agree to be my guinea pigs on a new type of babysitting though. Why isn’t Brooke here to negotiate this anyway?”
“Because she claimed she would literally die of embarrassment if she discussed this in public.”
“Nobody can hear us, there are like two people here.”
“I know, but she was close to a tantrum and…”
“Lyssa. Girlfriend. Look into my eyes and listen to my words.” Monserrat leaned forward, her brows furrowed. “I am willing to do the babysitting thing but I am not your relationship counselor.”
“I know, I know! We just need to fix this weirdness that happens when we play, and she and I can talk out the rest.”
“All I’m saying is that you’ve “misinterpreted” things before. I want to be super clear.”
“I swear, Monchi. By – by my love for you.”
“That’s a big deal if it turns out you’re fibbing.”
“Then I must be telling the truth, right?”
“Do you know that you communicate more like a brat than any girlfriend I’ve ever had?” Monserrate shook her head, smirking. “I need to start doing maintenance spankings with you and Rachel.”
“Uh yeah that’d be fine if that’s something you think needs to happen Monchi.” Clarissa cast her eyes downward and blushed.
“No wonder you’re having trouble with Brooke. You sympathize with her when she’s bratting, don’t you?”
“Maybe a little.” Clarissa sighed. “I’ve never had a Little girlfriend, and I sort of had her as a Little before she was my girlfriend. Brooke and I are on shaky ground, we’re both confused.”
“I get it. I’ll come over tomorrow night.”
“Tomorrow?!”
“Yeah, so you two better be ready.”
“Yes Monchi.”
“Less subby, more accountable please.”
“Um – yes Monchi?”
Monserrat laughed. “I need to get back to my wife. See you tomorrow.”
~~~*~~~
When Monserrat arrived at Clarissa’s apartment, the tension was palpable. Clarissa’s tidy studio apartment had been overrun with a combination of stuffies, baby toys, and dog toys. Technically a loft, the apartment had a high ceiling with a storage platform suspended ten feet up. Looking up through the metal grating of the storage platform, Monserrat could see that most of Clarissa’s precious or expensive things had been moved up and out of easy reach. Clarissa was in a midriff baring peasant blouse and jeans. Her tight curls were pulled back in a cascade of hair that fanned out from her head. Her face looked made-up and her expression looked fed-up.
Brooke was in a skater skirt that poofed out around a huge diaper. She was wearing a baby-doll tee with a corduroy bear stitched to the front and had a pacifier in her mouth. Bowser, her puppy, took a break from barking circles around Brooke to slobber on Monserrat’s shoes.
“I think I see one problem right away.” Monserrat scooped Bowser up, cradling him on her arm but holding the scruff of his neck with her other hand. Immediately, he relaxed.
“Bowser’s not a problem!” Brooke spat her pacifier out on the floor. Clarissa gritted her teeth and picked it up, carrying it to the sink to rinse off.
“Not by himself he isn’t. A puppy and a baby at the same time is a lot to manage. We’re going to split you two up. When Clarissa goes out, she’s taking Bowser with her.”
“No, I want to play with my puppy!” Brooke whined.
“No, I was supposed to get a break!” Clarissa whined.
Monserrat set the dog down on his dog bed and delivered a generous slap to both girls’ rears. Clarissa’s butt made as great a smacking sound as ever, while Brooke’s diaper made a satisfying thump.
“Do I have your attention, girls?”
“Yes, Monchi,” They said in unison.
“Brooke, I’m going to tell you what I told your girlfriend. It’s good for her to hear it again too. I’m not here to fix your relationship. You two are having discipline problems when you play, that’s fine. But I’m not excited to have you already mad at each other when I got here.”
“I’m sorry, Monserrat.” Clarissa nodded. “It’s hard for Brooke to get into the headspace, I was trying to help her get there so we wouldn’t waste a bunch of your time.”
“I appreciate that, but I think Brooke and I are going to do just fine together, aren’t we sweetie?” Monserrat wrapped an arm around Brooke from behind and stroked the girl’s long brown hair.
“I hope so.” Brooke squirmed, squeaking in surprise when she realized that Monserrat’s grip wasn’t going to relax.
“Clarissa, I’ve seen plenty of you two interacting. Grab the dog and off you go.”
“Okay, sure just – take good care of her.” Clarissa clipped Bowsers leash on, but lingered by Brooke. She fussed with the fit of Brooke’s shirt and brushed hair out of the Little girl’s face. “She doesn’t like using bottles, and she doesn’t mess. She likes to be read to and she gets hyper, but it’s only because she’s having fun.”
“You’re going to be a great ABDL momma.” Monserrat kissed Clarissa on the cheek. “I’m a good babysitter, so trust me and go.”
“Right, yeah. I’ll be back in an hour or two, okay Brooke – baby girl?”
“Okay – mommy – Lyssa.” Brooke whined when Clarissa left the apartment. That whine became a squeal when Monserrat picked her up and set her on the floor in front of Clarissa’s couch.
“Now, Little girl, we need to talk. Not as equals, in case there’s any confusion. That’s not what today is about. Today I’m your babysitter and you’re the Little girl. You’re mostly going to be listening and answering questions, understand?”
Not yet over the shock of being swooped off her feet, Brooke stared at Monserrat with her jaw hanging open. “I um – what if I don’t agree?”
“Then I call Lyssa and tell her to come back because I’m done here.” Monserrat didn’t soften her statement at all, gazing at Brooke with a completely neutral expression.
“But that’s – that’s…” Brooke whimpered, with tears welling up in her eyes.
“Clarissa told me that you two had agreed I was going to come here and work on discipline with you. I don’t think she’d lie to me, but did she misunderstand you, or did you misunderstand her?”
“No…” Brooke swallowed hard. “That’s what we’re supposed to be doing.”
“Good girl.” Monserrat patted Brooke on the head. “Now, what kind of discipline does your mommy do with you?”
“Spanking mostly.” Brooke blushed. “But she spanks me for uh – other stuff too.”
“I can see why that might not be very effective. Do you misbehave when you want her to spank you when you’re not doing ABDL play?”
“Yeah, but she likes it!”
“Does she spank hard?”
“No, I don’t like it when it’s too hard.”
“Do you ever make Clarissa genuinely upset outside of ABDL play when you’re fishing for a spanking, or is it just when you’re diapered?”
“Just diapered, I think.”
“You’re being a very good girl for me right now Brooke.” Monserrat patted Brooke’s head again. “So far you’ve earned one of my special cookies.”
Brooke’s gaze had been wandering, but became laser-focused on Monserrat. “What’s special about it?”
“It’s a maple-syrup sugar cookie with chocolate and raspberry frosting.”
“Oh my god, gimme the cookie!”
“No.” Monserrat bapped Brooke on the nose with her index finger. “You get the cookies you’ve earned when your mommy comes home. But only if you haven’t lost your cookies from bad behavior.”
“Those sound amazing, I’ll be good!” Brooke grinned slyly. “It sounds like I can earn more than one – how many are there?”
“Up to six. Big cookies too.”
“Wow.” Brooke shivered in sugar-rush anticipation.
“Now, obviously, you could go down to zero cookies and behave badly with no consequences. To fix that, I need to know if I’m allowed to spank you.”
“Mommy says you’re a good spanker.” Brooke wiggled her butt. Her diaper crinkled loudly against the hardwood floor. “That’s fine.”
“I’m talking about a punishment spanking, not a fun one.” Monserrat raised her brows. “You should know that Clarissa has been spanked that way by me – and she said it’s okay for me to spank you that hard if you agree to it.”
“M-mommy said that?” Brooke pulled her knees to her chest. “And you spanked her like you’re planning to spank me?”
“Quite a few times. She used to need a good spanking every week or so when she and I were dating exclusively.”
“Okay – you can. But if it’s too much can I say stop?”
“Yes, but you’ll stay over my knee and we’ll talk about what happens instead, if I can’t spank you.”
“Like what?”
“We’ll discuss it if you ask to stop a spanking. It’ll be something that won’t hurt, but I promise you that you won’t like it.”
“How come you’re so much better at this than mommy?”
“That wasn’t very nice. You just lost your cookie.”
“What!? No fair!”
“Very fair. I can see that you’re Little right now, but you’re still Brooke. You know how much you’d hurt Clarissa’s feelings if she heard you say that. I think you’re used to not having a filter when you’re Little, but you can’t use that as an excuse to say hurtful things.”
“I – I’m sorry. You’re right.” Brooke shuddered. She was on the verge of tears, and it was even money if they were going to be Little tears, or Big.
Monserrat pulled Brooke into her lap and held the Little girl’s head against her shoulder. “The reason it’s different with me than with your mommy is because I’m not your sexy babysitter.”
“Um, yeah you are.” Brooke smirked.
“You know what I mean. You and I aren’t dating. When you play ABDL with Clarissa, you’re trying hard to be Little girl for her, but you try too hard sometimes, don’t you?”
“Probably, yeah. I don’t know how to pretend to be a kid.”
“You’re doing fine with me. Kids are eager to please, they take direction without questioning why an adult has authority, and they’re focused on fun things they want to do. Since I took charge of you, you’ve been an obedient Little girl.”
“That’s because you’re scary.”
“Adults are supposed to be a little bit scary to kids. Not wanting a parent or caregiver to be upset is a big motivator for kids, and it should be for Littles too. I don’t think you understand how big a deal it is that Clarissa called me in to help her.”
“She said you’re doing us a big favor because you normally charge a lot for babysitting.”
“That has nothing to do with it being a big deal for Clarissa.” Monserrat sighed and cuddled Brooke close to lessen the impact of her next words. “If she’s calling in extra help, then she’s not sure she can keep playing with or dating you.”
“What? No, no, I like her a lot. You – you’re serious?” Despite Monserrat’s hug, Brooke’s cheeks were streaked with tears.
“I’m serious.” Monserrat gently wiped Brooke’s cheeks clean. “It also means that she likes you a lot – she wouldn’t go this far for a lot of the girls she’s dated.”
“But I don’t want to hurt her – and I really don’t want to stop playing with her or break up with her!”
“I know. Do you think knowing that you pushed her that far will make you more careful with her when you’re playing together?”
“Yeah! I’ll be a good girl Monchi, I can do it!”
“That’s what I like to hear.” Monserrat patted Brooke’s diaper. “Now, I want you to hurry around like a good helper and get the apartment clean for when Clarissa gets back.”
“Oh come on, you really want to waste babysitting time on tha…at?!”
Brooke’s words trailed off in a screech as Monserrat deftly flipped the Little girl over her knees. Monserrat had Brooke’s diaper pulled down to the Little girl’s thighs and her arm raised high in the air before Brooke managed to squeak out a protest.
“WAIT!”
“I’m waiting.” Monserrat kept Brooke pinned over her knees with an arm across the small of her back. She kept her arm raised, ready to strike.
“You didn’t give me time to – to – oh god, you’re going to spank me really hard, aren’t you?”
“That’s right. Ready for your spanking?”
“No! Stop!” Brooke squirmed, but had neither the leverage nor the strength to get out from under Monserrat’s arm. “What’s my alternative? If I don’t want a spanking?”
“If you won’t take a punishment spanking, I’m going to tell Clarissa what you said about me being a better mommy than her.”
“Why? Why would you do that?”
“Because if you can’t take a punishment that’s not fun for you, then you’re not willing to play unless it’s fun for you every second. That means you don’t care if it’s not fun for Clarissa a lot of the time – and that’s something the two of you are going to have to sit down and have a serious conversation about.”
“But you’ll hurt her feelings!”
“No, it’ll be your words hurting her.”
Brooke sobbed, clinging to Monserrat’s legs. “She really – isn’t having fun?”
“Little girl, I know you’re upset but we just talked about how far you had to push Clarissa for her to bring me in.”
“But why do I have to get hit for her to have fun?”
“You don’t. I almost never spank Jenna. But she works really hard on being a good girl, and she changes her behavior right away when I correct her.” Monserrat lowered her arm, flexing it to let the blood run back in, and patted Brooke’s rear. “You don’t have to be spanked when you act out and make Clarissa mad, but you do have to get a consequence that isn’t fun. Otherwise there’s no balance.”
“So – I could be a good girl all the time and not get punished? But Clarissa likes it when I’m naughty, she told me it’s cute.”
“It is, dummy.” Monserrat pinched Brooke’s butt gently. “She needs a way to bring you up short when you go too far though. Otherwise she has no way to tell you that you’re upsetting her without stopping the game.”
“I – I’m ready for my spanking.” Brooke tensed up on Monserrat’s lap.
“Are you sure? It’s going to hurt quite a bit.”
“I know. Um – can you not do it too much? I think mommy might want to spank me when she gets home. She might need to do the not-fun kind of spanking too.”
“I’m really proud of you, Brooke. That was hard to figure out and say, especially when you’re feeling Little. You’re going to get your spanking, but you’ve also earned two cookies.”
“Really?”
Brooke relaxing in surprise was exactly what Monserrat was waiting for. She brought down her hand with a mighty slap that made the Little girl howl! Monserrat waited before spanking again, listening for any protest from Brooke. Other than tears, there was none. All in all, Brook got ten big spanks that echoed off the brick walls of Clarissa’s studio and left the girl’s bottom cherry red.
Afterwards, Monserrat cuddled the sobbing girl in her arms and tucked a unicorn stuffie against Brooke’s chest. Once Brooke’s tears were done and her face was washed, Monserrat produced the box of special cookies from her bag. Brooke made a lunge for the cookies which Monserrat easily blocked.
“Not until the apartment is picked up.”
“But – but mommy will be back soon!”
“Then you better run that sore ass around the place, Little girl.” Monserrat put her hands on her hips. “And don’t expect me to help you. This is your mess and you know it’s driving Clarissa crazy.”
“Oh god!”
Even Monserrat, queen of the volleyball court, Star of the ABDU track team, was impressed at the speed and precision with which Brooke raced around to clean. Time was against her. The pile of stuffies had been easy to clean. Bowser’s toys and spilled dog food proved to be more time consuming. The kitchenette was a disaster, as was the changing area. The former had cups and little plates stacked across all available counter space, the latter had diapers strewn everywhere.
“Kitchen first, Brookie-cookie. You can do it.” Monserrat checked her phone. Clarissa was on the way, ten minutes away at most. Unless Brooke developed superhuman powers, she had no shot at finishing on time.
The Little girl was trying though, scrubbing and rinsing cups as fast as she could without breaking them. Monserrat quietly stepped over to the changing area to tidy up.
Monserrat’s phone chimed again as Brooke put the last dish in the drying rack. “Mommy’s downstairs.”
“But I’m not done, I’m not going to be able to…” Teary-eyed again, Brooke stumbled around the kitchenette’s half-wall to stare at the perfectly organized changing area. “But you – but I – but…”
“Shh, Little girl.” Monserrat kissed Brooke on the head. “Your babysitter isn’t going to let you fail when you’re trying your best.”
The hug Monserrat got from Brooke was bone-crushing, despite her big, muscled frame. At the same time, the door opened. Clarissa’s cautious expression blossomed into a delighted smile.
“This place looks great! And you two are adorable!” Clarissa unleased the tired puppy that had staggered in with her and set him on his bed. “Gotta say, this is great to come home to.”
Monserrat patted Brooke’s back. The Little girl was still clinging to her, nervously rather than gratefully. “Brooke, say hi to your mommy.”
“Hi Mommy.” Brooke’s words were clear enough, despite being spoken into Monserrat’s torso.
“Is she okay?”
“She’s fine. Are you ready to hear her behavior report?”
“Huh, sounds serious. Okay, lay it on me.” Clarissa put her hands on her hips, her expression braced for disappointment.
Monserrat peeled Brooke off of her and turned the Little girl to face her mommy. “Brooke had some behavior issues. I’m sure you’re not surprised, she was in the middle of them when you left. She and I had a long talk, and I gave her a spanking. A big one.”
Clarissa winced sympathetically. “Wow, how’d that go, baby girl?”
“I told Monchi it was okay to spank me.” Brooke hung her head. “I’m sorry I was being mean to you. Um – also uh – I told Monchi that you might need to spank me too. A not-fun spanking.”
“Baby girl, come here.” Clarissa pulled Brooke into a big hug. “Thank you for apologizing. Are you really okay with punishment spankings?”
“Yes Mommy. I want to keep playing the way we’re playing – but I want you to be able to stop me when I hurt your feelings or ruin your fun.”
“Aww, baby.” Clarissa walked Brooke to the couch, took a seat, and put her Little girl on her lap. “You are going to get a spanking, but I’m proud of you too.”
“You should be proud of her.” Monserrat smiled. “She was such a good girl during our talk that she earned two special cookies. Plus, she was a really good helper cleaning up the apartment. That’s worth one more cookie.”
“Three cookies, huh?” Clarissa’s smirk faded when she saw the box in Monserrat’s hands. “Oh shit girl, are those the cookies? Let me up on some of those.”
“Sorry Lyssa, these are for Little girls only.”
Brooke giggled, peeking up at Monserrat mischievously. “But you have six of them – and I’m such a good girl…”
“We both know you aren’t a good enough girl to get six cookies.” Monserrate counted three of them onto a plate and put them next to Brooke. When the box and its remaining cookies went into her bag, Clarissa and Brooke both sighed in disappointment.
“Next time I babysit you, I’ll have another super special treat.” Monserrat said. “You’ll have another chance to earn all the treats.”
“Next time?” Brooke asked curiously. “But you usually charge money.”
“Of course there will be a next time. If Clarissa is your mommy, then you’re my niece. I don’t charge to babysit my niece.”
“Now she’s your niece?” Clarissa snorted. “Then why were you winding me up about your rates?”
“Because this wasn’t regular babysitting, and I didn’t charge you this time either.” Monserrat bapped Clarissa on the nose, the same way she’d done to Brooke. The Little girl giggled. “This was a test run of Monserrat’s New Obedience Training program.”
“Obedience training!” Brooke looked up at Monserrat in outrage. “Like I’m a dog?”
“I don’t see Bowser in diapers. He seems to be better trained than you are.” Monserrat smirked at Brooke’s blush.
“If you need client testimonials, I got you Monchi.” Clarissa handed Brooke a cookie and laid the Little girl’s head on her bosom. “This baby girl has a total different vibe from just two hours.”
“For that to work I’d have to log this time in the app. I can do a discount that won’t show to zero out the cost, but you’ll have to request the session and do the survey.”
“Easy,” Clarissa said, stroking Brooke’s hair. “Cheap as, compared to the effort you put in.”
“Take care of your baby.” Monserrat leaned down for a gentle kiss with Clarissa. “And don’t spank her right away. Looks like she’s having an accident.”
Brooke squeaked in embarrassment, spraying cookie crumbs across her shirt. Clarissa flipped the Little girl’s skirt up and squeezed her padded crotch.
“She sure is. You don’t usually use them, baby girl. Are you feeling extra Little right now?”
“I realized I really had to go, but I didn’t want to interrupt you and Monchi talking.” Brooke whimpered.
“You’re such a good baby girl.” Clarissa gave Brooke’s diaper another big squish. “I’ll get your diaper changed and we can wait for your spanking until after dinner, okay?”
“Okay Mommy.” Brooke – still blushing – buried her cookie-crumb covered face in Clarissa’s cleavage.
“I’ll let you two go.” Monserrat shouldered her bag.
“Thanks for doing this for free Monserrat, seriously.” Clarissa waved. “I know it was work.”
“Eh, I’d have been a hypocrite if I charged you.” Monserrat shrugged. “I turned down two jobs for tomorrow. Each of them would have been more money than this session.”
“Damn girl, why?”
“School’s closed tomorrow for Memorial day, I want to be able to do homework late tonight. Tomorrow’s busy, I’m spending most of it with my Little girl.”
“That’s a sweet present for Jenna. Say hi to her.”
“Any chance of getting your Little one in for another playdate with Jenna? Not tomorrow, but sometime?”
“What do you think, baby girl?” Clarissa patted Brooke’s back.
“I dunno.” Brooke said without raising her head from Clarissa’s cleavage.
“Still nervous, it looks like.” Clarissa shrugged.
“That’s fine. The invitation is open.” Monserrat indulged in another kiss with Clarissa. She got a diaper squeeze and another squeak out of Brooke, before heading out the door.
On the way back to her car, Monserrat hit the “Launch” button on her new Obedience School service. By the time she was buckled in, her phone was pinging madly with new requests. Monserrat laughed and shook her head.
“No rest for the wicked. I’m not sure how I can fit more work in, but it’s not going to be by giving up tomorrow.” Rolling out into the streets of Ardenthill, Monserrat had to laugh again. “I can’t believe I have to schedule a day with my wife!”