Makoto rung the doorbell of the opulent mansion, but it wasn't long until a very rich mom and dad answered the door. They took him inside and introduced him to the girl he'd be watching over for the night, popular child idol Kotoko Utsugi.

Hearing the door open after she'd been listening intently for it, the young girl quickly rushed down the stairs to see who would be watching over her that evening.

"Hi, you must be Makoto, right?" Kotoko's mom said with a small smile as Kotoko stopped at the top of the stairs and looked through to the doorway.

"Yup!" Makoto chirped. "I received your e-mail, but just to double-check, does Kotoko need anything special this evening?"

"Not exactly. But as a reminder, she's…been through a lot, so…we aren't exactly sure how she'll act around a kid older than her. Is that gonna be okay?" She asked.

Makoto had a temporary flashback to Monaca before smiling again. "Don't worry, I've been trained for children with a wide variety of…unique traits."

The mother smiled again. "Alright, then we're heading out." She turned to the stairs to see Kotoko watching them. "Be good, alright? We love you!" And before long, the parents were gone, and it was just the two of them, standing in silence as Kotoko stared at him.

Makoto dropped to his knees and gave Kotoko a wide smile. "Hey Kotoko, my name is Makoto~! How are you today?"

"If you touch me in a way I don't want you to, I'll cut you." Kotoko said immediately.

"O-okay?" Makoto whimpered, taken aback a bit. "Wh-what do you normally…do on evenings like this?"

"Well, I used to have adults like you have sex with me, but these days I usually play dress up." Kotoko replied coldly as she continued to stare at the boy.

Makoto groaned a little as he remembered Monaca again and questioned why his life could never be normal. "And let me guess, I'm wearing the outfits."

Kotoko's face suddenly softened, partially from surprise. "H-huh?"

"Yeah I've been through this song and dance before; you'll put me in some slutty skirt and a chastity cage or something."

Kotoko stared at him in confusion, then anger. "That's not really what I meant, though of course an adult like you would immediately think of that."

"No, I thought of it because someone almost your exact age makes me do that every other Friday."

Kotoko groaned. "Whatever, just leave me alone." She said as she stomped back to her room.

Makoto stood up and frowned. Weird, he thought. He figured if she brought that stuff up she'd be fine with it. Oh well, more time to get ready for the night. Makoto immediately went into the kitchen and began preparing what Kotoko's parents said was her favorite meal.

Meanwhile, Kotoko looked through her closets. In the far corner she could see those disgusting outfits watching her. She wasn't sure why she hadn't gotten rid of them yet, but for some reason she'd kept them. But of course she got someone to watch her that was just as perverted as those other freaks.

Then, suddenly, the girl got an idea, one that brought a wicked smile to her face. But before she could do anything else, she sniffed the air as a familiar scent wafted through it. She quickly rushed downstairs to the kitchen, and stopped at the doorway, watching the adult cook.

Makoto could hear her rushing, and he turned back towards her. "Hey, it's gonna be a few until this is done. Did you need something?"

Kotoko said nothing as she just stared at him, her eyes nearly piercing into his soul with the way she stared.

Makoto frowned in response. "Are you always this unpleasant?"

"I am with adults who only think about sex with little girls."

"Alright," Makoto replied, unsure of how to even respond to that as he continued cooking.

"So you aren't denying it?" She asked.

"I don't get why anyone would want to have sex with someone like you," Makoto shot back, biting his cheek a bit. He really shouldn't have said that, but to be fair, she started this whole thing. In fact, he took this job to try and have less sex with Monaca.

Kotoko wasn't quite sure how to answer that, so she didn't. She simply sat down at the doorway and watched him as he continued to cook, thinking over her plan.

A plate of chicken and cheese quesadillas slid across the table to the designated spot for Kotoko. "Here you go."

Kotoko watched him take a step back from the table before she rushed to her seat, sat down, and started frantically eating the quesadilla, a smile sneaking onto her face.

Makoto smiled to himself, happy she was at least enjoying her meal, before turning back to the microwave to prepare his cardboard container of ramen noodles.

"How old are you?" Kotoko suddenly asked.

"I'm sixteen."

"So…you're not a full adult yet." Kotoko said cryptically before she continued eating.

Makoto raised his eyebrow a bit, but quickly forgot whatever he was thinking as his ramen finished and he devoured it just as intensely as Kotoko devoured her meal for the evening.

Once the two were done and had moved back to the living room, they both watched TV on the massive screen in the living room. Kotoko wanted to watch some cutesy kid's show about idols like her, which was fine. The animation was cute and she was genuinely happy with it, which gave him the perfect chance to sneak out some homework and work on it next to her.

"What are you doing?" She eventually asked.

"Homework," Makoto responded. "For a child development class."

"Ugh."

"What now?" Makoto asked, more than a little miffed with this girl's cruddy attitude.

"Homework stinks." She said.

"I actually enjoy these classes. Right now we're covering physical development."

"Sounds lewd." Kotoko said.

Makoto frowned. "Nice try."

"You seem to think I'm trying to do something to you." Kotoko said. "You know, I was hoping that maybe mom and dad would be able to find me an adult that didn't always think of lewd stuff, but it seems I had my hopes too high." The young girl said with a huff as she crossed her arms in annoyance.

"Actually I was thinking of how you were trying to bait me into saying something pervy so you can keep whining over nothing."

Kotoko paused. "Okay…fair point." She sighed. "I'm not trying to whine about nothing, okay? I just want to meet an adult who's actually nice and doesn't think about sex and stuff all the time, or…or…" Kotoko trailed off, not sure if she should finish. "P-point is, I don't think I've succeeded yet."

Makoto tapped his hands on his paper for a few seconds before deciding what to say next. "Well, if you promise to stop being mean, I promise to not be weird about sex or anything like that. Sound good?"

Kotoko hesitated as she thought about her previous plan, one she'd flip flopped on all night. "…Sure."

"Perfect! Did you have anything you wanted to do other than watching this show?"

Seeing her opportunity, she went for it. "Dress up."

"Oh really? What did you have in mind?"

"Are you willing to try…anything?"

Makoto found it quite bizarre she'd ask a question like that after they came to a consensus on potentially sexual stuff, but he rolled with it in case he was thinking of it in the wrong way. "Sure!"

"Really?!" Kotoko said, jumping from the couch as her eyes sparkled.

"Yeah! Do you want it in your bedroom or in here?"

"You stay here and I'll bring one in, if that's alright?"

Makoto slid his homework into his backpack and nodded.

Kotoko rushed to her room. She knew she needed to play this right in order to get him to cooperate, so she started with something simple, and grabbed a suit, before rushing back downstairs. "Here! Try this on!"

Makoto took the suit out of her hands and made off for the kitchen. "Okay! I'll be back after I change."

Kotoko was kind of hoping he would stay in the room to change, but again, she needed to take this slow to get him to cooperate.

It was only a few minutes before he came back. The suit was incredibly tight, fitting snugly against his body and showing off his legs and ass quite well for her. "What do you think?"

She giggled to herself. "You look great! It fits you perfectly! Turn around!" Makoto did as he was told, just standing there and letting her admire him. The girl walked up and admired him from every angle, before poking his butt. "It's very tight here, isn't it?"

Makoto yelped and jumped up before spinning around. "No! Stop that!"

"Sorry. I'll go get the next one." She said, before rushing off to get the next outfit. She searched through her closet until she saw it, and smiled.

She rushed back down the stairs and presented the next outfit, a very modest red dress, which she handed to him with her most innocent smile.

Makoto was more hesitant about this, but if she was so hateful of adults and sex earlier, he doubted she had many lewd intentions. So back to the kitchen he went until he emerged wearing the dress. The bottom slightly dragged along the floor as it hung loosely from his shoulders, exposing his collarbones and a bit of his chest.

"YOU LOOK SO PRETTY!" She exclaimed, leaping from the couch as her eyes sparkled.

Makoto couldn't help but blush. "Well, you'd know all about that, wouldn't you?"

"Mhm!" She said, and once again poked his butt. "Still a little tight here though."

Makoto frowned again. "Stop that."

"You're the one that apparently has a big butt." She said with a giggle.

There was a slight pout but Makoto moved on. "What's next?"

Kotoko gave him a concerning smile as she once again retreated upstairs and immediately located the next outfit. It was time, make it or break it. She grabbed the outfit off the hanger and brought it downstairs, presenting it with a "Ta-daaaa!" as she showed him…a maid outfit.

Now Makoto was seriously confused. "Kotoko, what is this?"

"It's a maid outfit, duh!" She said as she thrust it into his hands. "Now go, try it on!"

Makoto did as he was told despite his apprehensions, and returned soon in the maid outfit, now clearly too small for him.

Kotoko smiled as she looked at him. "Perfect~" She said as she walked over and examined his body, where the outfit pressed against him. "It suits you very well~" She said, then, without warning, she flipped his skirt, and was disappointed to see he was wearing boxers instead of the panties that had come with it. "Why are you wearing boxers?!"

Makoto brought the skirt back down. "Why are you looking at my underwear!?"

"Why aren't you wearing the panties I gave you?!"

"You answer me first!"

"Because you're supposed to be wearing the panties too!"

"And why am I supposed to be wearing the panties!?"

"It's part of the outfit, I feel like I shouldn't have to explain this." Kotoko said with a huff.

"Look, you said you didn't like adults doing sexual stuff, but this outfit is obviously sexual."

"I rarely get to dress real people so can you please just play along and put on the freaking panties?!"

Makoto huffed and went back to the kitchen, before returning once again. "Done."

"Show me."

A strong blush came over the boy's face as he gripped the skirt, took a deep breath, and flipped it up. The panties were a bright pink pair with a white bunny over the front, and his bulge was clearly evident against them. Without warning, the girl poked the bulge, watching as it twitched.

Makoto dropped the skirt and huffed. "What next?"

"Well, I have one more outfit for you." Kotoko said, before rushing upstairs once more. Makoto could only stand and dread what was coming before Kotoko walked back down and presented…some black fabric.

"What is this?"

"Lingerie~"

"Okay, I'm not doing that."

"Do it." Kotoko said, her tone indicating this was not up for debate.

Makoto groaned and went to the kitchen, but this time, he was gone for much longer.

"If you don't hurry, I'm coming in there~"

"Fine, you can come in here!"

Raising an eyebrow, she walked into the kitchen, not sure what to expect.

Makoto was hiding behind the counter, just his head and bare shoulders peaking out as he glared at the girl. "Okay, what's the meaning of this?"

"What are you doing back there?" She asked, as if she didn't know why he was hiding.

"Don't play dumb. Answer me."

"It's lingerie, sexy women's underwear that I wanted to see you wear, now come out and show me." Kotoko said.

"HEY!" Makoto suddenly snapped. "You spent this whole night snapping to me about adults being weird to kids, and now you're putting me in sexy underwear!?"

"Yes, because this is different. I'm a kid getting to sexualize an adult. That's basically what all kids and teenagers do when they find porn on the internet, isn't it? I just get to do it with a real life doll~!"

"That's b-b-bullhonky!" Makoto screeched, his own aversion to cussing contrasting with his sheer anger at this girl. "You can't just act like a jerk this whole time and then expect me to play along!"

"You kind of don't really have a choice." Kotoko said.

"And why is that?"

"Because I could just tell my parents you did nasty awful things to poor little me." She said dramatically. "Now get out here and show me!!"

Makoto growled to himself as she stood up, revealing the underwear to the girl.

Immediately, the girl's eyes locked onto the boy's dick, which had sprouted a semi erection and poked very visibly against the see through dark fabric. She giggled at it, jumping up and down on her feet.

"For whining about adults a lot, you're hornier than most adults I meet."

"Look, as much as I'm disgusted by adults who take advantage of little kids sexually…I can't help but admit I'm very curious about sex itself. You seem…a lot nicer…and cuter…than the people I usually work with, so…I wanted to see if you'd be willing to do stuff with me." Kotoko finally admitted.

Makoto froze for a second before becoming suddenly calm. "You were willing to make me wear this but you couldn't just say that?"

"…Yes."

Makoto sighed and put his face in his hand, crossing his arms under his 'chest' and pushing the bra up. "Okay, just…just tell me what you want to try."

"I…I want to try sex…b-but…I get to be…on top…" Kotoko said, blushing as she said it.

"Okay, let's go to your bedroom, and we'll take it from there," Makoto reassured her as he internally made a note to find a different part time job, because clearly he wasn't cut out for babysitting.

"Thanks…" She said as she led him to her lavish bedroom.

The girl's bedroom was decorated in pink all over the place, to the point it almost felt blinding to the boy.

"Okay, I'll lay down on the bed," Makoto informed her as he began to do just that.

The girl watched as he laid down on the large pink bed. Nervously, she approached him, and looked down at the semi hard on he still had.

"Okay, do you want to take off your clothes?"

"N-no!!!" She said, grabbing herself. "I-I want to strip you…first, and then myself." Without another word, she walked over and grabbed the lingerie he was wearing and yanked in down, causing his dick to flop out before her eyes. She stiffened for a moment at the sight of it before forcing herself to relax by telling herself she was in control this time.

Makoto lay perfectly still to let her be in control, just staring at the ceiling and shuddering a bit as the colder air met his erect penis.

Slowly, Kotoko began to strip down herself, first removing her shirt, then her skirt, and then, with a little hesitation, the rest of her underwear. She stood in front of Makoto, covering herself as she looked away, waiting for a response at seeing her small, pale, petite body.

Makoto looked down and a strong blush came across his face, even as he tried to prevent himself from saying anything so as to not gross her out.

When he didn't actually say anything, she slowly lowered her hands to her sides, fully presenting herself. She had a few wisps of hair above her pussy since she hadn't shaved recently, and she gulped. "H-h-how do I look?"

"You look beautiful!" Makoto declared as he adjusted himself into more of a sitting position.

"Th-thank you." She said, before clearing her throat. "I-I mean…naturally." She continuously glanced over his dick as it fully hardened before her eyes. "At least I can tell you're being honest."

Makoto sat up and inadvertently covered his dick with his hands while smiling at Kotoko. "Well, naked girls tend to do that to guys."

"S-so…I climb on top of you now right? I…'ride' you?"

"Yeah, just take it slowly and I'll guide you through it," Makoto assured her.

Kotoko nodded and slowly climbed on top of Makoto as he laid back. She brushed against his penis and jumped a bit, before shaking her head and continuing, moving until she was resting on top of him, her soft cheeks touching his thighs.

He reached down and gripped the base of his penis, gently pressing it against her entrance and watching her wince a bit. "Now, you just lower your body onto it as slowly as you can go. When it feels like too much, raise yourself."

Kotoko couldn't help but blush at how supportive he was being. "Hey, M-Makoto?"

"Yeah, Kotoko?"

"You seem like a pretty cool adult." She said before lowering herself down, completely enveloping his dick, making her gasp. Somehow…it felt different. Now with her being the one in charge, it…somehow didn't hurt as bad.

Makoto blushed from both the praise and the sudden feeling of his penis being enveloped by her tight pussy. He let out a long moan and reached out to grip her hips gently, holding her in place and keeping her from going too fast, just in case.

Thankful for the support, she slowly started lowering herself up before dropping back down, this time having a moan escape her lips.

A slow pace emerged as she gently went up and down, only taking an inch or two, both of their gentle moans increasing in volume as their bodies steadily moved faster.

Before long, the movements became longer, and Kotoko raised herself up further to allow herself to drop more. More moans escaped her lips as she tilted her head back, a smile coming over her as, now that she was the one in control…she could definitely see how this was pleasant.

"You…you feel so good!" Makoto praised the girl as he bucked his hips a bit, suddenly forcing more of himself inside of her.

"S-so…do you! Nnnnng~~!!"

It wasn't long until Makoto felt himself about to cum, and his pace slowed a bit as he wondered how to word this to her.

Kotoko gave him a look of confusion. "Why…are you…stopping?"

"I'm…about to cum!"

Kotoko, knowing what that meant, quickly got up, pulling herself off of him, but somewhat expertly quickly switching to jerking him off, her small hand only barely able to reach around his throbbing cock as she thrusted it up and down.

Makoto's hips bucked intensely and his body tensed as suddenly he was hit with a rush of pleasure, and just a few moments after she begun he erupted with a long stream of cum that splattered against her face and petered out over her hand.

The girl waited until he was done and sighed. She then crawled back onto the bed, and crawled over to him. "C-can you…help me finish too?"

Makoto smiled at her before placing his hands between her legs, rubbing at her adorable little pussy. "Like this~?"

"Naaaaaa!!! Y-yes…!"

Makoto smiled even wider before leaning down to suckle one of Kotoko's erect nipples, gently pinching her clit as he did so and delighting in the way her hips bucked and she let out an adorable, needy squeak for him.

"Y-you seem…good at this…aaaahhh~~!!" She moaned. "N-not that I'm complaining…"

"I have experience," Makoto muttered before moving over to her other breast, sliding a single finger inside and caressing her inner walls as he attacked her other nipple.

It didn't take much longer for the girl to finish, crying out as she came hard, one of the few times where she actually enjoyed her climax as it erupted out of her and onto his hand. Her body shuddered as it came out, and once it was done, she collapsed back onto the bed, panting.

Makoto flopped down beside her, hugging her body close to his own. "So, what do you think?"

"I…can see why people like it now…"