Pleasantly Plump Babysitter Ch. 01

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Jace is too old for a sitter, but Pia might change his mind.
3.4k words
4.57
17.1k
42

Part 1 of the 4 part series

Updated 03/05/2024
Created 02/28/2024
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Admittedly, Jace was too old to require a set of eyes watching him for the weekend. But, his mom had never really allowed him any room to develop his independence. She babied him his whole life, and turning 18 last week didn't change that fact. He felt smothered.

Jace's folks were off to Vegas this Friday evening, and they didn't trust him being alone. He never got in trouble, but his mom, and to a lesser extent, his dad, intended to keep things that way.

His older brother Dan had left home years ago. Dan partied a lot while living at home, then went off to see the world-- Jace was their precious, remaining son. Advanced case of empty nest syndrome, here he was.

Their solution to keeping him from throwing a house party he'd never actually throw, was to hire a babysitter. For an 18-year-old. Jesus.

She was the daughter of his dad's supervisor, Jack Pinehurst. He was like 65, so at least the broad would be a middle aged woman. Still didn't sit well with him, though.

When she rang his doorbell, he was surprised that she was young. She might have been 22, but no older.

She was also curvy. Not fat, just curvaceous. Her hair was sandy, and she had freckles on her cheeks. She wore a long coat with a baggy band shirt. Jace didn't recognize the band. But he registered that her rack was pretty substantial. Chubby girls had nice racks.

"You must be Jason," she said in a friendly tone, smiling. She was cute. "I'm Pia."

"Jace," he said, only mildly annoyed at the sound of his real name coming from her soft lips. Jace sounded dumber than Jason, suddenly. He was trying it on for size. "Come in," he mumbled.

His folks came downstairs and introduced him to Pia.

"Pia Pinehurst," said his dad, "this is our son, Jace."

"We met," Pia said. She had a nice smile. Green eyes like little emeralds.

"Well," his mom said, "We're late. Gotta hit the road. Emergency stuff is on the fridge. See you both Monday."

They were gone within a minute.

"So," Pia said, taking off her coat, "Why do YOU need a sitter?" She eyed him up. He wasn't a full blown adult, and he was a little short for 18. But even she thought it was odd.

"No logical reason," Jace muttered.

"My dad's a little controlling too. Helicopter parents, much?" Pia might have been aware it was a weird situation, but it was clear that she was trying to ease the tension anyways.

"Sorry," Jace said. "This is just a little silly to me. You seem like you're around my age. How old are you?"

"21," said Pia. "You?"

"18..." he said, and died a little inside.

"Are you sure your parents didn't...set us up? For some reason?" She had a tiny gap between her front teeth.

Jace thought for a moment. Until just now, he still had his back up against the need for a babysitter. Now he realized he'd get to spend the weekend alone with her. For days. She would be sleeping down the hall from him for the next two nights.

He expected a middle aged lady-- not someone just a few years older, never mind with a body type right up his alley.

"I doubt it," Jace said, knowing full well his parents wouldn't be so kind as to knowingly set up such a dream scenario for him. "I think they just forget I'm not a kid anymore." He tried to convey maturity in his voice.

"Well, either way," said Pia, "I get paid to be here, and you get my amazing company. Let's ditch the babysitting aspect. We're just strangers hanging out."

She sat on the couch. She wore high waisted jeans. Her hips were nicely shaped.

"What movies do you like?" she asked.

"Comedies, usually," said Jace.

They turned on the TV and started to watch an old Adam Sandler flick. She had never seen it. He sat on the opposite end of the couch, and they barely spoke. But they laughed here and there.

Jace was nervous.

"Do you mind getting some popcorn or something?" she said, without looking away from the movie.

"Sure," he said, wandering into the kitchen. Jace threw a bag of extra buttery in the microwave, and fetched a couple glasses of water. There was no alcohol in the house.

After the popping slowed, he grabbed the bag before it burned, and filled a single bowl.

"Smells good," she said as he returned with popcorn and water.

"I don't even have Coke or anything, sorry."

"Meh," she said in a carefree way, "I just needed snacks. Sit closer and share the bowl."

Pia patted the space by her ass, which was pointed towards him as she lay slumped away from him. Jace sat closer.

"You single?" She reached, and grabbed a handful of popcorn from his lap.

"Uh, yup," he said, nodding. "You?"

"No," she said. "Got engaged last week."

Jace pretended to be happy to hear it. Secretly he was devastated, as a crush was only just developing. Obviously it was just a one-way crush.

"Just kidding," she said wincing. "No clue why I said that. I've been in a dry spell for a while."

Jace smiled, but didn't know how to follow up.

The movie ended, and he went to get up to use the bathroom. Pia grabbed his ankle, and he stumbled to the carpet.

She laughed, but stifled it. He looked at her with mild confusion.

"Sorry, I grew up in a household of boys. I'm the only daughter, and I have 4 younger brothers. We used to rough house a lot. Just a force of habit."

"My only brother left home when I was...like 8? He never paid much attention to me," Jace said, standing up straight and brushing his shirt off as if he had taken a rougher tumble.

"No wrestling with your sibling then?" She smiled funny at him.

He shook his head.

"Missed out," said Pia. "Wanna...give it a try?"

"With..." he assessed if she was serious. He found it odd that she wanted to play-wrestle. They weren't little kids. "You and me?"

"Yeah," she said, slumping to the carpeted floor. "I'll go easy."

She was serious, no doubt about it. Jace commanded his limbs to move. To advance towards her. Before he could, she pounced on him. She straddled his abdomen. Her hands kept his shoulders flat on the ground.

"I used to wrestle all my younger brothers." Her long hair fell down her face, tickling his lips. She was sitting on his belly button. Her butt was cushy and warm. It felt nice.

"Well," she said in a feisty voice, "c'mon already! Fight back!"

He strained to roll her off of him, but she was resting all her weight on him. He didn't intend to tickle her, but when he reached up to grab her waist, he grabbed just above her love handle, and she twitched against his fingers, gripping his hand in her soft curves.

"Ahh! No tickling!" She rolled off, sitting beside him.

"Sorry, I'm crazy ticklish." She bit her lower lip, and brushed her sandy hair from her forest green eyes.

"My bad," he said, sitting up with her. What a beauty.

"Hey, which bed is mine?" She put a finger to her lip like there was a mystery afoot.

"Dan's old room," he said.

He took a moment to show her around. First stop was his brother's old room.

"Classic guest room," she said, leaning on the doorframe. "Nightstand, lamp, bed, painting of a...serial killer?"

"That's a self portrait he did a while back. Only art my folks kept of his, on the walls. I used to be scared of it as a kid. Now I think it's stupid."

He looked at the painting for the first time in a while. It suffered from uncanny valley vibes: it looked like Dan but it was sort of...off. He never understood why this was the painting they chose to leave in the guest room.

"Jace, I can't sleep in this room with your soulless-eyed bro watching me. What else we got?"

He showed Pia his parents room. It was bigger, but it smelled like his dad and their bed looked like it was from a bad hotel. It was probably comfy, but it looked...used.

"Please tell me your room isn't like...haunted, or in the basement?" She laughed.

"Here's mine," he said, flicking on the lights.

Pia inspected his room. It was clean, organized, and smelled okay. No creepy paintings. He had some nerdy posters up, but he wasn't too worried. She didn't seem overly judgmental. Plus, his jizz socks were hidden under the bed.

"You can use my bed, I can do the couch," he suggested, trying to be chivalrous.

"You've got a queen, we can split it if you want," she said casually.

Sorry, what the what?

"Y-you wanna..." He stammered like a loser. She would sleep with him that easily?

"Totally platonic, Jace. Just keep me company so I don't get creeped out in your weird house!"

"It's not that weird," he laughed.

"I'll grab my go-bag, I think I'm getting ready for bed soon anyway."

Jace was tired as well. He was usually asleep before midnight.

"Okay," he said, marveling at the opportunity to share a bed with Pia.

She went and grabbed her bag of clothes and whatnot, and took it into the bathroom.

"Can I borrow your toothpaste?" she called out through the door.

"Totally!" he said.

She was out five minutes later, wearing pajama bottoms and a sports bra. Her jammies were pulled high on her waist, just like her jeans were. He couldn't even see her bellybutton.

"Your turn," she said as she passed by. She smelled like girly deodorant.

Jace hopped into the bathroom. He was brushing his teeth when he saw her underwear twisted up on the floor. It was a grey thong.

He bent down, and picked it up without a pause. He unfurled them, and noticed they were a little...damp. Nothing crazy, they just felt a little moist around one area.

He was sniffing them before he could stop himself. It smelled musky, acidic...and a little...tangy? Fruity? It was fucking amazing.

He stopped, realizing he needed to twist them up and put them back, and play dumb. Another second and his erection might have been an issue. He was only half-chubbed at the moment.

He put them back, and finished brushing.

He walked into his bedroom. Pia was sitting on the bed. He tried to avoid staring at her big boobs.

"I just realized I left my thong in there. Sorry." She threw up her hands.

"Oh," said Jace, feigning ignorance. "I didn't notice." He could still smell the aroma on his lip.

"Which side do you want?" She thumbed towards the bed. He never had to pick a side before.

"Inside, I guess," he said. Jace liked leaning against the cold wall sometimes. Helped him sleep.

"You just don't want me crawling over you in the night."

She smiled at him, and chuckled. "Kidding. I sleep like a rock, usually. If I snore, just poke me."

"You got it," he said. She scooched over so he could crawl in beside her. He turned off the light and started for the bed.

She grabbed his wrist. "Are you wearing your clothes to bed?"

He felt dumb as hell. He still had jeans and a shirt on.

"Oh, duh. Nope." He took off his shirt sitting beside her. He paused.

"I'm just gonna be staring at you, no pressure," she said giggling.

Her levity actually calmed his nerves. But he still felt self-conscious. He got a handjob once, and only kissed a couple girls. Otherwise, he was a virgin.

He pulled his jeans off, leaving only boxers. She did as she promised and watched him the whole time.

"Kay, now you may sleep," she said. "And as your babysitter I'm gonna sleep with you. Normal, right?" She laughed again. She laughed a lot, but he liked the sound.

"Normal," he said crawling in beside her. "You're like a mailman, or a senator. Just doing your job."

She laughed so hard that she snorted. Jace loved this woman.

He laid on his back. She pulled the sheets up over them.

"Sorry if I seem like a crazy person," she said a little quieter. "I used to be really shy as a kid. I've learned to take things less seriously. Be more impulsive."

Jace wasn't put out. Even if nothing happened between them, this was exhilarating. Still, he felt like he would pass out soon.

"I'm halfway there," he said, and she turned towards him, listening intently. "I'm pretty sheltered. I could use some of your...confidence."

"Jace," she said, her knee brushing up against his leg, "It's all about faking it till you make it. Lying when you need to, but being honest to yourself. All that shit."

"Makes sense," he said, then yawned.

"You're tired huh? I am too. I'll stop talking already. Do you usually sleep on your back?"

"No," he said, "My side, away from the wall. I like a cold wall sometimes."

"I like a cold pillow," said Pia, turning over, facing away.

Jace turned towards Pia, careful not to touch her.

"We can cuddle and still be platonic, if you want," she said, her half-question lingering in the room for too long.

Jace was speechless for a time.

"Okay," he said finally.

"You like your cold wall, so I'll come to you."

Pia wiggled towards him. Her bum settled against his boxers, and he instinctively put his left arm over her. She clasped his hand, and placed it above her chest, not letting go.

"Cozy," she said, sounding so.

He was overwhelmed with the sensations of her soft body against his. A grown woman in his bed. She sighed.

"Have a good sleep, Jace."

"You too, Pia," he said into her ear. Suddenly, he realized that he might get hard before he caught any Z's. And Pia seemed cool, but he didn't think she'd appreciate any unsolicited prodding against her ass.

They both breathed deeply, but now Jace was wired. He felt his heart beating loudly in his chest.

He usually beat off before bed. He could feel his urge growing against her, slowly. She smelled amazing, and he still held her hand just inches above her large breasts. Her ass was warm, and soft, and--

"I can't sleep," she said suddenly.

He was still. He almost pretended to be asleep. But it seemed silly.

"Same," he said.

She turned over, letting go of his hand, facing him in the dark.

"You're a pretty good liar," she said, sounding impressed.

"What?" he asked, clueless as all hell.

"You said you didn't notice my thong in the bathroom. I left it in there, and you said you didn't notice. But you did, right?"

She sounded curious, not accusatory.

"Uh," he said, unsure of what to say. "I..."

She had said something before, about lying and truths. Was this about that? He found it pointless to lie at this point.

"I lied. Not sure why." He cleared his throat.

"Did you sniff them?"

Jace was stunned. How could she know?

"I caught my brother's friend doing it once, just before I moved out. I had dirty laundry in the bathroom, and I walked in. Man, was he embarrassed."

She put her hand on his chest.

"I didn't ask...to embarrass you. I just liked the idea of you doing it, whether you did or not. I left it there on purpose for you to notice."

He felt warm, and electric.

"Okay. Well...I did it," he said quietly.

"I would have too, if I were you," she said. "I'm a horn dog, sometimes. Are you a virgin, Jace?"

He exhaled. No sense in trying to overcompensate now.

"I am," he said.

"Nice," Pia said warmly. "No rush. Sex is fun, but overrated. I've only been with two guys."

"Oh, okay," he said, loosening up a little bit. Just a bit.

"I've...had a handjob before," he said, immediately regretting it. But Pia just rolled with it.

"Nice. See? You've got some game. One step at a time. Do you want a handjob right now?"

"What?" He must have misheard her.

"Handjob. Help you sleep? It helps me sleep. Getting off I mean."

"Oh. Yeah, it does. I mean--"

"Sorry," Pia said, "I'm not just giving these out willy nilly. You're cute, and we're in a bed. You can say no if it's--"

"Yes," said Jace. "If you don't...mind."

"Nope!" she said, reaching for it within seconds.

She gripped his bulge in his shorts, squeezing gently. She pulled down his boxers, freeing his member.

She held it firmly in her hand. He got hard quick.

"What do you usually use to...clean up?"

He didn't want to admit he had a used pile of socks under his bed. Shameful socks.

"Socks. Clean socks." It was hard to lie to Pia.

"Smart," she said. "Where are they? The clean ones."

He pointed to the drawer next to her. She grabbed one. She brought it under the sheet, and placed it over his dick, like she had done this before.

"Less mess this way," she said, and began to stroke him. He breathed heavy.

"You can touch me, if it'll help," she said, a little more sensually.

He carefully moved his hand to her hip. She flinched a little. "No tickling, though."

He traced his fingers across her curves, but not so gently that it might tickle her.

"Feels good," she said.

"Yes," he said, enamored by her skillful hand, and her soft skin. He reached down, grabbing a handful of her ass.

"Am I a great babysitter, or what," said Pia in a whisper.

"Yes," Jace said in a trancelike state. It was all bliss: Her smell, her hands, her words.

"Actually, speaking of sitting...I could...enhance this for you, if you want?"

"Okay," he said, ready for anything.

She didn't stop jacking him off as she turned, and saddled herself above his face.

Suddenly, Pia's round bum brushed against his chin, and settled slowly upon him.

"You liked my undies, so I thought you might enjoy sniffing from the source."

He inhaled through his nose. He smelled ass, and pussy, and feminine aromas all mixed together. He moaned involuntarily at the sensations.

"Yeah," she said encouragingly, "Get up in there." She sat a little harder. Jace inhaled, completely lost in this moment--in her aromatic crevice.

She stroked him faster. The sock was soft, and reduced friction. He was feeling close.

"Come, Jace."

He would soon.

"I love that you're enjoying...this," she said, wiggling her bum around. Her soft cheeks enveloped him.

The thin fabric of her pajamas was getting damp.

She smelled...aroused. He could taste her juices through her pajamas. They coated his lips.

"Jace," she moaned.

He was about to come. He wanted to tell her, but she could tell, anyways.

He started to writhe around, ready to blow. His air supply was restricted completely as she started grinding against his face.

Suddenly, he moaned into his fleshy prison, shooting loads into his sock as she relentlessly stroked him. He saw stars, and leaned back, gasping for air.

Pia let go of him, shoving her hand down her pajamas. He could hear her fingers find her clit, and she flinched and shuddered as she brought upon her own climax. She sat upright, sitting down on his face. Her cheeks pinched his nose tightly as she screamed out into the empty house.

She fell forward, slowly easing her fingering. She crawled off Jace, and rotated so she laid beside him.

"Sorry," she said panting, "got a little carried away."

"No," he said, reeling from the best orgasm of his young life. "I liked it. A lot."

"Never had a girl sit on your face?

"No," he said smiling in the dark.

"I like it. I really like the idea of someone being forced to smell me. I'm a freak like that."

"Then so am I," said Jace.

"Perfect," said Pia. "Maybe we can...experiment. Tomorrow?"

"Tomorrow," he said, feeling drained, and satisfied.

"Don't forget your sock," she said.

He slowly took it off, tossing it across the room.

"Adventures in babysitting," said Pia.

"Hmm...what?" said Jace, falling asleep.

"Nothing," she said, snuggling against him. "See you in the morning."

As they slept soundly, a new dawn was slowly approaching.

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7 Comments
Holistic_VoyeurHolistic_Voyeur9 days ago

Naughty babysitter 😉

PlaettbrettPlaettbrettabout 2 months ago

mal wieder sehr schön geschrieben. Danke, da freue ich mich auf die weiteren Folgen. Ein sitzender Babysitter, mein Traum, nur bin ich inzwischen leider zu alt :-( Vielleicht bekomme ich ja bald eine Pflegerin, die mich dann sittet ;-)

AnonymousAnonymousabout 2 months ago

Loved it. Want to hear more! Soon

AnonymousAnonymousabout 2 months ago

Maybe tomorrow she'll put his peeing tool in her peeing tool, and then they might be boyfriend and girlfriend...

AnonymousAnonymousabout 2 months ago

Damn, this is going to be a fun one…

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