RUBY

How was it that a twenty-one-year-old woman lived such a

boring life? Especially considering the fact that she had

enough money to go do whatever she wanted. Well, sort of.

It was her parents’ money. But they gave her an endless

allowance so really, she could afford to do anything.

Why not fly to Tahiti? Or Greece? Or Thailand?

Oh, that’s right. Flying was the scariest thing in the

world. That and spiders. Oh, and snakes. And mice. Okay,

there were a lot of scary things in the world. Which was

one of the reasons she always seemed to stay in the

comfort of her penthouse apartment in one of the tallest

apartment buildings in Seattle.

Her apartment had everything, really. She even had her

own Little room she could play in any time she wanted, only

it really wasn’t fun to be Little by herself. It sucked, and it

was lonely, and when she had a tantrum because one of her

doll’s heads popped off, there was never anyone there to

help fix the stupid doll.

Of course, the doll’s head hadn’t just popped off by

itself… yeah, she had kind of gotten angry because the doll

didn’t want to be her friend, so she ripped her head right

off and threw it across the room. But then she felt really bad, so she reattached the head right away. The doll hadn’t

spoken to her since.

Her toys didn’t really talk to her, but she was alone so

much that it felt like they were talking to her sometimes. At

least, she imagined they were.

The only friend she ever actually talked to was her

online best friend, Hadley, but she lived in Maine. They

would probably never get to meet in person since there was

no way Ruby was getting on one of those terrifying planes

and Hadley didn’t like planes, either. So, she was pretty

sure talking to toys was her destiny.

Walking around her apartment, Ruby sighed. She had

applied for membership at a club that had a huge Littles’

area with tons of toys and play space. She’d even gotten

her approval email over a month before, but she still hadn’t

gone. Socializing with others wasn’t exactly something she

was good at. At least, that’s what her parents told her. It

was one of the reasons they didn’t allow her to work, and

only let her go to school online. God forbid she embarrass

them or their family name with her awkwardness.

But maybe if she went to the club in Little Space, she’d

be better at socializing. Maybe she could even make some

actual Little friends and then she could invite them over for

a play date.

Ha!

Wishful thinking. Every time she thought she’d made a

new friend, they always stopped talking to her after a few

weeks. One of them told her she was too needy, which had

really stung since her parents had been telling her that all

her life. After being hurt so many times by people she

thought were her friends, Ruby had stopped trying to make

new ones. What was the point?

Opening the email app on her phone, she stared at the

acceptance email for The Playground. If she went, she

would at least be around other Littles and Bigs. She could

watch and observe while playing with toys and then when she came home afterward, she could fantasize about

everything she saw while using her vibrator.

Looking up at the clock, she saw it was nearly seven at

night. That gave her plenty of time to get ready and since it

was a Saturday night, she was pretty sure it would be a

busy night at The Playground.

Feeling a rush of excitement, she skipped to her

bedroom and started pulling off her clothes, throwing them

on the floor to deal with later. She started looking through

her closet for the cutest Little outfit she could find and

when she found it, she couldn’t stop the squeal of

excitement from escaping.

Pulling the fluffy dress from the hanger, she threw it on

her unmade bed and then went to the chest of drawers that

was up against one of the walls in her room. Opening the

drawer, she dug through the overflow of panties, causing

several pairs to fall to the floor before she found the pair

she wanted. They were perfect! Pink with frilly ruffles.

After choosing a pair of light pink Mary Janes that

matched her dress and panties, Ruby started dressing

herself. Once the dress was on and she had the bow tied in

the back, she slid the panties up her legs and then sat on

the floor to put on her shoes.

Shoot. She needed socks. Hmph! Maybe if she had a

Daddy to choose her outfits, she wouldn’t have to worry

about things like remembering socks.

Pulling her shoe off and dropping it on the floor with a

huff, she went back to the dresser and found a pair with

frilly white lace around the ankle. Plopping back down onto

her bottom, she put the socks on, then the shoes, and stood

up to look in the full-length mirror in the corner of the

room.

She looked like she was entering into a children’s

beauty pageant, but it was so adorable that she couldn’t

help but smile back at herself. She twirled around and giggled as the dress whirled straight out, showing off her

frilly panties.

Feeling more excited about her planned adventure, Ruby

went into her bathroom and quickly secured her hair into

pigtails before wrapping a white ribbon around each one.

“Ta-Da!” she said with a smile.

Okay, maybe this was a bad idea. She had gotten the nerve

to actually go to The Playground, and she had even gone

inside and found the Littles’ area, but it was so busy with

Littles and Mommies and Daddies that she didn’t know

what to do.

Biting her bottom lip, she looked around the room. She

observed one Daddy who had his Little bent over his lap

with her panties pulled down and was spanking her bottom

for several minutes as the Little cried and kicked her legs.

By the time the man was done spanking her, Ruby was

aroused, breathless, and totally envious that the Little had

a Daddy to do that to her bottom.

She couldn’t remember the last time she’d had a

spanking. Not since Michael, her ex-boyfriend, who her

parents had set her up with. Even then, it hadn’t really

been a spanking. It was more like awkward fumbling and

then some soft smacks to her bottom before he declared

that he thought it was weird that she wanted him to do

that.

He apparently thought her calling him Daddy and him

spanking her was weird, but he was the one who liked to

lick her toes while he masturbated, like it was totally

normal. Stupid Michael.

Forcing her attention back to the moment, she watched

as the Daddy who had been spanking the Little led her over

to the corner with her red bottom on display. The Little had to shuffle over slowly since her panties were down around

her knees. Biting her lip, Ruby knew she would be

fantasizing about that couple before bed. Only, she would

be the Little getting punished in her fantasy.

Moving throughout the room, she noticed an enormous

dollhouse. It was even bigger than the one she had at

home, which was really saying something. Sinking down to

her knees, she leaned forward and studied all the rooms in

the house before looking in the basket next to it that held

dozens of dolls that went with the house.

Pulling out one doll at a time, she made a little family

and then added a dog, a cat, and a chicken to the group.

Picking up the figurines, she started placing them inside

the house in various rooms.

Every now and then, she would look up and watch other

Littles or couples interact but would go right back to

playing by herself. The noise of the Littles behind her made

her feel as though she was in daycare, waiting to be picked

up by her perfect Daddy.

Yeah, right. Like that would ever happen.

She imagined that perfect Daddy would watch her from

outside the door with a smile on his face before he came in

to take her home. It was probably weird that she liked the

idea of a Daddy watching her but whatever. She was weird.

All her life, her parents had made her feel weird. They even

told her she was weird once. It had hurt her feelings, but it

wasn’t like they were around enough for her to have a close

relationship with them anyway.

“Can I play with you?”

Ruby looked over to find another Little sitting next to

her with a hopeful look in her eye. But she wasn’t falling

for it. Nope. No friends.

“No,” she said before turning back to the dollhouse.

“Why not? The house is big enough for both of us to play

with. We could play together,” the Little replied.

Ruby ignored her and continued to play with the toys.

After a short moment, the Little next to her started pulling

toys out of the basket and moved over to the side of the

house a bit further from Ruby, and started playing in the

rooms on that side.

Furrowing her eyebrows, she glared at the woman. “I

said you couldn’t play!”

The woman looked up with wide, green eyes.

“The rules say we all have to share the toys here,” the

woman said softly.

“No! I’m not sharing. I said no. Go away!” she said

loudly.

The room went almost silent and within seconds, a tall

man and a matronly-looking woman were standing beside

them.

“What’s going on here, Maddie?” the man asked.

The woman looked up at the man with tears in her eyes.

“I asked if I could play with her and she said no, so I moved

over to this side of the house to play and now she’s mad

because she doesn’t want me to play with the house.”

The man, who was quite handsome, looked over at Ruby

and studied her for a moment before looking back at the

woman.

“Young lady, you must share all of the toys in here,” the

matronly woman said firmly.

Ruby was pretty sure the woman was a Mommy, but she

was wearing a button on her blouse that said ‘Room

Monitor’.

Glaring up at the woman and the man, Ruby crossed her

arms over her chest and huffed.

“I don’t want to share. I was here first,” she replied.

“Come on, sweetie, let’s go find something else to play

with for right now. You can come back to the dollhouse

later,” the man said to the Little.

“Yeah, go away,” Ruby muttered.

“Excuse me?” a deep voice interrupted.

Her head snapped back, and her gaze landed on a pair

of stern gray eyes staring back at her. His eyes were

mesmerizing but the expression on his face made her

bottom tingle.

Uh-oh.