1. 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.