Want to support CHYOA?
Disable your Ad Blocker! Thanks :)

Chapter 5 by haileytraynor haileytraynor

Choose a location.

Coffee Shop

Cassie selected the local coffee shop to meet Melissa. She didn’t know what to wear, so she picked out a simple outfit. She wore a cute shirt with flowers on the front and a short skirt. She slipped on some sandals and decided to pull her hair into braided pigtails. She felt cute and ready to meet whoever this woman was going to be.

Cassie then headed down the street toward the coffee shop. As she did, she toyed with her hands. She didn’t know how it would end up, but she had her hopes up.

She turned into the coffee shop, pulling the door open as the bell rang. She looked around, and the shop was empty except for the barista. She sat down at one of the tables and waited. Then she heard the bell ring. She looked towards the door and her jaw dropped. The woman standing in the door, was the most beautiful woman she had ever laid eyes on.

She looked similar to Cassie’s age and had long brunette wavy hair. Her eyes were a dark chocolate color and her lips had a glisten of red. Her skin was an olive shade and she was definitely taller than Cassie.

She wore an elegant black pantsuit with black heeled boots and a purse. Cassie blushed as she saw her look over and smile. She strutted into the shop and approached Cassie. “Hello, are you Cassie?” the woman asked.

Cassie blushed as she gazed at the woman. She couldn’t help but dart her eyes up and down. “Y-yes,” Cassie said.

“I’m Melissa. It’s nice to meet you,” the woman said, then smiled kindly. “You don’t have to be so shy. Right now, I just want to get to know you. How about we get something to drink. Do you like coffee?”

Cassie blushed and shook her head. “S-sorry. I’m not a fan,” she said. “B-but I wouldn’t mind a hot chocolate and maybe a scone or cookie.”

Melissa beamed as she stood up and approached the counter. “Hello, we’ll get a tall mocha latte and a grande hot chocolate. I’d also like to get that flower shaped cookie please.”

The barista nodded as he prepared the drinks and handed Melissa the bagged cookie. Melissa waited and then grabbed the drinks and headed back to where Cassie was sitting while the barista headed to the back. “S-so, h-how long have you been… in the program?” Cassie asked.

Melissa laughed. “You’re cute,” Melissa said. “Don’t be afraid to ask what you want. I’m not afraid of any questions you have for me as long as you’re comfortable with it. I don’t want to **** anything onto you. I’ve been interested in our community for awhile actually. I’m actually of similar age to you. But I was introduced to the program about 3 years ago. I started out as a little, but then I realized I had no interest in that particular area. I recently decided to become a caretaker or mommy.”

“So you started out with….”

“Diapers?” Melissa said and then nodded. “Yeah.”

“And how did you get over the… awkwardness and embarrassment?”

“There’s a prominent community,” Melissa said. “I think you would be surprised to learn the amount of people actually involved in the program. We have intense safe areas and rules that prevent any breaches. A lot of our littles while are very much adults, they want to play as younger, and we let them. But in order to do that, we need to provide them the space to do so.”

Cassie nodded. “How big is the community?”

“I couldn’t say,” Melissa said. “They’re not just here either. The program was designed as a sort of hub for everyone, but there’s a lot of communities that existed well before the program. Other sites, meet and greets, whatever it is, people find ways to meet. But it’s always a risky move.”

“Have there been… people who… take advantage of the uh community?” Cassie asked.

“You mean like people who try to infiltrate and get **** or violate someone’s privacy?” Melissa asked. “Unfortunately, there are times where people make it through, but we take the utmost **** caution to protect whoever is being targeted. Our safety is the most important thing. There’s a lot of people who get the wrong impression about the community and try to target us. The Pacifier ensures that all of it is secure. No little or caretaker gets left in the dark or hung out to dry.”

Cassie nodded. “So… what happens now?”

“Well we should figure out if you want to come back to my place or use your place,” Melissa said. “Whatever you are most comfortable with. I won’t be sad or mad if you want to stay at your place, but we need to figure out something.”

Cassie thought for a moment. “I want to go to your place,” Cassie said.

Melissa smiled. “Alright, take your drink and cookie and we can head for it right now.”

Cassie grinned ear to ear as she nodded and jumped up excitedly. She walked next to Melissa as they made their way down the road. They stopped after walking for a bit in front of a house with a white picket fence and a pathway that led up to a black door. The black door was framed with white. It had a gray siding with a white trimming. It certainly looked cozy with a driveway and garage.

“Come on,” Melissa said as she unlocked the front door and pushed it open.

Cassie looked around as she sipped her hot chocolate. They headed into the family room which at first glance looked like Melissa had a little kid, but it was clear to anyone who knew that that wasn’t quite true.

The high chair in the kitchen was bigger in size than a normal one made for babies. There was everything a kid could need but bigger. The bathroom between the kitchen and family room had both a potty training toilet as well as one of those potty training seats for the toilet.

They worked their way up the stairs and Cassie gasped as she was immediately greeted with a nursery. It had pastel green walls, a white large crib, a changing table, and more. There was also the master bedroom that had a king sized bed. Cassie’s jaw dropped at the comparison. There were other rooms too, but their doors remained shut.

“Welcome to your new home,” Melissa said. “Now we can discuss our plan of action. I know that you indicated that your play age is unknown, and I imagine you’re new to all of this, right?”

Cassie nodded. “Y-yeah. I’ve always been curious, but I never have done anything like this. I’m not sure what to expect.”

“Then we should take it slow. And make sure to use your safe word if I do anything that you’re uncomfortable with,” Melissa said.

Cassie nodded as she jumped onto the king sized bed with Melissa next to her. “This is so comfy,” Cassie said. “C-can I sleep in here?”

Melissa smirked. “What’s wrong with your crib?” She teased.

Cassie blushed and gasped, as if just realizing that the nursery was for her. Her face turned into a pout as she gave Melissa the puppy dog eyes. “B-but it’s so comfy here…” Cassie said. “D-do I have to sleep in there?”

Melissa giggled. “You’re so cute,” she said. “Cassie, you don’t have to do anything you don’t want to do. Let’s take it slow. Let’s start with getting you in some proper attire. Come along.”

Cassie followed Melissa into the nursery and saw walls of various diapers. Melissa helped Cassie onto the changing table and thought for a moment. She then pulled out one package and opened it, taking a bulky diaper out. She then said. “Alright, time to get those clothes off,” Melissa said as she pulled off Cassie’s clothes.

Cassie blushed but let Melissa do her thing until she was laying on the changing table naked. Cassie blushed and used her hand to hide her face as Melissa pulled her legs apart. “Nice and bare. Very good,” Melissa said as she touched Cassie’s privates.

Melissa tickled Cassie’s sides causing her to giggle in response, her legs lifting into the air. Cassie’s face burned red. Melissa slid the diaper under Cassie’s bottom and sprinkled baby powder all over. Cassie laid still as Melissa finished diapering her. She looked down to see the bulky white diaper with blue baby blocks and teddy bear prints. Cassie watched in amazement, stunned that she was in a diaper despite being 28. “Wow,” she said.

“Amazing, right?” Melissa said. “The first one is always a different experience.”

Cassie nodded. “So what now?”

“Now we can just hang out. I won’t push you to do anything today. So we can go back to the bedroom for now or we can even go downstairs and hangout,” Melissa said. “Whatever you want, we’ll do.”

What's next?

Want to support CHYOA?
Disable your Ad Blocker! Thanks :)