The Faire, Part 52

by: Lady Lucia | Complete Story | Last updated Apr 12, 2024

Chapter 32
The Faire, Part 40

Part 40

“Bye, Cassie! Pick you up later, okay?"

It hadn’t been much of a discussion. Since going home was out of the question, Cassidy had reluctantly agreed to the other option. And her ‘babysitter’ was a girl that Cassidy vaguely knew from her high school days. It was one thing when it was someone like Margot, who didn’t know her and would never see her again. Being seen like this by Elena, however, was something else entirely. 

Cassidy watched helplessly as Audrey walked back to the car, although she didn’t have to watch her sister drive away. Elena stepped forward and positioned herself so she could place a hand on the small of Cassidy’s back. Giving a gentle yet assertive push, Elena said, “Come on inside, Cassie. Unless you want the whole world to see you in diapers?”

That got her moving. As hesitant as she was about this whole idea, Cassidy still very much had to worry about her current appearance now that she was closer to home. The damage had already been done with Elena. The least Cassidy could do now was keep anyone else from finding out. She stepped through the threshold, still partially in disbelief that this was actually happening. That Audrey had dropped this on her at the very last second, when being in the car and heading home from the faire had given Cassidy hope that the mortifying day was almost over.

“Don’t forget to take your shoes off,” Elena said, “Unless you need help with that?”

“I’m fine,” Cassidy mumbled. She was embarrassed enough as it was; though Elena had apparently been instructed to treat her like a tween, Cassidy was going to do everything in her power to hold onto the maturity of the nineteen year old girl she actually was. 

Also, if Elena knelt down to untie Cassidy’s shoes, she would potentially notice the sag of the diapers from the new angle and/or the proximity. At the moment, Elena was under the impression that Cassidy’s padding was clean thanks to Audrey’s lies. Although . . . Cassidy was torn about whether or not she should speak up. Elena was going to figure it out sooner or later, and Cassidy very much wanted to be out of the disgusting underwear. 

At the same time, she was in the midst of trying to figure out how to prove to Elena that this whole set-up wasn’t as bad as it looked. Starting the babysitting job by asking for a change would instantly destroy whatever dignity Cassidy had left at this point. And what if Elena was the type to gossip? Cassidy had already sacrificed her social media accounts in the name of protecting her reputation. Surely suffering in dirty diapers for a little bit longer was a price she could pay as well. There was just one problem–if Elena followed through on ‘every thirty minute’ bathroom breaks she mentioned, then Cassidy was screwed. 

For the time being, Cassidy opted to say nothing. As for the bathroom trips, she’d have to come up with something over the next half hour. 

Of course, it would have been nice for someone else to take off her shoes for her. Cassidy winced in discomfort as she squatted down in the full diapers, as bending over felt like it would have been even more of a risk. Standing back up to slip them off after untying them, Cassidy placed her feet on the hardwood floor and realized that now she was even more undressed than before. Obviously socks and diapers weren't exactly that big of a change compared to what she had been wearing a minute ago, but her casual summer shoes had been the one part of her outfit all day that had been something she would wear under normal circumstances. 

“Hold my hand?” Elena asked. She offered hers to Cassidy with a casual yet subtly patronizing smile. 

Cassidy lightly blushed at the suggestion. “Umm . . . ” Now that she was fully topless again, as the wrap-around top was definitely still in the car with Audrey, Cassidy was pretty committed to cupping her bare breasts with her hands for the sake of modesty. “I’m okay?” she replied. Still feeling quite awkward about the fact that she was going to be staying at Elena’s house and having no idea how to interact with one of Audrey’s friends while diapered and constantly flustered, Cassidy’s rejection was way more polite and hesitant than it would normally be if someone was talking to her in such a way.

Elena frowned. “I was really hoping we could get off on the right foot, Cassie. Believe it or not, a lot of girls like when I’m called to babysit them. Because as long as they behave, I’m pretty lax with everything else. So, I’m going to give you another chance. In fact, why don’t we start over?” Rotating her hand for more of a handshake than a patronizing hand-hold, Elena said, “Hey, Cassie. I’m Elena.”

It was worse than her experience with Margot. Because unlike the girl working at the faire, Elena already knew Cassidy, and yet was still acting as if this was a run of the mill babysitting job. As if any teenage girl, regardless of age, would be dropped off wearing diapers and nothing else. But what else could Cassidy do but play along? Elena was going to be babysitting her either way. Between being treated like a difficult charge and a cooperative one, the latter was the only decent option when so much was working against her. “Cassie,” she muttered. Begrudgingly saying the childish nickname out loud, as it was entirely unclear how much her sister had told Elena ahead of time, Cassidy’s hands fidgeted a little as she glanced down at Elena’s. It didn’t feel like she would be able to get out of the mature greeting. So, after a second or two of weighing her limited options, Cassidy crossed her left arm over her chest to cover herself with just the one limb. Once she was certain there wasn’t an immediate risk of accidentally flashing the girl before her, Cassidy nervously took Elena’s hand. 

“It’s very nice to meet you, Cassie,” Elena said, “I’m sure we’ll have lots of fun together! And I bet you’re eager to start your potty training, too.”

That didn’t bode well. Trying her best to keep a straight face, Cassidy nodded and tried to change the subject, “Umm, when is Audrey coming back?”

“Miss her already?” Elena giggled. In one fluid motion, she pivoted and switched to her other hand to grip Cassidy’s. By just adding one step, she had succeeded in getting to what she had suggested in the first place. “Don’t worry, she’ll be back before you know it! In the meantime, let’s get you settled in the kitchen. I’ve got some chores to tackle; you’ll have to sit at the table so I can keep an eye on you.”

Before she knew it, Cassidy was being led down the hall as briskly as Audrey had dragged her around the faire by her hand earlier. And, just like before, it took most of her energy just to keep up due to the thick padding between her thighs that made it next to impossible to walk normally.

The kitchen was only a few yards away, which made the hand holding feel that much more ridiculous. Keeping up the same overly friendly energy, Elena gestured to the table as they entered the room. “Here you go, Cassie,” she said, “All the crayons you could ever ask for!”


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End Chapter 32

The Faire, Part 52

by: Lady Lucia | Complete Story | Last updated Apr 12, 2024


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