A Tale of Two Costumes - Part 5 (Patreon)

"You are just too cute!" Auntie gushed, pulling the hood up over Cheshire's head, adjusting the ears on it, trying to make them perk up. "This is perfect!"

"I guess," Cheshire sulked.

"Oh, don't be so grumpy," Auntie gave the girl's diapered bottom a swat. "You love playing with your bears, don't you? Why wouldn't you want to dress up like them?"

Cheshire blushed, staring down at her feet, hoping Auntie didn't know just how it was she played with her bears, especially the biggest one... The only time she'd been able to feel like a big girl for quite a while was after she'd realized what it felt like, straddling the giant bear's leg, rubbing her diaper against it, faster and faster... She wasn't sure why, but she knew it was naughty, knew Auntie wouldn't approve, so she didn't dare do it too often, no matter how good it felt.

"B-But everyone's gonna see," Cheshire tugged at the fuzzy shorts Auntie had put over her diaper... Or, rather, partway over them. They were clearly not meant to go over so much padding, and it was very obvious what she was wearing underneath. The little fuzzy tail at the bottom of her hoodie drew even more attention to that area, as if to make sure nobody could possibly miss it.

"My, my," Auntie chuckled. "How things change... You don't want anybody to see your underwear?" Cheshire shook her head, confused. "What's wrong, sweetie? Don't you remember?" Not even knowing what the woman was referring to, Cheshire shook her head again. "It's been a year since you came to stay with me," Auntie reminded her. "Can you remember that day?"

Auntie popped a pacifier into Cheshire's mouth, patting her on the bottom, a little more gently this time. "I'm going to go get ready... Why don't you think about it, really hard?" Cheshire frowned as she watched Auntie leave, still uncertain. She sucked on the pacifier, wracking her brain, trying to recall the last Halloween...

She gasped as it came back to her, all at once. Her old life, her own apartment, her job, the party, giggling with her friends as she went costume shopping and found that Alice in Wonderland dress... "No, it isn't too short," her friend Samantha had told her, but Cheshire really should have known better by that grin on her face... Walking to the party, getting stopped by...

"You see?" Auntie smiled, stepping back into the nursery, now dressed in a witch's costume. "I'm just helping you out... You were so determined last year to show off your underwear, and now, I'm letting you do just that."

"L-Let me go!" Cheshire gulped. "I don't belong here!"

"Well, you've fit in pretty well so far," the woman smirked. "I'll tell you what... If you can make it through all of trick or treating tonight, I'll let you go back to your old life."

Cheshire nodded; what other choice did she have? Surely, now that she remembered the truth, she could keep her diaper dry for one night... Unfortunately, she'd gotten so used to wet diapers, she didn't realized she was already damp, had already lost, and proven, despite her protest just moments before, that she truly did belong here now.