Chapter 18
Bastian
Well, at least I knew he liked the clothes on the top of the pile?
“Yes, you’re going to be fancy and handsome and cute.
” Setting the stack of clothes and diapers beside him on the bed, I showed him what I’d found.
“You have car shirts and truck shirts for when my Trippy is a little who wants to play, and when he’s a little who wants bottle and cuddle time, we’ve got some onesies and socks that match too. ”
I’d spread the age range out because his seemed to vary greatly, so I was glad when he smiled and started picking up different options. “Look.”
His grin was ear to ear as he held up pajamas with buttons for easy access to a diaper. “I got diaper jammies.”
Clearly he’d seen those online somewhere.
Orlando was excited about that but his attention quickly shifted to another pair that were a matching shorts and T-shirt combo. “And play jammies too.”
Since they were a hit as well, I pointed out the thicker training-pants-style undies that could go with them. “And now you’ve got new undies too.”
“Lots.” He picked up a more traditional pair of briefs that had cars on them. “I got lots.”
It was amazing what colors and patterns men’s underwear came in lately. Half of the ones on the bed weren’t even from a specialty little store. But considering the questionable logic in how he was raised, I was betting he hadn’t bought fun undies for his grown-up side in a very long time.
“Because they were cute.” I shrugged when he giggled. “I had to buy lots.”
Orlando nodded and kept sorting through his loot making excited sounds as he organized them, but I knew something interesting was brewing when he kept giving me sneaky glances that weren’t subtle at all.
Even for him.
“Jammies mean sleep time.” He mirrored my shrug like there was nothing he could do about the logic. “I can’t go home in jammies. We got neighbors.”
Who seemed to be hanging out their windows a lot more than average lately.
“You’re right. If you go home in jammies someone will call your mother.” Or mine and she wouldn’t know what the fuck was going on because my family was nowhere near as nosy as his. “So if you wear jammies, we’ll need to have a sleepover.”
I was already getting some questionable text messages from people I hadn’t talked to in months, so something was up and we weren’t going to add fuel to the fire.
His snicker was adorable and slightly evil. “Oh well. I like sleepovers. You can make me pancakes. I like pancakes, but when I flip they go flop.”
His pouty face said flopping was bad, but I wasn’t sure what that meant. “I can make pancakes tomorrow.”
Orlando’s beaming smile came back as he sat up on his knees, towel falling to the bed without a care. “And we’ll have our inside stuff talk. Is that before pancakes or after?”
Lord.
“I’m flexible on that.” And clearly couldn’t get away with giving him more time to change his mind. “But I’m going to warn you now, I’m going to worry about rushing you.”
His evil villain snicker said that wasn’t unexpected. “Daddies worry.”
Something about my slightly disgruntled expression had him laughing so hard he tipped over on the bed. “Daddy face. So funny.”
I was not so funny…and what was a Daddy face?
Cheeky brat.
But he was a cheeky brat who wasn’t distracted for long.
Scrambling back up on his knees, his cock now half-hard again as his inside talk seemed to get more interesting to him, Orlando kissed my cheek. “No worries, Daddy. I got toys. I like inside games. My inside toy just needed to wait for my Daddy. You.”
He was really starting to test my resolve on the whole wait a while thing.
“I will try not to worry as much.” Or think about exactly what he’d been doing with his inside toy. “I’m glad you know you like playing that way, though. Some people don’t and that’s okay.”
He’d indicated yes to being penetrated when we’d been going over our list, but I’d picked one that was very light on that subject for a reason. I’d thought we’d go slower, but at the very least, Trippy didn’t need us to do that.
We’d see what Orlando felt like when he was grown-up…whenever we got to that point.
“I do.” Wiggling excitedly, he reached down and gave his cock a tug before going back to mostly ignoring it. “You said you like your inside toy too.”
His memory for that list was amazing.
“Yes, I like playing that way, so we’ll need to have a longer conversation about that before we’re ready for that kind of happy time.” Mostly because while he’d talked about having me penetrate him, we hadn’t talked about the opposite way yet.
“I get to go first.” My naughty cutie was just charging right into that conversation, though. “You can have a turn later. I’ll do a good job.”
There was something about his expression…
“Everyone’s got a butthole, Trippy, and they all work the same.” Yep, got it in one. “You don’t have to hide stuff from me. Everyone has a past just like everyone has a butthole.”
We had the strangest conversations.
He was giggling, but he also gave me a kiss and a proud of you pat on the head. “You’re so smart, Daddy. I wasn’t sure if you knew that. But some of the subs online said you might not want to talk about girl parts. So I wasn’t gonna talk about that.”
How long had he been talking to strangers online?
“We’re special and we can talk about anything.” And for the most part already had. “So you can share anything with me, Trippy.”
He leaned in close, obviously taking me up on my offer as he dropped his voice to a whisper. “Girls have buttholes too and they’re not scared of them. People think they are. But they’re not.”
How was I supposed to react to that?
“I’m glad you understand that and it helped you to figure out what you like.” It must’ve been a good response because I got another cheek kiss before he flopped back on the bed. “Are you ready for jammies?”
“Yes.” Stretching out, he sighed and seemed to melt into the bed. “I’m thirsty now.”
So we’d reached the point where aftercare drinks sounded like a good idea?
“I’m going to get you a milk and we’re going to have a cuddle.” I wasn’t deliberately being a pain the ass that time, but I realized what he was thinking when he lifted his head and glared at me. “Then it’ll be Daddy’s happy time.”
“Good boy, Daddy.” Pleased with my intelligence, he flopped back down on the bed. “I won’t forget.”
I didn’t think he would.
“Thank you.” I wasn’t sure if he was curious about how I looked or if he was just bossy in a delightfully helpful way. Deciding it was probably a combination of both, I reached out and rubbed his head. “Jammie time.”
Because his naked body was slightly distracting and he didn’t seem to realize it at all.
It was somewhat confusing because he’d talked about naked fun and seemed very curious about it. The only thing I could think of as I reached for a diaper was that he wasn’t going to push me until we’d settled my worries.
Then the brakes would probably come off because he just charged right in when it came to being little and threw himself into everything associated with it.
“Diaper time?” Before I’d finished nodding, he spread out like a starfish. “I’m gonna be so cute.”
Chuckling, I nodded as I scooted the diaper under his bottom. “Well, you’re already cute, but I think you’re going to like it, and I’m going to like taking care of you.”
He giggled as I brought the front up between his legs and got him wrapped up tight. “You like taking care of me. Lots of Daddies like taking care of people. Cute people. Especially their little people. I’m your little people person.”
That was one way to describe it.
“Okay, yes, I do like taking care of some people but not everyone.” I scrunched up my face to get a giggle from him as I reached for his diaper jammies. “I like taking care of you, and I like fixing your problems, and I like buying you goodies.”
That got another silly sound from him as I started working the pajamas up his legs. “I like presents.”
I had to laugh at that. “Really? I didn’t know that.”
My ridiculous response got more laughter from him. “Littles like presents. Terrence said so.”
That got a long drawn-out sigh from me, but Orlando just found that funny as well. “You’re so silly.”
Yes, but he enjoyed that about me, so I wasn’t worried about it. I was, however, even more dramatic with my sound effects and had him in stitches by the time he had to sit up so I could finish getting his pajamas on.
That seemed to be a fascinating distraction because the movement had him finally noticing the diaper. “Oh. Look.”
Looking involved poking at the front of his diaper and doing a side-to-side wiggle. “It’s soft. They said so.”
They seemed to mean people he’d talked to online since he always used Terrence’s name when talking about him.
“They’re right.” I kept my tone as neutral as possible since he was just giving me facts and not narrating how he was feeling emotionally. “Some people feel good trapped in their diaper and some like how soft it is.”
That had Orlando looking back up at me and nodding. “The man online liked diapers cause they’re soft and naughty but not because he was little. I didn’t know big people could like them too.”
He’d met the most interesting people online.
We were going to talk about who he was chatting with and where he’d met them.
“I don’t know anyone personally who has that kink but I’ve heard about it.
” Helping Orlando off the bed so I could get his arms through the one-piece outfit, I kept chattering about what I knew.
“There are a lot of different ways to enjoy just about everything. I met a woman one time who liked binkies and bottles because she had a strong oral fixation but they weren’t related to being little in her mind.
They were just relaxing and kept her from doing something bad for her health like smoking. ”
And picking up stupid men…but, thankfully, she’d met her current partner by that point and had stopped giving in to playing with idiots.