Daily Free-Write January 30, 2021

Continuation of January 29, 2021 “Playing Dress-Up Pt. 2”

“Put these on,” said Steve, starting with the first pair of pants.

I gratefully accepted them, happy to be in anything that gave more coverage than just my diaper. They fit well. No stress on the waist, though they were a little loose in the waist.

“Hmm, you’re not wearing as thick a diaper as you were yesterday, are you?” asked Steve.

N- well… no, not quite as thick. I was just trying to make it easier to fit into my kilt!” I said, defensively.

Steve sighed and shook his head. “Well, do you have a diaper that would fit over the ones you’re wearing?”

I didn’t think so.

“What can we do, Mr. Lee? Any ideas?”

“I have just the thing,” he said, with a nod. He grabbed a couple bolts of cloth, slide out some large squares, and ran it through the sewing machine. In no time at all he had a soft and thick piece of cloth. There was no question what it was as he handed it to Steve with a pair of clothespins.

“It won’t do much to keep you dry without plastic or rubber pants, but it’ll do for a fitting,” said Steve. “Get on your back.”

“What? Here?” I asked.

“Yes, here. You agreed to do as I say, so get on your back unless you want to walk all the way to the bathroom like that to have your change.”

I laid on my back and covered my face as he unsnapped my pants.

“Butt up!” he said. I lifted my butt.

“Butt down.” I let my butt hit the soft cushion beneath me.

He pulled the cloth tight and pinned it together, then snapped my pants back up. They filled my pants out quite well, as I could see when I stood up and looked in the mirror.

“Why is it so poofy?” I asked, looking at how my profile poofed out all the way around my waist.

“Don’t complain,” said Steve, “or you’ll be ordering a whole stash of these for regular use.” I gulped and shut my mouth. For the next half an hour, I was forced to try on each outfit In front of Mr. Lee and Steve as they checked every inch of stitching and discussed the fit. And my thick cloth diapers were obvious under every piece of clothing I tried.

The last outfit I tried was the short and t-shirt set which the two men declared was adorable. The grey shorts ballooned out around my diaper, the waist and leg elastics only making it more obvious and turning the shorts into little more than a diaper cover. The t-shirt fit comfortably, save for the fact that it did not quite reach the top of my shorts, leaving my belly button exposed. I looked like the world’s biggest toddler.  After one more very thorough inspection the two men nodded their satisfaction.

“Looks like these are all a perfect fit,” said Mr. Lee, “provided that you wear thick enough diapers under them.”

I looked down at my feet and blushed.

“Oh, he needs them. Yesterday he had an extra layer on when he leaked all over his pants.”

“I can’t help it,” I whined. “It’s my new medication!”

The two of them looked at each other and then back to me.

“Of course it is,” said Steve, patting me on the shoulder.

“Yes, the medicine. That’s what soaked your pants yesterday,” said Mr. Lee, raising his eyebrows and looking down at the completion form.

“In any case, you can now wear the protection you need without feeling like a stuffed sausage,” said Steve.

“Can I have my kilt back, please?” I asked Steve.

“Whatever for? You’ve got clothes that fit properly now. Don’t tell me you were planning on hiding them away in your closet?”

“Well, no, but… I mean… Look at me.” I said. “I can’t go out like this!”

“Nonsense,” said Steve, “You look adorable. Let’s go.”

“If you really like your kilt, I can let it out a few inches,” said Mr. Lee.

Steve accepted before I had a chance to reply, and just like that my only other outfit that fit was out of my reach.

“Can’t I at least have my dress pants?” I asked, but Steve was already holding the door open. I was obliged to say my goodbyes and walk out into the store with my bag of clothes in hand while Steve carried my diaper bag.

“Hey Skylar,” he said, holding up my drawstring backpack. “What are you doing with a puny diaper bag like this? It’s less than useless for carrying the kind of bulk you need to save you from leaks.”

“Shhh, please,” I said in a harsh whisper. “Not so loud.”

Steve raised his eyebrows and wrinkled his little freckled nose. “Oh, come on. There’s nothing to be embarrassed about. Let’s just take a look around and get you a few extra things, shall we?” He cupped the front of my diaper bulge through my shorts, causing me to bite my lip and nod in agreement.

As much as I was complaining, I didn’t have much choice but to follow his lead. When I had stripped, my keys, my phone, even my wallet went to Steve, along with my only change of diapers. And if I had to be honest, part of me wanted to do whatever he said. I’m sure he could feel exactly which part too, because inside of that padding, I was sporting an erection that wouldn’t quit. He led me toward the kids and infants’ section of the store next.

“Which do you want?” asked Steve, holding up two possible replacements to my dinky drawstring pouch.

my eyes darted between the two bags in his hands. One was a tote bag that was black and grey with a cute cartoon fox waving from the bottom corner. It was clearly a diaper bag if you looked, but not one that would jump out and scream baby to any passer-by. The other one was a full-size backpack, also big enough to hold plenty of diapers. No one would guess what was inside that one, but it was bright blue and orange and green, showing an ostentatious scene of a T-Rex flying through the sky with a jetpack, surprising a group of hapless pterodactyls. This one would certainly turn heads if he carried it around with him.

“Okay,” said Steve, finally. “Why don’t we get both? Then you’ll be able to choose whichever one you feel most comfortable with when you go out.”

I nodded. That sounded reasonable. I didn’t stop to think that neither of them would really give me the discretion I was looking for.

“Um… I think I’m ready to pay,” I said, suddenly feeling some wetness in my cloth diaper.

“Not so fast,” said Steve, who was emptying out my old diaper bag there in the middle of the store and putting my diapers in the fox bag. “We’ve got to see how many diapers they fit, let’s go to the diaper aisle and see how many will fit in each bag.”

“I’m starting to leak,” I whispered to him.

“Uh oh!” he said, raising his eyebrows. “Well then we reallyneed a trip to the diaper aisle. You didn’t bring enough diapers to cover your behind.”

I waddled after the man as fast as my legs would carry me while he picked up his pace to the pharmacy section. Several people turned to watch me toddling past them, practically bouncing foot to foot with the cloth forcing my legs apart so wide while the wet spot on my butt grew.

“Okay, buddy,” he said, as I rounded the corner to reach the diaper aisle. “You’re lucky we carry some of the better brands here.”

I gulped as I saw  what he had in his hands.

“You can’t be serious!”