(>^-^)>

Until today, I had been ordering Hannah's diapers online. However, since Little Miss only wears them when she has wet her bed or when she is being punished, they're not delivered regularly. This morning, when I reached into her drawer to pull out a thick diaper for her as part of her current two-week punishment, I realized that it was our last one!

Fortunately, it was a nice day and we weren't too busy, so it was the perfect day to run to the store. Part of Hannah's punishment is that I pick out her daily outfits, except when she works in person. When we're working from home, she usually just gets a shirt and her diaper. But when we go out at night and on weekends, her outfits can vary. I like to remind her that it's an incentive to behave during her punishments. The fussier she is, the less she's going to like her outfit.

This morning, I dressed her in a cute white shirt with flowers that I like a lot when we're at home because it's short enough that it doesn't go past her belly button, leaving her diaper completely visible to me. For our errand, I grabbed her denim shortalls.

Hannah wasn't surprised when I walked into the living room holding clothes since it was normal for us to go out on a Sunday. However, she'd never worn these shortalls with her thickest diapers, and as she stepped into them and I pulled them up her legs, we realized we were going to have to unbutton the sides to get it past her thick bum. When I clicked her shoulder place into place, she immediately frowned. Sure, it was definitely more revealing than what she usually wears, but practically, no stranger was going to notice. But as soon as Hannah looked in the mirror, she began whining and asking me to change her into something else.

"Please, everybody is going to notice!" she begged. But I knew better than to give into her and ignored her as I got the rest of our things together.

We got in the car and took off. Hannah still didn't know where we were going, but that wasn't abnormal. I had made it clear to her that girls who still wear diapers don't get to ask a lot of questions. They just go where they're brought and do as they're told. We reached the grocery store and I leaned over to her, "We ran out of your diapers this morning, so we have to go shopping for some more!"

Miss Crinkle Pants was NOT thrilled. She started squirming and looked over at me. I tried to reassure her. "Sweetie, nobody is going to know that the diapers are for you! We could easily be buying them for someone else."

She still didn't look convinced. "But they're going to look at me closer, and then it will be obvious," she said. I almost felt bad for her, her cheeks were already blushing. I couldn't help but feel a bit turned on by her utter humiliation.

We walked into the store and I made sure to remind her of our purpose. "Where do you think they keep diapers for baby girls who wet the bed?" I asked her, not making any effort to lower my voice. She looked around, horrified. We walked towards the pharmacy section and found the adult diaper aisle. She couldn't stop squirming, pulling up the denim so the top of her diaper wasn't visible, only for it to fall back down again the second her fingers left her waistband.

"Sweetie, what diapers do you think are best for a little girl who can't behave?" I asked her again. A couple on the end of the aisle walked by us. The man was looking ahead, but the woman suddenly looked at Hannah and then to her crotch before whispering something inaudible to her husband as they passed.

The answer was: not so dry >\\<

Lilly, lounging against the pillows in her checkered pajamas, smirked as she watched him. She reached out, her fingers tracing the waistband of his pull-ups with a teasing slowness. "Oh, you are such a big boy," she cooed, her voice dripping with mock sincerity. "Did you get a gold star? Should we call the newspaper? Local Man Wears Pull-Ups for Three Whole Hours Without Peeing, what a hero."

Jake pouted, swatting at her hand. "I did good! You said if I stayed dry, I could have extra dessert tonight!"

Lilly laughed, her eyes sparkling with mischief. "Oh, baby, you did do good. So good, in fact, that I almost forgot about tonight." She leaned in, her breath warm against his ear. "But we both know what happens when the sun goes down, don’t we?"

Jake’s legs stilled. His fingers twitched at the hem of his pull-ups, suddenly self-conscious. "I... I might still need my night diaper," he mumbled, his voice losing some of its earlier confidence.

"Might?" Lilly echoed, her tone sharp with amusement. She grabbed his chin, tilting his face up to meet her gaze. "Oh, sweetheart, there’s no ‘might’ about it. You will need it. You always do." She tapped his nose playfully. "Remember last night? When you woke up so soggy I could’ve wrung you out like a sponge? Or the night before, when you swore you’d stay dry, and then, oops!, there went another diaper, soggy before sunrise?"

Jake’s cheeks flushed. "That... that was different! I was tired!"

Lilly giggled, rolling him onto his stomach and giving his padded bottom a firm pat. The crinkle of his pull-ups was loud in the quiet room. "Mhm, and tonight? Are you not going to be tired, baby? Or are you just going to pretend you’re too grown-up for your nice, thick night diapers?" She reached beneath the bed, pulling out the familiar pack of overnight diapers, extra absorbent, with cute little clouds printed on them. "Because I know how much you love these. How safe they make you feel."

Jake squirmed, but there was no real protest in it. The truth was, he did love them. The way they hugged his hips, the way they made him feel small and cared for, the way Lilly’s hands lingered just a little longer when she fastened the tapes. But he wanted to be proud of his pull-ups. He wanted to be a big boy, just for a little while.

Lilly didn’t let him off the hook. "Tell me, Jakey," she said, tapping the diaper against his thigh, "do you really think those pull-ups are going to last you all night? You start to dribble the second your head hits the pillow, like you always do?"

Jake groaned, burying his face in the floral comforter. "I don’t always..."

"Yes, you do," Lilly interrupted, her voice sing-song. "And you know what? That’s fine. Because Mommy loves taking care of her little dribble-baby. Loves changing you in the morning, loves seeing how heavy your diaper gets by dawn." She leaned down, pressing a kiss to the back of his neck. "But don’t get it twisted, sweetheart. Pull-ups are for daytime. For practice. Nighttime? That’s my time. And my time means diapers."

Jake whined, but the sound was half-hearted. He knew she was right. He knew that no matter how hard he tried, his bladder had a mind of its own once he was asleep. And honestly… he didn’t mind the diapers. Not really. But the teasing...oh, the teasing was the worst.

Lilly, sensing his surrender, grinned. "Aww, don’t pout, baby. You like your night diapers. You like how they make you feel all snug and sleepy. You like how I rub your back until you’re all dozy and then, oops" She mimed a little explosion with her hands. "All gone."

Jake kicked his legs in protest, but he was already scooting toward the edge of the bed, where Lilly had laid out the diaper and a fresh pair of pajamas. "Fine," he grumbled. "But I did stay dry today. That counts for something."

Lilly’s laugh was warm, affectionate. "Oh, it absolutely counts, baby. And I’m so, so proud of you." She helped him out of his pull-ups, her fingers lingering on his skin. "But pride doesn’t stop pee, does it?" She waggled her eyebrows. "And we both know what happens to little boys who don’t wear their night diapers."

Jake shivered, half from the cool air, half from the way her voice dropped into that low, teasing tone. "They… get wet sheets?"

Lilly nodded solemnly. "And a very cross Mommy. And nobody wants that, do they?"

Jake shook his head, his resistance crumbling. The truth was, he loved this. Loved the ritual of it, the way Lilly’s hands were gentle but firm as she lifted his hips, slid the thick diaper beneath him, and fastened it snugly around his waist. Loved the way she’d pat his bottom when she was done, like he was her good little boy.

"See?" Lilly murmured, smoothing the front of his diaper. "Isn’t that better? Now you can sleep all night, and Mommy won’t have to wake up to a soggy mess." She booped his nose. "And if you do stay dry? Well. I’ll be so surprised, I might just have to give you two gold stars tomorrow."

Jake rolled his eyes, but he was smiling now, his earlier pout forgotten. "You’re impossible."

Lilly kissed his forehead. "And you’re adorable. Now, let’s get you into your jammies before you start leaking just from thinking about it."

Jake yelped as she tickled his sides, but he didn’t argue. Because as much as he loved his pull-ups, as much as he loved the idea of being a big boy… there was something even better about sinking into the mattress, thick diaper and all, knowing that no matter what happened tonight, Mommy would take care of him.

Throwback story:

it was the morning and you waddled into the kitchen your little sister Zoe was leaning over the counter wearing the tightest shorts she owned texting on her phone.

“Let me guess another crying face for the bed wetting chart squirt?”

it was shamefully obvious your over night diaper was soaked and squelched with every footstep.

“Ugh mom’s out so guess who is on diaper duty.”

Your sister walked towards you and picked you up easily like a toddler one hand cradled under your wet diaper the other pushing a pacifier into your mouth not caring if you wanted it or not. You gave out a little shocked squeal as she did so but one sharp spank to your wet padded bum made you settle in looking over her shoulder you couldn’t bare to look her in the eye. She rested her other hand under your diaper

“I know mom walks you back to her room but I wanted to see if I could lift you, been doing a lot of work in the college gym lately. Think I will burp you after meals like this too”

You could only pout and cringe at the thought as she lead you towards the changing table in your room.

“I wonder how many guys your age are going have their soaking wet diapers changed by their sister this morning, my guess zero.”

She settled you down on your changing table you automatically put your legs up in the air knowing the drill, she inspected the damage. Running her hands along your soaking diaper, rubbing it against your cock, poking away at it.

“Well you know what wet diapy gets you in the morning”

She picked up a wooden spoon beside your change station and started laying in a flurry of spanks, some on the wet paddling others on your thighs. Before you had time to react she untapped your diaper grabbed you legs and layed into your bare and slightly pink bottom. When done she stopped and flipped you over and your cock slamming and pressing into the wet diaper. As each spank hit your bottom your cock rubbed against the soaked diaper getting harder and harder. She hit your bottom a few more times then stopped

“okay I thinks that’s enough looks pretty red and sore”.

She flipped you back over

“wow seems someone enjoyed that a little to much”

your dick was hard and throbbing probably from the sight of Zoe in her skimpy shorts and forced diaper humps during the spanking.

“Most guys your age are out scoring pussy but my little bro gets a tiny boner from being spanked by his sis… pathetic”

Zoe began changing you into a fresh diaper, wiping you and then powdering you like a helpless baby.

“Okay brat looks like your set to go”.

Finally your change was done the most humiliating task of the morning over. Suddenly Zoe began rubbing the front of your diaper fast. You squirmed a wanting to get off the table but she pressed down on your chest with one hand and kept rubbing with the other.

“I wonder how many guys get rubbed off through their diapers by their hot sisters, my guess zero”

she giggled as she rubbed you up and down. You wanted her to stop but it felt so good you started to spasm, with no self control, legs shaking you filled your diaper with the sticky subsidence from instant joy to shame.

“Wow less then a minute bro? It’s probably a good thing we keep you in diapers cause no girl would want to be with a guy like you.”

You could only blush as Zoe walked for the door her perfect ass looking tight and toned.

“One last thing, mom’s going be home in 5 minutes and I’m going tell her you need a change I can’t wait to see what she does to you when she sees that you have a cummy diaper and not a wet one”