It was just about to hit 8:45pm, your bed time was coming up soon and you knew your bedtime routine. Get your changing mat out, lotion, poweder, fresh thick overnight diaper ready, pacifier in mouth so no fussing, lie on your back and legs up in the air so you're babysitter could inspect what sort of toxic waste of a diaper she'd have to deal with.
You looked over everything making sure it was all there. Everything looked in order, you sat down gently onto your changing mat. Carefully not trying mush up the load sitting in the seat of your diapers. You put some weight on your back and lifted your legs. Your stinky shame was perfectly on display. If anyone walked into the room they would know that this young man clearly has the potty training skills of a newborn infant. You tried not to imagine what sort of thoughts ran through your babysitters head when she'd walk into the room and see you on display. This was a regular routine for you but it was still pride crushing. You turned your head to see the thick puffy overnight diaper resting beside it, your dick had probably be wrapped up in diapers more times then you could count, while you could count on your hands how many times it had been in a girls wet dripping pussy.
You looked down at the mess between your legs, it was comically large. Due to your constant time in diapers big meals would get the better of you. Dinners lately seemed to be getting bigger and much more heavier, by the time you'd be let out of your highchair you'd be scampering off to a more seculded part of the house to make a large mushy load into your heavy duty diapers. Depending on who was babysitting you some dinners would be followed up by a large bottle of warm milk. Nothing is quite humbling then being stuck in a hot chicks lap trying suckle down a baby bottle of hot milkies as quickly as possible so you don't mess yourself there and then.
Thankfully you're sitter tonight wasn't that twisted, Grace or Gracie as she preferred to be called was actually a very kind babysitter. She wouldn't tease you as much during changes, sometimes she'd let you stay up an extra 30mins after usual bedtime on weeknights and
would let you play videogames that had a adult rating. You appreciate these little things and always tried to stay on her goodside. You were pretty sure she might have had a crush on you, as she treated you so differently. On your end it was pretty obvious how you felt about her, a lot of changes you'd try not to get erect but always would, she seemed to giggle away and wasn't to upset about it while you lay blushing sucking on your pacifier avoiding eye contact.
The sound of clicking shoes on floor brought you out of your little daydream, Gracie was on her way and changing time about to commence. Gracie peaked into your room.
"Awww always so ready for bed time changies and looks like someone is in desperate need of one to"
You blushed at her comment but also couldn't help notice Gracie had changed her clothes since arriving, she wasn't in her casual lounge wear, but in something more serious a dress. She was dressed to go out and you could smell the fresh perfume she had just applied.
"Okay, I know you're in a big need of a changie but I sorta lost track of time when I was getting ready. Don't panic I'm just going out for like an hour with..... a friend! Now you can stay up that extra hour and do what ever you want. Lets keep that a little secret between you and I"
Gracie said rubbing the front of your diaper to butter you up to the idea. You nodded your head as she did.
"Great! I knew you wouldn't mind. Plus you get to stay up an extra hour playing videogames just like a big boy would"
Both of you heard a car horn outside.
"Oh I gotta go sweetie. Remember I'll just be an hour. Just video games and tv, dont get up to anything naughty!"
she said winking as she ran for the door in her tight dress. You picked up your phone off your bed dresser and scrolled through Instagram, you noticed Gracie had recently put up a story. It was a mirror selfie of her with a caption that read
"Anyone around tonight? I'm free for some fun 😝"
It hit you Gracie wasn't really meeting a friend. You looked back at your bed with your changing mat and fresh overnight diaper out. Whoevers house she was going back to they probably didn't have changing supplies and a diaper laying out you thought in defeat. You booted up your Playstation to try take your mind off it and pass some time.
You played for a while and looked back at your phone, it has definitely been over an hour an you were starting to get bored of videogames and wondering when would Gracie get back. I guess if you had the free time you could sneak in a little humpie action you thought. You weren't allowed to make cummies in your diaper but Gracie wouldn't even notice by the time she got home.
You placed two pillows on your bed and began slowly grinding on them. The mess in the back of your diaper was sloshing about with each stroke. You decided to load up some porn to help you get there a bit easier. You picked a video where the girl kinda looked like Gracie, she was getting worked over hard. She was bouncing on her co-stars dick like a total pro, you begin picking up the pace imagining you were the one giving it to her hard and fast. They switched to doggy, you spat out your pacifier and began unconsciously timing your humps to the strokes in the video. You put your hand on your hips really emphasising the pounding you were giving, if this was Gracie she would be screaming my name you thought.
Suddenly. giggles erupted ,from behind you.
Gracie was standing right there, phone in hand recording. "Oh don't stop I think you're about to make that pillow cum stud muffin" she snorted still giggling at the scene she has just walked into.
You quickly unmounted your pretend sex partner, shocked, embarrassed and humiliated at what Gracie had just caught you in the middle of. You fumbled locking your phone attempting to silence the loud porn video playing.
Gracie shook her head "To think I gave you a little time to stay up and have fun but here I catch you humping the life out of a pillow in a messy diaper. Well firstly thats your phone privilege gone, secondly get into bed you're not getting a change tonight. Lastly, yes I will be sending that little video to your mom she can deal with you tomorrow morning."
She picked up your pacifier pushing it into your open mouth then headed for the door.
"Remember, you'll always be the one humping the pillow hunny not the guy in video giving it."
Diaper pics and gifs credit: @lil-guy-things
snowghoul
areudirty
origamiaround
janainaart
kaledo-art
prguitarman
