The more Oliver thought about it, the more he realized the only way he’d have the upper hand was if he made a Jackson even younger than he was at his current age of 5. But how? That’s when Oliver remembered he still had a box of supplies in his closet from when he used to watch the twins when they were younger.
As he tore through the box, Oliver was ecstatic to find a pull-up which he hoped would do the trick. He tucked it away and waited until that night to make his move.
When Jackson got home from the gym he went on and on about how amazing it was to be looked at with envy by everyone at the gym thanks to his large muscles.
“No wonder you work out so much Uncle Ollie, it feels amazing being the center of attention and commanding respect. I can’t wait to go back tomorrow. For now I’m going to get a shower and you can order us some pizza.”
Oliver listened to his nephew knowing pushing back was no use in his current state.
Despite Oliver offering to allow Jackson to borrow some of his clothes, Jackson chose to walk around the rest of the night wearing nothing but the boxers that helped turn him into the man he had become.
“Hey, I’m going to show this body off. Not hide it.” Jackson said when asked to put some clothes on. At which point he also flexed his bicep of course and couldn’t help himself from rustling his uncles hair as if to again remind him he was the kid now.
After watching movies, Jackson decided to call it a night and left Oliver with some parting words or warning as he did.
“Don’t come into my room without knocking if you know what’s best for you! I like to sleep freely if you catch my drift and don’t want you to be envious if you happen to sneak in.” He said clutching his boxers with a smirk reminding Oliver just what he had lost.
“Oh and don’t even think of trying to take the ring back. I don’t want to have to use these against you but I will.” Jackson said raising his massive arms up and crossing them over his chiseled chest.
“Message received,” Oliver said.
After waiting a few hours to make sure Jackson was deep in sleep, Oliver grabbed the pull-up from his room and snuck into Jackson’s bedroom. He slowly began sliding the pull-up over Jackson’s meaty thighs, looking away so not to see anything. Just as he managed to get the pull-up around his nephews waist, Jackson’s eye shot open.
“What are you doing!”
He jumped out of bed and stared down at his uncle not even realizing what he was wearing.
“I told you not to try to steal this ring. Now you’re going to— “ Jackson paused midsentence as he felt a strange wave of dizziness hitting him.
That was when he finally looked down and realized he was wearing a snug pull-up.
“What did you do?”
Jackson exhaled sharply as he felt the transformation rush over him.
Years melted away until he was only just a year outta high school. Jackson was still a handsome, muscular jock, just a deal less body hair and somewhat softer features.
“Oh god, my muscles are getting smaller!” Jackson moaned as he crept backwards to 18 and began growing steadily younger. Jackson rubbed his hands over his lean body as he began growing steadily younger. The teens face was beginning to round off as he descended towards childhood. Jackson’s voice was gradually rising in pitch as he crept closer to the beginning of puberty.
Jackson could only watch in the mirror as his body began to lessen, his muscle shrinking as his body hair began to vanish as he was returning to his normal age. As Jackson went from 16 to 15, he watched in stunned silence as he began to shrink.
While terrified of what he was seeing he was almost giddy as he grew younger, the boys moans were gradually growing higher in pitch as the feeling was somehow pleasurable. The young teen was gradually growing smaller and skinnier. Jackson’s blond hair looked shaggy as his face lost all maturity and became boyish. Jackson was quickly leaving his muscular teens as he descended into childhood, becoming a cute boy with a round face and narrow body once again
Jackson’s muscles continued to lessen as he left his teens as he crept closer to childhood. He continued to shrink, growing smaller as puberty abandoned him. A skinny boy of 12 stood staring back at Oliver as Jackson returned to his normal age but it wasn’t done yet.
“Make it stop,” the 12 year old Jackson whined. “I don’t want to be little, I don’t want to be little.” Jackson began to cry softly, his voice losing any adult tenor as he descended into childhood. Oliver watched as his nephew grew younger, puberty abandoning the young boy as he shrank from 12 to 10 in almost no time. Jacksons muscles seemed to vanish, his height diminishing as he grew younger. Wiping his eyes the child looked up at Oliver , his face becoming cherubic as he entered single digits. Jackson was now a slightly chubby boy of nine, tall for his age but a child none the less.
Jackson continued growing smaller, his age and height continueing to diminish. The third grader quickly became a second grader, then a first grader until he was a toddler smaller than his 5-year-old uncle. Jackson now turned his head, finding he was shorter than his uncle once again but this time for a completely different reason.