by: Aria101 | Complete Story | Last updated Jun 7, 2025
Chapter Description: One year later, and the only thing he’s managing is a mess.
The apartment was sun-drenched and sickeningly sweet. The curtains were pink. The floor padded in soft foam tiles. And in the center of the room, surrounded by plush animals and rattling plastic keys, sat what used to be a man.
Now?
He was barely a shape of one.
He sat in a pastel playpen, legs spread wide by the thickness of his diaper, which sagged heavily between his thighs. The plastic bulged outward, stained a deep amber across the seat and bottom edge, the weight of use unmistakable. With every slight squirm, it squished faintly, pressing up between his cheeks, warm and cloying.
He slouched in a way he never would’ve allowed a year ago. His shoulders had rounded forward. His belly, once taut beneath bespoke shirts, now carried a soft, pouting swell that rested against the waistband of the diaper. His thighs were pale and smooth, bent outward in a childish W-sit.
His hair had grown in tufts—long enough for short, uneven pigtails that bounced softly when he moved. They were tied with pale pink bows. His lips suckled rhythmically on a large pacifier, the bulb bobbing in and out as he rocked slightly.
The baby doll dress he wore barely covered anything. It hung loose at the chest but flared out just enough to frame the round, bulging front of his soaked diaper. When he moved, the hem lifted—exposing the squishy, discolored padding clinging to his soft hips and the faint red outline of a spanking still visible near the leg cuffs.
He blinked slowly, eyes glazed, attention drifting between the spinning mobile above him and the gentle chime of the lullaby playing on loop.
Then the playpen gate opened.
And in stepped her.
Vivienne.
Sharp as ever. Hair pulled back tight. Nails perfect. The same heels that had once clicked across the lobby floor. She wore them now with jeans and a crisp white blouse—off-duty but still imperial.
She held something in her hand.
A familiar shape.
Black silicone.
Glossy with lube.
His breath hitched behind the pacifier.
She smiled.
“Hello, sissy,” she cooed, voice low and syrupy. “Did you want to play before cleanup?”
He froze.
Then—slowly—he looked up.
Their eyes met.
And the blush spread hot across his cheeks, his nose, even his chest. His thighs squirmed involuntarily, diaper squishing softly beneath him.
The pacifier bobbed faster.
Vivienne stepped closer, crouching just enough to dangle the dildo at eye level. It swayed gently between them.
“Someone’s excited,” she whispered.
And he was.
He didn’t speak.
He didn’t have to.
His squishy diaper already told her everything.
______
Authors note
I hope you enjoyed this story, and if so, I encourage you to share what you love, hated or want to see more of. Who knows? Maybe a few comments may motivate me to share more of the personal little library of my twisted little mind...
Executive Disfunction
by: Aria101 | Complete Story | Last updated Jun 7, 2025
Stories of Age/Time Transformation