Daily Free-Write June 19, 2020: Pro-Sitter (Patreon)

Daily Free-Write June 19, 2020: Pro-Sitter

He tried to clear his head as the hand encircled his penis, pointing it down. The potty hit the bright red plastic bowl below *Pissssssssssss* with a pitter patter. What was he trying to remember? Was this normal?

"Okay, kiddo. All done?"

Gregory looked up at the young man across from him, confused. "I don't know..."

"That's okay, kiddo. Things can get a little confusing sometimes when you try to do big kid stuff, but don't worry, we'll have you trained up soon enough." The guy stood Gregory up, and pulled up his Superstar Hero Pull-Up, ensuring that the last few drops of pee would land inside.

Gregory blushed. He wasn't sure why he was embarrassed. Should he be embarrassed? He was led back over to the doll-house where he had been playing. He... had been playing, hadn't he?

"Okay, kiddo. Stay right here. I'm gonna go downstairs to let in my friends, but I'll be back.

Gregory just nodded and sat there with his legs splayed out and a doll and a car in his hands. He tried to click them together like he was trying to piece together the pieces of his mind, but it just wasn't happening. He looked down. At least his colorful shorts were hiding the pull-up. Something told him he should be embarrassed about wearing those. He was supposed to be doing something. Watching someone? Yes, that had to be it. He was supposed to be watching someone. Just as the fog began to lift, the guy returned.

"Hold on, guys, I just have to get the little one." The man walked in and stood Gregory up, checking his shorts.

"Still dry? Do you have to go potty again?"

Gregory wasn't sure, so he just shook his head. "Well, I think we'd better be safe than sorry." He stood Gregory up and led him over to the potty again. Gregory looked at it uncertainly. He was pretty sure that potty wasn't for him.

"Hey guys, check this out," called the other guy.

Gregory wasn't supposed to be using the potty. The person he was supposed to be watching was! He gasped at the realization just as three other guys piled into the room. Then his pants were pulled down.

"Go ahead and show everybody what you've been learning in potty training, Gregory!"

Gregory immediately sat down without thinking and began to tinkle. The guys laughed. Gregory was embarrassed. He didn't even realize he had needed to go until the guy took him to the potty

"Dude! Is that the sitter?"

"Looks like he's got the sitting part down!"

"No way! Did you really use that book you got?"

The guy looked proud as he stood over Gregory. "Yup. Easy Hypnosis made it easier than I thought. Who knew the sitter would be so easy to hypnotize?"

Gregory was suddenly very cross. He realized that he had been made a fool of, so he stood up. "Now see here, young man!" His eyes immediately went wide as he heard a pitter patter on the floor and realized he was still peeing.

"Uh  oh!" said the other guy, pulling up Gregory's pull ups quickly. The fade-when-wet star designs over the front of the superheroes' costumes. "Looks like you couldn't make it this time, Greggie!"

Gregory spluttered, unable to speak. Meanwhile, the guy mopped the foam floor with Gregory's shorts. "Guess you'll have some explaining to do when Mom and Dad get home. Unless you can get these dry before they get back..."

"You brat," said Gregory, putting his hands on his hips. Now he remembered why he had been warned not to babysit here. This was Devilish Devon's house. The famous babysitter breaker who had been sentenced to a life as an adult baby. All of this stuff was supposed to be for him but it seemed like he had turned the tables. "You'll never get away with this!"

"Clock's ticking, loser," said Devon. "I'm going out, and you can tell my parents not to wait up. If you need a change, the adult pull-ups are by the crib."

Suddenly Gregory was scared. He remembered the weird contract the parents had made him sign about his duties and what should happen if he failed or was caught trying to use Devon's things for himself. "N-no! Wait! You can't do this!"

"You wanna try me?" asked Devon, and his friends started to chuckle and roll up their sleeves. Gregory shrunk back. "Good luck, piddlepants. Oh, and thanks for the undies by the way. Now that I've got these, I've got proof positive I don't need those." He pointed to Gregory's soggy pull-ups. "As for you, well, I think setting you up in your new nursery will be enough to distract Mom and Dad for quite some time. Later."

Devon and his friends laughed as they left Gregory alone. Maybe he could just go and come back later. But where were his pants with his cell phone, wallet and... Gregory gulped. His car keys? He heard the rev of a motor outside and ran to the window only to see his car tearing after another up the street and out of sight.

"Shit!" he yelled. He knew he would never get out now. Not without the high security key fob that 'Mom and Dad' had entrusted to him when he took the job to babysit the little terror. Not until they got back or Devon did. He had been too cocky. So much for being a 'seasoned pro'. He looked down at his soggy pull ups and waddled over to the changing table. Maybe he could get this under control and re-learn control down there if he practiced enough. Judging by the time of day, he had plenty of time. Either that or just try to dry the shorts, put them on, and hope they didn't check his underwear when they got back. Then the recording clicked on. Devon's voice came out of the little speaker.

"Deep sleep, little Greggie. It's time to be little now and go into a deep sleep. Don't forget to be a good boy and play with your toys til Mommy and Daddy get home."

Gregory smiled and sucked his thumb. The fog had come back, but he didn't care now. He now knew exactly what he had to do. He sat down in front of the dollhouse again with his legs splayed out and made the car go and made the dolly go and giggled as he made up his little stories. Mommy and Daddy would be home soon enough to take care of everything.