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Continuation and Finale of February 2, 2021 “Playing Dress Up Pt. 5

I didn’t have much time to agonize over what my boss had heard because I was moments away from a blowout and my diaper bag was all the way back at my desk.

I practically sprinted out of the bathroom, blowing past several of my co-workers as I headed to my desk. My butthole was quivering. I was so close I didn’t even acknowledge Ricky as I dove straight for my bag under the desk. But it wasn’t there.

I got down on my knees and looked around, wincing as a wave of urgency hit me, but I didn’t see anything. That’s when I heard a cackle behind me.

I sat up and looked at my co-worker.

“Ricky! Where’s my bag?”

“Oh, you mean this one?” he said, holding up my tote. I grabbed for it, holding my stomach, and he pulled it away.

“Ah ah ah! Care to explain why you’ve got big baby diapers in your…” he snickered, “diaper bag?”

I was practically ready to punch him out. But I grabbed my stomach with both hands and groaned. I wouldn’t last much longer.

“P-please…” I said. I could already feel something slipping into my diaper.

“Ha-ha!” he said, “Are you gonna poop your pampers?”

With nothing to lose, I lunged for the bag, farting loudly as I struggled to hold it in. I grabbed the bag and sprinted back toward the bathrooms, letting out little farts with each step. I could hear him cackling behind me as I ran away.

I now had a choice. I could run back to the bathroom, use my diaper, and change – but any of my co-workers could walk in and find the big baby messing his pamps. Or I could use the executive washroom that my boss kindly recommended, but I’d have to make a side trip to my office to grab the key and I was almost certain I wouldn’t make it to the bathroom before I crapped my pants.

I decided to go for the office first. I waddle-ran my way there, but only a few yards away, I tripped and fell. The moment I did, a pain shot through my gut and I immediately filled my diaper. My face grew hot as the hot mush slid into my diaper, and I grunted and moaned at the mixed relief and humiliation of messing right there in the open. I tried to stand up, but I was weak in the knees from the sensation of my bowels convulsing and forcing out more mess, so I had to crawl the rest of the way while my diapers drooped between my legs tugging downward as I tried to hike my slipping pants up to cover my butt. By the time I got to the door, it felt like my pants were hanging down to almost my knees. I reached up and pulled down the handle, crawling inside as fast as I could between shudders and convulsions of pleasure, relief and urgency. I kicked the door shut behind me, hoping no one had seen the spectacle of a man messing his pants in the middle of the office..

It was beyond holding back now. Now, all I wanted was the sweet relief of emptying myself completely to get that urgent feeling in my gut to stop. I grabbed onto the desk and squeezed my eyes shut as I lifted myself up, keeping my legs spread wide to allow plenty of room for my diaper to expand. The relief felt so good I had to hold on tight to keep from from falling back onto all fours to finish, or worse, right on my butt. And yet, as much as I hated to admit it, messing so intensely in my diapers felt good. I was rock hard in my swollen padding as I forced the last of the content out into my diapers, filling my new office with the stench of my dirty deed. Truth behold, I was just this side of squirting my hot cream right into them, closer than I had been since I had been forced to wear triple thick diapers that prevented me from getting any manual stimulation. I panted in frustration, determined not to let that happen. At the very least I would save myself the indignity of spunking in my poopy diapers. That would be tantamount to admitting I was completely lost to the depravity of being a dirty diaper pooper. Was that really me?

I stood there for minutes, occasionally surprised by another squirt of mush forcing itself out of me. After I was sure I was done, my sigh of relief was punctuated with a final plop, and my eyes shot open. That’s when I saw something on my desk right in front of me. It was a little diapered cupid, a pink pacifier with a heart, and a card. The front of the card read “It’s a boy!” I opened it up and read it.

Happy Valentine’s day baby boy. There are more surprises in store. Don’t worry, you’ll learn to love your new life as my baby boy.

-Daddy S

I put the card down. I was shocked and somewhat disturbed, and yet my hard on had not abated. In fact, it was all I could do to stop from humping the desk and creaming my pamps. I felt my seat. My diapers really were making my pants sag under all that weight, and I couldn’t describe the smell in the room. I waddled over to open a window, and dreaded going out with this diaper on… No… I didn’t want to risk going all the way out to the bathrooms now. I texted Daddy.

“Daddy, I’m stuck in my office.”

“I see you got my card. Good boy for calling me by my proper name.”

“I messed my pants, Daddy. Can I please change my diaper?”

“No need, baby boy. I’m on my way. You just sit tight.”

“What do you mean?”

I stood there, sweating bullets and staring at the screen but got no response. I closed the blinds and turned off the light, paranoid that at any moment someone would come knocking. I could hide my diapers under my pants but I couldn’t hide the sag or the smell. So I just waited, hiding behind my desk and hoping he would come in soon.

I heard a knock on my door. I didn’t dare look to see who it was. The sound of a key turning in the lock. The door creaking open. Was it the Janitor? My boss?

“Oh baby boyyyy… I know you’re in here!”

“D-daddy?” I asked, peeking out from behind the desk.

“Yes it’s me. Are you playing hide and seek? No, wait…” he sniffed the air. “Oh my, somebody’s been a busy baby, haven’t they? Well, I’d better leave the door open to air out the room.”

I looked on in horror as he flipped on the lights and opened the blinds. Now anyone who walked by could see into the room.

“N-no! Please don’t!”

“Up on the table, baby boy,” he said, patting the desk. I shook my head. He couldn’t. He wouldn’t!

“UP ON THE TABLE, or I’ll be livestreaming the video of your change to the company lookbook!”

I whimpered, knowing that he could do it, and reluctanty, I stood up. I raised one leg to climb on the desk, but he stopped me.

“Strip first.”

My mouth hung open. I was completely petrified. Was this really happening right now?

“I see. You’re just too little to do it yourself. That’s okay, buddy. You just need Daddy’s help.”

The unbuckled my belt and pulled down my pants. I gripped my diapers just in time to keep them from being pulled down as well.

“Step out,” he said, and I obeyed, allowing my pants my shoes and my socks to be removed. “Normally I will just be able to unsnap your pants, but this is an especially big blowout. Guess we’ll have to use less coffee next time.”

I stood there feeling utterly naked with just a droopy diaper between my legs and couldn’t keep from nervously glancing toward the door as he grabbed my diaper bag and unfolded a changing mat on the desk.

He held out his arms and I was subjected to the humiliation of being helped onto my own desk to be changed by someone who barely looked like an adult himself.

“You are so cute when you blush,” he said. “It’ll be a shame when you get used to this and stop being all bashful like that.”

I whined in response, looking from him to the open doorway. “Please hurry! I don’t want anyone to see.”

“Aww, well you can’t help that, baby boy. Plenty of people are going to see, and it’s nothing to be embarrassed about. That’s just part of needing diapers. Let’s just get you changed quickly, little guy.”

He reached for the tapes and opened them one by one. The sound of the tapes pulling away from the taping panel was deafening. I imagined everyone in the office could hear those tapes coming off, and covered my face.

“Here you go,” came Daddy’s voice, and I felt something press against my lips. I immediately reacted by opening my mouth, and felt the bulb of a pacifier pushed into my mouth, depressing my tongue. “Suck it,” he said, and I obeyed. The funny thing was, it kind of worked. A layer of anxiety seemed to drop away as it was replaced by my rhythmic sucking. The soother was doing its job, and so was Daddy.

“Hoowhee!” he yelled, causing my eyes to shoot open as I was jolted back to reality. He had my diaper open and was using the front of it to try and wipe off as much of the goop from my butt as possible, but he clearly had his work cut out for him. “This is gonna take a LOTTA wipes, baby boy!”

He set to work wiping my crotch and balls, working his way to my thighs, my taint, my hole, and my backside.

I did my best to just keep sucking and remain as calm as I could while he cooed above me, making little comments here and there about how well I filled my diapers, and how my little peepee was perfect for diapers. He was pleased that I kept it shaved down there, which I did out of necessity since I really did need diapers full time.

“You’re being so good for Daddy,” he said as he balled up my diaper and set it aside. “You deserve an extra special treat, little guy.”

He took three diapers from my diaper bag and stacked them. Then, he put some pink gel on the front of the diaper. He lifted my butt and lowered it gently onto the thick puffy layers of absorbent material, and finally he slipped a ring around my penis and tightened it so it sat just below the head. Although I was hard and leaking precum like a faucet, he was able to push it down enough to fit the bulk over everything and held it against my stomach.

“Hand here, baby boy.” I obeyed, with reservations. I was now actively participating in my own diapering right where I was at work. Would this happen every day? How long before someone saw? Questions swirled though my head as he taped the sides into place.

“All done, baby butt,” he said, patting my rear. He gave the front of my diaper a grope and I moaned as it slid over my turgid cock. The gel had made it super slippery.

“Up you come!” He pulled my arm to sit me up, causing the padding to slide more. Then onto my feet. Then raising one kneed and then the other to allow him to slide my pants up over my padded butt. And with each movement, my dick was stimulated further. I bit my lip to keep from moaning out. More noise was the last thing I needed right then. Once he had my belt around my waist, he handed my my diaper bag, and the balled-up diaper.

“It’s time to go,” he said.

“Go where?”

“To your new job, of course.”

I looked at him like he had grown another head. And he seemed to realize that I really didn’t know what he was talking about.

“You didn’t watch the video did you? Allow me to fill you in.”

I stood there like an idiot holding my used diaper in one hand as I watched the video evidence of me signing away my rights. I didn’t sign a receipt that day in the Bullseye, Steve first helped me pick my new diaper-friendly clothes. No, what I signed was a contract with Bullseye. I couldn’t make out all the fine details, but he filled me in on what I didn’t already know.

“Come now, you can still work here in the mornings, and Daddy will come to pick you up and change you in the afternoons before we go to job number two. Isn’t that wonderful?

I had just enough presence of mind to grab the plastic shopping bag from my diaper tote and stuff the diaper inside before he pulled me out into the main office area. I looked around nervously as he led me toward the elevators crinkling with each step. My gait was awkward, as he had taped my diapers tightly around the legs, forcing them wide. To add to this, the diaper was rubbing against my sensitive dick head, causing me to to wince and jerk my hips away in an attempt to lessen the stimulation. Who should intercept us but the boss himself.

“Oh hello, Steve, I see you’re picking up your boy.”  He gave me a little wink.

“HI Gary. Thanks for keeping tabs on him.”

My mouth went dry. It was he was the spy? How were Myboss and Steve were on a first name basis?

“What’s a matter, pacifier got your tongue?” It was then that I realized I still had the pacifier in my mouth. I wanted to sink into the ground. I pulled it out. And tried to apologize, but Steve gave a mischievous grin as he held his phone up.

“I’m sorry sir, I’ll turn my resignation in right awaahhhhhhiuuuhhhhhhoohhhhhh!!!” My knees buckled as the buzzer around my penis went off. My boss grabbed my hand and pushed the pacifier back into my mouth and shushed me.

“Quiet now. I won’t have my head data entry analyst walking away like that. I need you, Mr. Johnson. I expect you to be here on time every day, just as before. My assistant Marie is aware of your condition and we have plenty of extra diapers in stock should you need them.

I could only nod at everything he said, hoping to get through his speech and out of his sight before creaming my pampers in front of him. My cheeks burned red as I realized that wasn’t going to happen. No matter how I shifted, tensed my butt, clenched my pelvic muscles, or attempted (and failed) to bring my knees together, I couldn’t stop the intense stimulation. The extra movement only caused more stimulation from the slick padding.

My boss just smiled. “I can see you’re already enjoying the perks of your new position. Be a good boy for Daddy this afternoon, and I’ll see you bright and early tomorrow morning.”

He patted the front of my diaper and that was all it took to send me over the edge. Steve was kind enough to step up behind me and clamp his hand over my mouth, keeping my soother pressed in place, and muffling my moans. He whispered into my ear.

“That’s a good boy. Good boy, making stickies in your diapers for Daddy.”

That’s when Ricky walked by, stopping as he saw the three of us standing there. “Oh, hey Sky. I just saw you on people of bullseye. You never told me you a celebrity!”

I glared at him, but the pacifier in my mouth probably made me a lot less intimidating.

“Wow! You really are a big baby! Hey! Is anyone seeing this?” he asked.

Steve glared at him and turned to the boss. “Who is that?”

“Oh, that’s Ricky, our lovable office prankster.” The man used air quotes when he said lovable, and it was clear he was being sarcastic.

“You don’t mind if I borrow another one of your employees this afternoon, do you?”

The boss just smiled.

“Please do.”

Oh no, what now? I thought.

“Hey, Ricky, how would you like to have more fun with Sky and me? I could use an extra pair of hands.”

“Fun?” asked Ricky, a hopeful smile on his face.

*****

“Can I get another diaper pin over here? This is so ridiculous. Can’t I have a different costume?”

Ricky was looking distinctly uncomfortable as he stood there in a thick cloth diaper at the entrance display to Bullseye. Aside from a diaper, his only other clothing was a pair of wings and a quiver of heart shaped arrows to complete the outfit.

“Nonsense, you make a wonderful cupid,” said Steve. “In fact, you’re already gaining quite an audience. Smile for the cameras, baby Ricky!”

Ricky squirmed and blushed as the front of his diaper began to turn yellow and drip, much to the amusement of passersby. Behind him was a display of adult diapers and a sign that read, “Don’t use a diaper that leaks on the job. put your little cherub in Bullseye’s best!”

I stood beside him smiling with my diapers holding fast, even as I flooded them. I didn’t even mind having my thick babyish diapers on full display. Not if it helped to give Ricky a good dose of his own medicine.

“You’re doing great, Steve,” Daddy whispered into my ear. “I’m so proud of you. Sadly, it looks like your new little brother will be a slow learner.”

I nodded and grinned, imagining the look on Ricky’s face when he found out he had been adopted as my little brother.  We had a busy schedule of modeling ahead of us as the new faces of Bullseye’s adult diaper campaign, and unfortunately for him, it looked like it was going to be a smash success.

-Written by Champ

Comments

Anonymous

This is an amazing series and I'm a little sad this is likely the end. But great job writing!

Anonymous

Great story thank you. Would really like see more of it. Maybe a down the road future type story of where they all end up

Champ Otter

Thank you! I will have to turn this into a pdf and edit it. Maybe I will add an extra chapter then, but for now I have many other stories to continue in the freewrites

Champ Otter

That’s a great idea, an epilogue. I will have to add something when I make it a pdf