“So…what did you do to earn this?” The secretary Stephanie asked. Holding the very large diaper in her hand as she stared down at me over her black-framed glasses like a stern librarian.
“I…i…” i stammered. I came myself from our Boss fucking me in the ass. That doesn’t sound fucking pathetic, right?! “I…i don’t know…” I finally said.
“Hmm..well i’ve never seen someone earn these so fast!” She exclaimed as she made the diaper crinkle “I mean it’s only been what…two weeks?”
My jaw dropped. “You…you knew?!” I asked. Horrified.
“Of course I knew! I’m his secretary! You don’t think i’ve noticed you spending an hour or two in his office every day? You don’t think I hear your fucking pathetic wittle whining? You don’t think I notice you wiping away tears and clutching your sore bum every time you leave his office? Honestly with how much of a baby you sound I’m surprised he hasn’t put you in these sooner…”
Her words stung. After everything I’d been through I didn’t expect to be degraded by a woman I considered a friend at work. A woman I was sexually attracted to.
“Awww! Don’t cwy wittle baby! Let’s get your diapy on shall we?” She cooed like a mother to a child.
She took me by the arm, my hands still tied behind my back, and led me like an officer would a handcuffed prisoner over to the desk.
“Awww! Looks like somewon had a wittle accident on the floor!” She said, noticing the stain from the puddle I made. “That’s why the wittle baby needs diapurrs!! Charles is very anal about his floors!”
She pushed me on the desk. For the first time, I was on my back on the desk instead of bent over it. Instead of getting fucked or spanked, I was about to get diapered by a beautiful woman.
“You said you’ve never seen someone ‘earn these this fast before'” I said, trying to make conversation as she unfurled the diaper. “Does that mean there were…others?”
She smirked. Switching her ‘Mommy voice’ off for a second. “Yes. Three. One was embezzling money, the other was similar to you. Pathetic guy. Masturbated at work all the time, looked at porn, etc. Raise up!”
I lifted up my bum as she slid the diaper underneath me. “What happened to them?” I asked.
“They…moved up the corporate ladder…” she said. Unsnapping the straps to my garters.
“But that’s only two…you said there were three?” I said as she pulled down my panties. Charles’ jizz was still leaking from my hole.
“Awww! That’s what happened!” She said, switching back to her Mommy voice, “somewon must have got a wittle too excited while the Boss was pounding their wittle pansy pussy huh?”
I flushed. Turning beat red. But I tried to ignore it. “Don’t change the subject. Who was the third?”
Her expression turned stoic. “Me.” She said.
“You? Are…are you –”
“A sissy? Heavens no. I was just the first. The stereotypical secretary that wanted to get ahead by giving her boss…head…” her eyes were a bit misty. “Until I found a way to earn my boss’ approval without spending my days bent over a desk. Instead, I found other prospects that he might eventually find…desirable.”
It hit me like a ton of bricks. “You.” I said, “you were the one that called me about a job offer. You were the one that looked over my resumé. Had me give you every email address I’ve ever owned”
She nodded. “And I used that to find out about your dirty little habits. Interesting Tumblr you have by the way…”
I couldn’t believe it. It was like a trap. A spider’s web I was caught in.
“And I don’t ever want to go back spending my lunch break on my knees under his desk. Better your mouth/ass than mine!” She said, picking up the buttplug on the table and pressing it to my bum. It slid in pretty easily now that my hole was gaping and cummy. She switched back to her Mommy voice. “That’s why we’re going to get this wittle diapurr on you before Charles gets back and punishes both our asses for insubordination!”
And with that she pulled the diaper over my still oozing cock. Taping it up tightly.
*****
I got very little done at my desk the rest of the day. The plug was uncomfortable to sit on, and my constant squirming was making my diaper crinkle so loudly under my suit that I was sure the cubicles next to me were able to hear me.
It was also difficult because — being in a diaper — I was prohibited from going to the restroom…in any place other than my diaper of course.
“I’ve seen how many trips you make to the bathroom after He’s done with you” Stephanie had said “no one has to pee that many times. So you can just use your diaper to do those #1’s, 2’s and 3’s I know you love making!”
I’d been holding my piss for the last 3 hours. I glanced at the clock. 3:15. I really didn’t think I’d be able to make it another hour and 45 minutes. My bladder was close to bursting. I glanced back and forth as if anyone would understand what I was about to do.
I heaved a huge sigh and allowed myself to relax. It felt weird to tell my brain “it’s okay, you have a diaper on. Go ahead” and it took me a second to rewire the 28 years of potty training I’d been doing.
My warm, wet diaper immediately made my face hot. I just pissed myself. Like a fucking baby. It did nothing for my uncomfortable situation.
After an hour in my wet diaper. I had relieved myself two more times. I couldn’t take the feeling of the soggy mess anymore. So I did what I’d been instructed to do.
I waddled through the office over to Stephanie’s desk. Praying no one noticed me crinkling and waddling.
Stephanie looked up from her work and smiled. Removing her glasses and tossing back her hair.
“Well well well…how can I help you wittle baby?” She said at normal volume.
“Shhh!” I said. Looking around. Hoping no one heard.
She giggled at my paranoia.
“What is it baby? What’s wrong? Tell Mommy…” she cooed. Resting her chin on both her hands in amusement.
“You know what I need…” I whispered “now can we just get this over with?”
“What do you need honey? Tell mommy.” It was obvious she wasn’t going to let me off that easily.
“I…i wet my diaper. Now can we please just–”
“You did what baby? Sorry. I couldn’t hear you…”
I cursed inwardly. Looking around to make sure there was as few people around as possible.
I cleared my throat, and spoke as loudly as my pride would allow.
“I made pee pee mommy…” I said, knowing if I did the stupid baby voice she was more likely to cut me some slack “will you p-please change my…diapy?”
It was the biggest smile I had ever seen her give.
“Of course sweetie” she said, scooping up a bag from behind her desk. Her heels clanking as she strode past me. “Come along little one!”
But she wasn’t headed to Charles’ office. She was headed towards the company restroom.