“Tom, can I see you in my office please?”
It was the Boss’ voice over the intercom. I looked up from my computer and around my cubicle. Me? The boss never called me into his office. When we passed by each other, he never even seemed to notice me.
As I sauntered to his office I tried to think of any deadlines I may have missed, anyone I may have said something inappropriate to. Maybe he just wants to give me a promotion? I thought. But laughed it off almost just as fast. What would make him promote me over everyone else?
The Boss’ office was a big one, taking up the entire end of the floor. I knocked on the door hesitantly.
“Come in.” came the deep, stern voice. “Close the blinds if you don’t mind.”
I did. I didn’t know why it was necessary, but I did, without question. It took a while as there were a lot, and they covered the entirety of the windows facing the rest of the office. It went from everyone being able to see inside, to no one being able to see at all.
“Have a seat.” Boss said. He was a large black man. Bald, stout, with a build and a demeanor that said he didn’t take crap from anyone without even having to say it.
I shakily sat down in the leather chair at his desk.
“I’ll cut right to it,” he finally said, after a long silence, “I’m not happy, Tom. I’m not happy at all. Your productivity has declined significantly over the past few months. So I looked into it. Well, I had Dave from IT look into it. And he found that instead of spending time on your computer doing spreadsheets and analysis. You’ve been looking at something…else…”
My stomach dropped. Fearing the worst. And it was confirmed as soon as He turned his monitor around to face me. There on the screen was a girl with a big, black dick in her mouth. But it wasn’t a girl. It was actually a sissy, because she had a dick too.
“Sissy porn. Sissy sluts. Sissy bimbo BBC.” He read off a clipboard, “Sissy AB’s. Sissy dresses. Sissy suckers. Sissy panties. All from your recent search history.”
He turned his monitor back to him. Set his pen down. Clasped his hands, and stared down at me.
I didn’t know what to say. I could feel myself sweating. Shaking. Searching for something, anything to say.
“I-i…”
“So here’s what we’re going to do…” he cut me off with his deep, gravelly voice.
This was it. I was about to be fired. Oh God how will I afford the mortgage? My car?! What will my wife–
“Do you have a wife, Tom?” He asked, as if reading my mind.
“Y-yes…sir…” I stammered.
A hint of a smile. “Good. Tonight I want you to go to her drawer, pick out a pair of panties, and bring them to work tomorrow.”
I was taken aback. It was not what I expected to hear.
“I…her what?” I asked. My voice getting back some of its volume.
“Her panties.” He repeated.
Was this guy some kind of sick panty sniffer?
“For what?” I asked. Trying to sound strong, but it came out more pathetic than I’d have preferred.
“Well…isn’t it obvious?” He said. Spreading his hands. Chuckling. “You’re going to wear them.”
Again he caught me completely off guard with his response.
“Wh-what? Why?” I asked.
“Well…” he said, nodding to the screen and sheet of my search history. “Obviously it’s something you’ve fantasized about…so why not make it a reality? Unless, of course, you would rather lose your job, and have to explain to your wife why that is…?”
“No! No…” I exclaimed “i’ll…i’ll do it.”
He smiled. “Good. Then we have an agreement. I expect them to be worn under your suit tomorrow. I will know if you have disobeyed me. Dismissed.” He said. Without another word.
*************
“Tom, can I see you in my office please?”
It was the next day. His voice over the intercom was the same tone as the day before.
My heart was pounding through my chest as I headed to the room that was His office. The same way it did last night as I snuck into my wife’s panty drawer when she had fallen asleep.
I knocked at His door.
“Come in.”
I forgot to breathe as I entered.
“Close the blinds” he said. Not even looking at me.
I did. Standing there awkwardly when I was done. Unsure if I should take a seat or not, I just shifted my weight back and forth, waiting forever for him to acknowledge me or even glance my way.
He clicked and tapped on his computer and keyboard. Seeming to take pleasure in making me wait. Finally he sighed, sat back in his chair, and looked directly at me. I shrunk in his gaze.
“So.” He said “did you do as I asked?”
“Y-yes sir…” I said, nodding probably more than I needed to.
He smirked. “Good. Show me.”
I hesitated. “I’m sorry?”
“Show. Me.” He commanded. Emphasizing each word in a way that said ‘do not make me tell you again’.
An infinite amount of thoughts went through my head at that moment. But the one about me getting fired stuck out the most. I sighed. Deciding to get it over with as soon as possible. Pulling at my belt rapidly.
“No. Slowly. ” He said. “Start with the shirt.”
Again it wasn’t what I expected. But I didn’t want to refuse. I felt like a cheap stripper as I slowly started to undress for him. Taking off my tie, my shirt, finally my belt, turning around so I didn’t have to look at him as I slowly pulled my pants down. Exposing the lacy pair of purple panties underneath.
I didn’t know what he thought. What his expression was. I glanced behind me as my pants fell to my ankles.
For the first time, I saw him smiling broadly.
“Well aren’t you the little slut?” He said. Chuckling.
I felt naked in his eyes. Probably because I mostly was. I wasn’t sure if I was shivering from the cold or from the power of his gaze.
I was suddenly very aware that the door to his office was unlocked. Someone could walk in at any moment. But he didn’t seem to care.
“Come here.” He said. Tapping on the desk in an area directly next to his chair.
I didn’t argue. Just tried to clench my shoulders together in a pathetic attempt to cover up as I sauntered over.
I stood in front of his chair behind his desk. Suddenly aware that my 4 inch dick was as hard as it was when I first put the panties on this morning. A tiny wetspot stained the front from my precum.
He sniggered. “You’re loving this aren’t you, you little whore?”
I tried shaking my head and let out some pathetic sounding “No”. But my body betrayed me, not that He would be fooled.
“Awww, I think you do…”
I flinched as He reached up with his huge black hand and touched the small of my back. I felt so exposed. So helpless as his hand traced my smooth skin down to my plump, almost feminine backside. He cupped my pantied ass. Breathing heavily. I was suddenly much more uncomfortable. Being groped by my big, dominant Boss.
“Bend over.” He commanded.
My brain wanted to refuse. To put a stop to all of this. But before I knew it my body was bent over his desk. My pantied bottom out in front of him.
“Is there a reason you chose these in particular?” He asked, fingering the lacy purple boy shorts.
“N-no sir…” I said. But I was lying. I had actually spent hours last night trying to decide on the right panties to wear. First there was color: I didn’t want to wear pink, it was too feminine. White was too…boring. And unfortunately my wife didn’t own any blue. Then there was the style: a thong seemed too slutty, pathetic and uncomfortable. And granny panties seemed too…conservative? Jesus. Had I really thought about how I wanted to look sexy for another man in panties??
“Hmmm…” he growled like a predator as he ran his hands over my lacy bottom. “Do you like them?”
“No sir…” I lied again. Suddenly I felt a hard smack across my backside. I let out a surprised squeak as he spanked me.
“Don’t lie to me.” He said. “Tell me how much you like your prissy panties.”
I hesitated for a second. But another three spanks had me whining “i…i love my prissy panties! They…they make me feel so….pretty….”
It must have been a satisfactory answer. As he stopped spanking. At least momentarily.
“You will wear panties under your clothes every day until I say otherwise. Is that understood?” He asked with a smack.
“Ahh! Yes sir!” I squeaked. Worried the sounds of the spanking or my pathetic whimpers could be heard by the workers outside the office.
“You will report to me every day at 10 am. If you are not here in my office with your pants around your ankles for inspection there will be consequences. Do I make myself clear?” Another smack.
“Mmmphh! Yes sir!” I said. Trying to muffle my cries.
“Good. Now tell me that you’re my little panty slut!” He said. Smacking my ass hard 3 times.
“Ow! Oww! OWWW!” The stinging on my ass was getting unbearable “i’m your little panty slut!”
4 more smacks. “Louder!” He growled.
“Ooo! Ahhg!! Ahhhiee!! UNNNHH!! I’m your little panty slut!!!!” I cried. Using my full voice. Surely someone outside could hear.
5 hard spanks. “LOUDER!” He boomed.
“AH! OOH! OWoW! AHHHGG I’M YOUR WITTLE PANTY SLUT!!” I yelled. Panting. Crying. Willing it to be over.
And it was.
“See you tomorrow slut.” He said. Pushing me off his desk.
I trembled as I put my clothes back on over my panties sandwiched by a glowing red bottom.
I spent the rest of the day at my desk shifting my sore bum. Wondering if any look that came my way was because my coworkers had heard what went on inside the office.
To Be Continued