April Fool Office Sissy

"Yeah, maybe he wants a repeat performance," Ben laughed.

"Or maybe he wants to see if Jenny Macaulay's right about your tiny sissy dick being no bigger than her clit," added Terry.

"Anyway, he's in the boardroom," Shawn said, "Better hurry in those slutty heels."

Those heels clipped along walking over to the boardroom, as I became distinctly aware of the eyes in the office on the sway of my ass. This was the only way that I knew how to walk in shoes like this, but I was now aware that the sexualized, provocative walk was probably not giving a good impression to my co-workers who already had started thinking of me as a dirty slut.

Drake was sat at the boardroom table with another man of about fifty. He had dark black skin, short cropped hair and was if anything more built than my boss. He had the broad shoulders and toned chest of someone who did regular manual work, but he was dressed in a fine suit and looked to have come for a meeting with Drake.

"Hi there, Lulu, this is Trent Green, one of our most valuable clients."

"Good Afternoon, Mr Green," I said, in my best feminine voice, not knowing if this client was aware of the secret beneath my skirt or genuinely thought I was a pretty office girl.

"I was just telling Trent all about you and what you bring to the company and he was very interested," Drake went on, "He wanted to meet you in private."

"Wha... what does he want, sir?" I said.

"Well, we have a very important contract that we're hoping to open with Mr Green and I hoped that you would be good enough to use your powers of persuasion to get him to agree to it."

"You want me to... to let him use me..."

"Right," Trent Green spoke for the first time in a powerful deep voice, "I'm happy to sign the contract, just as soon as Mr Thompson lets me have a turn with that tight little ass of yours."

"Don't look so surprised, Lulu," Drake said, "This is how business deals are conducted all the time."

"I... I don't know if I can... I've never done something like this..."

"Just think of it as setting up a better future for the company," my boss said, "Now we know the skills that you can bring, you could be getting us a lot more business. And that could net you a juicy promotion away from here."

I knew that sooner or later I was going to bend to their persuasion. I'd done so much, been so humiliated today, that giving my body up completely just seemed to be where it was all headed. I didn't know if I really had it in me to fight it. Besides, I couldn't deny that my first taste of black cock earlier that morning was easily enough to make me want more. Yes, a part of me was scared and ashamed about what I was about to do with the company's major client, but another was excited for my little panty wearing virgin white ass to get properly screwed for the first time.

Drake didn't leave the room, he just sat down in his chair at the boardroom table and watched, with a smug, triumphant grin on his face, as his major client bent me over the end of the table and pushed my tight pinstripe pencil skirt up around my waist, exposing my legs in their stockings and garters and my lacy black panties.

"That's a fine fuckable white ass you've got there, bitch," Trent said as he slapped the pale cheek of my butt with his big black hand.

His other hand pushed my legs open and slid my panties to one side, exposing my asshole and allowing my dainty little hairless cock to spill out of the sensual black lace fabric. With one hand he pulled my ass open and with the thick dark finger of the other he began to explore my crack. I gave a gasp of surprise as he plunged his black finger right up inside of me, taking my breath away. And this was just his finger.

Still, he worked my ass with his finger until I began to loosen up. He removed his hand, spat on it to give extra lubrication and then there were two fat black fingers invading my puckered little white virgin hole, making me gasp in the effort of trying to take it, but also noticeably making my tiny white masculinity stiffen once again. Meanwhile, all this time my boss was just sat in his chair in the boardroom watching with a smug, triumphant look on his face.

"You wanna show your boss what you'll do to secure this big deal?" Trent said as I looked back over my shoulder to see him unzipping his suit pants and pulling out a black snake as thick as my wrist and already rock hard, "Come on white bitch, tell me how you want my big fat black cock."

"Yeah, Lulu, tell our valued client just what you'll do to land this contract," my boss sneered from across the room.

Knowing just what I had to, I looked back over my shoulder at the strapping middle aged black man dangling his forceful ebony erection at my tight virgin asshole. It looked incredibly powerful and intimidating, no wonder I would be made to submit to it. I knew then that I was going to say and do just as they asked of me.

"Yes, sir," I sighed, "I'm willing. Do it. Fuck me with your big black cock. Use me like the office slut right here on the boardroom table. I want your dark meat in my virgin sissy white ass!"

Needing no further invitation, Trent positioned himself behind me and thrust his erect, veiny dark shaft right up into my tight hole. Even just the first few inches made me light headed and like my whole frail white body was impaled on that massive black pole. Trent just kept pushing deeper and deeper inside me, though, plunging into places I didn't even know were there.

I tried to relax through the pain of this hung black stud tearing into my virgin hole but it was hard to do. I could feel tears in my eyes again, but I simply bent over the table and took it. I could see my face reflected in the glass surface of the boardroom table and I looked flushed and red, my eyeliner beginning to run. I was gasping and panting as Trent began to really nail my ass, pulling out and thrusting back in even harder.

"That's it, bitch, take it," he was saying, "Take all my big black beast inside you, office slut."

Yes, it was painful having my ass torn into like that. And, yes, I was humiliated to be there, bent over the boardroom table dressed in stockings and heels and a see-through blouse as my boss watched a potential business partner taunt me for what a submissive bitch I was. I felt utterly ashamed, but yet, as Trent plunged deep inside me, my own little white dick was rock hard and flopping all over the place. This utter humiliation was actually turning me on.

"Get ready for it, slut, I'm about to blow my load right up that tight sissy butthole," Trent said, slamming into me even harder in a way that had me further choking back the tears, "You're not gonna walk straight for days after getting my monster black dick inside you."

And with that he came right up in my ass. His black cock shot stream after stream of warm sticky cum right up inside me until I could feel it leaking from my crack and running down my thighs over my sensual shear stockings.

Even more humiliatingly, just at the moment that Trent's big black beast twitched and spunked up in my tight newly fucked ass, I felt my own little white thing, a tiny fraction of the size, respond in kind. Yes, even as I was humiliatingly fucked on the boardroom table by a massive black cock that put mine to shame, my own dick, flopping around outside black lace panties, exploded and shot a load of my own onto the shiny table.

"God, Lulu, you must really enjoy being used like a little white bitch," laughed Trent, as he pulled his sloppy, shiny black fuckstick out of my now more gaping hole and saw what I had done.

"You'd better make sure you clean up after yourself," said my boss, coming over and grabbing me by the hair. He pushed me to my knees and forced my face into the sticky mess that I'd left on the table, "Go on, bitch, lick up your slutty sissy cum. There's a good little office slut."

As Drake held my face to the table, I lapped up the warm juices that I'd deposited there, ashamed by how they showed just how much my body seemed to respond to being used and abused like this.

"Was that good, sir?" I asked, licking the cum from around my lips, "Will that get us the contract?"

"Contract?" Drake laughed, "Don't be stupid. Your such an easily fooled little bitch."

"What?" I asked, confused.

"Trent's not some big business partner. And this is certainly not how big contract deals are conducted. Did you really believe getting your sissy ass screwed like that in front of me would make me consider giving you a promotion?"

"I don't get it..." I said, "Then who... what...?"

I turned to see Trent stripping out of his suit and into a set of janitorial overalls that reminded me of where I'd seen him before. He was the guy that did the cleaning and maintenance around the building, not a business partner at all!

"April Fool!" Trent smirked and walked out, looking very pleased with himself indeed.

***

Back in the bathroom, the men's this time (I didn't want another humiliating encounter with my office crush), I checked myself out in the mirror. The perfection of this morning's feminine look was gone. In its place was a well-used whore. My lipstick was smudged and sticky with my own cum, my carefully styled dark hair all out of place. The tears in my eyes had caused my eyeliner to run. My pinstripe pencil skirt had torn from being forced up around my waist by the horny janitor, just before he tricked me into taking his massive black dick as an April Fool's joke. My panties were stained with both my juices and Trent's, which had stickily run from my torn apart ass and down my thighs where my black shear stockings had laddered.

"Well, well, well, look who it is," came a voice behind me, as I saw in the mirror that the previously empty bathroom now contained all three of the team of virile young guys that were supposed to be my subordinates but had tricked me into the position (and the outfit) in which I now found myself.

"Looks like you've been having a lot of fun with your sissy Friday, Lulu," said Ben.

"I bet next time we won't even have to trick you into dressing like this for the office," said Terry.

"So, aren't you gonna thank us, Lulu, for bringing this side of you out for all to see?" said Shawn.

"I... I don't know..." I blushed and stammered, "You've humiliated me in front of everyone."

"And humiliation is just what a little sissy white bitch like you deserves," said Terry, pushing me to my knees on the bathroom floor.

"Humiliation and a mouthful of a real man's hard black cock," added Shawn, as he unzipped his suit pants.

I could have got up and tried to escape, made a run for it (although I don't know how well I'd have managed in those heels) or told someone in the office that the three guys I managed were about to force themselves on me, but judging by the behavior that they'd seen from me today, they'd be sure to feel I either asked for it or deserved it. So, I decided just to stay there, kneeling on the floor of the bathroom in my blouse, torn skirt and stockings, and submit to the intimidatingly powerful black cocks of my supposed subordinates.

Terry reached down and tore open my thin blouse, scattering buttons across the bathroom floor and revealing the black lace bra over my smooth flat chest. He reached his big black hand down and groped at my chest, where my breasts would be if I were really the woman I dressed like, as he pulled out his huge ebony member. He started rubbing his dick all over my chest as it got stiffer and stiffer.

Meanwhile, I felt Ben take my head in his hands and pull it round to face him. My face was at the level of his crotch and so I couldn't help but stare wide eyed at my office subordinate's huge black dong as it sprung from his pants into my face. My mouth dropped open and Ben, hardly pausing, shoved his dick between my lips, starting to fuck my face and leaving me gasping and drooling.

I took the other two monster black hardons in my hands and began furiously jerking off their thick veiny shafts as Ben's equally impressive piece of black masculinity penetrated my throat. In a moment the guys switched and I found it was now Shawn fucking my face while I had to jerk off Ben's dark, trembling erection.

"Now, Lulu, how about you take a ride on my big black beast?" Terry said, sitting down on the bathroom floor, with his back against a stall.

Shawn tore my ripped pencil skirt right off and cast it aside on the dirty bathroom floor. I was dressed now in just my stockings and garter belt, bra and panties with my thin blouse just over my shoulders. Shawn pushed my stained lacy panties aside and my own erect penis sprung free. Next to the trio of black beasts surrounding it my manhood looked even more pathetic than usual. Even fully erect it was a tiny, slender, hairless, feminine thing and the real men in the room couldn't help but laugh at it.

I stood in my tall six inch heels either side of Terry's legs, facing away from him. I reached back to pull my ass cheeks open and squatted over my subordinate's massive chocolate hardness, lowering myself down until I was completely impaled on Terry's fuckpole. Even as I gasped for breath, so full of black dick that I could hardly move, I found my face filled with the other two big black cocks. Now, as I rode Terry, plunging his manhood deep inside my one hole, two others thrust in and out of my other.

"Wow," said Ben, as I gasped and slobbered over his swollen meat, "I never would have guessed when we sent that email what a slutty little bitch we'd be unleashing."

"Yeah," said Terry, as his dark sword plunged between my pale ass cheeks, "Who would have guessed that it would take only a few hours to turn this bitch from our supervisor into a sissy slut gasping for big black dick!"

"It's amazing the untapped resources available in our office," came a voice from the door and, in between mouthfuls of black cock, I looked up to see my boss Drake and the janitor Trent coming in together.

They walked over and watched for a while as my three subordinates continued to nail my tight holes with their hard cocks.

"I was coming in here to relieve myself in the urinal over there, but it seems maybe I should just use this pathetic toilet here instead," my boss said after a while.

For the second time that day, Drake pulled out his imposing black dick just inches from my face. This time, though, instead of making me suck it, he just pointed it at me, and, instead of streams of sticky cum, he simply unleashed a long, wet stream of hot urine.

It took me a moment to register this extra humiliation. Even as I continued to impale my frail white body on Terry's huge black cock, my own tiny white erection flopping around as I did so, I was being pissed on by my boss. Hot streams of piss hit me in the face and the chest and soon the janitor too was joining in, urinating all over me, covering my face, my chest and thighs.

All throughout me being used as my boss' toilet, the team that I was supposed to be managing continued to fuck my face as I feverishly stroked their black shafts. Suddenly both were ejaculating into my open mouth and across my face, shooting sticky loads of cum across my glasses, over my cheeks and into my hair, dripping from my chin and mingling with the wet piss that was already soaking my body.

Finally, Terry grunted, grabbed me by the hips and pushed even deeper and harder up into me as his cock exploded and shot the second load that I'd ever had in my tight white butthole. As he pushed me off him, his sticky cum ran down my thighs, already covered in sticky urine from my boss and the janitor.

Lying on the bathroom in a pool of cum and piss, dressed in laddered stockings, a garter belt, stained black lace panties and a bra, my false eyelashes coming off, my makeup and lipstick smudged, cum and piss in my hair and clothes, barely able to see out of my glasses for the big white droplets of cum on them, I felt utterly used, totally humiliated and more turned on then ever before. I did the only thing I could and stroked off my tiny white member until I added to the pool of sticky juices on the bathroom floor.

At least, at the end of all that, I didn't have to take the subway home in my wet, sticky, torn and ruined feminine clothes. My boss wasn't that cruel. He got his private car and driver to take me home and promised that it would be free of charge.

I sat in the back of the car, thankful for its tinted windows given that I was dressed in just my soiled lingerie, and thought back over the events of the day. I knew that I would never be able to do anything at work again without everyone knowing what a tiny dicked sissy bitch I was and that shame would be with me whatever I was doing at work. Most worryingly, even that thought of future humiliation seemed to make my puny dick stiffen a little in my panties once again.

Finally, the day was over and we pulled up in front of my apartment. The driver lowered the divider between him and the back of the car. He turned to eye me up in my smudged makeup and torn clothes. He was a big, strong, young black guy and he had a hungry, lustful look on his face.

"So, honey, how are you paying for this ride?" he said.

"B... but... the boss said it would be free of charge," I stammered.

"Yeah, well, he lied," said the driver, "April Fool!"

THE END