- Joined
- Nov 22, 2025
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- 298
I stared at my reflection on the computer screen; clean shaven, 5'8", hair high and tight nicely groomed. I felt pathetic. I should be more than this, more than this job, more than where I am in life. I don't know what possessed me to do it; maybe it was boredom, maybe it was trying to better my situation, but whatever it was I decided that I had paid my dues it was time for me to get mine. This was the decision that would alter my life forever.
I waited until the office was empty hours much later than I should've been there. My mind was made up as I logged into one of the largest accounts that we managed. This account holder was worth billions, the account was rarely audited, the interest alone brought in hundreds of thousands every month. No one would ever notice anything missing. With a few fateful keystrokes the act was done transferring $10K to my bank account. With a deep sigh I logged out, my pulse racing reflecting on my deed. I sat there silently in the dark for a few moments before heading home for the evening.
What I didn't know is that anytime this account is accessed an automated message gets sent to the CEO of the company to monitor and protect our largest client. In this case it was Don Washburn, as he read the notification he was fuming. It took all of his energy not to pick up the phone and call me. No, he had other plans. He accessed the account and reversed all evidence of the transaction except a hard copy he kept for himself. A quick email to Jackie in HR notifying her to draft up a new job title and duties. That he had a new candidate that was going to be perfect for a new assistant/secretary for him.
The next morning I went to work like nothing had happened. I was one of the first people there as usual. Logging into my computer and opening my email is when I see it. My heart drops as I read the title "Please come to the 9th floor at 8am sharp or ELSE." The body of the message was empty. I started to panic. My heart skips a beat as the thoughts race through my head about what was going to happen to me. I looked at the clock it was 5 mins to 8am. I had to leave now if I was to make it to the 9th floor on time. I thought about running, cutting my losses, but what would be the penalty if I didn't show up?
The elevator chimed open on the 9th floor. There was a vacant receptionist desk in front of the two looming doors to the CEO's office. I swallowed heavily as I knocked softly and opened the door. "Hi sir, you wanted to see me?" I sheepishly ask, my head low.
"Ah yes, Shawn please have a seat" he motions to the large chair in front of his desk. I walk cautiously across the room, not making eye contact. I slowly take a seat in the low chair across from him. My palms were sweaty, my breath short as we sat there in silence. I watched as he organized a few forms and documents as he cleared his throat a few times. I didn't dare speak.
After what felt like an eternity he finally broke the ice "Shawn...." he cleared his throat "You are in a load of trouble. I know what you did and don't try to deny it. I have all the evidence documenting your activity over the last 24 hours. I know you stole from Mr. Jackson, our biggest investor. With one phone call to him you'll spend the next few years in jail but then he'd make sure that you'd never work anywhere ever again. You made a powerful enemy. However..." He paused. "He doesn't know yet. Lucky for you I was able to reverse everything and reset the damage you tried to inflict."
I tried to interject to defend myself to lie to come up with something to diffuse the situation. He held up his hand, silencing me. I knew I was fucked and I was completely at his will.
He lowered his hand once he saw me submit to his authority. "Now here is what we are going to do. Effectively now you are terminated from your position as an accountant here. Instead you are going to work for me. You will be under my careful eye and closeby, so I know you won't pull this shit again." He produced the documents that Jackie had worked overtime last night to draft up. "You are going to sign these papers accepting your new role as my assistant and secretary. You will take care of my needs and do what I ask." He pointed to the dotted line as I tried to read the papers.
Bang! There was a loud pound on the desk. "SIGN" he yells at me. I jump in the chair grabbing the nearest pen signing the document sight unseen.
I collapse back into the chair defeated, in shock, unsure what is going to become of me. I slowly look up to see Mr. Washburn with a sly smug face staring down at me. "Good girl, you effectively belong to me now. The contract you signed is legally binding and unless you have some damn good lawyers you will be unable to get out of it."
Did he just say 'girl?' I wonder briefly, before the rest of your words echo in my head. I was fucked and at his mercy.
"Good well now that we have the paperwork done we can move forward with your new role. You will be my secretary and receptionist. You will organize my meetings and take care of my needs." He left the responsibilities vague on purpose. "Now first things first, dress code." He produced a second document that outlined his expectations.
Employee shall maintain a professional wardrobe and attire while at work. Options include:
Tight fitted dresses and skirts minimum 6" above the knees. Blouses will be low cut. Employee must wear tights or stockings. Employee will wear matching bras and panties (thongs ONLY). Employee will wear minimum 4" heels at all time. Makeup will be professional with RED/PINK only lipstick. Employee will be well groomed hair shaved or waxed below the head. Employee will grow out their hair well styled. In the meantime the employee will wear a wig until hair is acceptable by Mr. Washburn.
My mouth was agape as I read over the requirements. "I uh I uh um" I stuttered
"Is there a problem Shawn?" Mr Washburn asked glaring me down at me
I quickly shook my head. He nodded before speaking again. "Good girl, now I know you are in shock right now. I want you to take the rest of the day off. I will have a package delivered later today to get you started. I have asked Jackie from HR who obviously knows your new situation to come help you in the morning to help with makeup and getting ready. Now go! I expect you here bright and early dressed properly and ready to work tomorrow"
I drove home in complete silence, my head reeling at my predicament. I was utterly fucked and had no choice but to do everything you asked. I sat in the darkness replaying the actions of the day. There is suddenly a knock at the door. By the time I answer it the delivery driver is gone and a large package is on the welcome mat. Bending down I bring the box in, setting it down on the dining room table. I'm nervous to even look inside. My hands tremble as I rip the box open. There is a note:
"Shannon,
Here is a start to your wardrobe and new life. You will have to build on it"
Don"
Shannon?! I toss the note aside and look at the contents of the box. Inside are several pairs of matching bras, garterbelts and thongs in various colors; red, black, white. All lacy and very skimpy. There is a little black dress, some short pencil skirts along with various white, blue, black blouses. On the bottom were a pair of 6" heels with black stockings and tights.
My hands hold the female clothes in my hands and start to sob. I didn't eat that night but simply pass out. I am awakened at 5 am by a loud knock on my door. Groggily I got up hoping it was all a dream. I see Jackie at my front door. Clearly not a dream and I am living a nightmare. Opening the door for her she stands there with a huge smile on her face.
"Good morning Shannon!" she gives me a big hug. "I'm so proud of you for embracing who you are and living your authentic life. Don told me you were shy about coming out and asked me to help you these next few weeks. Come on lets get started. Into the bathroom" She squealed joyously
I lead the way to the bathroom as she ushers me in. "Now I'll wait out here. You'll need to shower and shave before we can really get started" She starts the shower. "I'll be waiting until you are done" She smiles.
I wait a few minutes as the shower warms up, grabbing my razor. I was on autopilot at this point. My mind checked out and just going through the motions. I feel the water wash over me as I start the arduous task of removing all my body hair. Thankfully there wasn't too much. After 30 mins I felt I had done an adequate job turning off the water and drying off. The towel wrapped around my waist Jackie comes back in. She has the black thong, bra, and garterbelt.
"Here" was all she said, handing them to me. I grab them from her hands blushing. She was gorgeous 5'6" long blonde hair, 36C (I assumed) and a fantastic ass. I should be so lucky to have such a beautiful girl with me in the bathroom with me naked. But that was not the case or situation. I step into the thong and pull them up over my modest cock 5" when hard but barely an inch soft. The fabric slid up my ass as tuck myself into the thong.
"Arms out" Jackie commands as she slides the bra straps over my arms and fastens the back. Next she clasps the garterbelt around my hips. "Ooooh so cute" she giggles. "Now sit" she demands as she begins to apply and instruct how to do makeup going through it one by one: foundation, eyes, blush, eyeliner, eyeshadow, mascara, lipstick. She picked red for the day.
"Wait here" she says as she leaves the bathroom. I stare at myself in the mirror and I barely recognized myself. I get lost at in the transformation that she has done not realizing that this was going to be my new morning routine.
Jackie comes back in with a gray pencil skirt, white blouse and thigh highs. With her aide she dresses me before having me sit to put on the heels. I feel my toes crammed into the heels and already my feet hurt. "One last touch" Jackie says as she produces a brown shoulder length wig. She places it on my head with a squeal and hug. "Shannon you look absolutely stunning! I'm so happy for you"
"Thanks" was all I could mutter as I looked at the girl in the mirror looking back at me. It was 6:30am as I am pulled up to my feet. I was unsteady as I tried to find my balance. Jackie does her best to guide me how to walk a few steps before she pushes me towards the door.
She drives me to work aiding me to the desk in front of Mr. Washburn's office. She kisses me on the cheek "Good luck on your first day sweetie" she gives me a wink and leaves.
I sit there at my new desk unsure what I am to do now as I wait. Logging into the computer I try to gauge my new role. It was not long before I see him walk in. I can barely look at you as you walk by. "Shannon" a large booming voice rings out. "My office now"
Jumping out of my seat I hurry the best I can in the heels into your office and by your desk. I see Mr. Washburn sitting at the desk calmly collected. I stand there unmoving afraid of doing anything.
It felt like ages before he said anything. "Turn" I oblige and turn 360 for him. "Good girl Jackie did well this morning. I hope you were paying attention." I gulp heavily, nodding.
"Now Shannon, I hope you like your new name here since we couldn't have a secretary named Shawn" I nod in obedience.
"Good girl" He gets up walking around the desk towards me. His tall 6'5" towers over me as he places a hand on my shoulder pushing me down to my knees. "Your first task for the day is to take care of my morning wood" I could see the outline of his cock in his pants. It was massive. He undoes his pants and lets them fall to the floor pulling down his boxers.
HIs cock springs in front of my face. "Please no sir" I beg softly before feeling a hard slap across my face.
"Do I need to remind you of the position you are in and the contract that you signed?" he yells, grabbing my face angrily. I was afraid, shaking my head no. "There's a good girl; now suck"
I watched the cock twitch which must have been 8" and thick. The tip rests on my lips the precum coating my red lipstick. Shuddering, I closed my eyes and my mouth parts slightly. Feeling my mouth open he pushes forward with his hips. I feel my lips open as the thick head of his cock slides over my tongue. I want to die as I'm forced to suck his fat cock. The image in my mind repulses me. His cock moves deeper in my mouth causing me to gag. I try to pull back but I feel his strong hands grip my head holding me in place as he guides my mouth back and forth over his cock. Saliva runs down my throat and onto my chest as he has his way with my mouth and throat.
"Open your eyes, look up at me like a good slut" he commands. My eyes open connecting with his as he starts to thrust in and out faster and deeper. I hear his breath shorten knowing he is getting close. Without warning he cums hard into my mouth. Coughing and gagging I'm forced to swallow his cum. "Good girl" he smiles wiping his cock dripping with cum and saliva on my face. "Now go prepare my schedule for the day"
