Bound By Blackmail Ch. 12

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After the hellish work day ends, the training begins.
6.6k words
4.81
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Part 12 of the 26 part series

Updated 04/24/2024
Created 08/30/2022
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Brady018
Brady018
312 Followers

This is the twelfth chapter in this series. Thank you to all the readers and the ones who are following and wanting to read more. By now, it should be clear what this series is about. If you haven't read any previous chapter, please read those first. If this doesn't seem like something you're into, I suggest finding a different series to get into. As always, I would love to hear your thoughts and opinions on what you think of the story and how it's progressing. Please leave a comment if you would to let me know. Also rate if you like. Thanks again!

Just as I figured, my day didn't get much better. First, my self-esteem was pretty shattered after I was disciplined in the public bathroom. No one had witnessed it, but it had happened nonetheless. Brady had basically broken me in my own home and now he was breaking me at the office. It was like I could get no reprieve.

Before heading back to my desk, I stopped at the vanity to splash some water on my face. I didn't want anyone to see me in distress. That would cause unwanted attention and I desperately just wanted to blend into the background and become invisible.

Peeking my head out the door, I verified that Brady had taken off. Thankfully the rest of the hall remained clear. I started my way back with my hands in my pockets to hold my slacks up and my head down. Though I'd wiped away my tears, the redness in my eyes remained.

I'd barely taken two steps out the door before one of the receptionists rounded the corner that looked to be headed for the ladies room. Just my luck! I tried to keep my head lowered without looking too conspicuous, but it wasn't like I had a hat or sunglasses to hide under. One glance at my face and she could tell something was up.

"Evan, are you alright?" She asked.

"I'm...I'm fine," I told her with a fake laugh, still heading towards my desk. "Just got some soap in my eyes like an idiot."

"Oh dear, I hope you're alright," she said, not pushing the issue. I tried to shoot her a smile and continued away; feeling very much like an idiot.

The hours leading up till lunchtime weren't any easier. Brady didn't reappear, but I was ever on edge; waiting for him to show up for more torment. His granola bar that he provided taunted me as it sat on my desk. I was so starved yet I knew it was all that I had for sustenance. Devouring it quickly would only aid me in the short term. I wanted to try and stretch it till after my forced workout.

My view out the nearby window bay didn't help. From my vantage, I could see three different restaurants that I would love to have eaten at. My mouth watered just thinking about multiple items from their menus.

Holding strong and not tearing into my one piece of food, I took many trips to the water cooler to help fill the void. It did help, but it was a vicious cycle. Not only did I risk my pants slipping each time, but the liquid passed quickly through me and I was forced to take multiple bathroom breaks, each time having to use the stall. There was one point where I entered and both stalls were occupied while the urinals stood vacant. All I had to do was pee and I couldn't even do that for fear of retaliation from Brady. I near about pissed my pants before one of them became open.

The time at the company gym was also grueling. First, I had to ask the attendant for the bag Brady had left for me. He asked my name and I'm sure I went crimson, wondering just what name Brady had given him.

"Evan," I said, hoping that he wouldn't make me use the name Dafni to refer to myself.

"Ah, yes, he did drop it by. Said you were too busy this morning."

"That's me," I said as he passed off a blue, nylon duffle bag. "Busy."

Brady had actually been true to his word. The items inside were typical, male gym clothes. There was one exception; mixed in with them was a stick of deodorant. Women's speed stick to be more precise. I should have figured he'd put something feminine inside.

The workout itself wasn't too bad. I burned about ten minutes on the treadmill and fifteen on the elliptical. It actually felt good to exercise and I probably should have started on my own accord; though I really didn't need to lose any weight despite what Brady thought and I just hated that I was being forced into it.

Though my stomach was still in knots from its lack of sustenance, the real gut clincher was having to dress out. I had to change in and out of my gym shorts with my humiliating panties for anyone in the locker room too see. Luckily, the first round I was the only one in there. After my workout, there were a couple of guys standing around talking. They weren't really paying attention to me, but my mind made it to where they were watching my every move; as if they knew what lurked underneath my black gym shorts.

I pretended to take my time like I wasn't on any schedule; always keeping one eye on them. When their attention was diverted to one of their cellphones to watch a video, I quickly changed from my shorts back to my slacks minus the belt. At that point, I hurriedly got my stuff together and headed back to my desk.

I devoured my tiny granola bar that seemed to be gone in two bites. My stomach groaned both in appreciation for giving it something other than water and cum, and also in protest for not giving it more. Somehow I seemed even more frustrated with the tiny bit of food than not having any at all.

The final few hours of the day were uneventful. There was no sign of Brady or any antagonizing from my chastity. I stayed at my desk mostly, not getting up unless I absolutely had to. When the end of the day arrived, I thought for a few fleeting moments that I'd be able to finish without any more torment. But Brady was going to give it one more shot at embarrassing me.

Just like always, I had papers I needed to copy for the end of day reports and was on my way to the copy room. I had to traverse a narrow walkway due to three secretary desks lined down one side. Each of them had a beautiful, young woman sitting behind them. Thankfully, since this was an everyday routine, they didn't give me much notice. That's how I wanted to remain, invisible.

On the other end, between myself and the copy room, was an obstacle that presented itself. Brady rounded the corner with his janitor cart in hand. Just the sheer sight of him caused my heart to skip and I momentarily froze in place. He began pushing it my direction with the wheels making an ominous squeak. I didn't need to hear that to know he was up to no good. As he approached, I could see the mischievous smile splayed across his face.

As our distance closed, I noticed his cart veering my direction. Not enough to make it look intentional, but I could tell. I considered aborting and turning a one-eighty, but figured that may bring more attention to myself. There was a little space off to my left that I thought I could skirt around him. He clearly judged the space around us better as I wound up colliding with one of the secretaries desks which instantly got her attention.

"Oh my!" She said, clearly startled. I stumbled for a moment and dropped the papers I was holding all over the floor. They were not my main concern; keeping my pants up and over my humiliating panties was. Brady stood there a moment with a look of glee before he got into character.

"Hey, I'm sorry there, guy," he said; putting too much emphasis on that last word. He'd said it sarcastically and the secretary didn't pick up on it. "These old carts could use some new wheels. Sometimes they just go any which way they want. I didn't hurt you, did I?"

Both he and the woman stared at me. I was perched up against her desk with my pants barely clinging on. Trying to casually stand up, I took hold of them without anything trying to seem obvious.

"I'm fine" I said meekly.

"Here's one of your papers," the secretary said; standing slightly and passing one of my fallen sheets to me. She was a very attractive woman with long, curly brunette hair, a tight floral dress, and a pair of dark-framed glasses that gave her a most seductive look. I would absolutely hate for someone like her to see what I was being made to wear under my slacks.

"Thank you, miss," I said. I felt like a bad dog; unable to look her in the eye. Brady too offered his assistance by collecting the fallen papers off the floor. Honestly, I would have assumed he would have just stood back and watch me bend down to see if my panties may peek out for public viewing. I can tell you it wasn't some spontaneous act of kindness.

"Here you are," he said, passing them to me. I took them in one hand; which was his plan all along. With his other hand outstretched for me to shake, he said, "Sorry about that."

That was a problem! If I had papers in one hand and then used the other to shake his, how was I going to hold my pants up?

The secretary watched us, which put pressure on me. Not only that, but I noticed the blond secretary at the next desk had taken notice to the three of us standing there. Brady watched me with his hand still offered in an apologetic gesture. His eyes burned into mine and I could almost hear the laughter going off inside his decrepit mind.

"No problem," I said in a shaky tone. Having to crumple my papers a bit to keep my left hand holding my pants up, I reached out and shook my depraved master's hand. He made sure to give it an extra squeeze; I assume in hopes I'd break my concentration and let go to reveal what was underneath. Thankfully, I held firm.

"Ladies," he said in a courtly tone as he nodded to both the blonde down a desk and the brunette standing behind the one in front of us. He also nodded at me; just a reminder that I was supposed to classify myself as one of the ladies I assumed. He then continued on his way, whistling merrily as if he was having a joyous day.

On my drive home, I got more and more pissed off as I thought about what all had transpired. How could he be so damn cruel to me? It had been made very clear that I was comparable to dirt, but did I really have to be treated as such? I'd never wronged him before. That money missing from the safe had no bearing on his lively-hood. Yet he wanted to use that to demean me and embarrass me at every turn.

Brady was already back at the house when I arrived home. Of course his car was tucked nicely under my carport. Just more ammo for my fury. I parked in back and marched inside. Both hands were on my slacks since I wasn't having to play it off anymore. In that moment, I didn't care about the rule of stripping at the door. I had something to say and I was fired up enough to do so.

Inside, I found him sitting in my chair with another cigarette lit. When I stormed in, he saw the look on my face and watched with an amused curiosity at what I intended to do.

"Why do you have to be so mean?" I demanded in a loud, determined tone. "Is this what you wanted?" With that, I removed my hands from my pants and threw them up in the air. Immediately, the slacks lost hold and fell to the floor around my ankles. The shirt I had on wasn't long enough to completely cover my crotch and the lower portion of my humiliating panties were revealed.

Brady had an astonished look for just a split second before his chin started to quiver and then dropped as he exploded into hilarious laughter.

"Oh, that's precious!" He said through his chuckles.

"It isn't funny what you're doing to me!" I demanded. This made him laugh even harder. I mean, clearly I was no threat to him; plus I knew I looked pretty damn ridiculous standing there with my arms crossed in those tight, embarrassing panties.

"Sissy, you are good for a laugh," he said; finally winding down. "That was so good, I'm not even going to punish you for wearing those clothes past the foyer." He wiped the tears from his eyes and gave a disgusting smokers cough before saying, "But now we need to get down to business. I told you that today starts your training."

With all that had happened and my utter rage, I'd clean forgotten about that. It made butterflies flutter in my stomach.

"Wh...what kind of training?" I asked.

"You've got to learn how to get yourself all dolled up like you were yesterday? Plus you'll be getting lessons in walking, talking, and acting like a proper sissy. With any luck, you'll be ready by the weekend to get out there and start making some fucking money."

I was ordered to step out of my pants and to also finish removing my remaining 'pretend clothes' as Brady called them. He graciously allowed me to keep the panties on. Considering the messages on them and all I'd been through, I would have rather gone naked. At least it was just Brady there to see me in them. And then, as if on queue, knocking erupted from the back door.

"Oh, sounds like your tutor has arrived. I don't have time to get you dressed, so you just stand there and look cute." Brady stepped around the corner and headed for the back door. I heard it open and then Brady's greeting. "Hello and welcome," he said cheerfully. "I appreciate you coming out this way to do her training."

"I suppose you have high hopes for her if you're willing to go through all this trouble," I heard a voice say; a very familiar, female voice.

"She already shows promise and her training hasn't even begun," Brady said. "Come on in. Oh, and I see you've brought an assistant."

"A pet really, but yes; and don't mind her," the female said. "She isn't technically mine, but I promise she's housebroken."

I heard a pair of heels marching towards my living room. It didn't take long for the source, or should I say sources, to round the corner. There, I saw two people stop; well one person and one slave who was being lead by a leash attached to a collar around her neck.

It was Eve and Alyssa.

"Hello, sissy," Eve said with her coy smile. "I bet you didn't expect to see me again." She was right about that. I'm sure the look on my face showed my surprise; with part of it being sheer embarrassment.

"And I've brought you a little friend here to help out."

She, of course, was referring to Alyssa who looked at me as if she were looking in a mirror. Like her note had said, she'd been all through this, and now she was going to be made to help me through it.

"Say hello to Miss Eve, Dafni. Don't be rude," Brady said sternly.

"Hello, Miss Eve," I said meekly.

"I think it'll be quite the undertaking to get you anywhere close to ready for a run this weekend. Nevertheless, I like a challenge. I do hope you'll be compliant with all your instructions. It's already going to be a rough week for you. Don't make it any harder on yourself."

Both Eve and Alyssa came dressed for the occasion. Eve wore a tight, black pencil skirt that stopped just above her knee. A business coat adorned her top with a silky blue blouse peeking out from beneath. She left her incredibly dark, flowing hair down that danced on her shoulders like strands of pure silk.

Her sub, Alyssa, was dressed like she herself was ready for school. She wore a teeny-tiny white top that was tied between her breasts. Her firm, flat midriff was exposed down to a very short plaid skirt with a white, black, and gray colored pattern. A dark pair of stockings lead down to a pair of steep heels. Her dark hair was pulled into a pair of pigtail tied off with white ribbons. The makeup job, I assumed she'd done on herself, looked impeccable; from her blue-shaded eyes down to her luscious, pink-painted lips.

"We need to start with hair and makeup, Alyssa dear," she told her sub. Eve also stepped over and removed the leash binding them together. "Her master has created a place for her in the basement. Start there with her and make sure she is in uniform when you return."

"Yes, Mistress Eve," Alyssa said. I couldn't help but notice the curtsy she gave.

Brady barked at me to show Alyssa down to my quarters and to make sure and follow her every direction. I scurried past Eve as she was quite intimidating. Alyssa followed behind me. I felt so embarrassed since I had on nothing but those ridiculous panties. I just knew she was reading the message 'Sissy Fuck Hole' as we walked.

In my room, I was told to take a seat at my makeup table. My wig was retrieved off its mannequin head and brought over to me. Alyssa looked to have her own hair that I had to admit looked quite stunning. I'm sure she had her time in wigs as she seemed to know her way around them.

"You want to tug down in the back...Check your actual hairline...Make sure to pin it here, here, and here." I followed her instruction as she assisted me. She used product along with crimpers and curlers to give it some body; making sure to tell me her steps along the way. By the time she was done, the high-end wig looked very much like my natural hair. Alyssa didn't leave it like that. She used ties to pull my hair into a pair of pigtail and then white ribbons tied over them in cute little bows; almost identical to hers.

"This is the way to wear your hair when your in your school uniform taking lessons," she explained. That didn't really surprise me since that seemed to be how a lot of actual girls wore their hair when dressed as such, which was really just to look sexy over practicality.

We then moved on to makeup. It felt great when I was allowed to wash all that gunk off my face the night before. The stuff was so thick and oily that I wasn't sure I was going to be able to get it all off; then having to worry about someone at the office seeing its remnants. Now I was piling the gunk back on! Well, Alyssa did most of it while I feebly attempted a few portions myself. Most of it she either had to touch-up or redo altogether. She made sure to coach me and give tips and tricks for future applications. It was fairly time consuming, but by the time she was done, my face looked as stunning as hers; and just as feminine.

Alyssa readied my faux breasts. Before wrapping them around me, her petite hand reached out and pinched one of my nipples. Her touch didn't necessarily hurt, but it didn't feel good at the same time.

"I'm sure your owner has already started you on hormones," she said, wrapping my tits around my chest. "They don't seem to have kicked in yet, but with your starter dosage, you'll be feeling it before long."

She didn't know I'd skipped my morning dosage and I wasn't going to offer that information. The same must have been given to her since she had knowledge of them. I hoped she could enlighten me a little more.

"What is that stuff going to do to me?"

"It'll all but turn you into an actual girl." Alyssa stepped to the side and held her arms up, using her hands to gesture to her own body. "Do you think I always looked like this?"

Despite knowing the truth about Alyssa, I still had to admit that she had a very attractive, feminine body. Without her own caged cock to give that away, I doubted anyone could tell. Her tits, while not the biggest, were still quite impressive and looked stunning. Her figure curved down to her slim stomach before curving back out into a pair of hips that looked amazing as she strutted. Her face and hair looked absolutely beautiful without a hint of masculinity.

It appeared those same chemicals that helped mold her new body were the ones being forced upon me. Just another reason I wanted to find a way around them.

With my upper half looking very much like a slutty, young woman, it was time for my aptly designed outfit. My uniform, if you wanted to call it that, looked very similar to Alyssa's. Like I'd said, there was no practicality to the skimpy ensemble; just something for guys to gawk at.

Alyssa had a white, delicate, lacey thong for me to put on. While I wasn't keen on wearing them, I was glad to shed myself of the tight, cotton ones with the embarrassing messages. She took them from me and examined them.

"These are cute," she joked. I just cut her a look that she snickered at and then shot me a coy smile.

Brady018
Brady018
312 Followers
12