Bound By Blackmail Ch. 16

Here is the sixteen installment in the series. I'm catching up to myself on material that I've written but doing my best to have decent chapters to post in a somewhat decent time frame. Thanks for your feedback and suggestions. I'm seeing what I can work into the storyline. Please post more comments if you would like to let me know your thoughts; and rate too if you would like. Thanks again.

How long I slept, I wasn't sure. I can tell you that I had wild, unpleasant dreams. They all involved scenarios of this new life of mine; more blowjobs, more spankings, more toys, more fuckings. The last one I remembered was a guy three times bigger than me. He had a chain of all things that he decided to use on me for his fun. I begged and pleaded for him not to hit me but that just made him laugh hysterically.

Behind the man was Brady that laughed even harder and louder. The giant began delivering the blows and I winced with each lash. Each strike sounded like harsh pounding on my body. The large man's face turned to a scowl; as if he were not inflicting enough damage to me. His blows became harder, louder, and faster until I felt myself almost shatter from the abuse.

The pounding sound seemed to morph. It didn't sound like metal chain links striking flesh and blood, but more like hardy thuds on a solid surface. A shock of my chastity jolted, no pun intended, me out of my sleep. It was the motel door making the pounding sound with Dimitri standing just on the other side.

"Open the fucking door, slut!" He demanded from the other side. Another zap at my chastity quickly got me out of bed and scurrying towards the door.

"I'm coming, I'm coming," I said, hoping that would stop him. On the way over, I tripped over the damn heels I thought I'd kicked far enough out of the way just a few hours earlier. I stumbled a few steps before colliding with the door. If there was any good thing about my faux chest, it was that my tits helped to cushion the impact.

When I opened the door, Dimitri stood there glaring at me. I wondered how long he'd been standing out there? It was fairly bright out; probably well into the morning. How long had I slept?

"Move aside, slut," Dimitri said as he barged past me. The bitter cold wafted in after him and I quickly shut the door.

He had brought something with him that I quickly noticed. For once, it wasn't anything to harm or humiliate me. It was a normal, Styrofoam plate with what looked like actual food. His other hand held a small plastic cup that looked to have orange juice in it.

"'I'm coming, I'm coming,'" he mocked. "I'm sure those are the words that are music to your ears. I bet you were hoping to lure in another guy, answering the door naked like that," he joked.

He harshly sat the plate down on the dresser. It contained a small portion of plain-Jane oatmeal that looked only borderline editable. Had it not been all clumpy, I'm sure the shock of striking the dresser would have slung it all over the place; though there was also a piece of grapefruit that did get a little bit of the oatmeal on it.

"If I hadn't had to stand out in the cold so long, that would probably be warmer. Now eat up before your owner gets here," Dimitri said. The food was for me! It looked absolutely disgusting, but it wasn't cum so I was thrilled about that.

"And don't forget to wash it down," he added. It appeared like the orange juice was mine as well. He didn't just hand that over like the plate of food. First he took a small swig, which was about half of the damn cup, before setting it along side the plate. By that point, after all that had happened to me, a little back-wash from some thug was no big deal.

I quickly began to eat what was provided to me. To say it was shitty food would be an understatement. The oatmeal was cold; and I don't think it had anything to do with the time it spent outside. The grapefruit looked to be on the cusp of spoiling. Yet, I was so famished that I devoured them both. The orange juice I saved for last since I was going to get one good swig at best.

"Now go get showered and cleaned up. Try not to look so much like a two-dollar whore when he arrives," he chuckled. Dimitri took a seat in the chair by the door. I figured he was back on guard duty; though more so to keep me in instead of keeping others out.

The first thing I did was clean out my pussy; as I shamefully thought of it as. It, plus the rest of me, felt absolutely filthy. I had cleaned it after every fucking I'd received the night before except for my last client. When Dimitri told me we were done, I was far too exhausted to do much of anything.

Though I'd gotten used to the procedure of inserting the plug to allow the fluid to flow in me, it was much more painful that morning. My ass was incredibly sensitive and sore. Looking in the mirror, I could tell why. It was red and bruising from its endured torture. Those guys really did a job on it for their own amusement. I didn't think I could take another day of such abuse.

In the shower, I got the water close to scorching hot. It helped to soothe my aching body. My wig, still stoutly attached to my cranium, I tried to wash thoroughly. I already knew there were wads of cum I hoped would come out. The rest of my body I scrubbed twice to rid it of all traces of those men's semen they joyfully coated me in.

After bathing and getting myself as clean as I could, I stood leaning against the tiled wall as I let the previous evening replay in my head. A few tears rolled down my cheek amid the shower water from not only my physical abuse, but my mental abuse as well. How was I going to cope with not only the rest of the weekend, but also the months that lay ahead of me?

"Alright, girlie, that's enough fucking around in there," a voice said at the door. It wasn't Dimitri this time but rather Brady. He had arrived from my warm, quite home where I'm sure he got a good night's rest. A second later and the shower curtain ripped back. He eyed me with a curious lust.

"Get outta there and dried off. Hurry it up," he said before turning and heading back towards the front of the room.

Timidly, I turned the water off and stepped out of the tub. After drying off, I wrapped the towel around me, but not for concealment. I hadn't taken any clothes into the bathroom with me since modesty had long flown out the window. Instead, I was hoping that it may keep me somewhat warm against the chill of the room.

I found Dimitri still sitting in his chair while Brady stood next to the door propped against the wall. The two spotted me out of the corners of their eyes. They stopped their conversation and turned to look at me.

"Well, Dafni, you looked refreshed," Brady said with a smug look. "Dimitri tells me you've had quite the evening, which I figure is why you've got a glow about you this morning. Did your first round of clients have a good time with you?"

"They beat the hell out of me!" I said. Angrily, and without hesitation, I turned and lifted the towel enough to give him a good view of my abused backside. "See what those sick, perverts did to me!"

"That's not a beating," he said with a bit of condescension. "Those are merely love taps from guys looking for a good time. If you really want to know what a beating is, snap at me again. Or, better yet, why don't we let the Brothers show you what one is."

There he went with the threat that worked every time. "Sorry, Master," I said in a low, girl voice.

"Yeah, I know you are."

Brady began stepping towards me. At the same time he reached in and pulled something from his right pants pocket. Fearing it was something to either harm or humiliate me, I winced like a battered dog. Brady chuckled as I'd made it quite obvious.

"Relax, slut. You've been good for the most part. I'm actually trying to help your ditzy-ass." What he held was a simple tube of ointment. He tossed it to me and I reached out to catch it, ultimately dropping my towel completely.

"See, she always wants to give someone a show," Brady joked as I stood nude again among the two of them. Dimitri chuckled, having already seen me in that manner when he'd first arrived. "Take that and rub it on your ass. It'll help numb the area and take the sting out."

"Yes, Master," I replied.

Brady scoffed and turned back towards Dimitri. "Un-fucking-believeable! And this is why it's hard to do anything for a sissy!" He turned back to me but still seemed to address Dimitri. "You try to do something nice and not one bit of gratitude. Perhaps I'm trying to be a bit too caring and need to take my own turn at popping that ass," he said as he rubbed his opened palm.

"No, please, Master! Thank you for the medicine," I said, then going a bit further. "Your sissy is just exhausted."

"Yeah, well, I told you from the start that sleep is a luxury and I think you've had plenty. Besides," he began gesturing around my room, "this place is a fucking mess!" Scattered all over the floor and atop the dresser were my sex toys, cloths and costumes I'd been made to wear, and the remains of my boarder-line editable breakfast.

"Dimitri has had a long night keeping an eye on you, so I think it only fair I treat him to a good breakfast. While we're gone, I want this place picked up. Clean your toys up and put them away and get your clothes gathered that you wore last night. Surely some of them will need to be cleaned," he said with a creepy smile.

I could feel my blood beginning to boil again. The look on his face told me he was trying to push my buttons. Dimitri was the one who had a long night? The fucking audacity of that statement burned me up to the point of knocking the chill off me. I no longer needed the saturated towel laying at my feet. Brady merely smirked at me before turning back towards Dimitri and the door.

"After you've picked this place up, get yourself dressed and fixed up. I brought your school clothes and that's what I want you in," Brady ordered.

"My school clothes?" I couldn't stop myself from saying quizzically.

"Yes, you airheaded bimbo. That wasn't a complicated order," Brady said, giving a soft chuckle and shrugging his shoulders after Dimitri.

The two started to head out the door. A fresh, crisp breeze swept through the room and immediately cooled me back off. Dimitri exited right towards the stairs but Brady hung in the doorway for a moment.

"In case you get any ideas, your chastity is still connected to Dimitri's phone which we're leaving in his room. Now, get to work and make sure you take your hormones. I made sure to pack them for you. Be a good girl; unless you want to start this beautiful morning off by getting punished."

Brady left, but not before giving me the two fingers pointing to his eyes to let me know I'd be watched. Besides the occult tether binding me there, the cameras remained up to watch my every move. I felt so deflated and defeated as I stood there in utter filth and humiliation. Brady had taken too many precautions to keep me in line and there was little I could do but yield to his orders.

The first thing I did was apply the ointment Brady had uncharacteristically supplied. I squeezed a generous amount into my palm, rubbed both hands together, and simultaneously spread the cream over both cheeks. The sensation was cool, which caused me to wince considering my already chilled demeanor. A numbness began to set in that felt quite relieving. My bottom actually started to feel better afterwards. It was by no means a miracle drug and I hoped I wasn't going to be put into a position to have to need it again.

The next order of business was to get dressed. Not that I was overly fond of strutting around in my ridiculous schoolgirl uniform, but I had a few motivations. Though the whole thing wasn't much to wear, it was at least something to try and help combat the chill of the room. Also, the weight of my faux boobs pulling down on my chest was quite uncomfortable; not to mention my own sore nipples that resided just beneath them. The only items left were my stark white stockings and strippered-up Mary-Janes. I decided to hold off on them until it was pertinent I put them on. The stockings were sure to get filthy in my shit-hole room and I didn't want to wear those heels anymore than I had to.

It took a little longer to get my makeup done since I had no assistance and it was all being done from scratch. Multiple times I botched certain sections of it and had to wipe it away and start again. I was no where near as proficient as Alyssa was. She made it seem effortlessly; again showing just how much more experience she had at being a girl. Through her teachings, I was eventually able to paint on a pretty convincing face. Even I was amazed at the end result.

With my wig fairly dry and still holding quite firmly to my head, I stood at the mirror and brushed it out. Alyssa had secured it so well, in fact, that it tugged at my own hair underneath. I imagined that was probably how actual girls with long hair felt. Then, using some hair ties, I pulled them into the signature pigtails that went hand-in-hand with my schoolgirl uniform. The girl staring back at me looked slutty as ever and I still hadn't gotten over that it was me under it all.

Brady had made my own home feel like a prison. The fact that I couldn't walk around or do as I pleased was very disheartening. However, the motel seemed so much worse. It was almost like I actually was in prison; cold, dilapidated conditions, terrible food, not allowed outside without permission, and of course the fear of being sexually assaulted at every turn.

After taking another round of hormones, I busied myself with doing as I was ordered. The first thing was gathering up my clothes and costumes that I was forced to wear the night before. Some were dirtier than others. My initial pink dress I'd worn on the trip had gotten the worse of it. My stomach turned at seeing the multiple cum stains that had dried on it. Surely he wouldn't make me wear it two nights in a row, I hoped.

The sex toys, specifically the ones that entered any part of me, I washed thoroughly in the sink. When they were clean, I took everything and put them back in the luggage bag. The bed I simply left. I had no sheets and I really didn't want housekeeping to come in here and replace them. I'd turn all shades of red at someone changing cum-soiled sheets from where I was fucked multiple times. I could just imagine the look I'd receive.

Brady and Dimitri returned about an hour later. I was happy to see that Brady, instead of a motel housekeeper, had brought a fresh pair of bed sheets with him. That would save me some embarrassment but probably not work.

"Here's some clean sheets," he said, setting them down on the dresser. "I know you don't mind sleeping on cum-covered material, but your clients need something decent."

I'm sure Brady had seen me pass out on his security footage. No, I hadn't wanted to lay in that mess, but it wasn't like I could do anything about it with my invisible leash; and it was either that or the absolutely disgusting floor. Again, there was no point in arguing as he was just trying to push my buttons.

"Not bad, Dafni. You look like a naughty-little school-slut," he mocked. I stood in the middle of the room next to the bed as he came and stood in front of me. His hand raised and he gave a few, gentle tugs at my left pigtail. "I don't think you'll have any problem at all reeling in some customers today."

Brady then gestured around and said, "Of course this room still looks atrocious, but at least you tidied up like you were ordered. Good girl." He gave me a pat on the head like I was a fucking dog who'd just rolled over or fetched a ball as commanded. I supposed to differentiate the two, I was also given a few playful pats on my still tender bottom.

Brady pulled what looked like a flash drive from his pocket that he took over to the TV. Reaching around behind it, he plugged it into the port and proceeded to flip through the inputs to find what he wanted on it. By the door, Dimitri had settled into his chair again. He kept his sunglasses on, but he looked like he was dozing after probably a large, hardy breakfast. It made me sick!

"Alright, Dafni, I think last night showed the both of us that you are quite an attractive little sissy-slut. I got a positive report from my two secret shoppers that were sent in here. That's very good for your sake."

It sounded like he hadn't been bluffing. There was no real way to know for sure. After all, I'd been hospitable to each client that I'd encountered. Both Brady and Dimitri, through the extension of my chastity, had made sure of that.

"Dimitri tells me he had to cut off customers, there were so many responses. Hell, had he kept going, you probably would have a cock deep down your throat as we speak!"

No, I would have surly perished by that point with no rest and no reprieve from the deviant men coming to use me. Even the fair amount of sleep I'd gotten hadn't rejuvenated me to the point that I'd be ready to endure another round of customers. I doubted there was anything that could make me ready other than the forceful order decreed by my owner.

"I think we're going to try a little experiment this afternoon just to see how well a dolled up sissy-schoolgirl can lure in a guy."

"What do you mean?" I asked with a ping of fear in my throat.

"Well," he started with a very mischievous grin. "What I have in mind is..."

I couldn't believe the plan that he laid out for me. It sounded ludicrous and frankly humiliating. The fact that we were in a very shady part of town didn't seem to give credence to his theory; and yet I was forced to remember the three guys who literally chased me down to have their way with me. So, I sadly couldn't completely rule it out as implausible.

Brady's plan for me was as follows;

The flash drive plugged into the TV contained multiple video files. Some of them were from Sassi and about blowjob techniques and etiquette. Others were mere raunchy porn clips of the oral caliber. To go along with the videos were a pencil and notebook as well as an item Brady made sure I didn't leave home without; my tried-and-true trainer cock.

What I was instructed to do was actually quite simple; sit on the bed and watch the videos. The humiliating part came in where I was to leave my door wide open and the volume of the TV almost all the way up. The erotic sounds of the women moaning and the men grunting as their cocks were sucked to completion were supposed to be enough to lure in even the most shy deviant. It would be me sitting there dressed like a slutty schoolgirl that would be the hook.

"There's no way that is going to attract anyone but the motel manager to tell me to cut this stuff down," I argued with him.

"Nonsense! I saw the look he gave you. He knows you're a working girl who needs to make a living. Besides, you are greasing his palm for letting you use this lovely establishment, if you didn't already know that."

Un-fucking-believeable! Another person with whom part of my whore money was going to. It was quite maddening, and yet there was nothing I could really do about it.

"As far as attracting some horny guy to your room, I think you know what kind of people stay in a shit-hole like this. You're bound to have a few gentlemen callers come your way if you bait them," he chuckled. Then he added something that I couldn't help but find intriguing. "I know I can count on you to give it your best since I'm about to give you a little incentive to put your best foot, or really mouth, forward."

Basically, if I were to refuse or not put any effort into roping a guy in to blow, then I would go the rest of the day with no food and be forced to suck and fuck till tomorrow's daybreak. I didn't even want to fathom that. If I got at least one guy lured in, then I'd get another shitty meal and I'd be forced to whore myself out to guys answering my ad into the wee hours of the morning. Five blowjobs and Brady would allow me a halfway decent meal for the evening. My stomach grumbled at the thought of actual, good food. Ten blowjobs and I would be allowed to call it quits at midnight. Then finally, if I could get fifteen different guys to come in and let me suck them off, then my chastity would be removed, for a very short period, while I would be allowed to have a sissy-gasm, as Brady referred to it as.