I'm writing this because Master Dirk is making me. He thinks it's funny. He loves to humiliate me. Constantly. I really have no choice in the matter anymore. I might as well start at the start.
I am an elected politician. I hold a somewhat high office in state politics. I will leave it at that for the moment. Anyway, one afternoon while I worked in my office at home, I got incredibly bored. My wife would be out of town for three days making speaking appearances on my behalf for various fundraisers for my upcoming re-election campaign. The coast was clear; I needed some excitement. I checked out some of my favorite websites and got myself nice and hard reading an erotic story about a sissy going on cam with an alpha male in a chatroom. It sounded so hot. And harmless. Absentmindedly stroking my cock with my pants down to my ankles, I decided to do it. See how hot it would be in real life. I zipped up and left my office and headed to the bedroom. In my wife's closet I rummaged through her clothes, my fingers tracing over the fabric of her dresses and skirts which hung there so invitingly. I didn't put much thought into it. I just grabbed something and then went to her dresser and pulled out a pair of her panties and then headed back to my office where I stripped naked.
As I slid the black lace panties up my legs, my cock sprang back to attention immediately.This inspired me to go ahead and put on the dress. I guess it was what is usually called a 'little black dress.' Just a simple thing really. Made of some slightly stretchy material which allowed me to shimmy it up over my hips and then snake my arms through the holes for the little sleeves.
I looked down at myself and saw how short the hem was. Barely covering the panties. My cock was throbbing at the sight of myself in a dress. I'd been reading sissy fiction for a few months but putting on panties and jacking off was as far as I had taken it to this point. Now, wearing an actual dress was way more exciting than I could have ever imagined. I felt, I don't know…PRETTY…somehow. I didn't allow myself to stop and think. I just sat down and searched for adult chatrooms. Finding one that looked promising, I cooked up a nickname to use: sissy2cam4u.
It took a few minutes but finally a man with the user name BrutalDirk sent me a message. It read: 'Hello Sissy. Like to cam for real men?'
I felt my palms begin to sweat just a bit as my heart rate increased. I typed back 'yes'.
'So let's see you sweetie. Show daddy. Turn on your cam for me.'
I shifted uneasily in my chair. I looked down at myself. I was completely new to this. No idea how to act or what to expect. At the last minute, I figured out that it would be best to at least keep my head and face out of the view of the camera. If he had a problem with it, I would just log off. I slowly reached forward and activated camera and voice on my laptop. And instantly heard his deep, manly voice:
'You some kind of amateur, sissy? What's with that hair on your arms? Haha. Very pretty little dress. Do you like exposing yourself to real men, pansy?'
I don't know what I expected but I was tongue-tied. Feebly, I responded:
'You guess huh? Haha. Why don't you stand up and turn around so I can see that little ass in your dress, sissy?' It was more of a command than a question, really.
A small stirring of excitement returned to me. This was a little like the story I had just read. Harmless fun. Mild anonymous humiliation and exhibition. I stood and turned and spoke over my shoulder to him:
'Now shake and wiggle that ass for me, precious. Yes. Good girl. Just like that. Try to make daddy hard. That's your job. I can tell you are new to this. Why don't you just address me as daddy from now on, little girl. Got it?'
'Good girl. You have permission to sit back down now.'
As I sat back down I bumped the edge of my desk and knocked my mouse onto the floor and quickly knelt to pick it back up. So nervous! But kind of excited too.
'Okay baby girl. Now lean back in your chair and raise the skirt of your dress up so daddy can see your panties. Slowly! Very slowly, sissy. Give daddy a show. You want a real man to jerk off to your girly body, don't you, sweetheart?'
'You mean yes daddy, bitch?'
'Yes. Yes daddy. I'm sorry.'
Holy shit. This man was making me feel so feminine and weak and submissive. I wasn't like this in real life. He seemed to know just how to speak to me to make obey. I could feel precum starting to leak into my wife's panties as I slowly raised the hem of the dress up for the camera.
'That's my good little girl. Showing your panties to men is what you crave. Good slut. Oh, very nice! Pretty little black panties on my girly little sissy. Does being a slut for daddy make your tiny clit hard, faggot?'
'Wait, what? Umm, I'm not gay.'
I thought about just logging off. Being called a faggot was pushing it. I was okay with being called sissy and little girl, but faggot? I started to lower the hem of my, oops, I mean my wife's dress.
'Aww I was just joking, princess. But don't you dare lower your pretty little skirt, bitch. You don't want to fuck with me.'
Okay, that was it. Now he was threatening me. As if I couldn't just close the screen and log off. Fuck that.
'Umm. Yeah. I've kinda had enough. I don't think this is really for me. Bye.'
But as I started to lower the screen to close the chat, his voice boomed through the speakers:
'Do it and I will ruin you, faggot. Look at the screen. See that? Those are called screen captures. Look closer my little bitch.'
And I did. What I saw turned me to ice. There on the screen were four perfectly clear screen shots. I had totally fucked up. Thinking this would be harmless fun was a big mistake. I had made some huge errors in judgement. My first mistake? A picture at the side of my desk of me and my wife. 'BrutalDirk' had isolated it and zoomed in on it and in the screenshot the picture was crystal clear. My second mistake? On the wall behind me in my office. A diploma with my full name written on it. Now big as life in the zoomed-in image on the screen. My third mistake? Bending down to pick up the mouse. In that seemingly quick moment, my tormentor captured solid proof of my identity as I stooped in a tiny black dress. My fourth mistake? Audio. As I looked at the screenshots, he began to playback our conversation: Me calling him daddy, him making me stand and shake my ass in the dress, him calling me a good girl for showing him my panties. Oh, and I guess I left out one more mistake. Probably the biggest mistake of all: going on cam with this man of all the men out there I could have connected with. They couldn't all be like this. He was some kind of pro. I felt uncertainty and panic well up within me. My mouth went dry as he began to laugh, first softly as if in mild amusement then loudly as if in complete victory.
'Fucking A! You're Jimmy Adams! I know who you are. Hell, everyone knows who you are. You are in deep shit princess. Just another slimy politician. Shit, you're that asshole that advocates on behalf of discrimination towards gays. You led the charge against transgender people entering military service. You fucking hypocrite! I'm gonna fix your ass, Jimmy. You know what? Fuck that - you're name is not Jimmy anymore. You don't deserve a man's name. Your name is Jennifer Fuckdoll from now on. And you WILL call me Master Dirk. Now stand up whore. Raise that fucking cam so I can see your face. Now start modeling your dress, slut. Dance and model nice and sexy for master. You don't want to try me. I will absolutely leak this video and the proof of your identity to every newspaper in the country. Got me, faggot? Wonder how Mrs. Adams would feel about being married to a little pansy like you haha! Get up bitch and obey. You have exactly 5 seconds.
It felt like putting my head into a noose but I did his bidding, hoping he would get his jollies and then leave me alone. He probably just liked toying with sissies. He would get his thrills and stop. Must get off on the terror on the faces of his hapless victims. I had to play along. Play for time. I stood up and angled the camera so he could see all of me as commanded and then slowly began to dance as best as I could like a real girl. Swaying in my dress.
'Good whore. Raise your arms, Jennifer Fuckdoll, yes, above your head, and dance slowly. Run your fingers through your hair. Now blow kisses at the camera. That's right faggot, dance. Twist and turn. Writhe that sissy body. Now raise your dress up bit by bit as you model. Show off your panties. That's my bitch. I might take it easy on you if you are a good whore. You better show some appreciation though. Thank your master and promise to be a good girl as you dance.'
'Thank you master. I'll be a good girl'
'Not good enough pansy. Raise that voice. Higher. You need to sound like the little girl you are. Now try again.'
And I did. And he laughed at me. And made me keep dancing. And modeling. He even sent me a picture of a woman standing sexily and coached me on certain poses.
Then he made me strip off the dress until I stood in just the little panties.
'Look at you Jennifer. Haha! In your little lace panties. Fucking sissy. Pinch those nipples, girl. You know what? You need a pretty bra too. But I don't have time for that right now. I have some stuff to do. I am sending an attachment to you. You have exactly two hours to order everything on the list. Overnight. I know you have some hidden account that the taxpayers are probably footing. All you shady motherfuckers do. So use your secret little account and get to ordering. I will want to see tracking numbers for each item when I come back. If you turn off your computer or try to disconnect from me in ANY way - your shit is cooked. Got it fairy?'
'Good girl, Jennifer. Now get to work.'
And he was gone. I should have been relieved but I wasn't. I opened the attachment. A detailed list appeared. Very specific items and very specific on-line stores. I was also instructed to take various measurements of myself. Here is what the list included:
1 pair of handcuffs
I dog collar
1 dog leash
1 ball gag
1 metal leg spreader
1 o-ring shaped like lips
1 pair breast forms
1 black leather skirt
1 black vinyl skirt
1 blue and black plaid skirt
1 red and black plaid skirt
1 red crop top
1 gold metallic crop top
1 cream front-tie blouse
1 black lace ¾ sleeve blouse
I white ¾ sleeve white blouse
1 pair of black suede boots with 5-inch heels
1 pair of black 5-inch high heels (pointy toed)
1 pair of black 6-inch high heels with ankle strap
I black purse
1 long (straight haired) blonde wig
1 long (straight haired) black wig
1 long (straight haired) brown wig
1 black medium length wig with side part
1 set of blue matching bra, panties, and garter belt
1 pair black stockings
1 blue bra with large cups and black shoulder straps
1 pair of black panties
1 pair pink rhumba panties
1 black garter belt skirt
1 full makeup kit with brushes
Just in time, two hours later, I completed my purchases. As soon as I had a chance to rest, Dirk was back:
'Hope you completed your task sissy Jennifer. That should be enough to get you started. Hey, guess what I found out while I was gone? Your lovely little wife is on a speaking tour on the other side of the state for the next few days. Just saw it on the news. Looks like you and I can have LOTS of fun can't we princess? Answer me bitch!'
In sullen tones I replied back meekly
'Not nearly good enough, slut. Say it with some enthusiasm. And in your girly voice. I am NOT gonna tell you again. That is the voice you will use with me from now on! I'm not fucking playing games here, Jennifer Fuckdoll. You do EVERYTHING I say when I say it OR ELSE. Don't test me. There will be no second chances, faggot. Now. Try again.
In my girliest and most pleasing voice I tried to sound like I was overjoyed about all of this:
'Oh, master Dirk, I'm soooo excited. We can have sooo much fun. I will be SUCH a good girl for you.'
Against my will, my cock stiffened in my panties all over again. What was happening to me? No time to think. His orders never stopped. I had to forward him the order confirmations for all of the items on his list and the tracking numbers that proved they would arrive first thing in the morning.
After that, he made me take my laptop into the bedroom. He made me show him my wife's closet and drawers. All of her blouses and bras and panties and shoes. Her dresses and skirts. Then the fashion show began. He made me try on and model and pose in outfit after outfit. He made me put on lipstick and eyeshadow and mascara.
The poses and outfits were very specific. I was made to put on a little pink jean skirt and white halter top.
After being directed to don baby blue bra and panties. He laughed at me as I struggled to hook the bra behind my back for the first time. The verbal abuse and teasing were non-stop. When he had me stand in a pair of my wife's tallest white high heels and I swayed back and forth trying to get my balance, he just ridiculed me:
'What's the matter, sweetheart? Huh Jennifer Fuckdoll? Having trouble with your high heels? Well, you better get used to them. You have your very own pairs of high heels coming tomorrow. Bet that makes a sissy like you wet in her panties. Fucking Tinkerbelle. Now model that skirt for daddy'
I had to stand with my hands on my hips. He made me make pouty lips at the cam. He made me cup my non-existent breasts and bend forward and blow kisses. I had to show off my legs and hold one of my shoes up by the heel seductively.
The next outfit was one of my wife's bikinis. It was tiny. Metallic gold.
And with it? He made me put on black, very high heels. More modeling and posing for my camera. All accompanied by his cutting, humiliating remarks:
'Yeah, that's it sissy. Good girl, Jennifer. Fluff your hair. Flirt with the camera. Fucking camwhore. Strut around the bedroom. Go to the mirror. Now apply lipgloss over your lipstick you little slut.'
So many dresses and skirts he made me show off for him. Even little shorts and tight jeans. Boots. Sandals. Wedge heels. Stiletto heels. Pantyhose. Posing in bra and panty sets. The final outfit of the night was my wife's hot pink peek-a-boo babydoll nightie.
The one I had bought her for our anniversary. Matching pink panties. Pink stay-up stockings. Bedroom slippers with low heels and pink marabou puffs on the toe straps.
He made me get up on the bed. Then the directions began again:
'Lay on your stomach, slut. Show your cute little sandals over your shoulder. Suck on one of your fingers. Look sexy for the cam, Jennifer. Now, on your side facing the camera. Caress your body. From your legs up to your chest. Good whore. Tease your fingers along the opening of your little babydoll nightie. Yes. Daddy's little fucktoy. Now grab that hair brush next to you on the nightstand.'
I grabbed it. No idea why he wanted me to get it. But I soon found out.
'Now back on your side and suck the handle, cumslut. Nice and slow. Start at the bottom and slowly lick to the top. Good slut. Swirl your tongue on the top and look at the camera. Perfect. Now in and out. Slowly and then faster. Now pump it bitch. Suck that cock, Jennifer. Good girl. Daddy's little cockslave. Now, on your back, Jennifer. Move the laptop. Position the camera so daddy can see your face. Good girl. On your back like a cheap whore. Now spread those legs. Not all the way. Just about halfway and raise them halfway. Just like how a woman does when she gets fucked. Yes. Daddy wants to see those heels swaying. Now pull your pink panties to one side and start to slide the handle in, whore.'
I started to hesitate for a split second but he was faster:
'You want to be on the morning news, faggot? I can make that happen. You do what I say or all of this incriminating evidence is made public immediately. You'll be doing lots of interviews trying to explain. You want that, Jennifer Fuckdoll? Yeah. Didn't think so. Now start fucking that tight little ass with the handle. Good cockwhore. Slide it in. Further. Good girl. Gently in and out. Now daddy is gonna let you cum just like the girl you are. With your legs spread and a cock in your pussy. Slide that little clitty out of your precious panties and start stroking as you fuck yourself. Mmm. Such a slut. Look how wet you are. You like this so much no matter what you say. Stroke it, faggot. Aim it at your face. Faster. My little girl is about to cum, isn't she? Harder. Faster. At your face slut!'
And I came harder than I ever had in my whole life. Spurt after hot spurt coated my face thickly and slowly dripped down as I breathed heavily in the aftermath. The handle was deep in my ass, held there by the edge of the panties.
'Now scoop it all up, Jennifer. That's daddy's good girl. Put all in your mouth and hold it there. Show master Dirk that load in your mouth and smile. Good girl. Swallow it. Fucking pathetic slut. Now show your daddy that empty mouth. Thank master for training you to cum like a girl.'
'Thank you master Dirk for training me to cum like a good girl.'
My girly voice came easier now. My obedience too. My will felt like it was bending. Master left me with instructions to shave my arms and legs and clitty area in the morning, put on bra and panties, and be back on cam with him at 10 a.m. for the next phase of my torment….
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