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I woke to the sound of my cell phone vibrating in the other room. I had no idea how long I’d been asleep there on the bathroom floor. It was still daylight but I felt colder. Jumping up from the floor and running into my bedroom to reach the phone before it stopped ringing, I caught a glimpse of my ruined face in the mirror which was still stained with streaks of dried cum.
I’ve always been good at switching from boy to sissy mode as required and as I picked up the phone I centred myself and reverted to my normal male mode, ignoring the outfit I was wearing and consciously dropping my voice to it’s normal level.
‘Hello’ I answered the phone. Normally I would say my name but this time I decided not to just in case it was my mysterious chatter from earlier.
‘Hello Sissy, Have you been thinking about our chat?’ The voice was low, breathy and slightly muffled.
‘Yes I have Sir’ I answered meekly. I felt my cheeks flush with the memory of my session in the bathroom.
‘And?’ His voice was gentler than I had imagined it would be.
‘And what Sir?’
‘What did you think about?’
‘I thought about sucking cock Sir.’
‘Is that all?’
‘No Sir, I, I thought about being fucked.’
‘And how did that make you feel?’
‘I Don’t know Sir. I mean it felt kind of good.’
‘I bet it did slut. You know why it felt so good?’
‘No Sir’
‘It’s because that’s what you were born for. Isn’t it Faggot?’
‘Yes Sir’
‘Because you are a dumb sissy faggot. You’re nothing but a useless cumhole. You’ve been wasting your life because you thought you were meant for more, but I’m here to tell you cunt, faggots like you, the best you can hope for is to keep your holes busy. So you don’t have any time to think about how fucking worthless you are. You’ve been playing around like a cocktease, thinking you’re better than those guys you sucked off. Hanging around in chatrooms leading guys on instead of putting the work in, getting on your knees and giving your mouth and ass to any man that wants to use you.’
His words chilled me to the bone. I caught my breath and swallowed. Not knowing what to say.
‘Isn’t that right Sissy?’
‘Yes Sir.’ I answered weakly.
‘Well I think it’s time you stopped messing around don’t you? I’ve made some calls. You’ve got quite the reputation online. There’s lots of guys out there you’ve been jerking around who’d like nothing more than to show you how you should behave.’
‘Is there?’
‘You didn’t know? You think a time waster like you wouldn’t be get known around town for what you really are? Well that ends now Sissy. I’m going to put you to work, see if we can’t make amends’
‘But I..’
‘But what? What’s the matter you’re scared of ruining your reputation? Bitch I told you, it’s already ruined. Why do you think you haven’t managed to find a new job yet?’
I thought about my straight friends, how they talked about the girls they met with each other. Why would I think it would be any different with guys that liked to fuck sissies? I felt bad about all the guys I’d blanked in the chatrooms, or the men I’d refused to meet and started to feel a bit guilty for leading them on. But was this really the way to change all that.
‘But I don’t want to…’
‘Shut the fuck up bitch. I’m telling you. You’ve got two choices now. He snapped back. He was starting to sound angry. ‘You can either hang up right now, and go back that piece of shit life you’ve been so scared of losing or you can listen to me and do what I say. What’s it going to be?’
I didn’t know what to say. My mind was racing. The conversation stalled for a few moments.
‘So you haven’t hung up yet. What does that tell you?’
‘I’m listening.’ I said.
‘Good girl. Now here’s what we’re going to do. First you’re going to go tidy yourself up, fix your face make sure you look good. Pack your handbag, you’ll need lipstick, wipes, whatever you think you’re going to need to get you through the night. I’m going to call over and we’re going for a little drive together. It’s time you learnt what’s expected of a sissy whore like you.’
My heart was racing. I couldn’t believe this was really happening. Or that I was seriously considering going ahead with what he was suggesting. Then he said something that chilled me to the bone. He started calling out my address.
‘It will take me about an hour to get there.’
‘How did you get my address?’ I snapped, shocked by what I was hearing.
‘So you still live there.’
Shit. I’d just confirmed my home address to stranger that wanted to come over and become my pimp. I could have lied, he would never have known where to find me. I could have closed all my accounts and gone offline for while, at least until I had sorted my life out or at least had more time to think about what I was about to do.
‘I Ümraniye Ukraynalı Escort can’t tonight’ I bluffed. ‘My mother is staying with me. Sir’
‘You lying fucking bitch! You think I’m stupid? I really hope you’re not going to be too much work for me.’
‘No, seriously, her apartment is being decorated.’
‘Well then, let’s hope she already knows what kind of pathetic cock sucking slut her son has grown up to be because when I get there, she’s sure as hell going to find out.’
‘Please No, I’m sorry Sir. I’m scared.’
His tone softened. ‘Listen baby, I know this is a big step for you, but you should know it gets easier from here on in. You’re going to be a professional, you’ll be able to pay your bills and put food on the table, buy nice things to wear. I told you, you’ve got potential, you could be the best cock sucking sissy whore in town but you have to put the work in. Nothing in life comes easy, you know that. You’re going to be a cock sucking faggot you’re whole life, it’s the only thing that makes you feel good about yourself. This way there’s no more guilt, no more regret, no more worrying about what your friends are going think when they find out. And trust me sooner or later they will, if they don’t know already. After tonight, you’ll know if you want this or not. If you’re not happy, you can walk away.’
I felt a lump in my gut. Every fibre of my intellect was telling me to just hang up and leave this. He was bluffing, he was probably one of the guys I invited back to my apartment, trying to play some crazy role play game. That’s how he knew where I lived. But then he was describing a life that I’d imagined secretly for years. Could I really afford to pass this up if it turned out to be true. Just for one night.
‘What do you say baby?’ he continued. ‘You want to get those extra-large titties I showed you? I can show you how.’
‘Ok.’ I said weakly. ‘I’ll be ready in an hour’
‘Good girl.’ He answered. ‘Now make sure you’re ready like I said and remember, time is money.’
Back in the bathroom I reapplied another layer of foundation, blush and powder. I chose to replace my lipstick with a darker shade and add another coat or two of foundation. Moving back into the bedroom I removed the leopard skin dress and, still in my fishnets and stockings, perused the wardrobe for something a little more appropriate. I chose my short black leather miniskirt and a gold sequined halter top. I slipped them on and checked myself again in the mirror after slipping into a fresh pair of black silk, full cut panties. The tops of my fishnets were just visible under the hem of the skirt as I moved, becoming more obvious when I sat down and crossed my legs. I decided to add a pair of large gold hoop earrings, clip-ons and a matching gold chain necklace along with a wide bangle on my right wrist. I pulled on the thigh high boots. The heels were low enough that I knew I could run if I had to and more importantly they were comfortable to wear.
Next I brushed my wig, backcombing the crown to add a bit of height and sealed it in place with a large dose of hair spray.
I was less than an hour away from finding out if I was making the biggest mistake of my life or fulfilling a long held fantasy. The doubts were still there, but I knew I had to go through with this. I was a big boy after all. If things didn’t go the way I wanted them to I could always refuse, make a stand. Hell I could pack a punch just like any grown man. If I had to. Even still it would be no harm to have a safety net.
I found my wallet on the bedside cabinet and extracted two twenty Euro notes and tucked them inside my bra. That should be enough to cover me if I had to bail out and take a taxi home from wherever I was going. I thought about getting a knife from the kitchen and slipping inside my boot but thought better of it. There was no way I was going to able to pull it out of my thigh high boot in an emergency. The thought occurred that in future I could fashion some sort of holster at my knee. But there was no time for that now. I was struck by the thought. I was already planning how I’d prepare for the next time. I brushed the thought aside. It was much more likely that this guy was just role playing. He’d arrive at the apartment, I’d suck him off and then like the rest of them he’d make his excuses and leave. Hell, I thought, I’d play along and try to enjoy myself while it lasted.
Then I picked a sweater from the closet and tried it on. It was large baggy and camel covered and it dropped down to mid-thigh, making me look almost respectable. I could tuck it over my arm when I wasn’t wearing it. Remembering my instructions, I grabbed a black leather duffle bag and threw in my powder, lipstick, mascara and blush. As well a pack of cleansing wipes from the dresser. Lastly, I sat down at the dresser and touched Ümraniye Üniversiteli Escort up my nails with a bright scarlet varnish.
My apartment is on the third floor of a small block of about twenty units with a common entrance and an elevator and staircase connecting each floor. There were only four apartments on each floor. The electric door at street level is opened by a button on the intercom. I was still blowing on my nails when I heard the buzzer.
Was that an hour already? I grabbed my things and headed to the door to answer the intercom.
“Hello?” I could barely speak, my heart was in my mouth.
“Are you ready?” His voice cackled through the speaker.
“Yea, I’ll be right down.”
“No stay there and I’ll come up.”
I should have felt relived but if I’m honest I was slightly disappointed. It looked like my suspicions were being confirmed and my mystery ‘pimp’ was just another horny guy pushing my buttons and engaging in a little role play. Fuck it. I thought, at least he could talk the talk. Time to get on with it, just another random ‘blow & go’ might as well enjoy it while I had the chance.
After a couple of minutes there was a knock at the door. I checked my face in the mirror and tottered over to open it. I didn’t recognise the guy standing there. Christ had a really met that many guys that I couldn’t remember his face? He was a little taller than me with wide shoulders. Wearing a black leather sports jacket, dark shirt and slacks. His head was shaven close with a dust of grey stubble. His skin was taught and slightly tanned and he had piercing light blue eyes.
Before I could speak he pushed right passed me and into the living room, nearly knocking me off my feet as he brushed against my shoulder. I shut the door and followed him into the room.
‘Hi…’ I said nervously.
He turned to look at me slowly and started looking me up and down. His mouth curled into a slight grin but his eyes remained cold and piercing. He reached into his jacket and took out a pack of cigarettes and pulled a lighter from his hip pocket.
‘I don’t see any ash trays.’ He said after taking a long slow draw.
‘I don’t smoke.’ I explained.
‘Well you’re going to have to start. Gives you a reason to be out standing on the street without being too obvious.’ He said. ‘A lot of punters like that in a whore.’
‘Oh.’ I answered, not knowing what more to say.
He took another drag and continued to stare at me with a questioning look on his face.
‘Don’t just fucking stand there bitch, get me something to use as an ashtray.’
I moved to the kitchenette and took a saucer from the cupboard. When I returned he was sitting on the sofa, legs spread wide. I moved towards him to join him.
‘No.’ He said, ‘Stand there, let me look at you.’
I complied, resting my hand on my hip.
‘Turn around sissy.’ He reached out and pulled my shoulder around firmly, then dropped his hand to grope my ass through the thin leather mini skirt. Then the group turned into a pinch, pulling my ass cheeks apart by spreading his fingers.
‘Not bad.’ He said, pushing me back around to face him.
He reached into his jacket again and extracted the pack of cigarettes, tossing them towards me. ‘You can have these for tonight.’
‘Thanks.’ I said not really knowing where this was going.
‘Take one out and light it. I want to see you smoke.’ He reached out with his lighter and I stepped closer with the cigarette held between my lips.
‘No. Stay there and lean over. Let the john get a hint of your tits.’
I bowed down and took a drag from the lighter. Acrid smoke filled my mouth and lungs and it was all I could do to stop myself from coughing hard. My attention was on the flame and he suddenly reached out and grabbed my chin, tilting my head up to meet his gaze.
‘Never break eye contact.’ He said sternly. ‘You take your eyes off a guy for a second and one of these days you’re going to get your face smashed in. You’re no use to me if you’re damaged. Understand?’
‘Yes Sir.’ I answered, staring into his icy blue eyes through my fake lashes.
‘Better.’ He replied without a hint of a smile. ‘Now stand there and smoke for me. Deep drags and exhale slowly through your mouth.
I stood there with one hand on my hip, the other holding the cigarette becoming accustomed to the taste of the smoke in my mouth and lungs remembering his waring and keeping my eyes fixed on his as he continued to look at me, like he was dissecting me with his eyes. I still wasn’t sure where this was going. He’d been in my apartment for at least ten minutes so far and apart from the ass-grope and pinch he hadn’t made a single move on me. Usually, I’d already be on my knees with a stiff cock in my mouth by now. He just looked me up and down, remaining silent. Eventually Ümraniye Vip Escort I thought I should make a move.
‘Is there anything else I can do for you Sir?’
‘Call me Daddy and don’t fucking speak until your spoken to slut.’
Eventually he finished his smoke and stubbed it out on the saucer. He stood up, reaching into his pocket again and extracting a black latex glove.
‘Now before we go any further, I want to make sure you understand me. You’re my fucking whore now. That means you do what I say, I’m not going to waste my time on some dumb cunt who tries to play me like a john. You understand?’
‘Yes Daddy.’
‘This is your last chance. If you don’t want to do this say so now and I’ll walk out of here. You’ll never see me again. But if you want this, if you want to be a good little whore, if you want to make Daddy happy, you need to know what happens if you piss me off. As he spoke he began placing the glove on his right hand.
‘Yes Daddy’
Without hesitating, he slapped me hard across the face, knocking me to the side and throwing me off balance. He grabbed me by the elbow and spun me onto the sofa face down with my knees on the floor. My cheek burned with the heat of the smack and my heart began to race. I felt his knee on the small of my back holding me in place as he unbuckled his wide leather belt and folded it into a loop. Next he reached down and pulled up my skirt, in the same movement, grabbing my satin panties and pulled them down to my knees leaving my ass exposed.
‘Now this is just a taste of what you’ve got coming to you if misbehave bitch’
I felt a sharp sting as the belt came down hard on my ass cheek. I gasped and cried out.
‘Shut the fuck up.’
Another sharp sting across my ass. I closed my eyes and held my breath, burying my face into the sofa. Another three smacks of the belt and then another.
‘That’ll do for now.’ He said, ‘But you should know, if you had said No, you’d be getting more, with the buckle for wasting my time. You need to know that from now on you’re a whore, that’s all, you’re not done until I say you’re done. You’ve got a lot of work to do. All those pissed off punters you’ve been prick teasing need to know that you’ve learnt your lesson. They need some, compensation and that’s going to cost you. I’m not paying for your fucking mistakes, you understand?’
‘Yes Daddy’ I sobbed through clenched cheeks. Not daring to move.
‘Now, you say you’ve never been fucked?’
‘No Daddy.’
He grabbed my ass cheeks and spread them wide, jabbing the tip of his finger inside my hole.
‘What’s this then?’ He shoved a latex covered finger in front of my face, dripping with lube, the remnants of my dildo session.
‘I was playing with my toys Daddy.’
‘Oh yea? So that’s why your pussy is all wet.’
He moved the gloved finger closer to my face.
‘Lick it!’
I hesitated.
‘Open your fucking mouth bitch! Don’t make me get my belt again.’
I closed my eyes and opened my mouth, extending the tip of my tongue. He placed his finger inside my mouth and I tasted the mix of latex and lube.
‘You dirty fucking whore.’ He whispered in disgust.
With his finger still inside my mouth, he twisted me around to face him. His trousers had dropped to his knees and through the fly of his boxers his cock thrust towards my face. I opened my mouth and moved my head closer, smelling his musk and sweat. He turned my head up to face him.
‘What did I tell you?’ He snapped. ‘Keep your eyes on mine. I want to see your pretty sissy eyes when you taste your Daddy for the first time. He pulled my head down onto his cock began to fuck my face slowly with both his hands on my neck. I struggled to breath, choked by the smell of him and a lack of oxygen.
‘Suck it, come on, show me what a fucking cock-whore you are!’
I got to work on his shaft as best I could as with each thrust he plunged deeper and deeper into me, using my tongue and cheeks resisting the temptation to gag all the time keeping eye contact through burning, tearing panted eyes. His face was flushed with the same angry cold glare, no hint of emotion from his bright blue eyes. His thrusts became angrier and rougher over time until eventually, with one deep thrust, he pushed my head down the length of his shaft and I felt the familiar taste of his cum exploding into my throat. My Mouth filled with the hot sweet mess and globs of cum dribbled down my chin. I swallowed hard, once, twice and then a third time. My stomach tensed and I fought the urge to vomit. I knew that would be a mistake.
Eventually he withdrew his cock from my mouth, pausing briefly to wipe himself on my cum- stained mouth. I licked the saliva-cum mixture from my lips and chin and made sure he saw me swallow. He collapsed onto the sofa and reached for another cigarette.
‘Clean yourself up bitch and fix your face.’ He barked.
I struggled to my feet, pulled my panties back up and with my head spinning I went to the bathroom to clean myself and fix my make-up.
As I walked away he called after me.
‘Don’t be long. We have some more things to go over before we leave.’
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