Two Mistakes

by

Dennis St.John

          

I dozed off and knew nothing about the next three hours, and only woke up when the cool breeze from the open car window blew across my face. My face for some reason felt sore, especially around the lips, bridge of my nose and my eyebrows. That wasn't the only place I felt sore. The area around my cock was sore and something felt tight and restricting down there. I wiped my hand over my face, wincing as I scratched my chin with my long fingernails. Wait! I don't have long fingers nails. I looked at them, feeling my stomach drop. I did now, long pearly pink nails. I looked at the other hand to make sure, seeing all ten fingers and thumbs the same color. Then it dawned on me my clothes didn't feel right either. I started to feel a littler panicky, and looking down saw stocking covered legs immerging from under the hem of a black mini dress. My heart started to pound as I looked higher, seeing the swell of a pair of nice boobies below the top of the dress. I moaned softly and shook my head in disbelief, my hair brushing against the side of my face, soft and caressing.

"How do you feel?" Mr. Gray asked, glancing at me and smiling.

"Scared!" I admitted, panting for breath.

"Calm down. Nothing was done to you that can't be changed back." He laughed.

I took a few shaky breathes, feeling my senses clear. I now felt something in my butt, uncomfortable and intrusive, guessing it was a butt plug. I gulped and shivered thinking what that meant. A few other things were different and looking down, I wiggled my toenails inside a pair of strappy black high-heeled shoes. These had a wide ankle strap with big silver buckles and small 'D' rings on the inside, and it didn't take much to guess what they were for. My throat felt tight, and reaching up I found something around it. Three rows of some kind of beads from the feel of it and a gentle throb in my ear lobs brought my hand up to feel the long dangly earrings in my pieced ears. I sat there, feeling numb again. I didn't have a choice if I wanted to be dressed as a girl. I was dressed as one, and I didn't have any chance to protest, or pretend I didn't want to be dressed that way.

"Brought you some new clothes. I hope you like them." Again that soft laugh. I didn't know whether to scream, cry or laugh. Screaming would do much good and jumping out of the car didn't seem like a good idea doing sixty-five on the freeway. Strangely I felt light headed, the drugs maybe, but I wasn't as upset as I felt I should be. He hadn't given me any choice, so therefore it wasn't my fault, or so I reasoned. Secretly, I'd always wanted to dress up all the way in girl's clothes, now I had my wish. After a while, he pulled the car into the driveway of a large house, parked the car inside the garage, and switched off.

"Let's go." He murmured as he opened the door. Dejectedly, I reached into the back seat for my bag, but it was gone. "Oh, you won't be needed those things any more." He said, sticking his head back into the car. "I threw them away. Well, almost everything." He chuckled at some hidden joke.

Getting out, I slowly followed him into the spacious home through the side entrance, feeling odd. The high heels took some getting use to, the same with the butt plug, but I can't honestly say that the dress and the underclothes under it didn't feel sensual. I could feel the garter belt pulling gently at the stocking tops, and the feel of the stocking tops around my thighs, holding them tight, nylon whispering on nylon as I walked. Walking into the house, he led me to a large living room, tastefully furnished with expensive furniture. I was all right until he turned the lighting all the way up, and I saw myself in the floor to ceiling wall mirror. I stopped dead in my tracks, not believing what I was seeing. It was me, I knew that by the shocked expression on the face, but it wasn't me. It was a tall willowy, slim hipped girl looking back, longish blond hair now cut and styled to emphasis her high cheek bones and full pouting pink lips. The blue eye shadow and black eye liner made her cornflower blue eye seem to come alive.

The long sleeved black mini dress came down to mid thigh, and the black stocking and strappy heels showed off her long shapely legs to perfection. The three rows of pearls around her throat made her look even more inviting, and I remember my mother calling it a 'chocker'. God, she was one hot bitch in need of fucking! I sucked air into my lungs, realizing I'd stopped breathing at the sight. The girl in the mirror who needed fucking was me. I didn't know whether to cry or fain or do both. Whether I wanted to or not, I was a fully dressed, made-up sissy bitch bitchboy. I felt my cock starting to get hard. Then it got painful. I touched myself through the dress, feeling some sort of cock restrain or chastity devise and sobbed. I wouldn't even have the pleasure of jacking off, betting it was locked in place. Mr. Gray came up behind me and ran his hand over my tight bottom, making me shiver.

"If, and I say if you behave yourself, I might permit you to take the chastity device off, maybe once or twice a month and jack off for my pleasure." I bit my pouty lower lips hearing that, feeling another stab of pain as my cock tried to get hard.

The pain quickly defeated any such action. I sobbed again, feeling him turn me round. The next moment he was kissing me, his lips on mine, tongue probing between mine. I shivered and almost of their own accord, my lips parted, and I opened my mouth to receive his probing tongue. I grabbed his arms and held on tight, as pain stabbed through my cock. He knew what had happened, and pulling back, smiling at me.

"You will learn self control, sissy bitch. That's part of your training. No more playing with that sissy cock any more, unless I say so. Understand?" All I could do was nod. "Let me hear you say it."

"Yes."

"Yes, what?" I knew what he wanted me to say, and I let out a small sigh.

"Yes, sir."

"You can call me, sir, Master or Daddy if you prefer. Your choice." My eyes flicked up to meet his, and I knew what I wanted to say. I hated myself for being so easy. I shouldn't be, I should be fighting, kicking, and screaming all the way, but I couldn't. I guess my mind knew what it wanted before I did.

"Yes, Daddy." I murmured, my voice even sounding soft and girlish now.

"That's a good sissy bitch. Let me show you the rest of the house." He took me into a large bedroom and showed me around, but my eyes kept coming back to the individual item on the bed. He saw my look and smiled.

"Take you dress off and hang it up. Then put that on." He said nodding to the item on the bed.

He turned me around and unzipped the back of the dress, kissing my exposed shoulder and patting my bottom as he slipped the dress off my shoulders. A shiver ran through me, and I wanted it to be a shiver of revulsion, but I knew it wasn't. I let the dress slip down, hearing his soft footsteps as he moved over and opened a door to a walk in closet and started undressing himself. I picked up the dress and walked into the closet, just as he was pulling on a pair of white shorts. He wasn't wearing any underpants, and I had a quick glimpse of his big cock before it vanished inside the shorts. I dropped my eye, not wanting him to see me looking at it, much as I'd done in the shower with the other guys. Not wanting them to catch me looking and call me a faggot. I suppose it didn't matter now. I was one, no matter what I told myself. Walking back to the bed, I picked up the sheer pink gown and held it up. It was a toga, with an opening for the head and small gold chains holding the open sides.

I slipped it over my head and let it slither down my body. My boobies were fake of course, being silicon pads inside my bra. For a moment, I wished I had real ones for him to play with, and then I caught myself. What on earth was I thinking? If I had real tits, I could never go back to being a guy. That was a scary thought; having to stay as a fake girl and having all my buddies and parents seeing me like this. There would be no way I could avoid being called a cock sucking faggot bitch then. The toga settled around my body, coming down to mid thigh, and the open sides letting in the air to cool my hot body. I looked at myself in the wall mirror and shivered, but it had nothing to do with the cool air. I was here, dressed like this for one purpose. To be used by Mr. Gray as his sissyboy fag and nothing else. Unlike a real girl, there was no question of if I'd let him fuck me, or suck his cock, I didn't have a choice.

That wasn't the worse of it, as I was about to find out. 'Daddy' came back out of the closet and took a straight back wooden chair and set it in the center of the room in front of the giant mirror. I stated shaking as I saw what he held in his hand. It was an eighteen-inch long, one-inch wide black leather strap. I didn't even see what he had in his other hand, as I couldn't drag my eyes away from the strap. I knew what was coming next and almost started crying right then and there. He sat on the bed and motioned me over. For a moment, I couldn't move until he reached out and grabbed my wrist. Pulling me close, be buckled and lock a black leather wrist cuff around each wrist and then hooked them together. That would stop me trying to put my hands back to prevent him spanking me. I felt my eye tear up, desperately wanting to say something, but couldn't think of anything to say. He'd warned me about being late, and about lying to him, and what would happen so I only had myself to blame. It was the last thing that took me over the edge and had me crying. It was the soiled pink panties.

"I see you have been indulging in that nasty habit of yours, haven't you?" I could only nod and hang my head in shame. "I am going to cure you of that starting this evening." He held up the dirty panties, so I could see them, especially the semi dried cum on the inside and the stains from before. They were also stained with other things as well, both yellow and brown. He turned them inside out so all the stained parts showed.

"Open your mouth." He snapped. "This will teach you not to be a dirty little sissy cunt in future." Slowly, sobbing and crying, I opened my mouth, but it wasn't wide enough for him, and grabbing my chin, he pulled it open. Using one finger slowly and deliberately stuffed the dirty panties into my mouth until they were all in. "You will keep them there until I have finished your punishment. If you spit them out you will sleep with them in your mouth, understand?" Hiccupping and sobbing, I nodded, hating the taste and smell filling my nose and mouth.

After that he pulled me over to the chair and sat down, where upon he pulled my over his lap. I felt my dress pulled up, and my panties jerked down to expose my bottom, and for a split second, I remembered the erotic fantasy I'd had about being spanked by my mom or dad while wearing girl's panties. Now my 'Daddy' was going to do just that. The first stinging slap landed across my bottom, and there was nothing erotic in it. It hurt, and I squeal around the horrible cloying taste of the panties in my mouth, and yes, I heard myself squeal like a girl. God! He didn't stop, spanking me harder and harder until I thought I was going to faint with pain. I kicked my legs, pulled, and jerked trying to escape the rapid succession of stinging slaps of the leather strap, but it was useless. He held me tight against him, his hard cock pushing into my side as he laid into my bottom. After what seemed like an eternity, he stopped and pushed me to the floor, and I lay there, sobbing my heart out. This couldn't be happening to me. I didn't want this, hadn't agreed to it and wanted to go home to my Mommy. He reached over and pulled the dirty panties out of my mouth, dropping them on the floor beside me where I could see them. They were also part of the reason he'd spanked me, for getting them dirty.

"Are you sorry, sissy bitch?" I could only nod, sobbing too much to utter a word. "Good. Now you can show me how sorry you are." Saying that he stood and dropped his shorts and sat down again. "The way you are going to show me how sorry you are is by getting between my legs and taking my cock in your pretty pouty mouth and sucking me off, sissy cunt. It's either that, or I spank you again, which is it?" I looked up at him with pleading eyes. I didn't want another spanking.

Reluctantly I crawled between his open legs and leaned forward to kiss and lick his cock head. My butt was on fire with a deep burning pain like I'd never felt before, and the ring kept clutching at the butt plug. With a sob, I took the head of his huge cock into my mouth and started to lick and suck it, tasting his rich manhood again. It filled my mouth as I sucked pre-cum out of his cock, the taste overwhelming my senses. Taking my head between his hands, he started moving it back and forth, showing me what he wanted, and it wasn't long before I was doing it myself. I shouldn't have wanted to do it after the way he spanked me, but I did, working my head back and forth faster and faster. I was a cock sucking sissy bitch faggot now, and that's what dirty little perverts like me did. Suddenly his cock erupted in my mouth, and I almost choked as his hot cum flooded my mouth. I cried against, but for what I couldn't say.

"Show me!" He snapped, and I obediently opened my mouth to show him the cum I was holding there. "Good bitch, now swallow it." I did, feeling it slide down my throat, gagging slightly at the taste. "Good, now go and stand in that corned, and stay there until I tell you to move." He pointed at a mirror corner. I stood on shaky legs, walked to the corner, and did what he said.

I felt miserable, degraded, and humiliated. No one have ever treated me this way, or spanked my like this. It hurt, and I dearly wanted to rub my bottom, but I couldn't. I stood there, seeing myself close up, crying to myself like some stupid girl. He left me standing there for half an hour before coming back up and unhooking the cuffs. He didn't take them off and knew I'd better get use to wearing them.

"Pull you panties up and follow me." Hurriedly I did, wincing as the material scraped over my sore bottom like sand paper over an open cut and following him into the hallway and downstairs again.

Entering the kitchen, he dried my eyes and gave me a kissed before showed me where everything was, and together we made a light supper, every so often stifling a sob. He didn't pretend he didn't want to fuck me, and took every opportunity to brush by me and rub my body or touch me softly in different places as he might a real female. He'd squeeze my thigh or arm, or slip his hand between the cheeks of me ass. At first, like any guy, I was a little embarrassed by it, even a little upset, or I should say pissed off. Guys aren't supposed to touch each other like that, only faggot and queers did that. Wait! I was dressed up like a girl, prancing around in stocking, garter belt and high heels, pouty lips coating in pink lipstick and wearing a padded bra. I blushed, I was a queer, and oddly, I wasn't as upset as I should be. While I made coffee the way he told me, I thought about that. I should be as mad as hell about what he'd done to me, not to mention the whipping he'd just given me, or my urge to call him 'Daddy' in a softy wimpy voice, damn it I was almost lisping it. I looked over at him from under my long dark eyelashes, and he blew me a kiss. I blushed and looked down, a little smiled pulling at my pink lips. Oh, lord! I found I wanted to please him and see him smile at me. I brushed the thought away. I'm only doing this for… um… fun, to see what its like, not to make a lift style change for heaven sake, I told myself.

We had out supper, and he poured a glass of wine for me. I'd always thought of myself as a beer guy and not into wine. That was for homos and intellectual wimps and people like that. Real macho guys drank beer, not sit outside in the warm summer air, sipping wine. It was rather good, a Cab as he called it, full bodied and full of hidden surprises and taste, finding I not only enjoyed it, but wanted more of this, and I didn't mean just the wine. He yawned and my heart started pounding again. Yawning meant bed. Bed meant we'd be in it together. That meant… My heart pounded harder as he stood up and took the glasses into the kitchen to wash. I just sat there, thought racing through my brain like a rat in a maze looking for a way out. I jumped slightly as he came up behind me and stroked my hair.

"Time to go to bed, sissy bitch." He said, leaning down to whisper in my ear, kissing it after he spoke.

He drew me out of the chair and taking my hand led me upstairs again. The sound of my high heels loud on the tiled floor, clip-clop, clip-clip, clop-clop, each unsteady step taking me closer and closer to the bedroom. Breather hard in panic, I couldn't stop my heart pounding, or my hands from shaking, and the light supper felt like a lead weight in the pit of my stomach as that final moment arrived.

"Get undressed and go take a shower." He ordered. I looked hesitantly at the bed, then the bathroom, suddenly having this overwhelming urge to pee, and something else.

"I… I need…" God, how stupid I sounded, I could even say I wanted to go for a… geez I couldn't even think it. He smiled at me and walked over. Standing close looking into my eyes and reaching down did something at my crotch, freeing my cock and balls.

"Turn around." I felt myself stiffen and slowly spun around on my heels.

I felt his hand slide across my cheeks and do something, then a pulling sensation as his removed the butt plug. It didn't really hurt when he pulled it out, and I wondered why. I'm a virgin, and as my friend always say, a tight ass, but I wasn't now. He gave my ass a little slap to propel me towards the bathroom, and I quickly headed for the toilet. If I thought that was it, I was mistaken, as he followed me in just as I sat down.

"Sit up with your back straight, legs and feet open, and your hands on your thighs." I gulped seeing him standing there watching me, and for a moment I couldn't pee, as much as I wanted to.

It's hard when someone standing there watching you, but he must have known what I was thinking, as he walked over and ran the tap. I heard about that, and thought it nothing more than an old wives tail until suddenly I was peeing. I sighed in relief and let go, jerking myself upright as I felt myself start to slump. Damn it, I didn't want him to spank my sore ass again tonight for disobedience. Did that mean I wanted him to spank my ass tomorrow, a little devil in the back of my mind asked? I frowned and chased the thought away. Of course I didn't want him to spank me damn it! Wiping careful I stood up and flushed, then got undressed and ran the shower. Something was bothering me, well a lot of things were bothering me, my own sexuality for one, but this was something else. After the water got hot, I stepped in, wondering if the wrist cuffs were waterproof. I guess they were, or he'd have taken the off. The hot water felt great, and I just stood there a moment with my eyes closed and let it wash over me.

"Make sure you use the pink and yellow shampoo and conditioner, and here's some soap for you to use. I jumped, not even realizing he was there until he spoke.

"Yes, Daddy." I murmured as I took the soap, cringing inside hearing myself say Daddy to him. Why on earth I picked that I don't know. I could have picked sir, or Master, but it was too late to change it now.

I shampooed and conditioned my hair, the heady fragrance filling the bathroom with the smell of perfume and flowers. The soap was just as strong, and I knew I'd smell like a sissy fairy when I stepped out. Taking the sponge, I discovered that the soap fitted inside, and working up lather began soaping myself all over. It was when I reach my cock that I remembered what was bothering me. My balls were gone. I froze. I couldn't think. When? Where? How? All tumbling together. My back hit the shower wall as my legs gave way and I slid down the wall onto the floor, water cascading over my head, washing the tears away as they streamed down my face.

"What's wrong?" Mr. Gray asked in alarm kneeling beside me. I looked up with pleading eyes, sobbing.

"My…" I couldn't even say it, just waved my hand towards my crotch.

"Oh that." He said, standing, wiping his hands and arms on a towel. "Not to worry sissy bitch, your balls are still there, I didn't have you castrated, but it a thought if you don't behave. They were small anyway, not real men's balls like they should be for a boy your age, so I had them tucked back in where they came from and had the pouch removed." He laughed seeing the show of relief on my face. "Apart from that pathetic little thing you call a cock…" He paused. "it's more like a large clitty than a real guy cock, you now have a nice smooth crotch like a girl. It will be sore for a few days until the incision heals. Now finish showering and dry off." The last part had sternness to it, and I slowly got to my feet.

I still wasn't sure he was telling the absolute truth, but I couldn't do anything about it. Feeling dejected, I finished showering, got out, dried off, and blow-dried my hair. My clothes were gone except for the toga and my pair of black nylon crotchless panties. That's all he wanted me to wear tonight, with the obvious implications. I supposed I'd have to redo my makeup or something, but when I looked in the mirror, I discovered it was just as perfect as when I got into the shower. I gulped, and taking a tissue, I tried to remove the eye shadow, then the lipstick. They didn't come off. I felt a flash of panic, thinking I might have to go home like this, then remembered something my mother told me one day about this new semi-permanent makeup they had on the market now.

All I have to do was add a little lip-gloss he'd left sitting on the shelf, and I was ready. Well not ready, ready, but ready enough to walk into the bedroom. He was waiting for me, dressed in a short blue robe and sitting at a desk writing in a book. He looked up as I walked over, biting my lower lip and shivering with… Something. Fear, anticipation, I wasn't sure what, only my cock started to get hard. He stood up and looked into my eyes, and without saying a word, took my arm and led me to the foot of the bed and pushed my up against the padded end rail.

"Stand there and close your eyes, sissy bitch." My stomach sucked in hearing that and did what he said, starting to shake now.

I didn't know if I could go through with it no matter how horny I was. I heard and felt him clip something to my wrist after he lifted my arm away from my body, something that held it there. I pulled a little, but it didn't give. Before I could do anything, even if I'd wanted to, he did the same to the other arm. I gasped and started to pant, feeling myself shiver. Grasping my by the neck, he slowly and forcefully push me down over the padded rail, and with my arms secured like that I couldn't stop him, nor could I stand up again.

"Oh god! No… please…" I wanted to scream, but I couldn't breath. I felt him put something around each ankle, guessing something similar to the wrist cuffs, and he forced my legs apart and did the same as my arms.

I wanted to fight, really I did. I wanted to scream, yell, and order him to stop. Free me so I could go home, back to the life I had before. Instead I just sobbed into the bed cover as he forced my legs open wide and secured them that way. He left me there for a few moments, before grabbing me by the hair and forcing my head back. I opened my eye, seeing the dirty pink panties again, and I didn't need him to tell me they were going back in my mouth.

"Please no…I started to say, but he grabbed my face and forced my mouth open and stuffed the wet, dirty panties inside.

The horrible cloying taste flooded my mouth, and to make it worse, he tied a ribbon or something around my head to hold them in place. I felt him flip the bottom of my toga up and run his hands all over my bottom and thighs, then between my legs. A moment later he was playing with my cock, and no matter how much I tried, I started getting hard. I felt so ashamed, I'd let a guy tie me down with the sole intention of fucking me, and I'd done nothing to stop him. As he jacked me off, I groaned as his thumb slipped into my ass. It was so easy that I felt like a slut, until I remembered the butt plug he'd made me wear. That's why his thumb slipped in so easy. He kept working my cock, and slipping his thumb in and out until I started panting. I felt a finger go in next, then two, then three, groaning a little as he worked them in and out. I felt disgusted with myself as my hips started to buck back and forth, not so much because of the fingers but from the way he was working my cock. I almost climaxed, but he stopped before I did and squeezed my cock hard, holding it like that until I'd calm down.

"Umm I believe the little sissy faggot is ready to get his first butt fucking now." He made it sound so dirty and nasty I wanted to cry. "You have a nice tight sissy cunt bitchboy, and now it's all slippery and ready for my nice big cock." He laughed as he worked the head between the cheeks of my ass and into the ring.

I wanted to beg and scream, plead with him not to fuck me and let me suck him off instead, but he'd even taken that away from me, just as he was going to take my virginity. The butt plug and the lube had done their job, and the head slipped inside me. I sobbed, as that was the easy part. The head of his cock was smaller than the shaft as I knew from having it in my mouth. Reaching back, he spread the cheeks of my ass, and thrust his cock in, hard. I screamed, or tried to around the gag, but nothing came out. He wasn't kind or gentle, but thrust into me hard, slowly driving all eight inches of his huge, fat cock into me.

Guys fear getting raped just as much as girls do, and that's what he was doing, raping me. It was just as much against my will, even though I'd willing put myself in the position, so he could. I didn't think about that said about me until later, as right then I felt his thighs hit my bottom. God it hurt, and he held it there as I struggled against the retaining straps. This is what I'd been dreading since that first time in the movies, and somehow I knew I wasn't a real man any more. I was nothing but a crossdressing sissy fag and getting his first fucking. After a few moments, my ring started to relax to accommodate his huge cock, and I felt him take hold of my hips to hold me just before he started fucking me.

"Now move your ass sissy cunt!" He growled, giving me a quick slap. Sobbing in shame, I started moving my hips, first back and forth, then side to side. "That it, keep moving you little faggot. Show me what a fucking whore you are and how much you like my big dick." I did, trying to please him. He reached up and slipped the ribbon off my head, and pulled the gag out of my mouth. "Let me hear you squeal like a little girl, faggot." Saying that, he slammed his cock into me hard, and I did squeal.

"Oh god, it hurts!" I moaned.

"I don't care you stupid little faggot cunt. This is all you are really good for." He hissed between breathes. "I knew I was going to fuck you silly the first time I saw outside the movie house. You looked even better in the pretty pink panties. You were such a nasty little cock sucker faggot kneeling there sucking my cock." It felt like he'd hit me hearing that.

Was it so obvious even then? I buried my made up face in the bed covers and cried. I'm not a sissy faggot, I kept telling myself, but the hard cock ramming in and out of my ass said different. What made it worse was, my cock was getting hard, and my hips were still bucking back against his cock. The overpowering feeling of shame and humiliation went even deeper when I realized. I was starting to enjoy being fuck like this. How stupid was that. I groaned and bucked harder, the feeling of shame and humiliation making me even hotter.

"That's better. Now the sissy fag likes it." I couldn't deny it, and spreading my legs open even further, I lifted my butt, so he could drive his big fat cock all the way in. I was lost, I was a dirty little faggot cunt, and I like it. "That's a good little cunt milk Daddy's nice big cock with your sissy pussy. Show Daddy how much you like being his bitchboy." He gasped. I did, wiggling and bucking my hips, squeezing the ring of my 'sissy cunt' around his big cock.

I felt myself coming about the same time he did, feeling his cock swell just before he shot his load into me. I whimpered like a girl as I shot my cum without even having to touch myself. For a while, he laid over my back, breathing heavily in my ear. I could smell his aftershave, and felt happy and contented as I drifted on a soft pink cloud. A little while later he started to move, first kissing my on my neck before he pulled his cock out. I groaned softly, not sure, if I wanted it in or out. Taking a towel, he wiped me clean before releasing me and putting me to bed. I drifted, feeling him get into bed with me and draw me into his arms.

"Is Daddy's little faggot sissy bitch happy now?" He whispered in my ear.

"Yes Daddy I am." Feeling warm and safe saying it now, and with that I drifted off to sleep.

The next morning when I came awake, I lay there, warm and safe. There was only a moment of disorientation about where I was. I lay there, half-awake, half asleep thinking over the events leading up to and including what happened last night. I found I wasn't as outraged as I thought I'd be, or supposed I should be. It was a bit hard to reconcile that fact that before last Saturday, I was walking around thinking of myself as a straight, a sort of macho kind of guy, looking to get his first lay and doing all the things that real straight guys do. If someone had told me that in less then a month, I'd be a dressed up, sweet smelling prancing sissy queer, sucking cock and getting fucked in the ass and liking it, I would have probably killed them. Yet here I was, and that exactly what happened. More awake now, I thought about how I felt about it all, and to tell the truth, I didn't really have an answer. Was this what I wanted? Or did I want to go back to being that other guy. He seemed a bit of a senseless nerd now who didn't know what day of the week it was most of the time. Nor did he know who he was, or where he was going. Yet did I? No answer, just a blank slate with a big question mark in the middle.

I carefully rolled over with some trepidation expecting to see the man who'd raped my lying beside me. I felt an acute sense of disappointment to discover his side of the bed empty. In the end, the demand to pee drove me out of bed and into the toilet, and out of habit, I started to pee standing up. I shook my head. That wouldn't do. If Daddy came in and caught me, I'd get spanked again, so I quickly sat down. Remembering what he'd said, I sat up straight, opened my legs, and put my hands on my thighs, just in case he came in on silent footsteps. After, I cleaned myself and flushed, I undressed and took a shower. It felt good, and I breathed in the soft fragrant smell of the perfumed shampoo, conditioner, and soap. When I came out, I found my toga gone and in its place a black nylon and lace teddy, sheer, black nylon panties and a sheer floor length white robe and a pair of high-heeled slippers. It didn't take long to blow-dry my hair, adding a little lip-gloss and got dressed. Arriving downstairs, I found Daddy on the patio with a mug of coffee reading the newspaper. He looked up as I came in, and nodded towards a side table, where I found scrambled eggs, bacon, sausages, and toast in a warmer on a side table. I took a plateful as I was starving, not having eaten since lunch the day before. I almost chocked when a good-looking young lady walked in dressed in a short maid uniform. She came over and poured me coffee, smiling slightly when I said thank you, blushing to the roots of my hair. She asked Daddy if he wanted anything else, but he shook his head, and she went back into the house.

"We have to go into town today for a lunch meeting with a business client, so after breakfast you need to dress and get ready, Nora will help you." He looked at his watch for a moment. "I'll expect you dressed and ready to go in one hour." He smiled and stood up to leave, but not before coming around and kissing me on the top of my head. I smiled at that. He was so aggressive and cruel last night, and so thoughtful and considerate this morning.

Nora did help me get dressed, smiling as she held out a black lace, padded bra. Blushing furiously, I took off the robe and teddy and held my arms out for her to slip the bra up my arms. She didn't say anything, and I was too tongue tied to say anything to her. Next, she took a lacy black garter belt out of a draw and placed it around my waist, hooking it together at the back. In a way, it felt exhilarating having this done for me, no matter how much I was blushing. I felt her tuck the garter strap at the back, gently pulling them through inside my panties. She did the same at the front, and I wondered why. Then it clicked. If the garter straps were on the outside, I couldn't pull the panties down to pee.

For a moment, I started to feel my cock swell under her touch, but only for a moment. Walking over to the desk, she pulling out the straight-backed chair, turning it around and asked me to sit. I did, not sure what to do with my hands. Kneeling down she pulled on a pair of white silky gloved and removed the ankle cuffs before taking a lace topped black stocking out of the pocket of her dress. I wondered what she thought about the wrist and ankle cuff, yet the way she handled them, I had the feeling they weren't new to her. I watch in fascination as she carefully rolled the stocking up in her hands and pulled it open and asked me in a soft voice to lift my foot. I did, and she carefully worked the stocking over it, working the soft clinging fabric up my leg. She did the same to the other leg and asked me to stand. I did, and with a delicate touch attached the stocking to the garter straps. Now I felt myself get hard, impossible for her not to notice kneeling in front of me like that, but she didn't say a word, or acknowledge in any way.

She lifted my arms and checked my now hairless armpits, spraying on a little perfume before letting me put the teddy back on. After that, she'd finished adjusting my stocking, garter belt, and panties to her satisfaction, and lastly held up a pile of bright colored material and gently placed it over my head. The soft, electric blue dress, slid down my body, seeming to mold itself to my figure as she zipped me up, emphasizing my small high breast, or at least the padding where they should be, but I still felt naked. The hem was just above the knees, and I could feet the air moving underneath, it was a strange feeling, and I wondered how girls felt. I couldn't help notice the lace tops of my stocking brushed against each other as I walked, or the hot/cold feel of the nylons hose. She took a pair of high heels out of the closet, and I held my foot out for to put them on when she asked. Her finger sent little electric shocks up my legs as she bucked the ankle straps, and like the ones I wore the day before, these had silver 'D' ring attached to the ankle straps. These had three in high heels, strappy things with open toes so you could see my pink toenails through the stocking and straps. Thankfully, the long loose sleeve of the dress helped to hide the wrist straps as long as I kept my arms down. The last item was the three-strand peal chocker, I'd worn the day before, and I thought how much it resembled a slave collar. I'd read about those in a horny sex slave stories I'd read, and wondered if the similarity was intentional. For a moment, it felt tight and restricting around my throat, but after it warmed up, I hardly noticed it at all. Daddy inspected me when I came down, nodding in satisfaction at what he saw.

"You are a hot looking sissy bitch, aren't you?" He laughed as I blushed, and taking my arm, led me out to the car. I could feel the intensity of my blush hearing him say that, as I'd never been what you'd call good looking or really hansom as a guy. It seemed that I was better looking as a girl, or at least a girlyboy, than I ever was as a guy.

We drove into the city to one of the big expensive hotels, and for me it was nerve wracking to have to walk beside him through the hotel lobby with all the people looking at us, or at least to me, they were looking. I know I blushed a lot, and kept my eyes on the floor most of the time, but every so often I looked up, seeing some guys, old, and young eyeing me. They knew I was sure of it. They could tell I wasn't a real girl, but a swishy little sissy fairy in a dress. We sat in the lounge for a while, and thankfully it was a little darker in there, so I could breath a little easier. Daddy ordered me a glass of white wine, and I sat there sipping it as he spoke on his cell phone. After about half an hour, this good-looking old gentleman came up to us, and Daddy stood and shook hands with him. He looked at me, his eyes traveling up and down my body in a very suggestive way, and I suddenly realized that this was exactly the way I'd looked at girls, but not so obvious.

Did girls feel as embarrassed as I was? It was a thought. I bit my lower lips when he shook hands with me, as he could see the black leather wrist cuff, and I knew he knew what they were, Girls don't usually wear bondage stuff as a fashion accessory. The guy was the client Daddy was meeting, and after finishing my wine, we went in and had lunch. I didn't talk much, except to say please or thank you to Daddy or the waiter. I felt a little mad at the waiter as he kept trying to look down the top of my dress, but a stern look from Daddy made me sit up and act sweet. Daddy insisted I have two more glasses of wine, and I felt the last one go to my head a little. The other guy kept looking at me and smiling for some reason, but I didn't take any notice of it after a while. Thankfully, after lunch, we went up to his suite where they talked about business for a while, and I thought I'd get an opportunity for a short nap. Daddy gave me a glass of water, and I sat there sipping it, until I felt the necessity to go to the toilet. I felt a little light headed when I came back, hearing Daddy say that he had to go out for a while to get some legal papers, and would Mr. someone or other take care of me while he was away. He suggested that I take a nap, whispering in my ear not to wrinkle the dress. He unzipped the back of the dress and pointed me towards the bedroom, giving my bottom a short, sharp slap to help me on my way, hearing him say I should behave myself, or else. I wasn't sure what that meant until later.

Entering the bedroom, I found the curtains draw, but enough sunlight leaked around the edges for me to see. If I was going to take a nap, a dark room was just the place. Reaching back, I lifted the hem of the dress, peeled it off, carefully folding it, and placing it on a chair, and taking a light blanket off the end of the bed, lay down and quickly fell asleep. At one point, I dimly heard someone coming into the bedroom, and I think they lifted the blanket, but I couldn't be sure. Daddy came back, and soon after we left and went 'home', at least, I thought of it that way. Daddy used me hard that afternoon, beating me with the strap again, tied down over the end of the bed until I was a trembling lump of jelly. He brutally 'raped' me, driving into me until I was screaming in pain. After, he simply pulled out and left me there, sobbing in misery.

It was Nora that gently cleaned me and applied a soothing cream to my bottom, and after releasing me, gently wiped me down all over with a soft warm cloth before putting me to bed for a nap. Later she came back, dressed me in seductive lingerie and high heels, and took me down for supper, serving us a wonderful meal. I had several glasses of good wine and finally relaxed, sitting next to Daddy and watched a new movie on TV. He took me to bed and made slow gentle love; I suppose you'd call it, entered me gentle. It didn't take long under his administering hands for me to have my legs locked around his waist, begging him to fuck me harder, and he did, bring me to a different kind of climax. I drifted off to sleep, feeling him beside me, breathing softly in my ear and was content.

On Monday morning, I got up and took a shower, but instead of my usual clothes, Nora had laid out an ordinary running suit and a pair of plain white boy's leg panties. I was sort of surprised and felt a sharp twinge of disappointment for some reason. The clothes were ordinary, in that they could be worn by a guy or a girl. Puzzled, I put them on and went down for breakfast, but even that was short and sweet. Just coffee and some toast. Daddy didn't say much, and soon after we were in his car off to somewhere. When we pulled into the parking lot, I immediately recognized the back of the spar, and gave him a puzzled look.

"Here, put this under your tongue." It was the same white pill he'd given me that first night.

I looked at it, then up to meet Daddy's eye, but his face was expressionless. I remembered what happened to me the first time, but other than a few 'major' alterations, I didn't think there was much else they could do to me. Taking a deep breath, I opened my mouth, and he popped the pill in and I tucked it under my tongue. As before, the pill started working almost immediately and by the time we reach the front door I was floating again. This time Daddy held onto my arm and walked straight in. We were met by the same guy, and he gave me a nice smile as he took my arm. If they spoke, I don't remember it, just laying down on the nice soft table and drifting off to sleep.

As before, I came awake sitting in the passenger seat with the warm breeze from the open window blowing on my face. I woke up fast this time, feeling a sense of panic. My clothes didn't feel right, tight, and rough, nor did my body, and it took me a moment to realize what the difference was. Then I knew. I was dressed in my own clothes, guy clothes. My pink peal nails were gone, as were the earrings, and it almost as if the weekend hadn't happened. Had I dreamt the whole thing? I reached up to feel my ear lobs, and I could feel the holes where the earrings had been, so I know I hadn't dreamt the whole thing. My sneaker and socks didn't feel right either, and I knew without looking my toenails weren't painted any longer. I looked at Daddy, but he ignored me, and for some reason, I was afraid to say anything. We drove into another part of town, ending up at the buss station of all places where he drove into the parking lot and stopped the car in front of the station restaurant.

"I want you to go in and get a table for us. I'll be along shortly, understood?" His voice firm and commanding.

"Yes… um… yes sir." I murmured. I could use the other name he liked, but it just didn't feel right like this. I started to get out, and he touched my arm to get my attention, and handed me my own overnight bag. "Don't forget this."

Now I was really scared. This didn't make sense to me, but I did what he said and got us a table. About ten minuets later, he came in and slid into the seat opposite, looking around the restaurant with obvious distaste. The place didn't have much going for it, sort of seamy and low class. He ordered coffee for use, and waved the menu away. We definitely weren't going to eat here, so why were we here.

"Okay, time to lay my cards on the table and tell you what this is all about." As he spoke, he took an envelope out of his inside jacket pocket and laid it on the scratched tabletop between us. "In here is a Buss ticket back home. There is also $250 dollars for you." I gulped in surprise. No one had ever just given me $250 bucks before. I glanced up at him, meeting his eyes, but I couldn't tell anything from his face what this was all about.

"Um… why…" I stated to say, but he held his hand up.

"Just listen." He gave me a little smile. "When we first met at the movies, I thought to just have a little fun. Dress you up for the weekend, and send you home with a little something extra." He paused a moment and looked around the coffee shop, but I don't think he was really seeing it. "What I didn't expect was that you'd look so damn good dressed." I blushed, as I didn't think I looked that good. But it was nice to hear him say it.

"From your reaction… well, let just say you didn't do what I expected and lets leave it at that for now." I think I knew what he meant. Why hadn't I started screamed and carrying on, maybe attack him or something. I hadn't. I never occurred to me until now. "Anyway. I was going to send you home on Sunday morning, but you were so… enticing that I just had to have you another night." He smiled then, his hand lifting as if to touch my face. He pulled his arm back and wrapped his hand around his coffee cup instead.

"As you know if you were listening, I do a lot of international business. I have clients from all over the world coming to see me. You met one of them, and much to my surprise he was very impressed with you." He hesitated a moment and looked around, but there was no one close to use. "He saw you in the bedroom, and expressed a desire to spend the evening with you."

"Oh!" Then I remembered. Someone had come into the bedroom and lifted the blanket, and I blushed. There was no doubt he knew what I was. "A lot of those clients like to relax after work." Mr. Gray continued. "They sometimes want discreet encounters with someone um… lets say different, in a place where their business associated, family, and others would have no knowledge of the encounter." He looked at me to make sure I understood what he was saying. I did, feeling a little unsettled.

"What…" I coughed softly to clear the lump out of my throat. "What would I have to do?" I said at last.

"Nothing you haven't done already. You have shown you enjoy many of the aspects of that kind of… entertainment, including the use of a strap." I felt my butt get a little warm and understood what he was saying. "Understand this. I'm not your pimp but your manager, shall we say. Any and all presents or other financial rewards my clients might want to give you are yours. You can do with them what ever you want, or, under certain conditions profitably invest them in business deals I recommend." I looked at him, then down at the envelope and back up again. "This has to be your choice, and it's strictly up to you. I want you to take that envelope and do one of two things." He stopped and looked at his watch. "I will stay here, drinking this horrible coffee for ten minuets after your buss leaves, which is in fifteen minuets from now. After that, I will walk out, get in my car, and drive away. You can either be on the buss or in my car, whichever you choose." My mouth made a big 'O' of surprise, and I just sat there blinking at him.

"If… if…" I stammered. "If I get in your car…?"

"If, and I say, if you get in my car, you will find some detailed instruction in the envelope. Follow them to the letter, or be on the buss, your choice. Now go." Saying that he pulled a book out of his pocket, began to read, and pointedly ignored me.

I didn't know what to say, if anything, nor what to do. I thought for a moment I'd done something wrong, but rejected that. If I had, I would have been over his lap getting punished with the strap. I must have sat there for five minuets, watching the clock tick away the seconds before standing up and grabbing the envelope. I walked out in a sort of daze, looking at the buss, the ticket, back at Mr. Gray, and back at the buss. I read the instructions and understood what I had to do if I got in his car. On the other hand, all I had to do was get on that buss and it would be over, and I'd be $250 bucks richer. I could go back to being Mr. Macho man, hanging around with the guys, drinking beer, and chasing the girls to get laid. Belching and farting my way through my ordinary humdrum life, and no one would ever know about this weekend except me, Mr. Gray and Nora. On the other hand, I could get in Mr. Gray's car and… Then what? I'd be a dressed up swishy sissy fairy and get used by Mr. Gray's and his clients for their pleasure. I knew what that meant. Probably exactly what he did to me, and maybe a little more. I looked at the buss ticket again, back to the restaurant, then at the clock. I had less than five minuets to decide, one way or the other. I looked around the buss station, seeing graffiti and trash, smelling the diesel and fumes. Ordinary everyday people getting on and off the busses as they rolled in. People with ordinary everyday lives. Safe, secure and I suppose happy in their ordinariness.

On the other hand, what could I expect? Being turned into a dressed up, cock sucking, prancing sissy fag. Being beaten, raped, abused, and humiliated for another man's pleasure and entertainment. I'd never be able to just sit back in my jock underwear, watch the ball game, drink beer and pizza, belch, fart and scratch my balls, which I remembered I didn't really have any more, and general act like an ordinary guy. Did I want to be like the people getting on and off the busses, safe and secure in their ordinary lives, or that other person, that was the question? I walked slowly around the station to where my buss was leaving and stood in the doorway. Just three steps and I'd be on board and my 'fun' weekend would be over, just three little steps. That was all I needed to take.

"You goner get on or not!" A loud voice behind me said.

"What?"

"You fucking deaf! Get the fuck on the buss or get the fuck out of the way, faggot!" I turned and looked at the guy, bigger, stronger, unshaven and a moron.

My fist came around out of nowhere, and I decked the guy, thinking of all the times some asshole in the locker room who'd call me that, and I'd done nothing about it. Now I did. The guy went down like a sack of shit, hitting the ground with a thud. He laid there looking shaken, holding his jaw.

"No one calls me a faggot, unless they mean it." I growled, fist clenched, ready to punch him again if he got up.

"Hay man, take it easy. I didn't mean nothing by it, honest." He waved his hand at me as I moved forward, assuming I was going to hit him again. I wasn't, I just walked over him and headed for Mr. Gray's car.

The passenger side door was unlocked, and the light went on as I opened the door, seeing another bag in the well behind the seat and retrieved it. I eyed the dashboard clock, and knew I had to hurry. Taking the bag, I dashed to the toilet, emerging ten minuets later, walked out, head high and my eyes locked on the sliver Cadillac in the parking lot. I knew where I was going now. My high heels click-clacked across the pavement, and I felt the cool air caress my stocking covered legs and move under the hem of my electric blue dress. I only had time to put on a little makeup, blue eye shadow, bright pink lipstick and my long gold earrings. I heard guys whistling and calling me, but I ignored them. There was only one man I was interested in satisfying, and they weren't him. In passing, I dropped my old bag into the trash bin with everything I'd arrived in except my wallet. I wouldn't be needed them any longer. Those were guy's things, and I wasn't a real guy any more. I was a dressed up, a prancing little sissy fairy, faggot bitch, and I wanted to be treated that way.

Opening the door to the Caddy I got in and opened the glove compartment, taking out the last item I had to wear. Even so I felt myself gasp for air as I bucked and locked the black leather slave collar around my throat, and hooked the chain leash to the 'D' ring in front and laid the other end over the steering wheel. The door finally opened and Daddy got in. He looked at me, then the chain as he closed the door. Without a word, he took it and gave a gentle tug. I obediently moved over as he pulled on the chain until I was sitting next to him. He leaned over, put his hand on the back of my head, and kissed me. My mouth opened to accept his probing tongue, and I willingly sucked it into my mouth as he ran his hand possessively over my body. His hand roughly pushed my legs apart, and I sighed into his mouth as he reached under my dress and stroked my cock. It stiffened under his touch, but he didn't do more than that before moving up to my breast. For a moment, he felt the soft mound, squeezing, and fondling them. After a moment, he stopped and pulled back with a sigh and started the car.

"I need to take you home and fuck you bitch!" He said as he carefully pulled out of the buss station parking lot and headed for the freeway. "You need to get some real titties for me to play with." He laughed, smiling at me. I sucked in my breath and looked shyly at the floor, blushing as I wondered what it would be like to feel his strong hands playing with my real titties.

"Yes Daddy." I murmured tucking my legs up and cuddling up to him as he put his arm protectively around my shoulder.

He did take me home and fuck me after, he'd spanked me, and I slept with his arms wrapped around me, feeling content and home. After we arrived, and before he did, he told me to call my parents and tell them that I got the job, but it meant that I would have to stay in town a lot. Mom asked a lot of silly question which I answered, and that was that. She didn't seem upset or concerned that I would only be coming home about once a month.

You'd think a mother would be more concerned about her little boy, but I guess I grew up. That was three months ago, and now I have budding little titties that just start to fill the little bra he brought. The rest of me is painted, powdered, perfumed, dressed, and in every way, I am a swishy, sissyboy, queerboy, and my one purpose in life is to keep my Master, 'Daddy' happy anyway he wants.

As I said, there are girls out there that seem to walk around with a sign around their neck that said 'Fuck Me!' What I didn't expect was I'd be that 'girl'.

 

THE END? (Part 2 of 5)

  

  

  

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