A boy toy gets to become the sissy of his dreams - but only through a lot of hard work, a lot of good SM, a lot of sex, a lot of lace, a lot of sex, a lot of frills, and a lot of sex. Did I mention there's a lot of sex? By being very, very good his master transforms him from being just a boytoy into being a perfect little sissy - all nylons, lace, corsets, high heels, and lipstick. Just the perfect little fetish sex doll for a man to have as his own!
He’s got me nice and tightly strapped in here. Thanks to eBay, he picked up a full-on medical exam table replete with stirrups and everything. A little bit of extra attachments here and there and he had himself a full-on bondage medical exam table as well. Just the thing for doing medical scenes, bondage scenes and medical bondage scenes. Also just the thing to strap down his little pussy boy and remove every hair from his body. Just like he’s doing now. To me.
He’s a kinky shit and so am I. We share the same kink and now we’re dancing pretty far with it. He gets off on making his bottoms into sissies. I’m not his first and I won’t be his last. That’s OK with me. I’m loving every minute of the ride. When he’s done with me I’ll be a picture perfect little pussy boy sissy. That promise was enough to make my dick hard from the first time he told me it was what he wanted to do with me. You’d better believe I was down on my knees begging him for it too!
We’ve been doing the dance for a while now. We’d found each other through one of those online groups and began feeling each other out over time. Soon enough we did the facetime thing. He had me from the word go and we both knew it. He played with me a bit, keeping me at arm’s length for a while to see if I was really interested. He let me in gradually, bit by bit. This just served to whet my appetite. He knew that and so did I.
We played, conventionally, at first. The whole D/S thing. Standard gay boy SM stuff. I like that too. But what really gets my motor running is when he has me as his bitch. Frills and lace, lipstick and panties. That makes me damn near swoon! We played a couple of times like that. Too rarely for my tastes. Perfectly timed for his.
Then he brought me to his place one night to show me his current toy. He’d been working on this pussy boy for some time and it showed. A complete sissy. He deliberately had me dress as full-on butch as I could. The whole chaps, harness, boots, and motorcycle jacket bit. I looked good and I knew it. The contrast though was striking. He was there in his leathers, me in mine, and his little sissy was done up all in pink fluff. He had that little sissy serve us both the whole evening. Dinner, drinks, discussing his past sissies, his present one, and his plans. My plans too. He had that little bitch parade around as a living breathing example of his power and of his skills. God, I wanted to be in her shoes - literally! I was jealous and I was envious.
I wanted to rip off my leathers and wrap myself in those lacy things! Douche myself, pull on those nylons, do up my nails, and roll on that lipstick so I could take the place of that little pansy. I wanted it bad. He knew that. So too did the pansy, after a bit at least. At first the little thing was apprehensive being around another man. Still somewhat new I guess. Or perhaps he’d just kept her all to himself. The little trollop got over that quickly though. Especially at her master’s direction. Soon she’d peeled me out of my leather jockstrap and was wrapping those glossed lips around my cock. This little sissy could really give good head!
I looked down at her, all pink lace and chiffon, hair all done up, face looking like some Vegas showgirl, feet jammed into some impossibly high fetish shoes, a thick chain collar around her throat with his heavy padlock snapped in place, her finger nails done up with a perfect French manicure, and her lips wrapped around my shaft. The look in her eyes was almost enough to make me cum right there. So submissive, so content, so sensual. So hot! That was what I wanted. I wanted to be this fetish fuck toy! I wanted to be right there, in lace, in nylons, in makeup and in service to my man.
He just sat there and watched us. He watched us with this big shit eating grin on his face. He knew he had us both. He knew he’d trained his current pussy boy well and now had another pussy boy willingly putting himself on the hook to be next. Oh yeah, very willingly.
That I didn’t cum right then from that pansy’s velvet tongue was something of a miracle. That and the fact that he’d told me not to cum. Something of a test I guess. To see how well I followed his lead. If this was the payoff for following that lead, then I’d happily follow him wherever he went!
That night was fun. We eventually had that pussy boy taking turns sucking each of us. Then we went downstairs into his playroom and he had the pansy attend us as he fucked my lights out for the rest of the evening. Oh, and he beat on me some too. Flogged me, poured wax on me, worked my nuts, you know, the usual SM stuff! All the while that little piece of feminized fluff was right there in attendance for our needs. He even had some fun showing off how he’d chastised his little trollop. The sissy had a nice cock too. I wanted to suck on it but it was all tightly locked away in some clever plastic bondage cage. Plastic so the pussy boy could piss through it and not worry about getting it wet. Clever, that.
As the night wore on, he showed me more and more of what he had created with that feminized submissive of his. Eventually he had that pussy boy stripped down to just his corset, garters, and nylons. It was then that I realized that sissy’s tits were real! I’d thought them due to the bra or perhaps taping or something. Oh no, nothing so false. These were real tits. Not large, mind you, but real enough. Perky little things too! And those nipples! They were just made for nursing on and tweaking. Damn, that made my dick even harder! He liked that. I guess that was just another part of his testing me.
He told me that too. Later on. Some guys get all hot and bothered with the fantasy but crap out when it comes to such a major step. When they see the tits are for real they realize what sort of commitment that takes. Some guys bail. Some don’t. I didn’t. So, he kept me.
Eventually he shackled me down to his fucking bench. I came to love that thing. And then he had that pussy boy stand there in front of me so I could take him all in while my master plowed me like some newly turned field. That really sent me over. I was getting wonderfully fucked by this man at the same time I was taking in all of his handiwork. This beautiful sex doll was standing there in front of me showing me everything he had done to her. Everything he had done to him. All the bits of feminizing. The pretty face, the hair, the body, the frills, the lace, the caged cock, and those tits. Oh yeah, I wanted all of that. I wanted to be in the place of that girly boy. And I’d gladly submit to the man who could do that with me. That night I came without ever touching my cock as he fucked me to a climax while I drank in the vision of his lovely feminized pussy boy.
Even then, he still kept me waiting. Typical. Men! He still had training to complete with that current girly boy toy. That and finding an appropriate place for his fetish creation to be placed. He wanted me to witness that as well. No illusions here at all. I knew that by submitting to him I would be following a very well worn track. That by being transformed by him that I would not be spending the rest of my days with him. Once he’d feminized me to the maximum degree he’d be done with me and off to his next conquest and transformation. I had to accept that or else there’d be no point in his starting with me. So, he made sure I saw it all from that point forward.
Finally, as he was about done with that toy, he had me move in to his house. Now I could be even closer to him! I was eager for it and happy to be there. I knew he had me there also to help that current pansy make her exit. My being there served to reinforce her awareness of just how soon she had to exit. Even though she too knew this going in it wasn’t easy for her. I could see why. In her shoes (and, oh, what shoes did she have!) I wouldn’t want to leave this man either! Even from a distance I thrilled to the way he so effortlessly controlled me. Up close and personal and in the midst of the transformation, well, his dominance would be all the more awesome and all the harder to give up.
The last two weeks of her being there though served to complete the circle for her and start it for me. He had her start my teachings for being en femme full time. I’d been dressing for years so this wasn’t as much of a challenge as it could be. Not that it wasn’t a challenge now though! He was a strict son of a bitch and utterly remorseless when it came to enforcing his rules. My ass learned that quickly!
So it was that I was there in my house maid’s uniform when he was finally done with his current pussy boy. I was attending him, his pansy, and the man he’d found to hand her off to. I was at my best behavior as I wanted to make a good impression on my master, and I also wanted her to have as good a goodbye as she could. I’d come to feel for that little trollop as I knew I’d be in her place soon enough.
For most of that afternoon it was as if I wasn’t there. At least not there as an equal among them to be recognized. I served them in silence and in the way I’d been taught so as to not bring any attention to myself. This was not about me that afternoon but about him, and her, and her new master. I actually got off on that sort of service. That was one of the reasons I’d made it that far. He knew that too.
Soon enough she was gone. We’d both had our moment of goodbyes before her new master took her away. I was happy for her. I envied her. She was everything I wanted to be. Even in the sexy female business suit her new master had her wear. She looked every bit the smart professional executive secretary she was now going to be for him. At least during the days and in the office. That is, when he didn’t have her bent over his desk during his “private” conferences. At night she’d be his mistress, his slave, his lover, and his servant. What a sweat deal!
Once the two of them drove off to her new future my master turned to me. He pulled me in close and gazed deep into my eyes. I trembled a bit at the power he radiated. He held me close, drew my face to his and he kissed me. Lightly at first and then with increasing passion. His tongue parted my painted lips and drove mine back. I remained passive and receptive to his power – just as he’d taught me to be. We kissed like that forever. We kissed like that for a moment. It didn’t matter. I loved every bit of it.
He pulled away, brushed my hair back a bit, and told me “Your all mine now. Now is when I really start with you. Now is when your voyage begins. Be good, be strong, submit to me, and I’ll make you every bit the sissy you want to be. Every bit the sissy I want you to be. Submit to me and I will transform you into a perfect pussy boy sissy.”
My knees were weak from hearing that. My dick spasmed with those words –even locked away in its chastity cage. It was all I could do to answer him “Yes sir. I’ll be strong for you sir. I’ll submit totally to you sir. Please, take me!”
He held me close again and then he kissed me again. Breaking away once more he told me to put away my maid’s uniform, change into my prettiest ruffles, and then be ready for him in the playroom. I was there in a flash and soon found myself kneeling and waiting for him in the playroom. I didn’t have long to wait.
At first all I could see of him was his high leather boots. With my head bowed that was all I could see. He pulled me up to my feet and looked me in the eyes again. I was dressed in my standard lacy teddy, panties, garters, nylons and three inch mules. In short order he had me shackled to the corners of the upright bondage frame. He could walk all around me when I was in this position. There was no way I could hide from him and no part of my body that wasn’t accessible to him either. That’s when he started. I’d no idea what to expect and I’d learned to expect the unexpected. Like I said, he’s a kinky shit and very, very sadistic. He also knows how to handle his men and how to remold them to suit. I found this out in spades that night.
That scene we had that first night of my transformation wasn’t pretty. It was harsh. It was hard. It was powerful. It was cruel and it was sadistic. He showed me that my voyage with him could be very, very painful, very hard, and very rough. He beat me and beat me good that night. I think he went through every one of his many floggers, every one of his canes (his goddamn FUCKING canes!) and even went through his single tails on me.
By night’s end he’d shredded that teddy. The panties were long since torn off and those hose were completely wasted. My makeup was spread all down and across my face. I’d cried so hard I’d run out of tears. I wailed in agony. He pushed me until I broke and begged him to stop. Then he pushed me further. He showed me that night just how much of a sadist he is. He showed me my place in his world and just how strong he could be in putting me in my place. I’d never been in so much pain in all my life. And he knew just exactly how to administer that pain too. I screamed until I was hoarse. I shook, I thrashed, I tried to pull away. All to no avail. I was caught. I was pinned. I was tied. I was…his. I surrendered that night. Any illusions of keeping control during my transformation were stripped away that night with each stroke of his whips.
When he was done he had me exactly where he wanted me to be. It turned out, this was exactly where I wanted to be as too. There was no more pretense, no more fantasy, no more illusions. This was it and this was going to be real. I was in this for real. Sure, I’d told myself that before but now, sobbing, racked with pain from his beating, and hanging limply from his ropes, now, I knew it like nothing else.
Now I had finally surrendered. Now I had finally submitted. He had beat out of me any of my remaining illusions of control and all of my delusions of reality. I was his now. I was his to reshape into his fantasy. Reshape into my fantasy. Broken there at his feet I was now free to be transformed into what we both wanted me to be. It was a powerful moment. I didn’t realize it then but I eventually came to.
Even as he untied me and dragged me over to the shower room I didn’t realize the extent of his plans or the extent of his skills in reshaping his men into sissies. I was broken and I was high too. I felt some inner satisfaction for having endured his beating long enough for it to stop. Even laying there, crumpled at his feet, I knew I’d accomplished something. And when he then began to piss on me I welcomed it as further proof that I was now his. I straightened myself out under his feet so he could piss all over me and that he did. His piss was scalding hot and it burned on my abused flesh like nothing else. I reveled in it. Watersports were something I’d long enjoyed but never like this. Well, that sure changed.
He reached down, grabbed a bunch of my hair and pulled upright enough so that he could piss on my face, piss in my mouth, and then ram his cock into my mouth so he could hold my face on it as he pissed even more. I loved it. The endorphins from all the whipping and flogging and beating were really kicking in now and I was really beginning to fly even higher now. He knew that.
He pulled me off of his glorious cock and then rolled me onto my hands and knees. My ass up in the air he ripped out the plug he’d put there earlier and soon sank his cock deep inside me. God, I loved that! He fucked me hard that night. My lace and frill all torn and ripped, my makeup smeared all over the place, covered in his piss, and with my face being pressed into the cold piss soaked tiles of the shower floor. It was a hard, nasty, and quick fuck. It made my dick ache in its cage. He fucked me hard and came quickly. He’d built up a lot of energy in that beating and his breaking me down like that turned him on something fierce. I too came to love that sort of hard play.
Aside from training me to be the picture perfect sissy, ultra-efficient servant, and the fiery sexpot in bed, he also trained me to be a real pain slut. I’d liked rough play before but at his hands I came to love it. All part of the transformation. The rest followed from there.
Part of that was the hair. I’d been shaving for years. But only shaving. Oh, I’d tried the Nair bit but that only fried my skin so I just stuck to the razor. That wouldn’t do for him. That wouldn’t do for one of his sissies. That wouldn’t do for one of his little pussy boys. Oh no. Nothing so primitive as a razor. No, he wanted me hairless for good. That’s why he has that electrolysis rig down there in his playroom. That’s why he learned how to use it so well.
So, here I am. I’m once again strapped to that exam table and once again under his hands. We both get off on this. Long before the hormones started kicking in and long before I went under the knife for my boob job (oh boy! BIG titties for me!) – long before any of that – I’d begun transforming into the pussy boy we both wanted me to be. He modified my body by having the hairs permanently removed. If you think that’s no big thing or an easy thing then you just try it yourself to see what it feels like to have the pubes burned off your nuts! Yeah, that hurts like a muther! And it takes a bunch of times to not only get them all but get them all permanently. He enjoys that. I know he does. As hard as his cock gets inside me it’s easy to tell how much he enjoys every bit of my pain. I know he’s eroticized the smell of it too for he gets this look in his eyes when that stench of my burnt hairs wafts up to his nostrils. That’s OK because I eroticized it too. Well, it helps that this is one of the few times he uncages my cock so I can get nice and hard from our play.
Like I said, he knows what he’s doing. He’s mixing my pleasure and my pain so it all blends. I’m now such a pain slut that I love all of it. In a way, I hope my pubes never fully go away so that he can keep doing this to me. It hurts sooo goooood! At the end of each session he put the electrolysis wand away, grabs hold of my thighs and fucks me oh so deep! The mixture of the pain, the scents, his cock inside me, and the sensations of my freshly uncaged shaft, all combine to soon have me cumming too. Yeah, I really look forward to these hair removal sessions! I tell you though, the ones where he went after my facial hair were a real stone bitch. To get at those he couldn’t have his shaft in me at the same time. I had to work through those sessions!
Still though, it’s worth it. It’s been almost a full year now since I started my transformation. My titties are nice and full now. The hormones got them pretty far along on their own but eventually it was off to the clinic to get my own set of implants! It was a major milestone in my feminization and I was high for weeks after getting them. Now I’m paying even closer attention to all his lessons and submitting myself ever more to his control. I love that. I am fully focused on becoming the best sissy he’s ever trained. I know, they all say that - but I mean it! That’s why I’m so looking forward to tonight.
Tonight is when he’s bringing his next project over to show me off. Tonight’s the night where I get to demonstrate just how well I can suck another man’s cock and not just my master’s. Tonight’s the night where I get to see what I must have looked like so long ago when I was but one of the many supplicants to be transformed. Tonight’s the night I get to show off just how much of a sissy I’ve become. Now it really is me wearing all that pink fluff, the Vegas showgirl makeup, the corset, the nylons, the garters, the high heels. Now it’s my turn to be the fetish doll fuck toy. I’ve done my nails perfectly for this, Frenched of course.
I’ve worked hard for this. I’ve worked long for this. I submitted myself oh so deeply to my master for this. I run my fingers over the heavy chain my master has locked around my neck. It’s so damn masculine and butch and so completely out of place on my sissified body. It’s just perfect. It’s his collar, not mine. He’s the man here, not me.
I am so looking forward to this. I want to meet this new prospective pussy boy. I want to see this upcoming sissy. I wonder if he knows what he’s in for. I’ll show him. I’ll be at my best “little trollop” attitude for my master and for his new subject. Sure, I’m a bit nervous about this but I’ll show them both just how much a man can be transformed and how good it all can be. I hope this new sissy-to-be has the right attitude. I hope he doesn’t freak when he sees that I’ve really been this feminized. I hope he doesn’t lose it when he sees my titties – my real titties. I hope he has a nice cock for me to wrap my gloss covered lips around. Mmm… yeah! Man cock to suck! It’s good to be a sissy!
Fran
3 comments:
Wow, this is incredibly hot!
I'm 'enjoying' your blog greatly.
xoxo,
Pamela
Pamela,
Thanks. I enjoyed writing it. Sure would be nice to find a guy like that!
And I've been enjoying your blog as well. Where do you find those images?
Fran
Great story Honey, I think you toughed a nerve.
Kisses and love Sammie
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