18 comments/ 278737 views/ 63 favorites Our Sissy Slave By: purekink Let me remind you how you came to be in this situation before you refuse. I've been bi-sexual since I was old enough to have noticed how horny women made me. From the moment I noticed, I was unstoppable. My dominant personality seemed to bring me more girlfriends than I could really use. But I always thought the only thing better than a submissive girl is a submissive boy. And what really turns me the fuck on is to take something precious and submissive and to transform it into my own little fuck toy. Remember when we met? You thought you were so manly and tough - but that first night you let me wrestle you to the ground and force myself on you. It got me so fucking hot that I dragged your shorts down, and started to suck you off as my hand snaked around to caress that sweet tight arse of yours. I fingered your arse hole with my spit-lubed finger until you came, writhing in bliss, in my mouth. I still masturbate and think about that time to this day. But my desires couldn't be kept locked away for too long. You were such a sweet, innocent boy and I wanted so much you include you in my lesbian affairs. God, the times I fucked myself with the dildo imagining remaking you into my sweet little sissy. But when I thought about how I could go all the way and feminize you until you're a painted whore in slutty makeup taking my strapon up your arse - well, I came so hard I fainted the first time I pictured that. I suppose it began with my latest conquest, a young student of about 21 who was a sweet little frightened deer until I met her. I taught her the delights of submission, and it wasn't long before she was doing anything I fucking wanted - and my imagination is rich and varied. When the three of us went out to the bar, we made sure you'd be hooked. We'd got dressed together upstairs, sharing a bottle of wine while you sat downstairs. Both of us wore matching outfits - the red brocade corset with gold lace, matching satin French knickers and red-ruffled opaque black stockings. Our leather skirts were scandalously low, and our painted faces looked severe with arched eyebrows and cherry-red lipstick. While we were out drinking, you allowed her to apply some lipstick on you as I watched and laughed. That was our test, and you passed magnificently. I knew where that would lead. After you invited us back to your place, I put more lipstick on you while she put two fingers in your mouth, telling you softly to suck. You were a born cocksucker, I could see that. Pure fucking sissy, and it made me so wet. I noticed your erection and teased you a little about liking it - but I made sure I rubbed my hand across the bulge in your jeans as I did so. You gasped and then I explained we were going to dress you and fuck you until you begged us to stop. At that point, her other hand had joined mine, rubbing you as you sucked. She asked if that was what you wanted - and you agreed. We undressed you in front of a long mirror as we caressed and stroked your sweet and sexy boi body. She curled a leg around you and began to kiss you, your head clasped in her hands, your body shivering under her assault. I stroked your cock until it was even harder, as my other hand snaked around you to rub your cheeks. We thought you'd come then, far too soon, and released you. She pulled out her makeup kit and began shaping your face to match ours. I took the outfit from my bag and started sliding heavenly red satin panties up your legs. I told you how good it would feel when you wore them - and let me slide them into place, giving your engorged dick a stroke as I smoothed them. I was soaking wet as I watched you submit to us. You had no idea what would happen next - but we did. Your mouth looked so fuckable as she applied the heavy red lipstick and I wrapped the red brocade corset fringed with gold lace around your chest. As I pulled the strings and it tightened around you, shaping you and molding you, I saw your cock twitch in your panties. I commented on how excited your little girly clit was and breathlessly promised you even more pleasure. She whispered filth to you as she put on fake lashes and arched your brows while I drew the stockings up your legs. You acted as though the ruffled tops were tiny kisses as I clipped the garter tabs to them. You didn't even ask where she got the long blonde wig from as she carefully maneuvered it into place. When we were finished, we'd feminized you into our beautiful little sissy boislut. Looking at our reflections, you could see you were a perfect match for us in your corset, knickers and stockings. Your lipstick and eyebrows were startling against your pale-powdered face and the blusher only recreated the real heat behind your makeup. You were sexier than I'd ever imagined. Any of my lesbian friends would have loved a girl like you, sheer fucking submission and open to just about anything. I could see it in your face. You felt beautiful, soft and feminine - I watched as the masculinity ebbed from you. I almost came there and then, but it was time for the reward we'd promised you if you'd play along with us and become our lesbian boislave. I led you to the bed, pulling you on top of me. Your stiff cock rubbed inside your knickers, while they in turn rubbed across mine. I could only imagine how good it felt for you. I know it was starting to give me tiny mini-orgasms. I could smell the slutty perfume we'd sprayed on your neck. She reached under us and guided your throbbing cock out of your knickers and into me. I gripped your arse with both hands and slid your length deep into me. As I felt your public bone rub over my clit, I couldn't stop it - I orgasmed. Slowly, so slowly, I began to rock your hips back and forth making sure you couldn't come. You almost did as I sucked my finger, reached behind you and slid it into your arse. Your eyes lit up and you gasped, opening that painted whore's mouth wide. Behind you, she strapped on a realistic dildo complete with balls. The very dildo I used when I masturbated thinking of this moment. She started smearing lube across your virgin arse, pumping her cock with her fist to spread the gel thickly over its surface. You moaned and struggled but I didn't let go of you, and wrapped my stockinged legs around you tightly. I told you to relax and let it happen, that it would take you to a place you never dreamed of. She wasn't very patient, and you squealed as she put the head of the large strap on cock against your arse. I kept the slow rhythm of our fucking and stared straight into your bewitched face as she fucked you for the first time. She eased every inch of the cock into your arse as you grunted and whimpered and gasped around it. I knew it felt good, and you even admitted it when she asked you. She withdrew slowly, and pushed back in as you wriggled and squirmed and filled me with your enflamed cock. Every time she thrust into you, I could feel your cockhead twitch as you plunged inside me. She picked up the pace, seeing you were comfortable with her now vibrating cock, and I began to orgasm again. It was too much for me - your cock inside me, my beautiful slutty boi fucking me even as you took it in the arse for the first time. What sent me into orbit was the look on your face. You fucking loved it. You could feel the buzzing intruder right through your body and it felt wonderful. Your painted face betrayed you, and I could see you were being delightfully violated. It was so fucking sexy groaning my orgasm out over your cock as I listened to your symphony of moans and begging. I was so wet my clenching took you to the edge, and as I recovered from the first wave I felt your little sissy arse tighten with your impending climax. But that wasn't enough for her. I'd taught her well, and she pulled out until just the head of the dildo was inside you. Her voice was seductive as she persuaded you to admit you loved it. She made you beg, and you'd become such a wanton, brazen little wench you did it. As you begged for her cock, she slid it deep inside you. Your frantic begging became incoherent as I started pulling you into me forcefully. All three bodies slapped together in a moment of pure depraved zen until I felt your arse cheeks grip the cock inside you. You squealed in abandonment as the cock violated you and my rippling cunt milked you as you fired into it. So now, you lie there in your corset and stockings with your knickers full of cum, painted face dotted with sweat. Your stretched sphincter is full of warm lubrication and you're already missing the cock that fucked you until you begged it to stop. So I'll ask once more. Will you be our full-time cross-dressing lesbian boislut? Our Sissy Slave Ch. 02 Would you be our full-time cross-dressing lesbian boislut? Of course you would. I knew that from the moment we'd made you beg to be fucked whilst dressed in a red corset, knickers and stockings ensemble. Your clothes matched those of me and my new student girlfriend, and your makeup was messed only by our juices. It was easy to make you submit after that. A hard fucking does wonders for a sissy's attitude. You moved in a week later, and I knew you were ready for the next step. We teased you about your slight build when you moved in, and as the three of us sat watching a makeover programme on TV together she asked if she could put lipstick on you. You blushed, but agreed, and I felt myself wetten as I sensed your submission. She playfully painted your lips bright red. I suggested we find some more makeup for you, and instructed you to wait on the sofa. We went to my bedroom, and changed. As we returned, your sissy-red lips opened in surprise and pleasure. The black satin demi-cup bras were touched with pink lace, matching the full-cut knickers we wore. Our corsets were black with pink lace piping, and our sheer black stockings were bisected by the pink seam at the back. Heavy, dark eyeliner complemented our thick dark eyelashes and the pink lipstick we had applied went perfectly with the detail on our lingerie. We were quite a sight, and your obvious desire was turning me on. But what caught your attention were our dildos. Black straps hid our internal and clitoral vibrators, whilst the pink shafts hummed under the control of a small remote I'd tucked into the top of my right stocking. I told you to go to the bathroom and strip and you eagerness to submit as you scampered off made me even hornier. We walked slowly into the bathroom behind you, fondling each other's arse, trying to turn each other on even more before we turned you into our boislave again. She shaved your legs, while I took care of your upper body. She smeared hair-removal cream over you, and I rinsed it off with the shower head as she rubbed the freshly-smooth skin. I saved shaving your balls for myself, savouring the erection that built under my gentle touch. We helped you out of the shower and patted you dry. She rubbed moisturiser into your smooth, supple skin while I fetched your outfit. The pink bustier corset was fringed with black lace, a motif continued on the knickers - frothy, frilly lace affairs in matching satin. I knew they'd drive you mad as they rubbed against your cock, and the wide lace bow on your arse would untie - revealing an opening over your pretty arsehole - at the first sharp tug. Pink stockings with black lace tops were clipped to the eight wide straps of the deep garter belt. She zipped black knee-boots of soft leather onto your legs as I busied myself perfecting the lie of the pink wig I wanted you to wear. Your cock was as stiff as I'd ever seen it, and you were visibly blushing. I was completely turned on, and had to crush my lips to yours in a heated kiss. She seperated us gently as she moved in to put your makeup on. Full black false eyelashes were thickened further with mascara, and she quickly rimmed your eyes with liner. Our hands ran over your silk-covered body, lustfully groping and rubbing you. I moaned as I stroked your legs uthrough your stockings, and you echoed me as she gently touched your now throbbing satin-clad cock. Leading you into the bedroom, I blindfolded you. I didn't want you to know what tonight's plan was or spoil your kinky surprise. We lay you gently on the bed and fastened your wrists and ankles to the posts using fluffy black restraints. Face down, you were helpless as we pushed a satin-covered pillow under your groin. I pulled the tie on your knickers, and they moved apart, exposing your hairless pink arse. With your satin-slad buttocks in the air, it was all I could do to refrain from raping you right there. My girlfriend was more rational and began to smear strawberry lubricant onto your tight opening. I knelt behind you and started to run my tongue over your cheeks, while my girlfriend massaged the lube into you with her finger. Your breathing changed, coming in starts as she varied the pace of her finger fucking. I moved in closer, and ran my hot wet tongue around the opening her digit was penetrating. She moved her mouth to your ear and softly began describing what we were doing to you, her husky voice drenched with lust. You started rubbing your cock against the satin material of the pilloe, as you bucked against her fingers. I knelt up and moved in with my lubed dildo. I turned off the vibrations and pushed it against your sphincter, smoothly replacing her finger as I slid it into you. You weren't as tight as the first time we'd fucked you, but the sensations obviously felt just as good - the long drawn-out moan of desire told me that. She moved in front of you and you opened your mouth for her sweet-tasting dildo. As she started to fuck your face, I made sure you didn't forget about my cock. I worked myself into a faster and faster rhythm, slapping your buttocks and calling you every filthy name I could think of. To my delight, your submissive nature meant you reacted strongly as my girlfriend joined me in telling you what a fuck-happy boi-slut you were. We promised to have all our lesbian friends come round and fuck you into degraded slut-hood. As I told you how they'd dress you as their personal femmy boi slave before taking their turns ramming their strapons into your arse while the rest of us watched, I felt you spasm. Instantly, we pulled out, leaving you heaving and panting. You were so close to cumming, but it wasn't enough for me. This time I wanted to break you utterly, to reduce you to a simpering gurly whore. She brought in the machine from her room, and slid it into place behind you. You were begging to have our cocks back inside you as I lined up the dildo and the spanking arms. The velvet-covered seperators drew your cheeks apart as she plugged it in and switched it on. With the blindfold on, you could only imagine what sort of contraption it was. I knew, because I'd spent hours watching my girlfriend submit to it as I ground my wet cunt over her face. With your buttocks held firmly apart, I lined up the dildo and pressed the very tip to your waiting arsehole. A touch of the controls, and it thrust into you - making you cry out in surprise and pleasure. Another switch and the two gloved hands on either side of your cheeks began an irregular spanking. You tried to grind back onto the invader, desperate for more sensation. And I admired the cocksut I'd created. I'd brought myself off dozens of times when I tested this on my girlfriend. It had taken just fifteen minutes before she'd been a sobbing wreck. I'd had to satisfy myself with a vibrator when she lost control and couldn't lick me any more. Another fifteen minutes with the device and she'd passed out - as had I when my orgasm hit me. I love to see my submissives fucked beyond their peasure limit, and tonight I was going to find out where yours lay. As the machine fucked you, the vibrations ran through you and I could see the thrills runnign across your painted face. I couldn't bear it any more. My girlfriend pulled off my panties and I positioned my sopping hole in front of your face. As your tongue lashed my clit, my girlfriend straddled you to face me. We began rubbing our dildos against each other as our cunts moved over your talented, lipsticked mouth. You took it like the little boi bitch you'd become under my lusty control. Your arse full, your cock rubbing against the silk knickers and satin pillow, you looked and sounded as though you were in heaven. You did well, given it was your first time. But I knew we'd have to improve on the ten minutes it took to bring you to turn you into a shuddering sissified wench. Your helplessness only added yo my excitement, and my clitoris felt hot and stiff as your tongue ran over it. I knew I wasn't far, and I could tell from the heat flooding my girlfriend's body that she was close to the edge too. I came first, my juices soaking your face. As the stars began to flash in front of my eyes, I could feel my girlfriend tense and pull me to her, crushing the fake cocks between us. Her cum was just as wet as mine had been - she was as turned on as I was about having a smooth, femmed little boi toy to dress and fuck. I pulled the machine away and she took its place, sinking her cock inside you. I pressed a button on my remote and suddenly you were full of buzzing, humming cock. I'd promised her your arse, and in return for the chance to pump her shaven cunt against your smooth girlish plumpness, I'd demanded a similar price. As she fucked you deeply, I slid my cock into her arse. She gasped at the unfamiliar sensation, but soon gave herself over to the feeling of having my thick penis stretching her. I asked her how she felt as I matched the fucking rhythm she'd established with you. She panted and gasped for breath as she told us how good it was to take my cock in her arse. She asked you how your arse-fucking felt, and spanked you sharply when you didn't reply. You were gasping for breath as she asked whether it felt good to be her sissy fuckslut, and she spanked you again for not responding. She was almost incoherent with lust - as were you. She asked you whether you like to be dressed in frilly girly lingerie and have two women fuck you in the arse and mouth, whether such an obviously filthy boi whore deserved an orgasm, and finally whether you wanted more. I couldn't understand your reply, but I saw your response as both of us began rubbing your hot cock, stocking tops and upper thighs. With the fucking and the erotic interrogation and of course the feeling of being dressed in smooth silks, you started to cum. But my girlfriend wasn't finished. She asked whether you wanted us to train you further. Train you to be our pimped-out sissy anal slave who could take cock like a pro. Train you for a very special day when our lesbian and bisexual girlfriends could fuck us while they forced us to watch you being pounded in the arse. You exploded into the knickers, drenching our fingers with cum as you agreed, yelping as each wave hit you and you clenched your ring around the vibrating dildo. I watched my pink-clad lover shoot his cum into his satin prison as I fucked the woman responsible for his orgasm, and felt myself fall into space as the crest of my own climax hit me. She came fast behind me, babbling and groaning. Later, after several post-orgasmic quakes of pleasure, both of you fell asleep with still-humming cocks inside your arses. And I lay awake, fingering my clit as I formulated the next step in my plan. Suddenly I was in control of the finest little femmed and prissied boi whore I'd ever violated, and I knew my knicker-wearing boyfriend was sexier than any my friends could produce. I've always had a competitive streak, and my friends could offer some very interesting stakes when it came to betting on their sissy slaves. But are you ready for it, my painted slut? Will you be our beautiful, sexy cock-hungry boi whore?