Sissy Crissi Chapter 3: Leroy's Turn free porn video

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Chapter 3 - Leroy's Turn But Leroy had been left out for too long. Eager for his turn, I had no sooner finished pleasuring my Mistress when I felt his hands reach up under my skirt and start pawing my panty covered ass. Standing behind me, Leroy bent down and lightly held the back of my thighs in the palms of his large hands. He slowly slid his caress upward, off my stockings, across my garter straps, up to where he cupped my round bottom in his palms. He then placed his fingers into my crack, grasped my cheeks firmly and squeezed hard. "Oh yeah, that's one fine ass you got there, slut!" I knew I shouldn't feel the way I did, but I couldn't help it, somehow he made me feel proud with his compliment. I did have a great ass - round and smooth and firm. When I got all dolled up and looked at myself in the mirror, I wanted to fuck me. But kneeling there, dressed like a total whore, with an absolute beast of a man poised to rape my virgin ass, I was feeling that maybe this had all gone too far. It was true that I had sucked my first cock, and it was also true that the experience had ended with me cumming in my panties, but I hadn't bargained for this. I didn't want any part of being speared by Leroy's giant pole, and besides, there was the real world. In the real world I was male, maybe not very manly but definitely male. I had my job to worry about, my friends, my whole life. My mind raced between the thrill of the moment and the reality of what would come tomorrow. I was filled with lust but fearful of the pain. I knew I should try and put an end to this scene right there and then. But as Leroy continued to massage my finest asset, sliding his hands over my silky cheeks, tracing his fingers gently along my satin crack, all I could think of was how good it felt. His strong hands on my body made me shudder. My pulse quickened with each ensuing touch, and despite my exhausted state, despite my reservations, my breathing gradually grew faster and before long, I began to pant with excitement. Kneeling down behind me, Leroy pressed his growing bulge against my ass as he reached forward, held me with his hands clasping my hips, and pulled me tightly against him. Even at this stage, the feel of the monster in his pants made me both shake with excitement and shudder with fear. One part of me wanted to just get up and run, but the other wanted nothing more than for Leroy to fully make me his bitch. Without thought, I responded. I pressed my ass back against Leroy, moaned out loud, and returned my face to Erika's exposed love hole. With that, Leroy had all the encouragement he needed. "You Daddy Leroy's now, bitch." Leroy's tone was soft, yet matter of fact. There was no hiding it, my actions had left no doubt about my desires. With my face buried in Mistress Erika's pussy, Leroy held me tightly and jerked my ass back toward him, pulling my head from between Erika's silken legs. Leroy loosened his grip, stroked the front of my thighs, down my stockings, nearly to my knees, and then with a relaxed hold around the front of my skirt, bent forward and whispered into my ear, "You are one hot little cunt." Oh my god! His words sent a bolt of lightning straight between my legs. The confidence and control in his manly voice made me swoon. Leroy was all man, all stud. Large and muscular, his rock hard physique was a thing of masculine beauty. He reached his powerful arms around my chest and fondled my silicone breasts. Rubbing them as if they were real, he made me feel feminine like never before. He slowly moved his hands from my breasts and then holding me firmly around the waist with one arm, pulled my hair from the side of my face and gently kissed me on my neck. It was all so soft and gentle. I could feel his hot breath as he brushed my cheek with his lips. "You like being my bitch, don't you sweetness?" Slightly above a whisper now, his voice was still soft and enticing. "Oh yeah, you like my big nigga hands rubbin' your hot little white ass." "You a nasty little slut, ain't you bitch?" Holding the cheeks of my ass, again firmly cupped in his strong hands, he lifted me upward, straightening my knees. "Nuthin' Leroy likes better than a nasty little whore." He reached from behind and stroked my half-hard clitty, still pressed between my legs. "You my nasty little whore?" His fingers slid slowly away from my clit and found my bud. He pressed his thick digit hard into my virgin hole, "You my whore, crissi?you my cock whore?" "Crissi?" Leroy had used my name and somehow that changed my thoughts. It was so personal. He had me purring as he tantalized me with a caress far softer than anything I had expected from Leroy, and now he referred to me by my name... Any resolve I had had to stop the scene, to salvage my male identity, was slowly being stripped away. Leroy was seducing me, and with each gentle stroke, with each nasty whisper, I wanted more and more to be his. "Oh yes?yes Master Leroy - I am your bitch. I am your whore," I cooed, now looking back over my shoulder, resting my arms atop Erika's thighs. The site of Leroy's Adonis figure kneeling behind my uplifted skirt and exposed stocking tops was more than I could take. I became completely lost in the moment. How blissful it all was, my Master treating me like a woman, a fine sexy woman. I was enjoying every minute of it. I began to feel confident in myself, for the first time. I was an object of passion. I was no longer the little guy with the puny dick. I was a hot seductive bitch, from my stocking feet and red heels, to the long flowing locks of my hair. I was the one who was making Leroy act this way. It was my sensuous form, my round curves, my fine firm ass. I felt female - hot and sultry, and I wanted to please my man. "Fuck me Master Leroy, fuck your bitch," I purred, my voice low and inviting. Without another word, Leroy reached up under my skirt and grabbed both cheeks of my ass in his hands and squeezed, hard, taking my breath away, making my tight virgin hole pucker. "Yeah baby, I'll take this ass" "Oh yeah!" Leroy let go of the bare skin of my ass and began to rub my upper thigh. The gentleness was all but gone now. Running his hand over my garter and stocking top, he reached around in front of me to again feel the growing hardness between my legs. He confirmed what he already knew - he was having the desired affect on me. He circled his rugged hand around my thigh, across the smooth cheek of my ass and started pressing his finger once again through the satin of my panties, hard against my anal bud. "You ready for some cock now, bitch?" His tone had turned forceful. He wasn't asking. He was giving me a warning. Leroy continued to probe my crotch, massaging me through my panties for a moment, but then grabbed my hips and pulled me back hard against his massive bulge. He forced his hips forward and ground his cock against my exposed ass. It was the monstrous size of what I felt press against my ass that snapped me out of my lustful haze. I couldn't do this. I knew the pain would be unbearable. What had been so arousing, so sensual, had changed in an instant. I felt fearful of what was to come. I looked up into Erika's eyes but they were still closed. I pulled free from between her thighs, turned as far as I could within Leroy's grasp, and began to plead. "Please Master Leroy; I can't take your cock. It's just too big, please... please sir." Sure, I had played with anal stimulation many times, and I did so enjoy it. I wish I didn't, but I did. It always made me feel like such a slut. But no matter how many times I had played, I had never had anything up my ass that even compared with Leroy's giant cock. I began to shake as I thought of him spearing my tiny hole with his massive rod. He would split me in two. "Please Master Leroy," I cried. "Please just let me suck you. I'll," he cut me off. "Shut the fuck up, bitch." "I've had your mouth. Now I'm gonna fuck that tight little ass-pussy of yours!" With my hands resting on Mistress' knees, I watched as Leroy dropped his trousers and pulled his monster cock from his shorts. The massive snake instantly came to life as he shook it out. He knelt behind me, cock in one hand, the other firmly holding my upper thigh. "Oh, you're gonna fucking take it, slut." "I'm gonna fuck you like the cunt you are." "You're gonna love my nice big cock in that tight little sissy ass of yours." "Mistress!" I pleaded in desperation, hoping for some sort of reprieve. Arousal had become completed replaced by fear. "Mistress, please?" Erika finally opened her eyes, reached to me and softly held my arm. "Oh, that was so good, baby." It was clear that she had been in her own world. "You really are a fine little pussy licker." "But it's Leroy's turn now, sweetie." "Oh no, Mistress. I can't," I pleaded again, maintaining respect and being careful not to look her in her eyes. "Now crissi, you know you're a little sissy gurl, and all little sissies must serve their superiors. Leroy has been very patient." Erika spoke in a calm tone as she gently took my hands in hers and squeezed my chest between her legs. Then leaning forward, she held my chin, raising my face to meet her gaze. "You are our sissy now, sweetie. You belong to Master Leroy and me." "Your duty is to serve and pleasure us as we see fit." "You do understand, don't you?" "Yes Mistress," I replied, knowing I was beaten. I slumped into her lap. "And we both know how much you love Leroy's big black cock..." "Now apologize to your master and ask him if he would please allow you to service his wonderful cock. Offer your little sissy-pussy to him, sweetie. Tell him how much you want him to fuck you with his big hard cock." I was like putty in her hands. I couldn't say "no" to her. Leroy had backed off slightly during our exchange. He was now standing behind me, still holding his cock in his hand. I pulled my skirt down to cover my pantied ass and garter straps, and pivoted around on my knees to face my black master. "Sissy is sorry Master. Will you please fuck your sissy?" I couldn't believe the words had come out of my mouth, but I didn't know what else to do. I wanted to please Mistress Erika, and I did so love Master Leroy's gorgeous cock, but the thought of the pain that was to come had completely drained my desire. It was like I was under her spell, in some hypnotic state. I was just going through the motions. Leroy stood with a smile on his face, both hands on his hips, all man, looking down at my groveling sissy form. Crouched at his feet, sitting back with my panty covered ass resting on my strappy red heels, I placed my long painted nails on my thighs, covering most of what was peeking out from my skirt, and I waited for my Master's response. "Now we're gittin' there, but you gonna do better." "Tell me what you want, bitch," Leroy commanded. "I want your cock Sir," I said, first without feeling, but then hearing the words come from my lips, felt a sudden twinge of arousal start in my loin. "Make me believe it, cunt!" Leroy seemed to be loosing patience. "Please Sir, will you please fuck my sissy ass with your hard manly cock." Oh, that was it. I was still torn, but as the words escaped from my mouth I knew they were real. Just hearing my voice utter the words was an admission. I was a sissy, a wannabe cumslut. I was begging another man to fuck me in the ass, and my little sissy clit was getting harder by the moment. If I had had any dignity left, it was gone now. There I sat in complete submission, the scent of my distinctly feminine perfume filling my senses, my sissy-tits hanging heavy in my lacy bra, my head hung low. I respectfully stared at Master Leroy's feet, my long curled hair falling over my shoulders, partially covering my soft red cheeks, and I anxiously awaited my master's response. "That's a gurl. Now come get your master hard." I eagerly complied and did as I was told. I sat up on my silken knees before Leroy. I wrapped my small feminine hands around his massive shaft and first licked it like a lollipop. It immediately jerked into action, hardening more in an instant. I pressed his huge helmet head to my mouth and parted my lips to force the monster inside against my tongue. I swirled the base of my tongue against his swollen man flesh, then pushed his cock from my mouth, kissing the head as it exited. Again I hungrily licked the length of his heavily veined shaft, then around the underside of his huge mushroom head, and returned to tease his piss slit with the hardened tip of my tongue. Slowly I squeezed his shaft, just behind his cockhead, forcing a generous flow of precum onto my waiting tongue. I greedily sucked it into my mouth and pressed it against my palette. I savored the taste for an instant then again passed the swollen head between my lips and sucked it to the back of my throat. He was now completely hard as he grabbed my head and started to slowly pump my mouth. "That's it bitch, get me good and hard, you sissy cocksucker. Oh ya." My little sissy clit was now straining against it silken confines. Erika was right. I did love his hard black cock. Though I wasn't a sissy cocksucker - I was a sissy cock-worshipper. I loved everything about cock, the smell, the taste, the soft flesh and the manly hardness, the large head, the rigid shaft, and oh my, the hot sticky cum. The only thing I love more than holding a hard cock in my hands is slavishly licking and sucking one until it explodes in my hungry mouth. As Leroy fucked my face I knew that they were both right, I wanted to give Leroy my anal cherry. I wanted him to pound my sissy ass and make me scream. I wanted him to fill me with his studly seed and make me his bitch. It was then that I knew that I could no longer call myself a man. That identity was gone, a part of the past. I was now a bitch in heat and I wanted nothing but to be a wanton sissy cumslut. "You ready for my cock, bitch?" "You ready to ride my hard black cock?" Leroy pushed my head from his crotch, forcing his cock from my mouth. "Yes Master, oh yes," I squealed, as I licked and savored his musky taste on my lips. "Please take me. Please make me yours" Fuck! I was so embarrassed to act like such a fucking sissy fag in front of Erika, the woman of my dreams, but I had no choice. I wasn't following orders anymore. I was burning with desire. I was a cum-crazed sissy bitch and I wanted that massive cock buried in my virgin ass. I quickly spun around, turning my ass toward Master Leroy and fumbled to pull my panties down. I tugged them to my knees, and then I lifted my skirt up on top of my back, completely exposing my firm round ass. I looked back at the garters framing my smooth shaven cheeks, down my stocking covered legs to my strappy red Hussies. I looked beyond, to Leroy, still standing, stroking his enormous cock. The scene was almost more than I could take. With my eyes fixed on Leroy's glistening cockhead, I struggled to tug my panties from around my knees. I quickly pulled them down my calves and over my heels, and then I spread my legs as far as I could. My little cockette immediately sprang free from between my thighs and stood at rigid attention, saluting the masterpiece cock that was about to take my anal virginity. I reached back, placed my long painted finger nails on either side of my opening and spread my cheeks as wide as I could. Looking back at Leroy, I cried, "please Master, please fuck your sissy. Please fill me with your hard cock. Make me your bitch." Holding my ass spread wide, I turned to Mistress Erika, her skirt still hiked around her hips. She was slowly fingering herself, obviously aroused by the scene in front of her. She lifted her legs once again and placed them over my shoulders, "Eat my pussy," she murmured. I let go of my ass and caressed Erika's thighs. Leaning forward with my sissy breasts resting on her silky legs, I slid forward and found her moist crevice with my tongue. The pungent scent of her female privates, so recently exploded in orgasm, filled my senses. I began to lick and probe her pussy with loving adoration. Leroy now had both hands on my exposed ass. He dropped to his knees and I felt the cool sensation of whatever cream he used to lube my tight little virgin ass. Leroy smeared the grease on my ass, pushed his finger against my hole, wiggled it back and forth a couple times and then rammed it into my waiting hole. I couldn't help but moan. "You like that, don't you slut?" Leroy said as he probed my prostrate. "Oh yes - yes Master," I cooed, momentarily pulling my head from Erika's love hole. Without stopping, Leroy continued to massage my anal cavity with his thick finger, feeling around, side to side, as he pumped it into my opening. He stopped and pushed hard and deep, as if trying to see how far he could penetrate. I returned pressure, forcing my hips back against his finger, and moaned with pleasure, "ahhh, oh yes." "Shit! You are one fucking horny little slut," Leroy chortled as his probe jerked in my ass. "You ready to be filled with hard black cock?" "Yes Sir, please fuck me, please..." "Beg me, bitch, beg for it. Beg to have your candy ass filled with cock." I responded without hesitation, "Please fuck me, Master. Please fuck your sissy with your wonderful black cock." "Please fill my pussy with your cum." "Please make me your slut!" With that Leroy grabbed my ass, spread my cheeks and pressed his hard prick against my slippery hole. Pushing the huge head of his monster cock against my tight opening, he grabbed my hips and forced his entry into my most private place. The pain seared through me like I had been split in two. I involuntarily started to pull away from the pain, but Leroy's grip tightened and held me in place. Leroy then yanked me back to him, forcing his cockhead through, opening my ass wide. Another stabbing bolt of pain shot through me, and I began to regret again that I had ever gotten myself into this horrid situation. Another strong push and the head of the hard cock in my ass was fully inside. The pain briefly lessened, but then Leroy pushed again, forcing a good 4 or 5 inches of his thick steely hardness into my burning ass canal. I gasped loudly at the pain, then let out a shrieking scream as he began to push deeper. Tears filled my eyes. "Please stop Master Leroy, please stop, please?" Tears streamed down my face as I sobbed. Mistress grabbed my head and pulled me back to her still wet pussy, "I told you to eat me, bitch," she commanded as she held my head forced between her thighs. My sobbing, my screams, were all now muffled by the pussy she smashed against my face. I tried to focus on her juicy snatch, sticking my tongue in as deep as I could, but another push from Leroy, and he nearly ripped me apart, fully burying all 10 inches of his hard black manhood deep inside me. I could focus on nothing but the huge cock invading my burning ass. My entire body spasmed with pain and my little cockette fell limp between my legs. I began to whimper, my body shaking as I cried. "Shut the fuck up, cunt!" Leroy said in a commanding tone, as he began to pump his cock in and out. "This is what you wanted, and you're going to love it." But the pain was more than I could take. I pulled back from between Erika's thighs one more time and pleaded with Master Leroy, "Please no, Master?ahh, no," but the pounding continued. "I can't take it," I screamed. "It hurts so bad, please..." I begged. "Fuck you, cunt," Leroy yelled as he slammed his cock deep inside me. "Sissy cunts need a good, painful, ass fucking." "Dress like a whore, get fucked like a whore." Leroy held my hips as he started his piston pounding of my sissy ass. Leroy was now in full rhythm, steadily pumping my ass-cunt, pulling half of his massive tool out each time and then thrusting it back deep. After what seemed an eternity, the pain eventually started to lessen, or maybe somehow it just changed forms. There became an odd sense of numbness that allowed me to regain some focus. I looked up to see Erika playing with her clitty with one hand and massaging one round firm breast with the other. I cupped her fine ass in my hands, licked her thigh and gradually started to once again find the pleasure. With my face again buried in Erika's wonderful pussy, the pain was gradually replaced by a slowly burning euphoria. Leroy continued to pull his hard meat out and then drive it deep, over and over again. He was relentless, like a machine, he pounded his rigid cock into my tender virgin flesh. I was being fucked fast and hard, and as it went on, I once again felt that tingle of arousal stem through my sissy-nuts. My little clitty started to stiffen, and I soon found myself involuntarily meeting his onslaught. I arched my back, raised my ass, and began to push back against his every thrust. The deeper Leroy penetrated the more dizzy with passion I became. I was finding my rhythm. I briefly lifted my face from the grip of Erika's pussy, "Yes Master, oh yes - fuck your sissy." "Fuck me hard!" The passion had indeed returned. I went back to my Mistress' pussy, this time with fervor. I licked and buried my face inside her as Leroy savagely raped my sissy ass. His strokes continued, long and hard, pulling most of his rigid pole out and then forcing it back deep each time. I held Erika's thighs and lapped at her dripping cunt, sucking her clit and licking her lips, meeting each of Leroy's thrusts with a push of my hips and a deep moan. His strokes came quicker as he continued to pump my ass, each one more violent than one before. Sensations I had never dreamt of coursed through my entire body. So this is how a woman feels, I thought. I loved being his bitch. I loved having my sissy ass rammed with hard cock. Leroy began to grunt as he picked up the pace and increased his jackhammer pounding of my ass. Still holding my hips and pushing to his full depth with each thrust, I felt his balls slapping against my ass, the force of his onslaught driving my face repeatedly into Erika's dripping pussy. With my nose against her clit and my lips and tongue pleasuring her wet cunt, Mistress moaned louder with each jarring lunge. "You - tight - ass - sissy - bitch," Leroy began to shout words with each deep, penetrating, thrust, violently jerking my entire body each time he slammed into me. I was now as hard as I had ever been, my sissy clit jutting out erect, swinging back and forth as my body was rocked to and fro, over and over again. I lifted my head and screamed aloud, "Yes - yes - yes," in time with each pounding thrust. "Fuck my sissy ass. Fuck me hard. Give me all of that cock." I ranted with abandon, echoing outside my feelings within. Leroy rammed his monster deep, lifting my ass as he hammered it home. "Harder!" I screamed. "H a r d e r!" "I'm your bitch now!" "I am your bitch!" "Fuck meeee!" I returned to Erika's pussy and buried my face, nose and mouth. I sucked her snatch in between my lips and tongued her in time to Leroy's pounding. As he grew closer to climax, Leroy lifted me from the floor, my knees dangling in the air. I was impaled on his massive love spear. I tried to stabilize on my heels, but Leroy squeezed my hips and held me to him, forcing his cock to depths I didn't know I had. I tried to raise my head to catch my balance, but Erika, was close to orgasm and squeezed my head tightly between her thighs. Erika came first. The pressure from her scissor hold on my head increased as she grabbed two fists full of my hair and pulled my face down into her luscious twat. She started to writhe as she flowed into my wanting mouth. She moaned loudly, "yes, oh yes, eat me you fucking sissy bitch. Eat my cunt!" Leroy pulsed and then let loose his first blast which filled my bowels. The feel of the warm fluid entering my sissy depths was more than I could take. I started to spurt in unison with my manly lover. For the second time in one night, I was dumping my load without ever touching my little sissy clit. My knees were still off the floor when Leroy shot his second violent shot, another bucket load that filled my insides. The man was a living cum factory. He pumped my ass several more times as he spasmed and deposited stream after stream of hot sticky jism. I could feel the wetness on my ass as his cum began to leak from my hole with each withdrawal and push. I instinctively tightened my sphincter around his invading rod to hold his precious payload where it belonged. Mistress was still holding my head tightly as my body spasmed, and I shot load after load of my hot sissy cream. My orgasms seem to continue even after I spent the last of my seed, my body writhing as I kept my ass pressed against my Master's bull-sized balls. Leroy forced himself as deep as he could as he let loose his final shot, still full and forceful, the overflow escaped around his thick cock and flowed from my cum filled ass. As Master Leroy's orgasm subsided, he gradually loosened his grasp and slowly lowered my knees back to the hardwood. With his cock still near full hardness, he pressed it deep, his balls against my ass, then pumped it slowly in and out, stirring the hot sticky mess that filled my sissy cunt. His hands on my ass, he pulled all but the head from my gooey hole, rammed it home one more time, holding the penetration for a long moment, and then pulled himself out, leaving me empty. I felt the wetness on my thighs as Leroy's withdrawal left me dripping. Again I tried to tighten my ass, but Leroy's fucking had left me stretched and unable to seal the dribble. Panting and spent, hot sticky cum dripping from my freshly fucked ass-pussy, I rolled to my side, and sat, resting on one cheek. I closed my thighs together, not worrying about the cummy dribble leaking from my ass, turned my head, and laid it to rest on Erika's knee. Mistress ran her fingers through my hair, stroking my head in an affectionate manner. "That was so good, sweetie. I just love your sissy tongue." Erika seemed truly moved by our mutual experience. "I've got such plans for you." For the moment I was totally satisfied, maybe more than ever before in my life, but still I couldn't help wondering what she had in mind. I rubbed her smooth leg in front of me, sliding my left hand across her shapely calf, down to her sexy ankle strap sandal. Whatever she had in mind, I was willing and eager. I nestled my face against the lower part of her inner thigh and cupped her smooth ass. She was my Mistress and I her slave, her devoted slave. I would do anything. "Fuck yeah - that was good!" Never the one to waste any time on pleasantries, Leroy now sitting on the edge of a nearby coffee table, had caught his breath. He began to bellow, "Oh yeah, you are one good, tight, fuck, my little sissy cunt!" "Now get off that cum filled ass of yours and get over here and clean me up." "I can hardly put on my shorts with this mess all over my cock." "Hurry the fuck up, bitch!" He ordered. My short blissful rest was once again broken by Leroy's demanding actions, but after all, I was his sissy slut, and it was my place to answer my Master's bidding. "Yes sir," I said meekly as I got to my knees. "And tuck that pitiful little clitty of yours away where it belongs." I stopped to do what I was told and tucked my sissy nuts up out of site, my wilted little cockette into the gooey mess between my legs. I quickly crawled over to my Master. His cock was still a good 7 or 8 inches long, lusciously thick, and semi- hard. It glistened with cummy wetness, the sheen making his veined shaft look even more enticing than before. I held his oversized nuts in my small feminine hand and began by licking the underside of his long cock, catching all the cum I could find in my anxious mouth. It was good to taste more of his manly treat, though the mixture of ass-lube was a bit funky. I was thankful I had cleaned myself thoroughly. I worked up and down the length of his semi-hard cock, searching for every last bit of his man seed, taking his cock head into my mouth with each pass, licking his cock clean. His semi-hard state was much easier on my stiff jaw, as I was able to easily take his full depth and wipe him clean with my lips. His cock long since cleaned, I continued to fondle and suck, brushing his cock head against my rosy cheeks, lightly against my lips. I was just enjoying the soft feel of his relaxed man flesh Suddenly - smack! I felt a stinging pain on my bare ass. "You fucking bitch!" It was Mistress Erika. What now, I thought. "Turn the fuck around, slut," she continued to yell, obviously very unhappy with me. Smack! Another stinging slap and my red ass cheek was on fire. I released Leroy's cock and spun around to see Mistress sitting up on the sofa, hands on her knees, glaring at me. "Look at this fucking mess," Mistress commanded as she looked down between her legs. "Did anyone give you permission to shoot your fucking sissy load?" I had never seen her like this. For the first time, there seemed to be no endearing tone at all in her voice. She was pissed. I looked at the sofa. It was splattered with strings of my sissy cream. Oblivious while being hammered by Leroy, my exposed sissy stick had literally sprayed the entire area, the floor, the couch... "Look! Your fucking sissy mess got on my leg. You fucking cunt." Mistress held her calf where my gooey mess had smeared from the couch. "I'm so sorry, Mistress. I couldn't help myself" "Couldn't help yourself?" "Nobody even touched that pathetic little sissy clit of yours!" "Slam your sissy ass with a hard cock and you just start spurting from your little sissy clit." "Your are one cock-craved little slut, aren't you crissi?" "Yes Mistress," I said shamefully, knowing that what she said was true. I don't think I had ever cum so strong or felt so fulfilled. "I'm so sorry." "Now clean up your mess, slut. Then we'll deal with your punishment. Get that disgusting sissy goo of my leg, now!" I bent down, placing one hand over Mistress Erika's sandaled foot and dutifully started licking her stocking covered calf clean. Then, after a good tongue bath, I tried as well as I could to dry her leg with my hair. "That's enough!" Mistress commanded me to halt. "Now clean your damn mess from the couch and floor." Bending lower still, I started scanning the dark hardwood for traces of my mess, pausing at each small puddle, sucking it through my lips, as if with a straw, and then licking the remains from the floor. Once the floor was clean, I turned to the sofa, and commenced to lick each sticky glob from the black leather surface. With my skirt hiked up around my waist and my naked ass exposed, Master Leroy left his seat on the nearby table and dropped to one knee behind me. He then pushed down on the small of my back with one hand and with three fingers on the other, wiped my ass crack, taking extra time at my dripping hole, and scooped up a good load of his spent semen. "Here you go, my little cumslut. Turn around and get your treat." "You look like you could use some real cum." I was turned to partially face my Master when he stopped me, reached out his hand and held the puddle of jism in front of me. "Well, you want it don't you?" "Yes sir" "Then take it" I crawled slightly, then leaned forward, reached out my tongue and stretched for the cummy puddle cupped in his large hand, but Leroy pulled his hand just far enough away to keep me from reaching my target. "I thought you wanted it, bitch?" "I do sir, please let me have it," I said pleadingly, again acting like a pitiful fucking fag cunt. Shit, was there no end to how far I would stoop. Now he actually had me crawling after him, pleading to be fed his cum. "You are one pathetic little sissy cunt, aren't you?" Leroy said with a growl. "Look at you crawling around all dressed like some fucking whore, with your little sissy clit tucked between your fucking stocking covered legs." "Dripping cum from your freshly fucked sissy ass." "Your mamma must be proud of you!" "Beg for the cum, slut." Leroy taunted as his long thick dick waved in the air. I hesitated, thinking about what he had said. I was pathetic, on my knees, begging to lick cum from another man's hand. I wanted to just hide, to get up and walk away, but something held me there. What had become of me? "It's alright, crissi. Don't let the big bully get you down. You're not pathetic. Just look at the pleasure you've given me, the pleasure you've given Master Leroy." Mistress Erika was now leaning forward, her slender forearms resting on her silken knees, "You're just different, sweetie." The familiar fondness had returned to her voice. She again sounded as if she genuinely cared for me. "It takes all kinds, sweetie, and well, you just happen to be one who prefers to take orders and to please others - what's wrong with that?" "Come on sweetheart. It's okay - you want the cummy treat. You love it. Now show Master Leroy how much." Just the sound of her voice had a calming effect on me - the way she talked to me. She wasn't always nice, but I did sense some affection. I trusted her with my emotions. "Please Master Leroy, may sissy please lick the cum from your hand?" "Please sir." Finally Master Leroy reached out his hand and allowed me to lap the creamy fluid up into my hungry mouth. It did still taste tainted with the lubricant, but I didn't care. When I wasn't whining about my perverted taste in sex, about my total submissiveness, I truly enjoyed anything to do with man cum. I sucked at his hand, drawing over my lips, all the gooey liquid I could. I then licked at his large hand, sucking his fat finger and completely cleaned his hand. I sat back again, this time my bare ass resting on my strappy heels, swished the last remainder of yummy cummy in my mouth and awaited my next instruction. "Now sweetie," Mistress said softly. "I want you to clean yourself for Mistress." "You need to get that sticky mess out of your little sissy ass, so you can put your pretty tanga panties back on." She then reached down to the floor scooped up my panties and spun them around in the air, stopping with them hanging from her fingers in front of my face. "Quickly now, squat up and tend to your mess." I responded and moved from my knees, placing one high heel slightly in front of me, finding a balance point, and shifting my weight. I then pivoted on my heel, braced myself with my hand and brought my other strappy heel up, shifting into a deep squat. "That a gurl," Mistress said with a bit of appreciation as she saw me squatted in front of her. "Now take care of that sticky mess." "Hurry now, before you mess your stockings." Feeling completely embarrassed and totally ashamed of my sissy slut ways, I was still far too turned on by the entire situation to do anything but obey. I could feel the growing wetness between my cheeks as Leroy's cum oozed from my sissy ass. I reached down and placed my slender girlish fingers below my dripping hole. I loosened my puckered bud and began to force out a generous squirting of Leroy's spunk. My hand now full, Mistress egged me on, "That's it, sweetie, you know you just love Leroy's cum. It's all yours, baby gurl." I couldn't help but think that somehow I had found another new low, as I squatted there, with Mistress and Leroy both watching. I greedily slurped the jism from my small hand, lapped it into my cum hungry mouth, and then licked the remains from my sticky fingers. "Hey Erika, you ever see such a cum hungry bitch?" "What'ya say we have a party?" I continued cleaning my ass-pussy as I listened, placing my hand down between my smooth shaven thighs, only to fill it with Leroy's cum and slurp it up again. "We'll send out invitations - Cum be 'served' by sissy crissi, the Cum Crazed Cock-hungry Cunt." I was completely humiliated, eating cum from my freshly fucked ass, squatting in my heels, with my garter strapped ass exposed and my stocking covered legs spread, yet I couldn't deny that I was becoming increasingly aroused with the thought of a party. "You can invite Ginger and those girls from the club, and I'll have some of my football buddies over..." Leroy continued, knowing fully the effect he was having on me. I tried to hurry and finish before either of them could see my stiffening little clitty, but in my excitement I spread my thighs too much and my little stiffy popped loose. "Oh now crissi, it appears that you like the idea of a party," Mistress said in a teasing manner. "I bet you'd just love to show off with some of our guests." "Oh no, Mistress," I said as I finished licking my hand, "I mean," Mistress Erika cut me off mid-sentence, "Now crissi, I will punish your insolence if I have to. Remember, I still owe you a damn good spanking for making such a mess." "I'm sorry Mistress, yes of course sissy would love to serve your guests." "That's better. Now put your tangas back on, hun." Mistress reached out her hand with my panties dangling from her finger tips. With my ass still damp with cum, I took the panties from Mistress and slipped first one squatted leg and then the other through the leg openings. I then brought my legs together and pulled the satin along up my silken calves, dropped to my knees, pulled the tight tangas over my garter straps and up my thighs. I stopped to try and tuck my clitty away, but all the talk of a party had once again made me hard. "Oh, is little crissi dreaming of cock, lots of big hard cock?" Mistress asked, not expecting an answer. "It looks like our little gurl is anxious to have one hard black cock in her mouth while another is pounding her tight little sissy ass-cunt!" "Come to Mistress, sissy." "Let me help you with that," and Erika reached out and started to fondle my growing erection. What the hell kind of help was that I wondered. Crack! Smack! I found out as Mistress struck the head of my little stiffy twice before stopping, the stinging pain sent deep into my loin. "Never cum again without permission. Do you hear me?" Mistress reprimanded me loudly as she tightly squeezed my small cockhead. "I'm talking to you, sissy - do you understand?" Nearly sobbing from the pain I replied, "Yes Mistress, sissy understands. I will be sure to follow my Mistress' orders in the future. "We'll see. We will see." Mistress gave a final painful squeeze and then let go of my wilted clit. "Now tuck that useless sissy clit away and pull up your panties." I quickly did as I was told, pulling my panties up snugly against my still wet ass, and knelt waiting for orders. I felt the soreness as I leaned back and sat on my heels, an ever-present reminder that I was somebody's bitch, nothing more than a little sissy cum pot. "That's a good gurl. You're going to be a very good slave." "Now run along while Leroy and I make plans for our party." I got up, curtseyed and left the room, no longer walking like a whore as my ass was too darn sore. I slinked into the back of the apartment, walked to the mirror and stood looking at myself. I saw a fine fuckable female -- one I'd like to fuck, looking back. I thought about the entire turn of events, how I had been turned from wannabe bitch to total sissy cumslut. I wondered what my future had in store. Gazing at my painted face, I looked down to my c-cup breasts, over my short skirt and prominent hips. I stopped at my stocking covered thighs and pulled my skirt up, just a bit, to expose my stocking tops and garters. I took in the feminine beauty of my shapely legs, my strappy heels, my bright red painted fingers against the white of my skirt. I stood staring, with a foxy bitch staring back, and I knew that whatever happened, it would happen to sissy crissi, slave to Mistress Erika and cum pot for Master Leroy. I knew that my life had been permanently changed. I couldn't go back, and I didn't want to. I thought of Mistress feeding me cum, of Leroy's magnificent cock, of many cum filled nights to come and I knew I wanted it. I wanted it all - every last inch of it.

Same as Sissy Crissi Chapter 3: Leroy's Turn Videos

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3 years ago
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2 years ago
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2 years ago
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3 years ago
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2 years ago
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2 years ago
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2 years ago
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Sissy Julian Chapter IV A New Morning

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3 years ago
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Sissy Farm Chapter Thirty

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4 years ago
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Sissy Farm Chapter TwentySix

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2 years ago
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2 years ago
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4 years ago
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Sissy Emma is Turned Chapter 3

Sissy Emma is Turned Chapter 3 There in front of me stood my ex wife. This was the woman I had fought for years to get away from due to her vindictive and bullying ways. After years of trying I had finally left her and moved away, but things had deteriorated as we fought over my rights to see my children. She had used any means possible to ensure I would not be granted access. She was a big girl and now she stood in front of me looking like a vision of a bdsm fantasy. Her hair was...

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Sissy Farm Chapter Two

Sissy Farm - Chapter Two By: Beverly Taff List of Characters: Me: Michael, A natural sissy; Aunty Beverly: My mother's sister. (Who adopted me aged 10.); Janice: My Younger Sister. Chapter Two Now I had received another call for assistance from Aunty Bev. Since adopting me and training me how to lace up her corset, Aunty Bev oft-times called me across the landing if she had trouble tying off her corset. Usually I...

4 years ago
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Sissy Clinic for Bois Chapter One My New Sissy Client

Sissy Clinic for Bois, Chapter One: My New Sissy Client Summary: A young woman meets with a rather unconventional psychotherapist who offers a unique form of treatment aimed exclusively as effeminate young men. "I appreciate you taking the time to meet with me," Jaiden Chapman told me as my assistant Susan served us both coffees. "Professor Greene at Texas Woman's University recommended you," she continued. "Professor Greene, Kristen, is my thesis adviser -- I'm working on my...

1 year ago
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Sissy discovers final chapter 6

Part 6 Final chapter of Sissy discovering sexual pleasure close to home...final for now...*******************Over the next few days – Brad went over to Lisa’s place a few more times by himself, and always came home a bit tired. Sissy was fine with him having some fun, but she was now feeling a little left out of the picture. Besides she had not gotten off in a couple of days – her pussy was itching to cum again. Every night she would corner him and make him tell her all of the sexy things...

1 year ago
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Sissy Emma is Turned Chapter 4

Sissy Emma is Turned Chapter 4 I couldn't go outside dressed like this, could I? Here I was forced to dress like a slut in locked on heels, barely black stockings, mini skirt, frilly white blouse through which you could clearly see my black bra and 38d breast forms, and a heavily made up face. I would have looked like a reasonable vision of a woman, albeit a very slutty woman, other than the fact that my new Master and my ex-wife had failed to give me a wig. So to anyone seeing me,...

3 years ago
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Sissy Emma is Turned Chapter 7

Sissy Emma is Turned Chapter 7 Steve unlocked me from the cage and handed me over to Master. I went to wipe Steve's cum from my face, but was told to leave it. "So Sissy, that's 3 serious demerits you've earned for that little escape attempt. I warned you not to mess with me, but you just couldn't help yourself could you? "No, Master" I said sheepishly. "Right, well get yourself home and learn to follow orders, he said. "I want you to have an early night and watch the videos I...

3 years ago
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Sissy to Be Chapter Six

Sissy To Be, Chapter Six - By: Beverly Taff List of Characters: Me: Robert, now Rosie; Wendy: My twin sister; Angela: Our younger half-sister from mother's second boyfriend; Doris: My drippy mother who lets everybody walk all over her; Aunty Janet: My mother's pushy domineering sister; Harriet: Our friend from the next farm; Aunty Margaret: Harriet's Mother; Jessica: Harriet's older sister. Sissy To Be...

3 years ago
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Sissy Julian Chapter XI Trap Shooting

Sissy Julian - Chapter XI, Trap Shooting by: sissystevie Julia plays the trap for W. Badford Milhous III's really bad day. Dominica rules, and Julia's Jock fitting is coming as the next and penultimate chapter. Caution: Heavy XXX BDSM at the end. As always, this is a purely fanciful, fantasy fictional work. No references are intended to portray any actual persons, situations, places or events whether past or present. Sissy Julian ...

2 years ago
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Sissy to Be Chapter Five

Sissy to Be - By: Beverly Taff List of Characters: Me: Robert, now called Rosie! Wendy: My twin sister. Angela: Our younger half sister by my mother's second boyfriend. Doris: My drippy overworked mom who lets everybody walk over her. Aunty Jane: My mother's pushy domineering sister. Harriet: Our friend from the next farm. Aunty Margaret: Harriet's Mother Jessica: Harriet's older sister. Chapter 5 The next week was taken up with getting...

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Sissy Emma is Turned Chapter 6

Sissy Emma is Turned Chapter 6 I went through into reception to see my ex-wife sitting there. She was a big lady, maybe one some people would call a BBW. Today she was dressed a little more conservatively than the last time I had seen her, but only just. She wore a very tight, low cut top which exposed her massive cleavage, a short skirt and when she crossed her legs, I caught a glimpse of her stocking tops. "Ah sissy," she said, "I'm here to check up on you." I hurried outside...

3 years ago
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Sissy Dani CHAPTER 4

CHAPTER 4 "This should be the most exciting night of your life,` MistressJennifer told me. "We'll be celebrating Sissy Dani's first'birthday.'" It was true. A full year had gone by since Jenniferhad first used her secret hypnotic designs to implant within mymind the personality of Sissy Dani, a simpering, submissive malelesbian who craved being both beautiful and bound. In that year,she had also aided many of her dominant female friends tosuccessfully transform the men in their lives into...

2 years ago
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Sissy Boy chapter 1

I'm often asked where I get my ideas from. You might observe that my sister appears in some of my stories and it is she that created my submissiveness and the cross dressing 'illness' within me. Most of my stories come about from experiences, 'adventures' that occurred through my life by the foolish cross dressing need she instilled within me. Many of my stories are therefore based on those happenings. There is a cross over between fantasy and reality of course, whilst the framework is...

2 years ago
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Sissy Farm Chapter TwentyNine

Sissy Farm - Chapter Twenty-Nine - By: Beverly Taff List of Characters. Me, Michelle: A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Doctor Shirley Williams: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine, AKA. Uncle Penny: My transvestite uncle. (Aunty Bev's brother.); James,...

4 years ago
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Sissy Farm Chapter TwentyEight

Sissy Farm - Chapter Twenty-Eight - By: Beverly Taff List of Characters. Me, Michelle: A Natural transvestite sissy; Janice: My Younger sister; Aunty Bev: Janice and My mother's Sister; Mistress Janet: Headmistress of the young lady's academy; Doctor Shirley Williams: My endocrinologist; Miranda: A very effeminate Sissy sales assistant; Miss Stern: Miranda's mistress who owns the shop; Peregrine, AKA. Uncle Penny: My transvestite uncle. (Aunty Bev's brother.); James,...

2 years ago
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Sissy Emma is Turned Chapter 5

Sissy Emma is Turned Chapter 5 After that, they let me go home. Everything had been removed, other than the cock cage, which they said should remain on throughout the week to ensure my mind was attuned to being a sissy. Once home, I showered myself completely and fell into a deep exhausted sleep. The following day, I went to work and tried to act as normal as I could, despite the fact that I was wearing stockings and panties underneath as instructed, not to mention having a...

2 years ago
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Sissy to Be Chapter Eight

Sissy to Be ? Chapter 8 ? By: Beverly Taff List of Characters. Me Robert, now called Rosie! Wendy My twin sister. Angela Our younger half sister by my mother?s second boyfriend. Doris My sad working mother who lets everybody walk all over her. Aunty Janet My mother?s pushy domineering sister. Harriet Our friend from the next farm. Aunty Margaret Harriet?s Mother Jessica Harriet?s older sister Charlie My New found clubbing friend Sally Charlie?s...

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Sissy to Be Chapter Seven

Sissy to Be ? Chapter 7 ? By: Beverly Taff List of Characters Me Robert, now called Rosie! Wendy My twin sister. Angela Our younger half sister by my mother's second boyfriend. Doris My sad working mother who lets everybody walk all over her. Aunty Janet My mother's pushy domineering sister. Harriet Our friend from the next farm. Aunty Margaret Harriet's Mother Jessica Harriet's older sister Charlie My New found clubbing friend Sally Charlie's...

3 years ago
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Sissy Emma is Turned Chapter 3

There in front of me stood my ex wife. This was the woman I had fought for years to get away from due to her vindictive and bullying ways. After years of trying I had finally left her and moved away, but things had deteriorated as we fought over my rights to see my c***dren. She had used any means possible to ensure I would not be granted access.She was a big girl and now she stood in front of me looking like a vision of a bdsm fantasy. Her hair was tied back tightly in a pony tail and she had...

3 years ago
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Sissy Clinic for Bois Chapter One My New Sissy Client

“I appreciate you taking the time to meet with me,” Jaiden Chapman told me as my assistant Susan served us both coffees.  “Professor Greene at Texas Woman’s University recommended you,” she continued.  “Professor Greene, Kristen, is my thesis adviser — I’m working on my M. Ed. in curriculum design, and when I shared my story with her she was certain you would be able to help us.”I recognized the professor she was referring to immediately from working with her several years earlier when I...

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3 years ago
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Sissy Emma is Turned Chapter 2

Sissy Emma is Turned chapter 2 At that point I was allowed to go back upstairs and remove everything and go home. As I was walking out towards the door, John said he would see me the next week. Not if I can help it I thought. Once I got home, I quickly got into the shower and washed away the thoughts of what had happened to me and was soon in bed and fast asleep. Over the next few days, I began to forget of my ordeal and resolved to keep away from any of the chat rooms. I hoped I...

2 years ago
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Sissy Story Chapter 02

Mom and I had obviously taken things to a different level. Just like when I had first worn pigtails and hair ribbons, our relationship, and understanding of that relationship became even more intense and our connection became even deeper. I was happy and Mom was obviously pleased coming out of the mall, me wearing clothes bought that day; a light t-shirt, some shorts, sandals that showed my toenails polished, panties and a training bra. She pushed a cart full of things for my new wardrobe....

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