My Web Mistress ... Don't let her fool you!

She's a Tiger!

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Linda's Cuckold Sissy

    “Ughmmm…” I woke up wincing.

    “Shhh…Don’t worry baby, this is gonna be nice,” Darrel said softly. 

    We were on our sides with his lightly furred chest against my back, my left leg was bent and lifted high with the crook of my knee caught over his arm. Darrel had me spread and vulnerable, with his thick cock pressing against my already sore anus. The man was stretching my hole, slowly but surely, and making me gasp as I blinked in the early morning light. I had thoughts of getting away, or trying to, but the man was so much bigger than me. He’d already had me twice anyway and perhaps that was the real reason I wasn’t resisting. Darrel had broken me in well.

    “Again?” I whined in a plaintive voice. “But it’s morning…”

    “Your wife said all night,” he chuckled and then pushed deeper into my asshole with a hard grunt. “Ugh! Fuck…And we ain’t out of bed yet.”

    “Owww…Slow!” I shut my eyes tightly against the discomfort.

    “Slow?” Darrel kissed my neck with a soft chuckle. "You know you love it."

    His left hand had been playing with my chest, rubbing my flat tits and burning nipples, but now he moved lower and I gasped with humiliation when Darrel found my hard cock. I was excited by this, as much as I tried to deny it and pretend that I didn't, my body was giving away my secrets and Darrel's big fist wrapped itself around my small hard cock, jerking me off in time with his thrusts. Squeezing and tugging at my sensitive member so that my precum spilled down the shaft and gave him some lubrication to make it even better. I couldn't help the jerking of my hips as I hunched myself instinctively against the pleasure and of course that only served to move my ass against the thick manhood that impaled me. 

    “It…Oh! Hurts!” I groaned, attempting to maintain some small shred of dignity against all reason.

    “Don’t be more of a pussy than you already are, slut!” Darrel, thrust again, spearing me with half of his manly pole. “Fuck, you’re still tight!”

    He let go of my cock, perhaps sensing that I was getting close to cumming and wanting to be cruel. He brought his wet hand back to my chest, playing once more with my sensitive nipples and there was a fire inside me. I moaned and continued to work my ass against Darrel's cock. My mind rebelled against what we were doing, but my body was accepting the man eagerly and I had no control over myself. It wasn't fair and I was nearly in tears, wishing he would stop and desperate that he wouldn't.

    “Uh Darrel, please…” I was trying to beg, but all I could do was take it, the man working his prick in and out of my rectum faster now as I stretched to accommodate him. 

    I could feel Darrel’s old sperm from just a few hours before, greasy in the depths of my bowels and being churned by the cock fucking me relentlessly. His strong hand dug into my hip, urging me to move my ass and fuck him back the way he liked it. His other hand was in my longish blonde hair, tugging at my scalp so that I had to tilt my head, turning my face until he could kiss me. That was the most humiliating thing of all perhaps, the way I accepted another man’s tongue inside my mouth.

    “Horny little fuck!” Darrel breathed, pulling his lips away while I swallowed our saliva. “Yeah, work that ass, baby! Fuck me! Fuck my cock!”

    I was doing it too, telling myself that I only wanted the man to orgasm quickly and leave me finally. I’d been forced into this, tricked by my wife it seemed. I’d had my friends over from work for a little poker game and between the drinks and the cards and my lovely young wife flirting with my friends, I’d made a bet our checking account couldn’t cover. Someone had suggested putting my wife into the pot, jokingly of course, but there’d been real interest there and some heated words on my part. Linda’s too and she’d suggested putting my ass into the pot if I was so sure I had a winning hand. 

    That had been a joke too, I was sure, until I’d lost and Darrel informed us that he was determined to collect.

    I’d thought about putting up a fight, but being all of five foot four and a hundred twenty pounds, my wife alone could have given me a run for my money. As it was, Linda had four large and very strong men to help her get me into the spare bedroom. She’d even watched as Darrel took me on my belly like the little bitch I’d become, forcing his cock into my virgin ass and raping me for a painful twenty minutes before he ejaculated deep in my bowels.

    After that shameful experience I was much more compliant with his perverse desires.

    “Well, well…Still at it, I see?” my wife’s voice pulled my big blue eyes to the bedroom doorway and I stared at her.

    “Linda…” I gasped. 

    Darrel was taking advantage of our new audience and slamming his cock inside me as far as he could. I could feel his hairy plum sized balls against my skin, prickly and warm as the man began to grind his pelvis against my ass. I saw my wife's eyes go to my hard little cock, pink and wet and moving wildly as we fucked. It slapped my tummy with soft wet sounds that only added to my embarrassment and it was clear that Linda was amused, even pleased by what she was seeing.

    “The little faggot likes it, huh?” my beautiful wife was smiling at Darrel. “I thought he would.”

    “He’s a sweetie,” Darrel chuckled, holding my back against his muscular chest. “Can’t get enough of my cock,” he said into my ear. "Can you, baby?"

    “I see that,” Linda brushed some long black hair out of her eyes and then giggled as Darrel forced me to kiss him again.

    I was almost gagging on the man’s tongue as it filled my mouth and I moaned weakly, shivering with humiliation. My own wife was watching us, watching me being fucked and now kissed by this man. How could she just stand there, I wondered? Why hadn’t she helped me the night before, instead of laughing the way she had, telling my friends what a great idea it was to turn me into a sissy fag. I thought she loved me.

    "Are we going to get that shower, Linda?" Rick, one of my so-called friends from work appeared over my wife's shoulder, nuzzling her neck as his arm slipped around her waist. "Hey, Darrel. Having fun, man?"

    My wife was only wearing a man's shirt, and not one of mine, loosely buttoned and I stared as Rick slipped his hand lower, between Linda's thighs and he was obviously fingering her while they watched Darrel fuck me. I noticed the wetness staining the insides of her long legs, glisten strands of what must have been male sperm. It was whitish grey and thick and there must have been a lot of it and I burned with the obvious and immediate realization that my gorgeous wife had been unfaithful to me.

    "Fucking great," Darrel agreed. "This slut fucks like a Bangkok whore!"

    "Heh! So does this one," Rick laughed, meaning Linda of course and she gave him a giggling pout over her shoulder. "Come on, before the other guys wake up. I gotta do you again."

    "Wait," Linda shook her head and she was looking at me again. "I want to see a little more. Rub my clit...mmmm...Like that...Make me cum first."

    While I was trying to understand that my wife had been fucking not only Rick, but from the sounds of it, both of the other guys as well, Darrel decided to give our audience a real show. Or maybe he was just tired of all the foreplay and wanted to get off finally. I hoped so. Watching my wife and her new lover watch me was a torture of the worst sort, but still my cock refused to go soft. My heart wouldn’t stop pounding and my lungs labored for every breath of cool air I could get. I was electric and ready to beg for my own release, to do anything if it would unburden the urgent ache in my belly. 

    “On your back, slut!” Darrel said, “I wanna do you right.”

    “Oh, that’s sexy!” Linda breathed and she shook her head at me as Darrel pulled my legs over his shoulders, fucking me face to face like I was a real girl.

    "Hmmm?" Rick wondered, working my wife's hard body with both hands while he kissed her neck and bare shoulders where the shirt had fallen off them. He was fucking her now, bending my beautiful young wife over and taking her from behind while they watched Darrel do me hard like the sissy I was. I could see the pleasure on my wife's face, Rick's as well, and he was slamming his cock into Linda's fertile womb like he owned it.

    My ass was off the mattress, my knees nearly touching my shoulders as the big man pinned me helplessly to the bed. He was pumping me hard with a straight shot into the burning confines of my asshole. I moaned loudly and then gave a sharp yelp of pleasure and pain when Darrel’s swollen cockhead found my prostate. He was caressing me there, or so it seemed, rubbing that sensitive spot and making me like it. His big sperm filled balls slapped my ass mercilessly and the sounds of our fucking filled the bedroom. 

    When Darrel came after a good four or five minutes of that, he was kissing me deeply once more. I sucked his tongue like a whore, my eyes closed and my hands clutching the man’s thighs as he held his spurting cock deep. Hot semen flooded me with what had become a familiar, soothing sensation. I was being used by a man, filled with sperm and contrary to every expectation I might have had, I wasn’t fighting it at all. I was too busy cumming with him, my cock jerking between our bodies as my sperm was spread thin. Darrel's hard stomach was rubbing mine as he kept his stiff cock lodged inside me and the pressure on my own much smaller penis was everything I'd needed.

    “Don’t move…” Darrel breathed, “…Now I can finally piss.”

    “Wha…” I blinked up at him and the man still had his prick inside me, not completely hard any longer, but not soft either and then I felt it.

    “Ahhhh…” Darrel smiled and I jerked beneath him and I was desperate to get away, but that was impossible.

    “No! Stop…God!” I shuddered at the unexpected sensation of my bowels being inundated suddenly with hot piss. He was urinating inside my ass! 

    “Shhh…Shut up, bitch!” Darrel’s brown eyes were full of humor as he let his bladder go completely. “You love it anyway. You came like a little girl.”

    “N-Nooo…” I gave a short gasp, but I couldn’t deny the truth. My orgasm covered both of our bodies, we both knew it and I burned with embarrassment.

    I could feel dirty pee and who knows what else leaking out of my sphincter as it stretched around him. There was a rapidly growing wet spot beneath my back and Darrel pissed for several minutes before he was satisfied and pulled his quickly deflating cock out of my drenched asshole. A wash of fluid followed immediately, the unmistakable smell of urine rising from between my still spread thighs. I shivered and lay there with my blue eyes growing wet. I was flushed with humiliation, my degradation acute and utterly complete. Almost.

    "Come on. You know what to do," Darrel said and he was waiting for me, kneeling expectantly on the bed and my surrender was total. "Yeah, clean my cock nice, baby. Fuck you're sweet."

    I was on my hands and knees, on the nasty puddle the bed had become, licking the length of Darrel's ruddy cock slowly. I kissed it all over, even took it into my mouth and suckled it gently. I tasted a violent, acrid mix of flavors and I tried to forget where it had been, what Darrel had been doing with it. I washed his cock with my mouth for five minutes until it began to show signs of getting hard for what would have been the fifth time that long night and early morning, but thankfully Darrel didn't seem to have quite that much stamina.

    "My balls too, baby," he said and I did it. I dropped my mouth low, turning my head so I could take his heavy ball sack between my lips. I washed both of his testicles carefully, worshipping the plum-sized orbs with my tongue until the man was satisfied.

    “That was a lot of fun, Sammy,” Darrel said, kissing me one last time on the top of my head. “We’ll have to do that again, baby. I’ll see ya at work.”

    He was picking up his clothes and leaving me to lay there, red faced and crying, smelling of piss and sex, stained with it now. My wife and Rick had left already, before we’d finished our fuck and I had no idea how I was supposed to face her again. I didn’t want to move from that place. I realized I was holding my cock in my fist. It had grown hard again while I'd mouthed Darrel's dirty cock and balls and I was jerking off as I lay there in Darrel’s cooling piss. In the cum that continued to spill out of my bruised and well-fucked ass. I stroked my cock slowly, already on the verge of another orgasm, remembering all too well how it had felt being fucked by a man. How Darrel’s cock had tasted and how my wife had laughed.

    “None of that!” my wife slapped my hand away and I'd almost forgotten about her. “Leave that thing alone, slut! You’ve got work to do”

    I swallowed hard as my wife moved to straddle my face, bringing her well-fucked cunt to my mouth. She’d spent the night with my friends and co-workers, all except Darrel of course, and her spermy womb was ripe with male musk. She liked to call this breakfast in bed and I knew Linda wouldn’t be satisfied until I’d cleaned her completely and swallowed every drop.

    Neither would I.

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