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Linda quivered with fear, she had always said there was no chance in hell of anything ever entering her ass.
I massaged her tiny hole lovingly, wanting to fuck it and love it and devour it all at once. Finally I pushed, my finger meeting stiff resistance but making slow progress down into her dark depths. Linda cried around my cock. Her asshole felt amazing around my finger and I knew it would be heaven for my cock. I pushed despite her obvious clenching and attempts to keep me out. My finger finally was in to the knuckle and Linda was producing sharp and repeated cries with each twitch of my finger. I pulled my two fingers of my left hand out of her pussy and replaced them with the middle and ring finger of my right hand. I savored the flavors of her off my fingers before reaching down and holding the back of her head still.
This position, my wife on her knees and elbows with my fingers jammed in her ass and pussy and my cock rammed into her mouth, was perfect for a strong fucking. My wife had never been violated like this before, not even close, and she was a constant source of pained cries and pleased moans.
I placed my left hand firmly on the back of her head and began to fuck Linda’s mouth. Her throat clenched each time my cock bumped it, and she gagged and drooled as I assaulted her mouth. I began pumping with my right hand, thrusting all three fingers in and out of her tight holes repeatedly, and Linda was shaking with sensations she’d never felt before. My head was buzzing with fantasies; from ass fucking my wife, to unloading in her throat, to fucking her doggy style, to double stuffing her like this with another man. What? I’d never considered my wife fucking another man, but at this moment, I imagined her on all fours like this, gagging on my cock while a stranger pumped her from behind like my fingers were doing. I suddenly pictured Mark, from dinner, railing my wife’s pussy while she sucked me, and his wife Tara slipped her fingers into Linda’s ass to join us, and the image sent me flying to orgasm.
I thrust hard with my hips and jammed my fingers in as deep as I could. I interrupted Linda’s shocked cry with a stream of hot cum. My semen launched from me and landed deep in Linda’s throat like never before. I imagined Linda trying to handle more than one load of cum, I imagined Mark dumping his load in her pussy at the same time as I flooded her mouth, and the image brought wave after wave of cum up from my balls. My second orgasm dwarfed my first, and cum was spewing from the sides of Linda’s mouth. She swallowed weakly, still not enjoying feasting on my cum, and I stuffed my cock into her throat to force it down.
Linda was spent and speechless. My load had been enormous and a large pool of cum had escaped her mouth and gathered on the bed sheet. I pushed her head down, not violently but with authority, and told her to clean up the mess. She did, reluctantly licking up the slippery globs.
We cleaned up and went to bed. Linda passed out immediately, but my head was spinning as I imagined all the possible scenarios. I convinced myself to find out tomorrow if Mark and Tara were swingers.
In the middle of the night I awoke to use the bathroom. When I returned to the main cabin room, I stopped to gaze at my wife. It was hot, no surprise in the Caribbean, and she had slept naked as I’d instructed. I pulled back the thin sheet to admire her body. The moonlight illuminated her and I watched her delicious breasts heave with each breath. My cock was rising in my boxers and I hatched another devious plan, one that would end with me finally burying my cock in my wife’s supple ass.
I pulled my cock out of my shorts and stood over Linda. She looked beautiful, as always, and I began to stroke. I pictured my Linda, now at my beckon call, being used like a slut. With every passing moment my fantasy became more base and perverted. It started with Linda, on her knees, screaming as my cock expanded her virgin asshole. Then it transitioned to a vision of Linda lashing her tongue in and out of the luscious Tara’s pussy while Mark and I took turns pummeling Linda’s soaking pussy. The more I thought about the years of sexual frustration, the more I wanted to turn Linda into a whore. Next I pictured more strange men, from here on the ship, stuffing Linda in every hole. Soon I imagined a crowd of horny men, cocks out and hard, lining up to abuse my wife.
I couldn’t take anymore. I leaned in close to Linda’s face and a long stream of cum jettisoned from my cock. I sprayed cum on my sleeping wife, all over her face, into her hair, her ear, across her lips, and down her neck and chest. Linda was exhausted from the night’s activities and never woke up, exactly as I had hoped. I went to sleep next to my wife, who slept in a sea of my cum, waiting eagerly for the morning.
"What the? Oh, shit, Tom, what the fuck?" I awoke to a stream of profanity as Linda discovered my dried cum caked all over her. She got out of bed and headed to the bathroom and I followed her, dropping my shorts as I went. She bent over the sink and began splashing water on her face and neck. I sat directly behind her, on the toilet seat, not to use the bathroom but to enjoy the view. My cock was standing tall as my wife’s naked ass was on display, bent over, at face level. I grabbed it with both hands and spread her cheeks.
"Fuck, Tom, fuck!" she cried as I lunged at her asshole, ramming my tongue into it and savoring the taste. Linda squirmed uneasily as I licked her ass lustfully, preparing her hole for my cock. She protested some but seem resigned to accept my will.
When convinced her hole was as wet and ready as it ever would be, I pulled my tongue out and leaned back. I grabbed Linda’s hips and pulled her roughly toward me. She yelped as I brought her asshole down onto my cock. The force of her guided fall broke the initial resistance of her anus and the head of my cock popped in. Linda screamed, her ass had never been open that wide, and I pulled her down. Linda protested and flailed as she slid down my cock, slowly and painfully. Her asshole clenched and she strained her legs to try to stand up, but I was too strong for her. I continued to drag her down, my cock forcing deeper with each inch, until she caved.
Linda’s mouth was wide open in a silent scream. I pulled her until her soft ass cheeks were sitting firmly on my hips, my cock buried in her ass. I gyrated my hips, trying to eek out a few more millimeters of depth. Linda was beyond sound, she thrashed her head and bit her lips but couldn’t produce a scream or cry. Satisfied that I’d found the deepest point of Linda’s tight ass, I began to bounce her on my cock. The feelings were intense and her previously virgin ass tried desperately to accommodate my girth.
I knew I wouldn’t last long in Linda’s ass, so I took this opportunity to fuck it good. I would fuck it many more times, I told her, as often as I wanted. Then I surprised her by standing up abruptly, pushing her over the sink and burying my cock deeper in her than ever before. She screamed and I joined her, flexing and exploding a substantial load into her violated ass. I spurted my cum deep in her where it had never before been, and I promised her I’d do it again and again, whether she liked it or not.
To be continued….
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