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First Time Anal:>>Ep1

Author: bestie
last update publish date: 2026-04-06 23:09:11

Vacation sunburn results in first time anal sex.

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A couple of years before we decide to get married, Beth and I took a vacation in Jamaica. It was a glorious change in weather from home. We left home on the fifteenth of February where it was minus fifteen degrees Celsius and there was already just shy of three feet of snow accumulated in the yard. The snow banks on the side of the roads was higher still. With a forecast of more snow we went to bed the night before our departure
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  • Dangerous Pleasures   My Cocksucking Whore Is My Wife:>Ep8

    They stared at Janice dripping with their husband's cum in shock. My wife had and was continuing to have a private bukkake fest. Clearly, with none of them having seen any of the naked cocks of the husbands' friends, the women stared at the erect prick of all four men."Look girls, they're having a private swinging sex party without us," said Tina, Joe's wife.She dropped her shopping bags, unbuttoned her blouse, and removed it. Then, she unbuttoned and unzipped her short skirt, and allowed that to fall to her feet. Finally, she removed her bra and her panties, too. Tina was naked. A woman that I've known for years, the best man at their wedding, I couldn't believe that I was seeing her without her clothes.Taking Tina's lead, Susan, Martin's wife, Maureen, Sam's wife, and Paula, Dave's wife followed the action of Tina. With them all only having four articles of clothes, not counting their high heels, the women removed their blouses, their short skirts, their bras, and their panties.

  • Dangerous Pleasures   My Cocksucking Whore Is My Wife:>Ep7

    Janice looked at me with a face of horror before a look of sexual arousal betrayed her face. Then, surprising me by acting like the little cocksucking whore that she is, she stood in the middle of the room while slowly, sexily, and seductively unbuttoning her blouse. As if she was a stripper on stage about to dance around a pole to music, she removed her blouse. All of my friends turned to stare at her as if they had never seen a woman in her bra before."Go ahead. Don't stop there. I double dare you to remove your bra," I said with a laugh. "You've been double dared. Remove your bra, Janice. Show my friends your tits. They all want to see your naked breasts," I said.She looked from me to look at my friends with disbelief."Really? You want to see my tits," she asked?My friend, Dave, gave her a big smile."I'd love to see your naked breasts," said Dave.Janice made another face."I bet you'd love to feel them, too," she said.Joe laughed."Fuck yeah," he said. "I've love to feel you

  • Dangerous Pleasures   My Cocksucking Whore Is My Wife:>Ep6

    Janice has a circle jerk with her husband's poker party pals.The first two years that we were married with us not adopting children nor having any pets to care for, we traveled. With her an only child, Janice had a multi-million-dollar inheritance after her father died. Then, when her mother died several years later, her mother left her everything, too. She didn't tell me how much she was worth but if I was to guess by the condo she owned, her summer vacation estate in the Hamptons, and the childhood mansion that her mother left her in Beverly Hills, I guess she was very rich.We traveled to England, Ireland, Scotland, France, Spain, and Italy. We partied with other couples. It surprised me how many shemales are out there. Taking Frank Sinatra's Strangers in the Night to heart, with just a subtle look across a crowded room, she had a unique ability to find like minded couples.We stayed at the best hotels, ate the best foods, drank the finest wines, and when we weren't having sex, we

  • Dangerous Pleasures   My Cocksucking Whore Is My Wife:>Ep5

    A Night of Wild AbandonThe room buzzed with the low hum of laughter and clinking glasses, the air thick with the scent of bourbon and cigar smoke. It was poker night, but the cards had long been abandoned, scattered across the table amidst empty beer bottles. Janice, radiant in a crimson dress that hugged her curves, had turned the evening into something far more daring—a private playground for her and me, with my poker buddies as eager spectators.As I slid into her, the heat of her body enveloped me, a delicious contrast to the cool leather of the couch beneath us. The room fell silent, all eyes on us, but Janice’s focus was mine alone. “Don’t stop, Jack,” she purred, her voice a sultry melody over the faint jazz playing in the background. “Fuck me. Give it to me.”I moved with purpose, each thrust deeper, faster, her body yielding to me with a grace that belied her strength. My first time with her in this way, I was struck by the revelation of her identity—a trans woman, not the c

  • Dangerous Pleasures   My Cocksucking Whore Is My Wife:>Ep4

    A Night of RevelationsThe air was thick with the scent of jasmine from the candle flickering on the nightstand, casting a warm glow across the room. Janice’s voice, soft and urgent, broke the silence. “Don’t stop,” she whispered, her breath hot against my ear. “Fuck me, Jack. Please.”Her words sent a jolt through me, raw and electric. I hadn’t been with her long, but the intensity of her desire was disarming. Her body tensed beneath me, legs stiffening as she arched her back. A scream tore from her lips, sharp and unrestrained. “I’m cumming, Jack! I’m cumming!” Her voice cracked with ecstasy, then softened to a sigh as she collapsed, her body trembling in the aftermath.Moments later, I followed, a rush of release flooding through me as I spilled into her. I eased back, watching the slow, intimate drip of my essence from her, a sight that stirred something primal and unexpected. My first time with anal sex—my first time with her—was unlike anything I’d imagined. The discovery that J

  • Dangerous Pleasures   My Cocksucking Whore Is My Wife:>Ep3

    The next time I saw her was when she called me out of the blue. It was February, and freezing cold. She invited me up to her penthouse, called down to the front desk, asked them to give me admittance, and take me up in the elevator. The warmth and the decorative look of her fireplace was a welcome addition. I wished that I had a fireplace.Then, again, not even giving me the chance to kiss her, unbuttoning my shirt, she started removing my clothes again. Surprised that she didn't give me money for allowing her to blow me, she made me feel like her whore. Uncomfortable with whatever this was, I felt used. Feeling how women must feel, I felt like a thing instead of a person. She moved to her knees while staring up at me and smiling.She unbuttoned and unzipped my jeans. Then, as she did before, she did again. She pushed my jeans and my underwear down to my ankles. As if my cock was a Jack-in-the-box, my erection nearly hit her in her eye.She tightly wrapped her hand around my cock and

  • Dangerous Pleasures   While She Pumped My Cock:>Ep10

    Wow, I was certainly not going to be able to last with all of this dirty talk and the sweet feeling of Rose's soft pussy sliding around my shaft."I bet that turns you on, doesn't it," Sierra asked in a seductive voice into Rose's ear, "Your man's stiff cock, deep in your daughter's throat . . . he

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  • Dangerous Pleasures   While She Pumped My Cock:>Ep15

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  • Dangerous Pleasures   He Would Love To Fuck:>Ep19

    His hands are still soapy and he lathers Ellie's back and shoulders, pulling her more tightly against him. Her slippery tits are crushed against his chest and his cock is sliding all over her smooth pussy mound, as they grind their soapy bodies together. His hands descend to her ass checks, squeezi

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  • Dangerous Pleasures   Massive Cock Therapy:>Ep24

    The next morning, Tracy sent Jim on his way to work and dressed in a light blue min-skirt with a low-cut white blouse. She wore one of her push-up bras and zebra patterned four-inch heels. She put her hair up in a ponytail and applied her make up. Looking at herself in the mirror she saw a changed

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