Most men, even if they don’t want to admit it, love a good pegging sex story. This one starts in the city’s heart, where a bar hums with the energy of the end of the workday. I sat across from Jamison, a man in his early forties, my co-worker, and a man who wore the weight of his marriage and two kids like an ill-fitting suit. We had a few drinks and began to talk and share parts of our life. “You know, Mallory,” he began, his eyes meeting mine over the rim of his glass, “I sometimes forget what it’s like to feel… alive.” His words hung in the air, heavy with unspoken desires. I smiled, a slow, knowing smile, and replied, “Well, Jamison, perhaps it’s time you remembered.”
The night was a whirlwind. We left the bar, our laughter echoing through the streets, and within fifteen minutes, we found ourselves in a hotel room. The air was thick with anticipation as we stood, mere inches apart, our bodies humming with desire. I pressed a finger to his lips, silencing his hesitation. “Let me take care of you tonight, Jamison,” I whispered, in a low purr. His eyes darkened with desire, and he nodded a silent agreement. I pushed him onto the bed, his body sinking into the plush mattress. Then I straddled him, my hands roaming his body, feeling the heat radiating from his skin. I could feel his heart pounding beneath my palm, his breath hitching as I leaned in, my lips brushing against his ear. “I’m going to make you feel alive tonight, Jamison,” I promised, my voice switching to a low growl.
I began moving down his body, my lips leaving a trail of fire in their wake. Feeling him trembling beneath me, his body tense with anticipation had me hot. Then, I reached for his waistband, my fingers deftly undoing his belt, pulling it free with a soft hiss. His pants followed, and the fabric pooled around his ankles as I freed his throbbing erection. I looked up at him, my blue eyes meeting his, as I took him into my mouth. His groans filled the room, a sound of pure pleasure that made my wet pussy ache. Working him with my mouth and hand, my tongue teasing the sensitive underside of his cock, and my hand stroking him in time with my movements. I could feel him getting closer, his body tensing, his breath coming in short, sharp gasps. I pulled away, leaving him panting and desperate.
“Not yet, Jamison,” I chided in a low purr. “I’m not done with you yet.” He had no idea that he was going to be a new part of my pegging sex story. I moved up his body, straddling his face, my pussy hovering just out of reach. “Taste me, Jamison,” I demanded, with a low growl. He didn’t hesitate, his tongue darting out to tease my clit, his fingers slipping inside me, curling to hit that perfect spot. Riding his face, my body trembled with pleasure, my moans filled the room. I could feel him stroking himself, his cock slick with pre-cum, his body tense with need. I leaned down, my hand wrapping around his cock, stroking him in time with my movements. Then I stopped. He groaned, his body shaking from the need to cum. His cock head was covered with pre-cum.
I moved off him, reaching into my large purse, and pulled out my strap-on. He looked at me, his eyes wide with surprise and desire. “Are you ready, Jamison?” I asked, my voice purred. He nodded. He was ready to be the character in my pegging sex story. I slid in the strap-on, the suction pressing against my clit, sending sparks of pleasure through my body. Moving behind him, my hands began roaming his body, teasing him, and making him beg for more. I pressed the tip of my cock against his puckered hole, his body tensing at the unfamiliar sensation. “Relax, Jamison,” I whispered. “Let me make you feel alive.” As I slid into him, his body opened up for me, his moans filling the room.
I set a slow, steady pace, my hands roaming his body, teasing him, making him beg for more. Feeling him getting closer, his body tensing, his breath coming in short, sharp gasps. “Cum for me, Jamison,” I demanded, my voice a low growl. “Cum for me, and feel truly alive.” He came with a groan, his body shaking with the force of his orgasm. I pulled out of him, my body humming with pleasure, my pussy aching for release. I looked at him, his body slick with sweat, his eyes dark with desire. “Did I make you feel alive, Jamison?” I asked, my voice a low purr. He nodded, his eyes meeting mine, filled with gratitude and desire.
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