Harlem Nights

Based on a true story

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Cane leaned against the polished wood of the sports bar counter, nursing a half-empty cocktail and half-listening to his friends talk shit about last night’s Knicks game. Harlem’s rhythms hummed around them, blending with the clinking of glasses and the distant cheers from the televised match. It was a typical Friday night, vibrant and alive.

Then she walked in..

Shelly. A vision in a flowing white blouse and jeans, her blonde hair catching the warm glow of the bar’s lights. Cane’s friends nudge each other knowingly, exchanging glances that didn’t go unnoticed by him. They knew his type, or at least they thought they did.

“Go on, man,” Marcus urged, nudging Cane’s shoulder with a playful grin. “She’s right up your alley.”

With a confident stride, I approached Shelly just as she slipped her phone back into her purse. My heart raced (I loved meeting new women), but my smile remained smooth and practiced. “Hey there,” I greeted her, my voice carrying a hint of Harlem’s warmth. Shelly looked up, her gaze meeting me with a mix of curiosity and a hint of amusement. “Hi,” she replied, a small smile playing on her lips. “I couldn’t help but notice you from across the bar,” I continued, leaning casually against the counter beside her. “Mind if I join you?” Shelly hesitated for a moment, assessing me with an appraising look before nodding. “Sure, why not?”

With a convention on women’s pleasure in mind, Shelly had flown in from California, her expertise as a sex therapist subtly coloring her perspective on the vibrant city unfolding around her. As we continued our conversation, the topic naturally turned to our respective professions.

“You’re a sex therapist?” I raised an eyebrow, genuinely intrigued by Shelly’s profession. “That must be fascinating work.” Shelly chuckled, nodding as she sipped her drink. “It has its moments. I specialize in helping women navigate their sexual wellness and pleasure.”

I listened intently, impressed by Shelly’s dedication and the openness with which she discussed her work. As the night progressed, our conversation deepened, touching on everything from societal attitudes toward sexuality to the complexities of relationships in a city as diverse as Harlem.

As they walked together through the quiet streets of Harlem, Shelly found herself drawn not only to the city’s vibrancy but also to the genuine connection she felt with Cane. Shelly admired Cane’s confidence and respectfulness, his understanding of Harlem’s rich culture and history resonated deeply with her own appreciation for human experience and expression. While he appreciated her intellect and the way she effortlessly blended warmth with professionalism.

Once we reached the entrance of Shelly’s hotel, she turned to me with a warm smile. “Would you like to come up for a nightcap?” she invited, her invitation lingering in the air between us. I hesitated for only a moment before returning her smile with a nod. “I’d like that,” I replied, my voice steady despite the excitement building inside him. We rode the elevator in comfortable silence, the anticipation palpable as we reached Shelly’s floor. Her hotel room was cozy, bathed in the soft glow of bedside lamps and offering a view of the city lights outside. She poured us each a drink from the mini-bar, the clink of ice against glass filling the room.

We settled on the plush sofa, facing each other with a newfound closeness that spoke volumes about the connection we were forging. The conversation flowed effortlessly, touching on everything from their favorite books to their shared love of RnB music. I found myself opening up in ways I hadn’t expected, sharing stories and aspirations that felt natural in Shelly’s presence. Shelly listened with genuine interest; her professional demeanor softened by the genuine connection she felt with me. My charisma and passion for life drew her in, reminding her of the reasons she loved her work as a therapist—the opportunity to understand and celebrate the complexities of human desire.

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As the night deepened, our conversation turned more intimate and our lust for each other deepened. The tension between us easing from a comfortable rhythm that felt both exhilarating and soothing. I grabbed Shelly by the face and kissed her hard on the lips as she kissed back inserting her tongue. (I knew she was ready) She takes off her shirt and her bra, her breast hangs down so beautifully and firmly. She was an older woman but she managed to keep herself in good shape. I wanted to feel inside her, I took one breast into my mouth and sucked her nipple. She let out a light moan in my ear. I grabbed her other breast and sucked that one too. She took her hand and put it down my pants. She could feel my manhood rising. “You have a fat cock. Let me see it.” She begins to tug at my pants. I remove all my clothes. “You’re in such good shape, and your extra large dick is just what I’ve been dreaming about she mentions”….Shelly drops to her knees and begins blowing my cock she goes so deep she gags you can see the pleasure in her eyes she goes deeper and deeper touching the back of her throat until she coughs and her eyes start watering. She sucked it differently, I could feel how much she enjoyed sucking me off, she was nasty with it, slapping my dick all over her face, taking my dick and slapping it all over her tongue while making loud nasty sounds. I almost dropped this load in her mouth but I had to feel how wet her pussy was. “Get up and put that ass in the air!” I instruct. Shelly was ready to get this cock. I slipped on a condom. She has a nice round ass. I spread her ass cheeks open and munch on her pussy from the back. Within two minutes she told me she was cumming … .”Get you nuts”.. I told her. I slip my cock in her creamy pussy..It is warm and tight..”I’m fucking you all night”.. Next she riding me..I get up off the bed and pick her up in the air I slam her up against the while while fucking her deep. She is creaming all over me. I could feel her pussy cumming all over me. I throw her down on the bed and give her a little pound town with her legs spread wide open. “Are you ready for the load? Where do you want it I ask?” Yes daddy I want to taste you..cum in my mouth..I want it” Hearing her talk shit to me I was ready to explode after a few more deep pounding stokes into her. I pull out, remove the condom and she is there taking me in her mouth until I explode. She is jerking and sucking jerking and sucking… She was a pro. “Give me a minute and I’m going to give you round two..your pussy juicy.”

The warmth of the night seemed to cocoon us in a quiet intimacy as Shelly looked into my eyes, her expression serious yet vulnerable. “There’s something I should tell you,” Shelly began softly, her fingers tracing patterns on my body. “I have a husband back in California.” My initial surprise was tempered by the honesty in her voice. I nodded, encouraging her to continue. “We have an arrangement,” Shelly explained, her words measured but sincere. “I travel often for conferences and conventions. Sometimes… I engage in intimate moments with others.” I listened thoughtfully, my mind racing to process her revelation. I appreciated her honesty, yet I couldn’t deny the complexity of the situation. “I understand,” I replied quietly, my gaze meeting hers with a mix of understanding and a hint of sadness. “Thank you for trusting me with this.” Shelly sighed softly, a mixture of relief and regret evident in her features. “I didn’t plan for this to happen tonight,” she admitted, her voice barely above a whisper. “But being with you… it felt different.”

I reached out, gently brushing a strand of hair from her face. “It did,” I agreed softly, his touch tentative yet comforting. We sat in silence for a while, the weight of our shared moment hanging between us. Harlem’s vibrant night sounds drifted in through the open window, a reminder of the world beyond this intimate space we had created together.

“I should go,” I finally said, my voice tinged with reluctance. I knew this night couldn’t last forever, no matter how much he wished otherwise. Shelly nodded, her eyes shimmering with unshed tears. “Thank you, Cane,” she said softly, her voice thick with emotion. “For tonight, and understanding.” I stood, my heart heavy with a mix of emotions I couldn’t quite name. I leaned down and pressed a gentle kiss to Shelly’s forehead, a silent farewell filled with unspoken words.

As I walked out of the hotel room, I couldn’t shake the feeling that this night, with its unexpected twists and moments of raw honesty, had changed something within me. And I knew, despite the distance, that I would carry the memory of Shelly and our fleeting connection with me for a long time to come.

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