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The sun beamed down from a clear sky, but the crisp air on that bone-chilling Valentine’s Day in New York City on February 14, 2016, cut through even the thickest layers. Despite the teeth-chattering cold, nearly 600 spirited New Yorkers gathered, their laughter and chatter mingling with the sharp winter wind at Cupid’s Undie Run. This event raises funds and awareness for the Children's Tumor Foundation. Dressed in the custom-made crimson robe that flared around me and matching pajama bottoms, I couldn’t quite wrap my head around how my Valentine, Kaley Kade, had convinced me to join her in this absurdly cold escapade.
“I cannot believe you have me out here on the coldest day of the year!” I exclaimed, my breath visible in the icy air, forming tiny clouds that disappeared almost immediately.
“Oh, come on!” Kaley teased, her voice playfully melodic, cutting through the chill. She flashed me that irresistible smile, a gorgeous display framed by her cascading brunette locks. “It’s for a great cause!”
I glanced at her, trying to stifle a shiver. “Yeah, sure, but my toes are about to freeze off!”
Kaley, wearing a daring red bra and matching panties—bold enough to brave the winter—looked every bit the warrior. Not a single shiver ran through her, which I found astonishing. She radiated confidence and warmth, her enthusiasm almost contagious.
“It’s all about stepping outside your comfort zone for something wonderful, you know? For children’s tumor research!” she chirped, her bright eyes sparkling with determination, igniting a sense of adventure in me.
I glanced around at the other participants, their faces rosy from the cold and their laughter echoing through the brisk air. The energy was palpable, a mix of excitement and determination, and despite my reluctance, I felt a flicker of inspiration ignite within me.
“Okay, okay, but if I freeze to death, it’s all on you!” I told her.
Kaley just laughed her playful spirit, a welcome warmth amidst the chill. “Deal! But you won’t freeze, I promise. Just stick close to me!”
As the countdown approached, I took a deep breath, feeling the frigid air fill my lungs. Maybe stepping out of my comfort zone wouldn’t be so bad.
“Let me warm you up a little bit, Maré.” Kaley kissed me passionately on the lips. “How do you feel now?” Her touch, as always, filled me with warmth and comfort, even amid the cold.
“You lucky I love you,” I replied.
When the race finally kicked off, an electrifying cheer erupted from the crowd as we surged forward, the pathway alongside the water glittering under the pale morning light. The brisk wind whipped against my face, a relentless gust that felt refreshing and biting, yet my adrenaline surged like a fire igniting a match. I wasn't just running to complete the race; my mind wandered to sun-drenched destinations that felt like whispered promises in the frigid air.
“Arizona, Nevada, California, Miami, Africa…” I murmured to myself, my breath frosting in the chilly air. “Oh, how my body craves your warmth!”
This race transformed into a vibrant dance of inspiration for Kaley and me. It felt like a scene from a romance film, where two souls unite against the odds. As we ran side by side, our feet thudded rhythmically against the pavement, and laughter mingled with gasps for breath. Onlookers cheered us on, their encouragement washing over us like a warm wave, and as we passed by, I reached out for Kaley's hand, sharing the joy of the experience with her and the onlookers.
“Come on! We can do this!” she shouted, her voice slicing through the clamor.
With each high-five we exchanged with the supporters, I felt an electric jolt of energy. We pushed each other with motivating words; her grip was firm and reassuring. With every stride, I felt our bodies warming from the exertion and the unyielding support we offered one another.
The world around us faded as we approached the finish line, leaving just us and that finishing ribbon. When we finally crossed it, a sense of accomplishment and euphoria engulfed us, and we spun into each other's arms, the chill of the day forgotten in our embrace.
“Thank God, it’s over!” I laughed breathlessly, my heart racing from the run and the joy of sharing this moment.
“I could use some sunshine right now,” Kaley replied, still panting, her eyes sparkling with exhilaration. “We completed our first Undie race, and it was amazing. Thank you for doing this with me!”
The ambiance at Stage 48, nestled in the vibrant heart of Hell’s Kitchen, pulsed with an infectious energy reminiscent of a New Year’s Eve celebration. The air was thick, almost electric, packed wall-to-wall with revelers, each movement igniting a wave of warmth that seeped into my skin. The bass of the state-of-the-art sound system vibrated through my bones while the kaleidoscopic light patterns danced across the crowd, bathing everyone in a rainbow of colors. The scent of sweat mixed with a hint of cologne and the sweet aroma of tropical cocktails filled the space.
Hundreds of bodies moved together in a euphoric rhythm, each person embodying the spirit of the day, especially the brave souls in their Cupid costumes for the Undie Run. Cheers erupted as new friends celebrated their camaraderie, and our team, Baby It’s Yelp Outside, basked in the glory of raising over $7,800 for charity, clinching third place in fundraising for New York City. The room buzzed with conversations, laughter, and the clinking of glasses—a beat that matched the blaring rap music.
Kaley and I were in our element as we danced across all four crowded levels, the frenetic energy spurring us on. Surrounded by friends, fans, and even strangers, I could sense the excitement radiating off everyone. “Look at this crowd!” Kaley shouted over the music, her eyes sparkling with delight.
“It feels electric!” I replied, grinning as a flash from another selfie erupted around us. We must have taken dozens of pictures with fellow partygoers in the grand ballroom, the expansive mezzanine lounge offering a breathtaking view of the festivities below. Laughter echoed, and familiar faces lit up with joy as they raised their drinks in celebration.
After dancing until we were breathless, Kaley and I slipped away to the open bar, the rush of cool air hitting us like a refreshing wave. I leaned against the polished counter as I ordered a couple of Jack and Cokes, savoring the aroma of whiskey mingling with cola.
“Are you having a great time?” Kaley asked, her voice dancing above the music, a playful smile across her face.
“I’m having a blast!” I exclaimed, my heart racing from the thrill of the moment. “This experience is just dope!”
“I knew you’d love it,” she beamed, her eyes twinkling joyfully.
I flashed her a mischievous smile. “You’re right, baby doll! But you know what? I’m ready to take you home and treat you to something special. I’ve prepared a little surprise just for you.”
Her curiosity piqued, she leaned in closer, a playful sparkle in her eye, “Oh really? I can’t wait to see what you’ve got up your sleeve!”
The warmth inside my Charles Street glass penthouse enveloped us like a cozy blanket, softened by the flickering glow of the candlelight. Kaley Kade had borrowed my robe, its soft fabric draped over her as she snapped selfies with her smartphone and giggled while posting them on Snapchat. Meanwhile, I busied myself in the kitchen, the enticing aroma of garlic and herbs filling the air as I prepared dinner.
“I still can’t believe I went along with that ridiculous race with you,” I said, shaking my head in disbelief as I sautéed shrimp in a shimmering pool of olive oil. “You must love me a lot to drag me into something that crazy.”
Kaley tossed her head back and laughed, her eyes sparkling with mischief. “Come on! You said it was exhilarating! Plus, we did something untraditional for Valentine’s Day! You mingled with gorgeous half-naked girls, and we raised over $150,000 for the Children’s Tumor Foundation. That’s incredible!”
“I’ll give you that,” I replied, rolling my eyes playfully. “But I swear, it was cold enough to freeze my… well, let’s just say it was too much for me! Thank God, they shortened it to a half-mile for safety. I would’ve preferred to stay cozy here.”
“What’s cooking, love?” Kaley asked, leaning against the kitchen counter with an eager gleam in her eye.
“Tilapia with shrimp linguini,” I said, the savory aroma wafting invitingly toward her.
“Wow, that sounds amazing! I’m hungry enough to eat a bear!” she exclaimed, a grin on her face. “Call me when dinner’s ready!”
With a playful tap on her backside, I shot her a teasing look. “Cool. In the meantime, I made a Valentine’s Day playlist just for you. Get ready to vibe!”
Kaley’s giggle filled the room as she dashed into the living room. Just as I turned back to the stove, the smooth sounds of the Isley Brothers’ “Spend The Night” filled the air. I could hear her clapping and singing, her voice light and carefree. She occasionally swayed and danced, her laughter ringing like music against the backdrop of my culinary efforts.
Soon enough, the delectable scent of our meal permeated the air, irresistible and decadent. The dining room transformed into a perfect romantic setting, with dim lights casting a warm glow. Trey Songz’s “What’s Best For You” serenaded us softly as I laid out my new Versace gold-plated silverware, the flickering candlelight dancing off the polished surface.
After we shared heartfelt and humorous spontaneous free verse poems, I leaned in to kiss her, a surge of warmth radiating between us. Our dishes were exquisite, each bite a delight on our taste buds, and the chocolate dessert we savored was the perfect sweet ending.
“Dinner was five stars, King of New York!” Kaley exclaimed, her eyes gleaming like stars. “This was amazing! We should eliminate Valentine’s Day and replace it with a second Thanksgiving. But now, get ready because I will make your Valentine’s Day unforgettable!”
Kaley got up and disrobed. She removed her bra and panties, exposing her pierced, perky nipples and shaved pussy. My jaws dropped at the sight of Kaley’s body. She looked hot as she twirled around, modeling for her king.
“You are so sexy!” I expressed. “Your king needs your loving! I want some of that sexual healing!”
Kaley straddled my lap, and we started Kaley’s. My hands were having a great time massaging Kaley’s nipples as I enjoyed the wonderful feeling of her wet lips. I could taste the chocolate that was still glued to her tongue. The passionate kissing continued for three minutes before I pulled away from her to gaze at her pretty face and big dark eyes.
“Take me!” She said in her sultry voice.
With a smile, I hoisted her up, and she wrapped her legs around my waist. While kissing, I carried her to the living room and lay her softly on the floor. Michael Jackson’s “I Can’t Help It” played from the surround system, and our moist skin contrasted exquisitely with the roaring flames burning in the fireplace.
“There is nothing like making love to classic Michael Jackson,” I whispered.
Kaley helped me push down my pajama bottoms, and my dick popped inside her pussy. She gasped as her pussy grasped my cock. I began to establish a smooth fucking rhythm, and Kaley grabbed my ass and pulled me in deep as I could go.
“Yes, yes, yes, fuck me!” She moaned. “I need that big cock in me.”
“I love your pussy. Oh, fuck, yeah. It’s so wet.”
A woman’s dirty talk always brings out the best in me in fucking. I began thrusting Kaley’s pussy faster and deeper, watching my black cock move in and out of Kaley’s love hole. I saw Kaley’s face moaning and panting, her mouth O-shaped, and her eyelids fluttering. I felt like I was in a fuck zone, ramming her pussy.
“Right there. I love it deep inside me. Don’t stop! You’re going to make me cum.” Kaley cried.
Her encouragement had me pounding her pussy rhythmically and driving her to the height of pleasurable sensations. Shrieking in bliss, Kaley had an intense orgasm. It was awesome! Now, I felt myself nearing an orgasm.
“I’m cumming.” I declared. “I’m gonna cum. Oh, fuck, I’m cumming. I’m about to pull out….”
“No, no,” Kaley objected, locking her legs around my waist. “This is Valentine’s Day! Cum inside me on Valentine’s Day!”
She didn’t have to tell me twice. Grunting loudly, I ejaculated deep inside Kaley, filling her with my hot golden cum. After discharging every drop, I pulled out, leaving a creampie in her hole. Then I rolled off Kaley and lay next to her. We were both panting and chuckling. “You Could Be My Lover” by Puff Daddy & The Family entertained us as we basked in the afterglow of the sex.
“That was dope,” I told Kaley.
“Yes, it was,” Kaley affirmed. “You beat my pussy up good! I’m not done with you.”
Kaley licked my face down to my abs with her epic devilish grin. Then she wrapped her moist lips around my cock. Kaley licked my shaft, sucked, and squeezed it with her hand simultaneously. She was outstanding! In no time, I erupted, and Kaley swallowed every last drop of my cum.
Now, feeling sexually satisfied and spent, I fell asleep.
This was one epic Valentine’s Day that I will never forget.
Copyright © 2016 by Gianni Shamari. All Rights Reserved. Reproducing the content, or any part of it, is prohibited without prior consent from Gianni Shamari. If you wish to do this, please get in touch with me with your request.