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Friday finally arrived. I had already gotten up at 5:30 a.m. to run, I don’t know what Alan and Kate planned but I definitely hope to be prepared for it. I left the room while it was still dark, the fresh early morning air hit my face like a slap that I needed. I ran through the empty streets of the city, my feet hitting the asphalt in a steady rhythm that tried to calm the whirlwind I had inside my chest. Ten kilometers later, the sweat was streaming down my back and my heart was beating so hard that it seemed like it was going to explode, but it wasn’t only from the physical effort. Each stride brought a new image: Alan’s big hands on Kate’s tits, his mouth kissing her with that confidence that I had never had, his cock opening her while I watched from the door.
I stopped at a park bench, breathing agitated, and bent over my knees. The shivers ran down my spine. Pure fear. And what if she fell in love with how he fucked her? And what if after this night she no longer looked at me the same, no longer desired me? But at the same time… fuck, my cock had gotten hard inside my shorts just from thinking about it. I remembered exactly the night when everything became irreversible. Kate mounted on top of me, moving slow and cruel, her juices dripping down my balls while she forced me to repeat out loud, word for word:
“My boyfriend is impatient to see me have sex with you… he says he wants to watch.”
I had said it, with my voice broken, while she smiled and squeezed the base of my cock so I wouldn’t cum yet. Every time I repeated the sentence she went down harder, impaling me to the bottom, and I felt like I was falling apart. I came like crazy that night, squirt after squirt, moaning Alan’s name without meaning to. And now, here I was, running at six in the morning because I knew that in less than twelve hours that fantasy was going to become flesh and blood. I was going to see it. I was going to see how another man fucked my girlfriend right in front of my eyes. And I… I was going to be naked in the hallway, touching myself like a desperate cuckold, following all the rules she had set.
I returned to the apartment walking the last few meters, my legs trembling not just from exhaustion. I opened the door carefully, still sweaty, and headed straight to the bedroom. The dawn light barely filtered through the half-open curtains. And there she was. Kate. My Kate. Sleeping face down, completely naked, the sheet barely covering the perfect curve of her ass. She had one leg bent, letting me see the edge of her shaved pussy, pink and soft. The smooth back, the delicate shoulders, the brown hair spread over the pillow like a fan. Her small tits flattened against the mattress, the nipple I could slightly see hardened a bit by the morning coolness. She was so beautiful it hurt to look at her. And knowing that in a few hours those same tits were going to be in Alan’s mouth, that that ass was going to be open for him, that that little pussy I knew by heart was going to be stretched by a cock that wasn’t mine… it drove me crazy.
I stayed there standing, frozen at the door, with my cock hard as a rock inside the sweat-drenched shorts. I wanted to touch her. I wanted to wake her by slipping it in slowly, remind her that she was still mine. But no. The rules were already engraved in my head for days. Today was not the day to touch her first, today was the day when I only watched. I took a deep breath, trying to calm myself, and went into the bathroom. I undressed in front of the mirror, got under the hot water and started soaping myself, but I couldn’t help it. My hand went down by itself and I closed my eyes and imagined the scene where Kate is on her knees on our bed, Alan behind her, fucking her hard while she moaned louder than ever with me. “Look, cuckold… look how he opens me up,” she would say looking me in the eyes. I jerked off fast, furious, on the edge… and I stopped. Kate had told me that I had to save it, that I had to edge many times today. That she wanted me to be desperate when night came.
I got out of the shower, dried off and put on some comfortable boxers. The hours passed in a slow and torturous way. I had breakfast alone in the kitchen, looking at the clock every five minutes. Every sound that came from the bedroom put me on alert. At ten thirty I finally heard the noise of the sheets, Kate was finally waking up.
She appeared at the kitchen door wrapped only in a short robe that barely covered her thighs. Her hair tousled, her eyes still sleepy but with that mischievous spark I knew all too well. She approached slowly, barefoot, and stopped in front of me. She looked me up and down, biting her lower lip.
“Ready for this day?” she asked with that just-woken voice, the look that challenged me, that dared me to say no.
I felt a shiver go straight down to my crotch. I nodded, unable to speak at first and she smiled, came closer and sat in front of me, opening her legs a little so the robe rode up and I could see she wasn’t wearing anything underneath.
“Alan wrote to me last night,” she continued, caressing her thigh with her fingertips. “He told me that we’re going to the movies first together. The three of us and there your first surprise is going to be. He says he wants to start soft… but that he already has everything planned for after.”
I laughed, a nervous laugh, almost hysterical. I approached, put my hands on her waist and pulled her toward me. Our lips met in a deep, slow kiss, full of real love. I grabbed her ass under the robe, squeezing it, feeling its warmth.
“I love you, Kate,” I whispered against her mouth. “I love you like crazy.”
“And I love you, Matteo,” she responded, biting my lower lip. “But I also love this. I love seeing you like this, trembling with anticipation. I love knowing that you’re going to watch how another man does to me what you fantasized about so much.”
We kissed again, her hand went down and brushed my cock over the boxers; it was hard again.
“You’re all wet, love…” she laughed softly. “Did you already jerk off thinking about him this morning?”
“I didn’t cum,” I confessed, red with shame and excitement. “I stopped. I wanted… to save it.”
“Good cuckold,” she whispered, squeezing me harder. “Because today you’re going to need all your endurance. At the movies… Alan is going to sit next to me. He’s going to put his hand on my leg, maybe higher up. And you’re going to be in the row behind, watching. That’s the first surprise. Do you like the idea?”
I moaned against her neck, I liked it but it also terrified me.
We talked a while longer while having breakfast together. She told me details Alan had sent her, that he was going to buy her popcorn and during the movie he was going to touch my pussy slowly, without anyone else noticing. That I was going to have to stay still, without touching myself in public, only watching. And that later… later the real thing would come.
Every one of her words was like liquid fire in my veins. We laughed, we touched each other, we said “I love you” every two minutes, but both of us knew that underneath all that there was a dark, twisted, addictive excitement. It was a completely different day. The first day our relationship was going to truly cross the line.
Kate got up, let the robe fall to the floor, and stood naked in front of me in the kitchen. Her perfect body, her nipples hard, her pussy glistening just a little with wetness.
“Come here,” she said, extending her hand. “Help me choose what to wear so Alan goes crazy when he sees me. And in the meantime… you can look at me. Just look. Like you’re going to do all night.”
I followed her to the bedroom, my cock throbbing, my heart racing at a thousand. The Friday had just begun and I was already completely lost.
I opened the closet and she stood next to me, brushing my arm with the tips of her nipples, while I pulled out one piece of clothing after another. She didn’t want a dress today; she wanted something that hugged her so tightly that Alan wouldn’t be able to take his eyes off her for a single second. We chose some tight black pants that outlined every curve of her round ass, running up her thighs and ending just above her ankles. She tried them on without underwear, and fuck, the fabric sank slightly between her cheeks, tracing everything, making it clear there was nothing underneath. On top I picked a short white blouse, extremely fitted, that ended right under her tits and left her entire flat, smooth stomach bare. The neckline was subtle but deep, and when she moved, her nipples pressed visibly against the thin fabric. She looked at herself in the mirror, turned slowly, and I stayed there, sitting on the bed, just watching as she had ordered.
“Perfect,” she whispered, running her hands over her hips. “This way Alan will be able to touch me without having to lift anything. Just unzip the pants whenever he wants.”
The following hours passed between stolen kisses and words that burned me from the inside. We moved around the apartment, her in those clothes that seemed made to be removed slowly, me trying not to touch her more than allowed. We spoke in low voices, laughing nervously, remembering every message we had sent, every rule we had set. I told her I loved her and she answered with a long kiss, slipping her tongue in, but always pulling away before I could press her against me. Time stretched and shrank at the same time. Sometimes I sat on the couch and she stood in front of me, spreading her legs a little so I could see how the pants outlined her pussy, and she whispered softly everything Alan was going to do to her later. I felt my cock hard, pulsing, but she wouldn’t let me touch myself. She wanted me to arrive at the theater already desperate.
When it was almost six, we grabbed the phone together and ordered the Uber. When it arrived we sat in the living room, her with her legs crossed, the pants so tight that every fold showed. The car came in ten minutes. We went downstairs holding hands, and during the ride she rested her head on my shoulder, but her right hand rested on my thigh, very close to my erection, without quite touching it. We arrived at the theater just as the sun was starting to go down. Alan was already there, standing in front of the entrance, in dark jeans and a simple black shirt, smiling calmly as if this were a normal outing among friends. He saw us and raised his hand.
“Hey, Matteo,” he said in a firm voice, giving me a short, strong hug. “Good to see you, brother. Kate… you look incredible.”
He greeted me normally, like always, with that pat on the back. But I felt my heart in my throat, my hands cold, my mouth dry. Alan, on the other hand, was completely relaxed, as if controlling the situation was the most natural thing in the world. The three of us went in together, bought the tickets without making a fuss, just three seats in the last row, and passed quickly through the concession stand. No one noticed anything strange. The theater was half empty, low lights, the smell of popcorn floating in the air. We sat in the back, Alan in the middle, Kate to his right, me to her left, in the same row but with an empty seat between us so it looked casual. The movie started, the lights went out completely, and for the first few minutes everything was normal. Images on the big screen, surround sound, people settling in. I tried to watch the screen, but my eyes always returned to them.
Suddenly Kate turned her head toward me. She stared at me fixedly, with that wicked smile that melted me and terrified me at the same time. Her eyes shone in the darkness, lips slightly parted. Alan also looked at me, a complicit, calm glance, as if saying “now the good part starts.” Kate leaned a little toward me, her hand found mine and squeezed it hard.
“Your first gift, love,” she whispered very softly, almost right against my ear so only I could hear her, “is for you to hold my hand tightly while you watch me do everything with Alan right in front of your eyes. I want to know if you can handle this.”
Without waiting for a response, she turned toward him. Her lips met Alan’s in a slow, deep, wet kiss. I squeezed her hand as if my life depended on it. I felt her fingers intertwine with mine, trembling a little, and at the same time her mouth opened to receive his tongue. The kiss grew more intense, louder, lips crashing together, a soft moan escaping from her. Alan lifted his hand and placed it on the back of Kate’s neck, pulling her closer, while his other hand slid slowly down her side, brushing the bare skin of her stomach. I couldn’t look away. My heart was pounding so hard it felt like it was going to burst out of my chest, but at the same time a wave of heat rushed through my entire body, my cock rock-hard against my pants, throbbing.
Alan didn’t rush. His hand kept moving downward, caressing over the blouse, gently squeezing one of her small tits. Kate sighed into the kiss, arching her back, and I felt her hand squeeze mine even harder. He pinched her nipple through the fabric and she let out a muffled, short whimper that hit me like lightning. Alan’s hand continued lower, reaching the waistband of her tight pants and slipping just underneath, stroking the hot skin right above her pussy. Kate spread her legs a little without breaking the kiss, and he began to rub slowly over the pants, pressing exactly where he knew she felt it most. The black fabric sank slightly with each movement, outlining the lips of her pussy. I could see everything, so close I could smell her perfume mixed with his.
Then Kate, still kissing him, lowered her free hand and placed it directly over Alan’s crotch. She stroked him over the jeans, squeezing, feeling how he got harder. Her fingers traced his entire length, up and down, gripping the swollen head that pressed against the fabric. Alan let out a low growl against her mouth and thrust his hips toward her hand. She jerked him off slowly, with rhythm, unhurried, while he kept rubbing her pussy over the pants, slipping his fingers lower, pressing right at the entrance. Kate started moving a little against his hand, seeking more friction, and let out another moan, longer this time, that got lost in the sound of the movie. I was gripping her hand so hard my knuckles were white. I felt every heartbeat in my temples, in my cock, in my throat. Fear and arousal mixed until I couldn’t tell where one ended and the other began. I was shaking, but I didn’t want them to stop. Never.
Alan whispered something in Kate’s ear, something I couldn’t hear, and she smiled against his mouth, squeezing his cock harder over the pants, her fingers moving expertly, tracing the full shape. Kate pulled her lips away for a second, breathing hard, and glanced at me sideways, just for a moment, her eyes glassy with pleasure.
She leaned slightly toward me without fully breaking the kiss with him, her hot, wet breath brushing my ear, and whispered so softly I almost felt it more than heard it:
“You like how I kiss him, don’t you? I think he kisses better than you… can you handle this, cuckold?”
My heart lurched so hard I thought the whole theater could hear it, but she was already kissing him again, deeper, dirtier, and then, without letting go of my hand for a single second, she murmured against my lips, almost touching them:
“Look, come closer without letting go of my hand… I want you to see everything up close.”
I leaned in closer toward them, our intertwined fingers squeezing tight, and then Kate, with her free hand, slowly lowered Alan’s zipper, slipped her fingers inside his boxers, and pulled out his thick, hot cock, already glistening at the tip. She gripped it fully, skin against skin, and started jerking him off slow but firm, her hand sliding up and down, her thumb brushing the swollen head every time it reached the top, spreading the clear drop that kept leaking out. Alan let out a very low growl against her mouth, closed his eyes for a second, and let his head fall back, his face transformed into pure satisfaction, jaw slack, lips parted, breathing heavily while my girlfriend jerked him off like it was the most natural thing in the world.
I felt everything at once, a strange knot in my stomach, jealousy but also such brutal arousal that my cock throbbed against my pants without anyone touching me, Kate’s hand squeezing mine as if telling me “this is real, look.” She turned her head slightly toward me again, eyes locked on mine, and whispered with a voice trembling with pleasure:
“Do you want to see for the first time how your woman makes another man cum with her hand? Look how it throbs for me… so thick, so hot… I’m going to milk every drop out of him while you hold my hand like a good cuckold.”
She sped up the rhythm, her hand moving faster, squeezing just below the head, twisting her wrist on every upstroke, and Alan started thrusting his hips toward her, discreetly, biting his lip to keep from moaning too loud. Kate kept whispering softly, just for the two of us:
“Feel how it swells… he’s so close… look at his face, love, look at how much he’s enjoying what your girlfriend is doing to him… does it turn you on to see that I’m the one who’s going to make him explode?”
Alan let out a choked gasp, his whole body tensed suddenly, and then he came hard, hot spurts shooting out one after another, covering Kate’s fingers. She didn’t stop jerking him for a second, milking him completely, squeezing out every last drop while I watched his face contort in pure pleasure. In that same instant Kate turned her head fully toward me, our eyes locked without blinking, and she opened her mouth in a gesture of total arousal, lips parted, tongue peeking out just a little, breathing hard, eyes shining with triumph and lust as she kept squeezing my hand.
Slowly she pulled her hand out of Alan’s pants, still glistening with his cum, and smiled at me with that wicked smile that was now only mine and no one else’s.
“This is just the beginning,” she whispered, still looking me straight in the eyes, “I hope you enjoyed your first gift.”
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