Sara and I have been together for 5 years now, and although we love eachother a lot, sex life has been nonexistent for a while. Recently I have admitted to her that I like to crossdress as a woman and that I feel that I feel submissive when it comes to sex, while she clearly needs a dominant man to satisfy her needs. She has also recently found out about my cuckolding kink, she is understanding and curious, and thinks it might be idea to try cuckolding as our sex life has been really bad. She will go down a rabbit hole of submission to others, sex discovery and cuckold humiliation, taking me along for the ride.

Chapter 5: New rules

The sound of the front door clicking shut echoed through the loft, followed by the gentle rustle of Sara's gym bag hitting the floor. I looked up from my laptop, my heart pounding in my chest as I took in the sight of her. She was a mess, her hair disheveled, her makeup streaked, and her clothes rumpled. But despite the disarray, there was something undeniably sexy about her. Her long, wavy black hair cascaded over her shoulders in wild waves, framing her flushed cheeks and green eyes.

I couldn't help but notice the way her workout clothes clung to her curves, accentuating her hourglass figure. She looked… different. Exhilarated. Used.

"Hey, Charly," she said, her voice low and sultry as she kicked off her shoes and made her way towards me. She dropped her gym bag on the floor with a thud, her eyes never leaving mine. I could see the mix of excitement and exhaustion in her gaze, and I felt my cock twitch in response.

"Hey, Sara," I replied, trying to keep my voice steady.

"You, uh, you look like you had a good workout."

Sara smirked, her eyes gleaming with a mix of amusement and something darker. "Oh, it was quite the workout, alright," she said, her voice low and husky. She began to unzip her gym top, revealing her bra-clad tits, her nipples already hard and perky through the fabric. "Want me to tell you all the details? It's the first time I've fucked someone without you present." Said Sara in a sultry voice, smiling wide.

"Yes, please," I replied, feeling my cock twitch in anticipation. I leaned back in my chair, my eyes locked onto hers as she continued to peel off her clothes.

"Well, it all started with my personal trainer, Tony. He's been hitting on me for a while now, and he finally made his move today. He told me that he wanted to work on my flexibility, and that he had just the thing for me," Sara said, her voice low and teasing.

She slid her yoga pants down her legs, revealing her smooth, toned skin, and her black lace thong.

I could see the wet patch that stained the fabric, evidence of her recent encounter. Sara kicked off her pants, standing before me in just her bra and thong, her body flushed from her workout and whatever had transpired between her and Tony.

"I was so nervous at first, Charly. I didn't know if I could go through with it. But then, Tony started to... well, he started to eat my pussy," she said, her voice breathless as she recounted the events.

I felt a surge of jealousy at the thought of Tony's mouth on her, but it was quickly replaced by a thrill of excitement.

I loved hearing about Sara's experiences, and it turned me on to know that she was eager to share them with me.

"And then what happened?" I asked, my voice barely above a whisper.

Sara's eyes met mine, and I could see the desire and excitement reflected in her gaze. She took a deep breath, her chest heaving, before continuing her story.

"He just... he just went to town on me, Charly. He licked and sucked my pussy like he was starving for it.

His tongue was everywhere, exploring every inch of me, making me squirm and moan beneath him. It was intense, and I felt like I was losing control. And then I came, but the thing is I didn't just came, I squirted, like, a lot, on his face. Never have happened before to me. He loved it.

"Go on," I urged her. Sara's eyes darkened with lust as she began to recount the next part of her story. "Well, after I came all over his face, he just looked up at me with this wicked grin, his face glistening with my cum. And then he said, 'Now it's my turn to fuck that pretty little mouth of yours.' And Charly, he wasn't kidding. Tony grabbed my hair and pulled me down to his cock, forcing me to take him deep into my throat." I could see the excitement and humiliation flashing in her eyes as she recalled the event. "He fucked my mouth like he owned it, his cock slamming into the back of my throat with each brutal thrust. I gagged and choked on him, but he didn't care. He just held my head in place and kept fucking my face like it was his right.

And you know what, Charly? I loved it. I loved every second of it. And then, when he was ready, he pulled out of my mouth and came all over my face. I mean, he came like a fucking fountain, his cum splashing all over me, in my hair, on my tits, everywhere. It was so fucking hot, watching him lose control like that. And then he just looked down at me, his chest heaving, and said, "Fuck, Sara.

I've been dreaming of this since the first time I saw you. You're fucking incredible." Sara's voice was breathless as she recounted the encounter, her eyes locked onto mine. "He helped me up, his hands gentle but firm as he guided me to the showers. I could see my own cum all over his face, and it was... fucking hot. I sat down, my heart pounding in my chest, not sure what would come next. But Tony, he just grinned at me, his eyes dark with lust as he said, 'Now, it's time for the main event.'"

I couldn't help but grin at the memory, my cock throbbing in my pants. I loved hearing about Sara's encounters, especially when they were as intense and raw as this one. "So, what did you do?" I asked, my voice low and husky.

Sara's eyes glazed over, her breath hitching as she relived the memory. "He told me to bend over the bench, and then he just... slid his cock into my ass. It was so fucking intense, Charly.

Tony was so rough, so dominant. He just took what he wanted, and I loved every second of it. He fucked my ass for a good while, his hands gripping my hips, his cock slamming into me over and over again. And then, when he was ready, he pulled out and pushed me over to the floor. He flipped me onto my back, and then he just... he just slid his cock into my pussy. It was so tight after being fucked in the ass, and Tony loved it.

He pounded into me, his grip on my hips bruising, his cock filling me completely. I moaned and whimpered, the sensation overwhelming. But then, just as suddenly, he pulled out, leaving me gasping and empty. "On your knees, slut," he commanded, his voice rough with desire. I complied, turning over onto my hands and knees, my ass still in the air. Tony grabbed a handful of my hair, his other hand wrapping around his cock, guiding it to my mouth. "Open up, Sara. I want to see that beautiful face of yours covered in my spit and cum again." I parted my lips, and he pressed the head of his cock against my tongue, pushing it into my mouth. He tasted so fucking good, and I moaned around him, eagerly sucking him in deeper. But Tony had other plans.

He shoved his cock deep into my mouth, holding me in place with a firm grip on my hair. I gagged and choked, trying to take him all in, but he was too big, too thick. He pulled back slightly, only to thrust forward again, ramming his cock deeper into my throat. I could feel my airway constricting, my body begging for a breath, but Tony didn't relent. He kept fucking my face, his hips slamming into mine with brutal force. I tried to hold back, but it was no use. Suddenly, I felt my stomach convulse, and I threw up all over Tony's cock and my own tongue. He didn't stop, though. If anything, he fucked my throat even harder, his cock sliding in and out of my mouth with relentless intensity. The taste of my own vomit filled my nose, my sinuses, and my lungs.

I desperately wanted to pull away, to breathe, but Tony held me firmly in place, his cock sliding in and out of my throat with brutal force. I gagged and choked around him, my body convulsing with the need for air. But Tony only chuckled, a dark, cruel sound that sent shivers down my spine.

"That's it, you pathetic little slut. You do as you're told. You take my cock like the worthless piece of trash you are," he taunted me, his grip on my hair tightening as he increased the pace of his thrusts.

I felt tears streaming down my face, my body shaking with the effort to breathe, but Tony showed no mercy. He continued to fuck my throat, his cock sliding in and out with relentless force, my own vomit coating his shaft and my tongue. Finally, after what felt like an eternity, Tony grabbed me tight and started to cum deep in my throat, filling me up completely, my body heaving as I struggled to catch my breath. "Look at you, such a pathetic little slut," Tony sneered, his cock glistening with my spit and vomit. "You managed to make me cum twice with that pretty mouth of yours." Tony chuckled, his eyes scanning my face, taking in my disheveled state. 'You're a mess, Sara. But that's what makes you so fucking hot.' He guided me to a cleaning closet, his grip still firm on my arm. 'Now, let's get you cleaned up, slut. On your hands and knees.' I hesitated for a moment, but Tony's harsh tone left no room for argument. 'Now, Sara. Lick the floor clean, like the pathetic little animal you are.' I dropped to my hands and knees, my heart pounding in my chest as I began to lick the cold tiles, the taste of my own vomit and Tony's cum filling my mouth. It was humiliating, but there was something about it that sent a thrill of excitement coursing through my veins. Tony watched me, his eyes dark with lust as he recounted my task.

"After that, he told me to get dressed because he had to do some stuff, and well, here I am now, Charly. I gotta admit, it was super intense, the puking and licking it from the floor was ultra degrading... but I loved it." Sara confessed.

I couldn't help but feel a mix of jealousy and arousal as she recounted the details of her encounter with Tony. My cock was already straining against my jeans, desperate for release.

"I'm glad you liked it, Sara," I said, my voice thick with lust. "It sounds like Tony really knows how to push your limits."

Sara nodded, her eyes meeting mine with a mix of desire and submission. "He does. And I liked it, Charly. I liked feeling used, degraded, humiliated... it was intense, but it felt so fucking good."

I swallowed hard, my cock twitching at her words.

I could tell how much Sara was turned on by the encounter, and it was doing the same for me. "So, what do you want me to do now?" I asked, my voice husky with desire.

Sara's eyes met mine, her gaze intense and hungry. "I want you to make me feel better, Charly. I want you to make me feel clean again. I want you to go down on me until I'm a squirming, screaming mess. And then, I want you to hold me, caress me, take care of me and tell me you love me." Her words were thick with need.

I could see the desire and vulnerability in her eyes, and I felt a surge of tenderness and love for her. I nodded, moving to position myself between her legs.

I placed gentle kisses on her inner thighs, working my way up to her core. I could see the evidence of Tony's violent assault on her pussy—red and swollen, with a slight bruising around the lips. I felt a pang of jealousy, but it was quickly replaced by my desire to pleasure her, to make her feel good.

I began to lick her slowly, softly, my tongue tracing the outline of her labia, coaxing her to open up to me.

Sara moaned softly, her hips shifting slightly, encouraging me to delve deeper. I obeyed, my tongue parting her swollen folds, tasting the mix of her own arousal and Tony's cum.

The taste was intoxicating, a heady blend of Sara's sweetness and the salty tang of another man's essence. It turned me on, knowing that she had been used, that she had taken another man's cum and was now offering herself to me. I redoubled my efforts, my tongue exploring every inch of her, licking and sucking, determined to make her feel good.

Sara's breath hitched, her body tensing as she neared the edge. I could feel it, the electricity in the air, the desperation in her voice as she cried out, "Yes, Charly, right there. Don't stop."

I didn't. I kept my tongue moving, kept my mouth working, determined to give her what she needed. And then, with a sudden cry that was half-moan, half-shriek, Sara's body seized, her back arching as the orgasm tore through her. I could feel the muscles of her thighs and stomach clenching, the heat of her release coating my tongue and lips.

I continued to lap at her, wanting to draw out every last wave of pleasure, wanting to show her that I was there for her, that I loved her. As the intensity of her orgasm began to subside, I pulled back, looking up at her with a smile. Sara's eyes were closed, her chest heaving, a soft sheen of sweat glistening on her skin. She looked so fucking beautiful, so vulnerable and open. I moved up her body, my hands stroking her sides, her hips, her thighs, anywhere I could reach. I wanted to touch her, to connect with her, to show her that I was there for her.

I pressed soft, gentle kisses to her stomach, her ribs, her breasts, finally making my way up to her face. Her eyes fluttered open, meeting mine, and I saw the love and gratitude reflected in their depths.

"Thank you, Charly," she whispered, her voice hoarse with emotion. "I needed that."

"I know," I replied, my voice thick with unshed tears. "I'm here for you, Sara. Always."

I moved to lie beside her, pulling her close and wrapping my arms around her. She snuggled into me, her body fitting perfectly against mine.

I could feel her heartbeat slowing, her breaths evening out as she relaxed in my arms. I pressed a soft kiss to her forehead, inhaling the scent of her shampoo and the faint lingering trace of Tony's cologne. It was strange, the way the thought of another man's scent on her didn't repulse me, but instead, sent a thrill of excitement coursing through my veins.

"I don't want to lie to you," Sara said, her voice strained with guilt.

Sara took a deep breath, her body relaxing slightly in my arms. "I just... I've realized something today, Charly. Something about myself, about what I want."

"What is it, Sara?" I asked, my voice gentle, encouraging.