When my friend Jessica messaged me, I was excited to reconnect. Then she dropped crazy favor. I sat there, blinking at her across the table, wondering if I’d heard her right.
A Crazy Favor
Part 1 - The Favor
It started as a harmless lunch, or so I thought.
When Jessica messaged me out of the blue, I couldn’t believe it. We’d been best friends, practically sisters, but that was years ago. We went off to different colleges, lived our lives, and somewhere along the way… just drifted. But seeing her message made me feel like I was seventeen again. I wanted to rekindle that bond, to feel close to her, to feel like I had someone who knew the real me.
Lunch was wonderful. She looked just as I remembered, maybe a bit more polished, a little wiser, but still Jessica. The conversation flowed like no time had passed, and all the insecurities I’d felt—the way her life seemed so perfect while mine felt like a pale shadow—started to fade. She opened up about her life, her husband, the expectations, the pressures. And then, almost casually, she mentioned him.
She told me about him—not her husband, but another man. She confided that he made her feel alive, like herself again. Her husband, on the other hand? He was dull and clingy, always wanting to stay in, always needing her by his side as if even a single night apart was unimaginable. Their sex life had become a chore, routine and uninspired. She admitted she hated being in bed with him and that she was contemplating a divorce.
Then she dropped it on me. She needed a favor. A crazy favor. I sat there, blinking at her across the table, wondering if I’d heard her right. She wanted me to pretend to be her, just for a night, just so she could have one evening of freedom.
"Why don’t you just say you’re going out with your girlfriends that night?" I asked, half-laughing, hoping she’d crack a smile and say she was joking. But her expression didn’t change. She leaned in, lowering her voice.
"You don’t get it. He’s… possessive. If he knows I’m not home, he’ll text me constantly, probably even come looking for me. I need you to stay in my place. Just one night, that’s all I’m asking."
I took a sip of my coffee, staring at her as the words sank in. “You want me to sleep in your bed? Pretend to be you? Jessica, this is… extreme.”
"I know," she said, eyes pleading, "but I haven’t felt this way in so long. I just need to feel… something different. Just this once. He might be the one."
My heart raced as I tried to process it all. I knew it was risky, probably stupid, but the truth is... I missed being her friend. I missed being her partner in crime. And there was a part of me that wanted to feel what it would be like to be her, if only for a few hours.
“Why me?” I asked, my voice trembling just a little. I still couldn’t believe what she was asking me to do.
“I... I need someone who’s not in my current circle,” Jessica replied, her eyes steady on mine. “Someone Trevor doesn’t know.” She said it like it was the most obvious thing in the world. And I guess it was—I just hadn’t thought of it. Her logic made sense, even if the whole plan felt borderline insane.
“But… won’t he figure it out?” I asked, feeling a pang of dread.
Jessica let out a dry, almost bitter laugh. “Oh, god, no. He will come home from work and pass out drunk like normal!” She leaned in a little closer. “He probably has some slut at the office. Always stays late, saying he has work. Trevor hasn’t touched me in ages.” Her voice softened just a fraction as she finished, and for a split second, I saw the cracks in her otherwise perfect life.
“Oh… I’m sorry,” I said, not sure what else to offer.
She brushed off my sympathy, waving her hand dismissively. “Just do me this one favor, Ashley. Please. It would mean the world to me!” Her eyes were pleading, almost desperate, and somehow that vulnerability got to me.
Maybe it was the old loyalty I still felt for her, or maybe it was that I wanted to feel needed by someone who used to mean everything to me. Whatever it was, she convinced me. By the time she started explaining the details, I found myself nodding along, taking mental notes as she laid out every part of the plan like she’d been rehearsing it for weeks.
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The plan was surprisingly well-thought-out. She gave me all the details, from her nightly routine to the things her husband wouldn’t notice. By the time I showed up at her place, I was already a bundle of nerves. Jessica disappeared into the bathroom, leaving me alone in the dimly lit bedroom, and that’s when I knew there was no turning back.
I took a deep breath, slid under the sheets, and curled up, just like she told me. The silk sheets were soft, cool, and foreign against my skin. I lay there, trying to still my breathing, half-excited and half-terrified, waiting in her place as if it were the most natural thing in the world. And that’s how I found myself here, tangled up in Jessica’s life, in her bed, waiting for whatever would come next.
I lay there, barely breathing as I heard him stumble into the room. My back was to him, but I felt his presence—the weight of his steps, the slight stagger that gave away just how much he’d had to drink. The smell of whiskey drifted over, faint but unmistakable.
"Jess, babe, are you there?" His voice was soft, searching, and for a moment, I thought maybe he’d leave if I didn’t respond. But he wasn’t going anywhere. "Jess? I can tell you aren’t asleep."
Panic jolted through me. I forced myself to mumble, letting my voice come out groggy and distant, praying he wouldn’t catch on. It must have worked, because he seemed to relax, shifting his weight.
"Good… I…" He paused, sounding uncertain, and vulnerable. "I just want to tell you… once I get this investor secured I promise I’ll have a better work-life balance. I know this has been hard on you. I… I guess I just wanted to tell you that I love you."
His words were quiet, almost tender, and they caught me off guard. The sweetness in his voice hit me in a place I hadn’t expected. Lying there, pretending to be his wife, I felt a sudden ache I hadn’t anticipated, for this man who was reaching out, trying to close a gap he didn’t even fully understand. I could see, for the first time, how much he was yearning to connect with her.
He brushed a gentle hand over my shoulder, lingering for a moment before he pulled back, in silence. The room grew quiet, and I lay there, caught in my own thoughts as time drifted by. His words replaying in my mind. I knew that struggle of balancing work with relationships, of sacrificing moments for a future you’re working tirelessly toward. I understood exactly where he was coming from. In all my focus on work, and building a life, somehow love had slipped through the cracks, leaving me at thirty with nothing to show for it but a string of failed relationships and a whole lot of loneliness.
His arm slipped around me, his touch unexpectedly warm and steady, as he drew me close in his sleep. The comfort of his embrace was overwhelming, and his breathing steadied, a gentle rhythm that filled the room. I lay still, trapped in this surreal intimacy, feeling the weight of his arm around me.
Images of Trevor floated in my mind as I remembered all those photos Jess had shown me over lunch. Him lifting weights at the gym, his muscles flexed and shining with sweat, or lounging by the pool with that broad, easy smile. One shot, in particular, stood out: him in a well-tailored suit, looking every bit the picture of confidence and charm, his tousled hair falling perfectly across his forehead. He looked incredible, so effortlessly handsome that it made my stomach flip.
I couldn’t help but imagine what it would feel like if he were saying goodnight to me in that gentle voice every night, not because I was playing a part, but because he wanted to. God, he was so cute. So sexy. And here I was, wrapped in his arm, lying next to him in his bed, feeling things I definitely shouldn’t be feeling.
Every tick of the clock echoed in my ears, reminding me of the plan, of the strangeness of being here. I glanced nervously at the clock—11:30 p.m. Jess said she’d be back by 3:00 a.m., but that felt like a lifetime away.
Then I felt him pulling me closer, his chest pressing against my back, his warmth seeping into me. I lay there, frozen, feeling his body mold perfectly into mine. His breath was warm against my shoulder as he brushed his lips over my skin, trailing soft kisses from my shoulder blade up to the nape of my neck. My heartbeat thundered in my ears, a growing panic building with each tender touch. Oh god—oh god, this wasn’t part of the plan.
Before I could think, his hand slid up under my shirt, moving slowly, almost reverently, until his fingers grazed my breast, cupping me gently, teasingly. Without thinking, I let out a soft moan—a sound that escaped before I could swallow it back. Instinct, pure, and unfiltered, and a flush of heat pooled low in my stomach. It had been so long since anyone had touched me like this, made me feel… wanted.
But the second the sound escaped my lips, I realized my mistake. He heard it. He stilled for just a moment, his breathing heavy against my neck, and then his fingers tightened, his touch becoming bolder, more purposeful. I felt his need in that touch, the way he pressed closer, and I knew, without a doubt, that my quiet moan hadn’t just betrayed me—it had invited him in.
His fingers tightened around my nipple, rolling and teasing it with a skillful touch that made my breath catch. Each squeeze, each twist sent sparks shooting through me, and I couldn’t help the small, breathless sound that escaped my lips. My body betrayed me, arching into him, craving his touch. It had been so long since I felt like this—since anyone had made me feel like this.
“Mm,” I moaned softly, feeling a flush rise to my cheeks. Every inch of me was on fire, aching with a need I hadn’t anticipated. His breath brushed my ear as he whispered, “God, you’re so hot,” his words dripping with desire. His hips moved against me, pressing firmly, and I could feel his arousal, hard and thick, sliding against me through the thin fabric of my panties. Each subtle thrust ignited a deeper pulse inside me, and I felt my own hips moving instinctively, pressing back to meet his.
It was dangerous, every second blurring the line between playing a role and letting myself get lost in this moment. But right now, all I could focus on was the heat between us, the way he moved against me, and how desperately my body responded in kind.
As his fingers traced down, teasing just above the edge of my panties, I could barely breathe, every nerve alive and buzzing. He was relentless, pressing against me in slow, rhythmic rolls of his hips, each movement making the ache inside me grow deeper. His fingers finally slid lower, and when they found my bare, sensitive skin, I shivered. His touch was electric, his fingers exploring, teasing, sliding against me with a knowing, deliberate slowness.
Then, with a confident movement, his fingers slipped between my thighs, gliding down to part me, stroking and sliding side to side, building a pulse of anticipation until he finally pushed his fingers inside. The sensation was overwhelming, and I moaned as he curled his fingers, hitting spots that made my whole body react.
“God, you’re so fucking wet,” he murmured, his voice rough and full of need. His fingers moved faster, deeper, and with every thrust, my hips moved in sync with him, desperate for more. I could feel myself unraveling, teetering on the edge of control as he kept whispering things in my ear, his words sending shivers down my spine.
His touch was relentless, his fingers and hips working together as waves of pleasure built higher and higher, and I bit my lip, praying I wouldn’t make a sound that would give me away. He kept talking to me, his words dark and possessive, telling me exactly what he wanted from me. “You want this as much as I do, don’t you?” he whispered, his voice a low, intoxicating murmur in my ear. “You love it when I touch you like this. You’re so wet… so perfect.”
His words sank into me, fueling the wild heat building inside and as I gave myself over completely the intensity of my release took me by surprise. My body shook, the pressure building as his fingers thrust faster, deeper, until finally, I broke, my orgasm ripping through me in waves so powerful I nearly cried out. I held back the sound, trembling and gasping silently, feeling him everywhere as he kept moving, kept working me, coaxing every last sensation from me.
Just as I began to catch my breath, I felt him slide his fingers from me, his hands trailing down to my panties. He hooked his fingers around the elastic, sliding them slowly down my hips and over my thighs, the cool air hitting my bare skin, making me shiver. His hand brushed over my thigh as he settled between my legs, and his length pressed against me, thick and warm, teasing just outside of where I craved him most.
His voice washed over me, dark and raw, each word seeping into my skin as he spoke to me like I was his. “God, you look so fucking beautiful when you cum,” he whispered against my ear, his voice filled with hunger. “Seeing you tremble in my arms like that? It turns me on that you want this as much as I do.”
Each word stoked the fire inside me, until I was nearly shaking, struggling to muffle the desperate sounds that wanted to spill out. I wanted him to know—wanted him to feel—that I was his to take, his to do anything he wanted with.
“I need this… I need you,” he murmured, his voice dark with desire. His cock slid along my entrance, teasing, each movement making my hips arch involuntarily, desperate to feel him deeper, to take him in. I knew it was wrong, I knew I shouldn’t want this, but his words took hold, sinking in deep, filling me with a wild, shameless need.
Then he pressed into me, his cock hard and demanding as he pushed against my entrance, and I gasped. I was so wet, so ready, but his thickness stretched me, inch by inch, and I couldn’t believe how big he felt. Each push opened me wider, setting every nerve alight, sending shocks of pleasure through me that made my hips instinctively tilt, wanting him deeper.
“Fuck, baby, you’re so fucking tight,” he groaned, his voice thick with surprise and satisfaction. He pulled back slowly, leaving me aching, and then pressed forward again, teasing me, pushing just enough to make me crave more, but never fully sliding inside. Each shallow thrust, each tease of his head, left me panting, my body on edge, desperate and trembling for him to finally bury his fat cock deep inside.
My nerves were on fire, every nerve ending alight with anticipation. With each thrust, my pleasure soared higher, a wave of sensations crashing over me that left me gasping for more. I could feel my juices dripping down my thigh, I was ready for him, I wanted him so badly. I began to push back against him instinctively, desperate to feel him deeper, to take all of him.
“That's right, baby,” he murmured, his voice dripping with dominance. “Daddy knows exactly what you want.” And he was right. I was his, completely lost in this moment, surrendering to the pleasure and his commanding presence.
He gently guided me to my knees, positioning me just how he wanted, my face buried deep in the soft pillows, the fabric muffling the mix of anticipation and excitement bubbling inside me. My body instinctively responded, raising my hips and spreading my legs apart, exposing myself completely to him. I felt vulnerable yet exhilarated as if I was giving myself over entirely to this moment.
His strong hands gripped my hips, fingers digging in possessively, grounding me in place. “Fuck, I love your round ass!” he said, his voice thick with desire, and I could hear the lust in his tone, feel it vibrating through the air. I could feel his cock at my entrance, teasing me, and it drove me wild. Every inch of me craved him. The air was thick with tension, the promise of what was to come hanging between us, and I couldn’t help but push back, silently urging him to take that final step, to give in to our desires.
His grip tightened around my hips, his fingers pressing possessively into my flesh as he surged forward, the force sending me gasping into the pillow to muffle my cries. My body struggled to adjust, my muscles trembling to accommodate his sheer size.
"Oh, god—oh god, you're so... big," I whimpered, barely recognizing my own voice as he filled me, inch by agonizing inch with each thrust. It was overwhelming, his length reaching deep, exploring places that left me breathless and dazed. It was as if he were claiming something undiscovered within me, filling a space I hadn’t known existed until this moment, carving a path to my core that only he could reach.
He let out a guttural moan, his hands pulling my hips into him like he couldn’t get enough. "Fuck, you’re so fucking tight," he growled, his voice rough with pleasure. Hearing him lose control only heightened the ache inside me, urging me to take him deeper.
Our bodies found a rhythm, swaying in sync, each slow, deliberate stroke drawing him out and then plunging him back inside of me. His cock felt impossibly thick, the ridges and veins along his length dragging against my inner walls, each delicious thrust intensifying every nerve ending he brushed against.
I was completely at his mercy, intoxicated by pleasure, dominated by his power over me. I gripped the bed sheets, holding on for dear life as he bottomed out inside me again and again. Each thrust sent shockwaves of pleasure through my body. My toes curled with the intensity of it all. I could feel my chest tightening, the familiar coil of pleasure building within me, every nerve ending alive and pulsing with need.
He rode me, fucked me deep and hard, the rhythm of his movements taking me higher, closer to that precipice I craved. It felt like my body was on fire, and every thrust ignited that fire further, pushing me toward the edge.
And then, finally, it hit me. My orgasm crashed over me like a tidal wave, and my body shook uncontrollably as waves of ecstasy rolled through me. I felt every ounce of tension release, the pleasure consuming me as I surrendered completely to the moment, lost in the bliss of it all. It was unlike anything I’d ever experienced before, a culmination of all the desires that had built up, and I couldn’t help but cry out, my voice muffled in the sheets as I let go entirely.
“God, damn, babe! You miss this cock don’t you?” he exclaimed, his voice thick with desire as his thrusts continued through my orgasm, amplifying my high and keeping me on that euphoric edge. “You cum so good for me, baby! You like it rough and hard, don’t you? You want to be daddy’s little slut!”
“Yes! Oh god, yes!” I cried out, my voice breathless, tangled in the haze of desire. His words demanded a response, pulling every ounce of surrender from me, and I gave it willingly. He pushed me beyond my limits, refusing to let the pleasure fade, driving me further into the intoxicating bliss that only he could create.
As if sensing my need, his hand slid over my quivering ass cheek, his fingers digging in possessively before he reared back and delivered a sharp “whack.” I screamed into the pillow, the sensation sending a fresh wave of pleasure through me, igniting my senses all over again. “Oh, daddy!” I managed to gasp out, the thrill of it driving me wild.
With another “whack,” he spanked me again, and I could hardly contain myself, the mixture of pleasure and pain heightening everything I felt. Each strike turned me into a hot, quivering mess, and all I could think about was how much I wanted him to take me harder, deeper, to push me to my limits and beyond.
His palm rested possessively on my ass, and I could feel his thumb gently pulling my cheeks apart, exposing me even further. “Baby, even your ass looks tight,” he teased, a wicked grin in his voice.
His palms began to grip and massage my ass, his thumb inching closer and closer to my anus. The unexpected wetness of his spit dripping down my crack, cool and shocking, trailing down until it pooled at my rear entrance. My heart raced faster, a mixture of nervous excitement and trepidation swirling inside me.
No one had ever touched me there, but I knew I couldn’t let him sense my hesitation, couldn’t break the illusion that I was Jessica. As his finger hovered there, pressing softly, my body tensed instinctively, as he began working me open with gentle insistence, his thumb pressing and teasing until, slowly, his finger slipped inside.
As his finger slid in deeper, I felt him pause, a low, appreciative groan escaping his lips. "God, you're so tight," he murmured, his voice thick with surprise and satisfaction. "I swear, Jess, you are more beautiful than I ever remembered." His words sent a shiver down my spine, an unexpected thrill blossoming with each praise he offered.
He took his time, easing in and out, his hand steady as he worked me open. “I can feel you clenching around me," he whispered as his hips rocked into me, distracting me from his new invader, and making me whimper and beg for more.
His thumb pushed deeper inside me, and I gasped at the sudden rush of sensation as his length continued its slow, penetrating assault. I could feel my muscles gripping him tightly, welcoming him, wanting to hold onto him forever.
It was a new kind of pleasure—a thrill that I hadn’t expected. His movements were slow, coaxing, each press and swirl setting my nerves alight. The combined feeling of his thrusts and the way he filled me from behind was almost too much to handle, every inch of me trembling, teetering on the edge.
“You have no idea how perfect you feel… how much I missed this.” His words only deepened the pleasure, drawing me into each tantalizing motion he made.
His groans of satisfaction grew, rough and guttural, as he moved with a deliberate, possessive rhythm. His fingers gripped by ass like a bowling ball, pulling me onto his shaft as his thrusts punched into me hard and fast, pushing me closer to a release that threatened to send me spiraling over the edge.
His powerful thrusts were relentless, each one driving me further into ecstasy. I could feel every inch of him stretching me, filling me completely, as my body responded eagerly, clenching around him, pulling him in deeper.
“Yes! Yes! Yes!” I screamed.
As I screamed those words, the intensity of our connection surged, electrifying the air around us. His powerful thrusts drove me wild, each deep stroke pushing me closer to the brink. I could feel the pressure building inside me, the way my body quivered with need, ready to erupt at any moment. Every time he filled me, it felt like he was claiming me, molding me to fit him perfectly.
His grip on my hips tightened, guiding me with primal urgency as he took control. I could hear the heavy sound of our bodies meeting, the slickness between us creating a rhythm that was both beautiful and chaotic.
The coil inside me wound tighter, and I could sense he was nearing his own release. The way he breathed, the growl in his voice—it all told me he was just as close as I was. I wanted to feel him lose himself in me, wanted to experience the culmination of our desires together.
With every thrust, I felt myself teetering on the edge, my body trembling in anticipation. I was almost there, caught in the delicious throes of impending orgasm. My cries grew louder, filling the room with our shared ecstasy as he took me higher, showing no signs of slowing down.
Finally, as that wave of pleasure crashed over me, my body shook uncontrollably. “Oh my god, yes!” I screamed, the words bursting from my lips as I surrendered to the overwhelming bliss. My body clenched around him, milking his cock, urging him to follow me into the abyss of pleasure.
With one final, deep thrust, I felt him release, his body shuddering against mine as he filled me with his hot cum. The warmth of his release sent me spiraling into my own climax, a tidal wave of sensation washing over us both, binding us together in that moment of sheer ecstasy. I could hardly comprehend the depth of what had just happened, but all I knew was that I wanted to stay lost in this feeling forever.
He collapsed onto the bed behind me, his hands wrapped around me tightly. “Fuck, that was the best sex we have ever had!” he exclaimed, his voice filled with a mix of exasperated joy and disbelief. I could hear the satisfaction in his tone, the way his breath came in ragged bursts as he leaned over me, his lips ghosted along my neck, lingering as if savoring each inch.
There was a gentleness in his touch, a familiarity that made my heart race. His hands glided down my back, but then they stilled, fingers tracing over my skin as if something was… different. Then the lights in the room turned on.
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