The bass thumped like a heartbeat, reverberating through the crowded club as neon lights flickered in rhythmic pulses. Simon glanced at his reflection in the mirrored wall behind the bar. His blond hair was artfully tousled, and he wore a tight white tee that clung to his slim frame, tucked into skinny black jeans. He was used to attention but felt a little jittery tonight. Michael, his best friend, coworker and fellow roommate, had dragged him out, insisting they needed to "blow off steam" after a hectic week at the clothing store.
“Look around, Simon,” he said, gesturing with his empty glass. “This place is teeming with men who would kill to buy a twink like you a drink.”
“All they want is a one-night stand.”
“And what's wrong with that?”
Michael winked, then disappeared into the throng of bodies on the dance floor, leaving Simon standing at the bar. Simon scanned the room. That’s when he noticed him: a man in his late thirties just a few feet away, casually leaning against the bar like he owned the place. Broad shoulders filled out a crisp navy button-up that strained slightly over his chest, and his brown hair and neatly trimmed beard gave him an effortlessly mature air. His biceps flexed slightly as he raised a glass of whiskey to his lips. The man’s gaze met Simon’s. His brown eyes softened into a smile, and he walked over with the confidence of someone who had nothing to prove.
“Hi,” he said, his voice deep and warm. “I’m Jeff.”
Simon blinked, caught off guard.
He shook Jeff’s offered hand, his smaller fingers disappearing in Jeff’s firm grip.
“You look like you could use a drink,” Jeff said, nodding at Simon’s nearly empty glass. “Mind if I get you one?”
Simon hesitated for a split second before nodding.
Jeff signaled to the bartender and ordered another gin and tonic for Simon. As they waited, Jeff turned to face Simon fully, towering over him in a way that was somehow both intimidating and intoxicating.
“So, what brings you here tonight, Simon?”
“My roommate dragged me out,” Simon said. “I’m not much of a club person, honestly.”
Jeff raised an eyebrow. “Really? You look like you fit right in.”
“Thanks, I think?” Simon replied, a faint blush rising to his cheeks.
Jeff chuckled. “It’s a compliment.”
Simon's drink arrived, and they clinked glasses before taking sips. The conversation flowed effortlessly—Jeff talked about his work as a Realtor, his passion for architecture and how much he loved discovering hidden gems in the city. Simon shared stories about the chaos of working retail with Michael. Before long, Jeff leaned in closer, his cologne—a mix of cedar and spice—invading Simon’s senses.
“Do you dance?” Jeff asked, his tone playful.
“I do,” Simon said, shyly.
Jeff extended a hand. “Come on, then.”
Simon placed his hand in Jeff’s, letting him lead him to the dance floor. The music was loud, the beat infectious, and Jeff’s presence steady and grounding. They moved together, Jeff’s strong hands guiding Simon’s hips until Simon let go of his self-consciousness. Their bodies pressed closer, and Simon felt a flutter in his chest every time Jeff’s dark eyes locked on his.
“Simon, I’d like to keep talking. My place isn’t far. Would you like to come over?”
Simon hesitated, glancing around for Michael. He caught his friend on the far side of the dance floor, waving and flashing a thumbs-up. Taking a deep breath, Simon turned back to Jeff.
The sleek black SUV pulled into the underground garage of a luxury high-rise in downtown. Simon looked out the window, marveling at the clean lines of the building and the shimmering skyline. Jeff parked the car effortlessly and turned to him.
“Welcome to my place,” he said.
Simon followed Jeff to the elevator, their hands brushing as they walked. When they stepped into Jeff’s apartment, Simon’s jaw dropped. Floor-to-ceiling windows showcased a stunning view of the city, and the open-concept living room was immaculate, with modern furniture, tasteful artwork, and a kitchen that looked straight out of a magazine.
“This is... wow,” Simon said, turning to Jeff.
Jeff set his keys on the counter.
“Glad you like it. Make yourself at home.”
Simon wandered over to the windows, while Jeff grabbed two glasses and a bottle of wine. He handed Simon a glass, their fingers grazing, before leaning casually against the counter.
“You’re even more stunning in this light,” Jeff said softly, his voice like honey.
Simon felt heat rise to his cheeks.
“I bet you say that to everyone you bring here,” Simon teased, sipping his wine.
“Only when it’s true,” Jeff replied, his eyes never leaving Simon’s.
The tension between them simmered, and before Simon could respond, Jeff closed the distance between them. His hands slid gently around Simon’s tiny waist, pulling him close. Their lips met in a kiss that started soft but quickly deepened, filled with heat and longing. Simon melted into Jeff’s embrace. They moved to the bedroom, where the city lights cast a soft glow across the luxurious space. Clothes were shed, kisses trailed, and hands explored, Jeff’s touch both tender and consuming. Simon felt completely seen, completely adored.
After having amazing sex, they lay tangled in the sheets. Jeff’s arm was draped over Simon’s slender frame.
“You’re incredible,” Jeff murmured, his voice husky.
Simon turned to face him.
“You’re not so bad yourself,” he teased.
Jeff smiled, then grew serious, his gaze softening.
“Simon, I want you to know something. I don’t just see this as a one-time thing.”
“I mean, I want to take care of you,” Jeff said, his voice earnest. “You seem special, Simon. I want to pamper you, spoil you, take you on dates...”
Simon blinked, caught off guard by the sincerity in Jeff’s words.
“Really?” he asked softly.
“I don’t say things I don’t mean. Let me treat you the way you deserve.”
Simon felt a flutter in his chest, a mixture of excitement and disbelief. He had never been pursued so openly, so confidently.
“I... I think I’d like that,” he said.
Jeff grinned, leaning in to press a gentle kiss to Simon’s forehead.
“Then how about dinner tomorrow night? A proper date.”
Jeff pulled him closer, his strong arms enveloping Simon. As they lay together, Simon felt a sense of warmth and security he hadn’t experienced before.
Here he was, sitting in a vinyl booth at a 24-hour diner across from Jeff, who looked very happy. The warm smell of fried food and syrup hung in the air as Jeff casually flipped through the menu.
“Are you hungry?” Jeff asked, noticing Simon fidgeting with his straw.
“Only a little,” Simon lied, though his stomach growled softly in protest.
Jeff chuckled, the sound rich and warm. He flagged down the waitress.
“Two cheeseburgers, two orders of fries and two chocolate milkshakes. Oh, and a plate of waffles with ice cream for dessert. Sound good?”
He winked at Simon. Simon opened his mouth to object but couldn’t bring himself to ruin Jeff’s enthusiasm.
“You don’t have to finish it all,” Jeff said with a shrug, though the gleam in his eye suggested he hoped Simon would.
When the food arrived, Simon stared at the towering cheeseburger, the golden fries glistening beside it, and the decadent milkshake topped with whipped cream. Jeff dug in without hesitation, biting into his burger with gusto and groaning in satisfaction.
“You’ve gotta try this,” Jeff said between bites. “It’s amazing.”
Simon hesitated, but the aroma was too tempting. He took a cautious bite, the melted cheese and juicy patty practically melting in his mouth. Before he knew it, he was reaching for the fries, then sipping the milkshake. Jeff watched him with a satisfied smile.
“See? Told you it was good.”
By the time the waffles arrived, Simon was full but couldn’t say no when Jeff slid the plate toward him. Two scoops of vanilla ice cream oozed over the warm, syrup-drenched waffles.
“Just a bite,” Jeff said, though Simon noticed the encouraging tone.
Simon groaned as he took a forkful.
“You’re dangerous, you know that?”
“Only in the best way,” Jeff replied, smirking.
That first date set the tone for the beginning of relationship. Simon quickly discovered that Jeff had a talent for making indulgence seem irresistible. Every time they met—usually at Jeff’s spacious apartment, there was always something sweet in the kitchen. A pink box of fresh donuts on the counter. A chocolate cake with thick frosting in the fridge. A carton of premium ice cream in the freezer, always paired with Jeff’s insistence: “Have a little. You deserve it.” Jeff had a knack for making Simon feel special, showering him with compliments and small surprises. He’d pick Simon up after work, whisking him away to a cozy restaurant or back to his place, where they’d curl up with a movie and snacks. Jeff always seemed happiest when Simon gave in to his offers—taking the extra slice of pizza or savoring the brownie Jeff had baked himself.
At first, Simon didn’t think much of it. Jeff clearly loved seeing him happy, and the attention was intoxicating. But after about a month, Simon was starting to notice some changes. His skinny jeans felt a little tighter. His favorite shirt clung in places it hadn’t before. One evening, while stepping out of the shower, he caught a glimpse of himself in the mirror. His once-flat stomach now had a slight curve, and his face seemed a touch softer. When he stepped onto the scale, the digital numbers blinked back:
Jeff entered the bathroom. His gaze dropped to the way the briefs hugged Simon’s growing hips and how the waistband strained against his softening waistline. Simon turned, catching Jeff staring.
“What?” he asked, raising an eyebrow.
“Nothing. You’re just… perfect.”
Simon rolled his eyes, but his blush betrayed him.
“Because it’s true,” Jeff murmured, wrapping an arm around Simon’s waist. He tugged him close.
“And you know what? I think you’re getting even more perfect.”
Simon squirmed slightly but didn’t pull away.
“But I’ve gained weight.”
“Yes. And I love every single bit of you.”
His hands slid down, cupping Simon’s ass.
Simon let out a surprised laugh.
Jeff tilted his head. He gave Simon a gentle squeeze, earning a mock glare.
Over the next few weeks, Jeff’s obsession grew more obvious. He loved surprising Simon with treats, always framing it as an act of care. He’d surprise Simon with his favorite pastries, or he’d whip up elaborate dinners that always ended with a rich dessert. He never outright said it, but Jeff was thrilled to see Simon indulging. And Simon—despite his initial reservations—found it hard to resist. Jeff was so good at making him feel cherished. “You deserve to be spoiled,” Jeff would say, handing him a plate of double-fudge brownies. “Let me take care of you.” The results were impossible to miss. Simon’s hips filled out his jeans in a way they hadn’t before, and his thighs started to press against the seams. His briefs became a challenge to pull on, the fabric stretching tight over his fuller ass, often leaving the top of his cheeks exposed. Jeff loved those moments—catching Simon struggling with a waistband or seeing him shift uncomfortably on the couch, adjusting the fit of his too-tight clothes.
Curled up on the couch one lazy Saturday night, Simon sat with a bowl of his favorite ice cream while Jeff rested his hand on Simon’s thigh. Jeff’s hand kneaded the soft flesh.
“You’re really into this, aren’t you?” Simon asked, glancing at Jeff with a teasing smile.
Jeff didn’t look embarrassed—if anything, he looked proud.
“You know,” Simon said, gesturing vaguely at his body. “Fat.”
“I’m into you. I love everything about you. And yeah, I love that you’re letting me spoil you. I love how happy you look when you’re eating something you enjoy. And, if I’m being honest…” His hand slid lower, resting on Simon’s fuller backside. “I can’t get enough of how sexy you look.”
Simon’s face turned pink.
“You’re something else, you know that?”
Jeff’s adoration was undeniable, and it was hard for Simon not to feel flattered by all the attention. Still, he couldn’t ignore how his wardrobe was shrinking, or how every pair of briefs he owned now clung to him like a second skin, leaving little to the imagination. But every time he caught Jeff staring—his brown eyes full of love and hunger—Simon couldn’t help but feel a thrill.
After having a coffee the following morning, Simon stood in front of the mirror. He realized his ass had grown a lot, spilling over the top of his briefs and making it impossible to find pants that fit properly. His tits and belly looked bigger too. He sighed and ran a hand through his blond hair as Jeff walked into the bedroom, carrying a pink box of donuts.
“You bought donuts again?” Simon asked, narrowing his eyes.
“Of course. You love these.”
Simon crossed his arms over his chest.
Jeff set the box down on the nightstand, his brow furrowing.
“This,” Simon said, gesturing to himself. “I’ve gained twenty pounds, Jeff. My clothes don’t fit. I can’t keep eating like this.”
Jeff stepped closer, his hands finding Simon’s love handles.
“Simon, you look incredible.”
“I look chubby, I'm not a twin anymore” Simon shot back, his cheeks flushing.
Jeff tilted his head, his brown eyes softening.
“You look hot. You’ve always been gorgeous, but now… I don’t know. I love you like this.” His hands slid down to cup Simon’s big ass, squeezing gently. “Especially this. It drives me crazy.”
Simon tried to pull away, but Jeff held him firmly.
“Jeff, I mean it. I need to go on a diet.”
“You don’t need to do anything,” Jeff said, his voice low and soothing. “You’re perfect the way you are.”
Before Simon could protest, Jeff pulled a donut out—a glazed, sugar-dusted ring that practically sparkled under the light.
“Open up,” Jeff said, holding it to Simon’s lips.
Jeff’s other hand slid around to Simon’s belly, his fingers brushing over the soft curve.
“You know I love you,” he murmured, his tone dripping with adoration. “Let me take care of you.”
Simon hesitated, his resolve wavering. Jeff leaned closer, his lips brushing against Simon’s ear.
“You’re the hottest guy I’ve ever seen,” Jeff whispered. “You have no idea how crazy you make me, Simon.”
The sweet, buttery flavor melted on Simon’s tongue as Jeff’s hand continued its exploration, squeezing his developing man boobs and then reaching his dick.
“Good boy. You’re so sexy,” Jeff said, his hand jerking him off. “Every time I see you in these tight little briefs, I lose my mind.”
“Shh,” Jeff cut him off. He picked up another donut, holding it between his fingers like it was something precious, and crouched to meet Simon’s gaze. “I love how soft you’ve gotten. How much you’ve let me take care of you.”
“Jeff…” Simon began, but his voice faltered when Jeff brought the second donut to his lips.
“Open,” Jeff said, his tone both gentle and commanding.
Simon hesitated but parted his lips. He took a bite, the sugary glaze melting on his tongue.
“Good,” Jeff said with a satisfied smile. “That’s my boy.”
Simon moaned as Jeff continued to feed him. By the time he was on his third donut, Jeff stop jerking him off and his fingers slipped under the waistband of his briefs, tugging it down to expose Simon’s round butt cheeks. He gave them a slap. Simon was torn between embarrassment and excitement.
“Do you really like my new curves?,” Simon asked.
“You have no idea,” Jeff replied, grabbing another donut.
Simon finished it slowly.
“I can’t eat anymore,” he murmured, his voice shaky.
“Yes, you can,” Jeff said, his hard dick now entering Simon's ass. “For me.”
Jeff gave Simon another donut.
“You’re everything I’ve ever wanted,” Jeff said, his voice thick with desire. “And you’re going to let me love every inch of you.”
A few months passed, and Simon barely recognized himself. His once-fitted clothes had long been replaced by stretchier options that could accommodate his growing figure. His belly was soft and round, resting comfortably over the waistband of his sweatpants, and his hips and thighs had thickened noticeably, giving him a fuller, almost plush appearance. Jeff, of course, was over the moon. His constant attention and affection made it impossible for Simon to feel anything but adored, even as he packed on more weight. Simon loved how Jeff’s eyes would light up every time he grabbed an extra helping or indulged in the treats Jeff always seemed to have on hand.
One Saturday afternoon, Simon sat on the couch of his shared apartment in his underwear, lazily scrolling through his phone. Michael arrived after being on a date.
“Holy crap,” he blurted out, his wide eyes scanning Simon’s body. “Look at you”
“You’ve gotten huge!” Michael said, gesturing toward Simon’s belly. “Is this Jeff’s doing?”
Simon shrugged, trying to hide his smile.
“He just likes spoiling me, okay?”
“Simon,” Michael said, exasperated. “You were, like, a twink icon, and now—” He trailed off, shaking his head. “I mean, are you happy?”
Simon looked down at himself, running a hand over his soft stomach. He thought about Jeff—the way he looked at Simon, touched him, worshiped him—and nodded.
Simon was sprawled on Jeff’s bed later that night, recounting the interaction while Jeff rubbed his fat belly, grinning like he’d won the lottery.
“He’s right,” Jeff said, his voice low and reverent. “You are huge now.”
“My sexy ex-twink,” Jeff murmured, pressing kisses to his belly. “You’ve let me take care of you so well. And look at you now. You’re perfect.”
His hands roamed freely, exploring every curve, every new softness. Simon shivered, his embarrassment melting under Jeff’s touch and words. He loved how much Jeff adored him, how desired he felt despite—or maybe because of—his growing body.
“You’re mine,” Jeff said. “My beautiful, fat boy. And I’m going to keep loving you—and feeding you—for as long as you let me.”
Simon moaned as Jeff’s mouth engulfed his dick. He didn’t really care about Michael’s reaction or the numbers on the scale. All that mattered was Jeff and the way he made him feel like the most cherished person in the world.
Jeff stirred awake, the morning sunlight streaming through the curtains. Blinking the sleep from his eyes, he turned his head to see Simon already sitting up on the edge of the bed. He stretched, his arms reaching overhead, and Jeff couldn’t take his eyes off the way his soft belly rounded and shifted with the movement. His love handles curved gently over the waistband of his new briefs, which had also grown so tight that they seemed to struggle to contain him. The fabric cut into his hips, emphasizing the generous swell of his behind, which jiggled slightly as he stood. Jeff bit his lip as Simon hooked his thumbs into the waistband of the too-small briefs and tugged them down, revealing the full glory of Simon’s ass. It was round and plush, its fullness accentuated by the way it swayed naturally with each step toward the bathroom. His thighs rubbed together as he walked, the soft flesh shifting with every movement. As Simon stepped into the bathroom, Jeff heard the sound of the shower starting, water splashing against the tiles. He couldn’t resist any longer. Throwing the covers aside, he padded across the room and slipped into the steamy bathroom.
“Jeff!” Simon exclaimed, half-turning to look at Jeff.
“Couldn’t stay in bed,” Jeff said with a hard-on.
The water ran down Simon’s body in rivulets, highlighting every curve. His belly glistened under the spray, the soft flesh jiggling slightly as he shifted his weight. Jeff’s hands found Simon’s hips almost instinctively, pulling him close.
“You’re stunning,” Jeff murmured, his voice husky.
Simon rolled his eyes, though his lips curved into a shy smile.
“Well, I'm almost 300 pounds.”
Jeff's fingers started kneading Simon's belly, marveling at its warmth and softness.
“I can’t get enough of you,” he whispered.
Simon shivered as Jeff’s hands slid lower, tracing the curve of his thighs before moving back up to cup his ass. Jeff squeezed gently, his hands full.
“You’re obsessed,” Simon said, his voice breathy.
“Completely,” Jeff admitted, planting a kiss on Simon’s lips. “You’re everything to me. I love you”
“I love you too, but I'm worried I'll never be fat enough for you.”
Simon turned around and leaned against the smooth tile. Jeff's hands rested on Simon’s thick waist, fingers sinking slightly into the soft flesh. His round belly jiggled slightly with every shift, and his love handles spilled over Jeff’s large hands. Jeff’s touch was deliberate, reverent, as he let his palms slide along Simon’s sides, squeezing gently. Then his hands moved up, cupping Simon’s chest. His thumbs grazed over Simon’s soft man boobs, teasing the sensitive nipples. Simon gasped, arching his back slightly. Jeff leaned down to kiss the curve of Simon’s neck.
“I want to pamper you even more.”
Simon's belly quivered as Jeff’s hands wandered lower, gripping the wide curve of his ass.
“Even more?” Simon asked.
Jeff’s grip tightened, and he kneaded the round flesh, his hard dick digging into the softness.
“Oh, much more,” he said.
