My Best Friend Feminized Me at Comic-Con

The fluorescent lights of the San Diego Marriott hummed with that particular energy that only exists during Comic-Con weekend. Jake Harrington had been attending the convention since he was sixteen—nearly eight years of his twenty-four-year-old life spent navigating crowded exhibition halls, hunting for exclusive merchandise, and photographing elaborate cosplay costumes. This year was different, though. This year, his best friend since high school, Marcus Webb, had finally agreed to join him.

"Day one officially complete," Jake announced, collapsing backward onto the king-sized bed with an exaggerated groan. The mattress springs squeaked beneath his weight as he stared up at the popcorn ceiling, his muscles aching from twelve hours of walking the convention floor. His Spider-Man cosplay suit lay in a crumpled heap by the bathroom door, the spandex still damp with sweat from the July heat.

Marcus emerged from the bathroom, a cloud of steam following him. He'd abandoned his attempt at cosplay after only two hours, complaining that the armor pieces of his Mandalorian costume were "torture devices designed by sadists." Now he wore only a white hotel towel slung low around his hips, water droplets still clinging to his dark skin and tracing paths down his sculpted chest.

"You look like you got run over by a stampede of furries," Marcus laughed, that deep rumbling chuckle that had always made Jake's stomach flutter in ways he'd never quite understood. He crossed to the mini-fridge and retrieved two bottles of overpriced beer, tossing one onto the bed beside Jake.

"Thanks, man." Jake propped himself up on his elbows, watching as Marcus twisted the cap off his own beer and took a long pull. The way his adam's apple bobbed, the way his bicep flexed as he lowered the bottle—Jake forced himself to look away. They'd been friends for nearly a decade, ever since Marcus transferred to Jake's high school sophomore year. In all that time, Jake had carefully guarded his secret attraction, burying it beneath layers of jokes about girls and shared porn links and locker room banter.

But lately, especially after Marcus's recent breakup with his girlfriend Sarah, Jake had noticed something shifting. Marcus had been spending more time at Jake's apartment. The hugs lasted longer. The glances lingered. And tonight, in this hotel room with its thin walls and shared bed, the air felt charged with possibility.

"Your sister's costume is still in the closet," Jake mentioned, nodding toward the garment bag hanging by the desk. "She said you could borrow pieces if you wanted to dress up tomorrow."

Marcus's sister Tasha had shipped her cosplay materials to the hotel ahead of time—a complex outfit for a female anime character Jake didn't recognize, complete with thigh-high boots, a pleated micro-skirt, and various accessories. She'd decided last minute not to attend, sending Marcus a text: "Use whatever you want, bro. Already paid for the room, so have fun."

Marcus walked over to the closet and unzipped the garment bag. The little black skirt fell out first, followed by a crop top, fishnet stockings, and a blonde wig. He held up the skirt, letting the pleated fabric drape over his fingers.

"Can you imagine me in this?" Marcus asked, turning with a grin that didn't quite reach his eyes. There was something else there—curiosity, maybe, or challenge.

Jake's mouth went dry. "You'd... you'd definitely turn heads."

"Think I could pull it off? I've got the legs for it." Marcus dropped the towel.

Jake's breath caught in his throat. Marcus stood there completely naked, unashamed, his semi-hard cock hanging heavy between his thighs. He stepped into the skirt, pulling it up over his hips. The garment was designed for a woman's narrower frame, and it clung to Marcus's muscular ass and thighs in a way that made Jake's own cock stir in his jeans.

"Zip me?" Marcus asked, turning his back.

Jake rose from the bed on unsteady legs. His fingers trembled as he found the zipper and pulled it up, the back of his knuckles brushing against Marcus's warm skin. The skirt sat high on Marcus's waist, the hem barely covering his ass. When he turned around, Jake saw the outline of his cock pressing against the thin fabric, creating an unmistakable bulge.

"Well?" Marcus did a little spin, and the skirt flared out, exposing his nakedness beneath for just a moment. "Do I look like a proper little slut?"

The word hit Jake like a physical blow. "Marcus, what are you doing?"

"Exploring," his friend said simply. He walked to the desk and retrieved the bottle of whiskey they'd bought earlier, taking a long drink before offering it to Jake. "Sarah always said I was too repressed. Too worried about being the tough guy, the athlete, the alpha male. She wanted to see me... vulnerable."

Jake took the whiskey and drank, the burn matching the heat building in his gut. "And?"

"And I think she was right." Marcus took the bottle back, his eyes locked on Jake's with an intensity that made Jake want to look away and never look away at the same time. "I've been thinking about things. About us. About why I always need to be touching you, why I get jealous when you date, why I can't stop wondering what it would be like to—" He stopped himself, shaking his head. "Fuck, I'm drunk."

"You're not drunk," Jake whispered. "You're just finally being honest."

The silence stretched between them, thick and heavy with unspoken desire. Marcus set the whiskey down and took a step closer, close enough that Jake could smell the mingled scents of hotel soap and masculine sweat. The little black skirt brushed against Jake's jeans.

"I've never done anything with a guy," Marcus said, his voice rough. "But I can't stop thinking about your mouth. About what it would feel like to have you on your knees for me. To see you looking up at me with those pretty eyes while you—"

Jake didn't let him finish. He dropped to his knees right there on the carpeted floor, his hands finding Marcus's hips through the thin fabric of the skirt. He looked up, meeting Marcus's shocked gaze, and slowly, deliberately, pressed his face against the bulge in the skirt, mouthing at the hardness he found there.

"Jesus, Jake," Marcus groaned, his hands flying to Jake's hair, not pushing him away but anchoring him there. "Fuck, is this really happening?"

Jake answered by reaching under the skirt and pulling Marcus's cock free. It was thick and dark and already leaking precum, the head swollen and flushed. Jake had never done this before—not with a man, not with anyone really, just a few awkward encounters with girls in college. But he'd fantasized about this moment for years, and his body knew what to do even if his mind was screaming that this would change everything.

He opened his mouth and took Marcus inside.

The taste was immediate and overwhelming—salt and musk and something uniquely Marcus. Jake swirled his tongue around the head, collecting the bitter fluid there, then sank lower, taking more of the shaft into his mouth. Marcus's fingers tightened in his hair, pulling just hard enough to make Jake's scalp tingle.

"That's it," Marcus groaned, his hips starting to move, small thrusts that pushed him deeper into Jake's throat. "Take it, Jake. Take my cock like a good little cocksucker."

The dirty talk sent electricity through Jake's body. He moaned around the shaft in his mouth, the vibration making Marcus shudder. He reached up with one hand to stroke what he couldn't fit, using the other to cup Marcus's heavy balls, rolling them gently through his fingers.

"Look at you," Marcus panted, staring down with dark, hungry eyes. "Look at you on your knees in that Spider-Man shirt, worshipping my dick. You love this, don't you? You've wanted this for years."

Jake pulled back enough to speak, his lips swollen and wet. "Yes," he admitted, the confession freeing something inside him. "Yes, I've wanted this. Wanted you. Please, Marcus, let me make you feel good."

Marcus growled and pulled Jake back onto his cock, setting a rhythm that Jake struggled to match. He gagged occasionally, tears springing to his eyes, but he didn't pull away. He wanted this—wanted to be used, to be filled, to finally submit to the desires he'd suppressed for so long.

"I'm getting close," Marcus warned, his thrusts becoming erratic. "I'm gonna cum, Jake. I'm gonna fill your mouth with my load. You want that? You want to swallow my cum like a good little slut?"

Jake nodded frantically, hollowing his cheeks and sucking harder. He wanted it—wanted to taste Marcus's release, wanted to feel that hot spurt on his tongue, wanted to prove that he could take everything Marcus had to give.

But Marcus had other plans. At the last second, he pulled out completely, his cock throbbing in his fist. Jake looked up, confused and desperate, just in time to see the first rope of cum shoot out and splatter across his face. It hit his cheek, his forehead, his open mouth. More followed, coating his chin, dripping down onto his shirt, marking him completely.

"Fuck," Marcus breathed, milking the last drops onto Jake's waiting tongue. "Look at you. Look at my cum all over your face. You're beautiful like this, Jake. So fucking beautiful."

Jake sat back on his heels, dazed and covered in semen. He could taste Marcus on his lips, salty and thick, and he used his tongue to collect what had landed near his mouth, swallowing it down with a shuddering sigh. His own cock was hard as steel in his jeans, pressing painfully against the zipper.

Marcus knelt down, suddenly gentle, and used the skirt he'd been wearing to wipe Jake's face. But instead of cleaning him completely, he left streaks of cum on Jake's cheeks, marking him like war paint.

"You're mine now," Marcus whispered, pressing their foreheads together. "You know that, right? Once we cross this line, there's no going back."

"I don't want to go back," Jake whispered back. "I want you to show me everything. I want to be your... your girl. Your slut. Whatever you want."

Marcus kissed him then, hard and claiming, tasting his own cum on Jake's tongue. When they broke apart, both were breathing hard.

"Get on the bed," Marcus commanded, standing and pulling Jake up with him. "Take your clothes off. I want to see all of you."

Jake scrambled to obey, stripping off his shirt and jeans and underwear until he stood naked and trembling before his best friend. Marcus looked him up and down with predatory appreciation, then pushed him backward onto the mattress.

"Spread your legs," Marcus ordered, and Jake did, exposing himself completely. "Touch yourself. Show me how you touch your cock when you think about me."

Jake wrapped his hand around his shaft and began to stroke, slow and teasing. He watched Marcus watch him, watched the way Marcus's cock was already stirring again, still wet from Jake's mouth.

"Have you ever played with your ass?" Marcus asked, climbing onto the bed and kneeling between Jake's spread thighs.

Jake shook his head, blushing. "Never. I've thought about it, but I never... I was too scared."

"Scared of what?"

"Of wanting it too much. Of being... dirty."

Marcus laughed, but it was kind. "Oh, Jake. We're about to get very dirty together." He reached for the bottle of lotion on the nightstand. "I'm going to open you up. I'm going to stretch this tight little virgin hole until you can take my cock. And then I'm going to fuck you. I'm going to fuck you until you can't remember your name, until all you can think about is my dick inside you, claiming you, breeding you."

The words made Jake's hand falter. "Breeding?"

"I want to cum inside you," Marcus said simply, coating his fingers with lotion. "I want to fill your ass with my seed. I want to make you mine in the most primal way possible. Is that what you want, Jake? Do you want me to breed you like a good little slut?"

"Yes," Jake gasped as Marcus's fingers found his entrance, circling the sensitive ring of muscle. "Yes, please, Marcus. I want you inside me. I want to feel you cum in my ass."

Marcus pressed one finger against Jake's hole, pushing slowly but insistently. Jake tensed automatically, the foreign sensation of intrusion making him gasp.

"Breathe," Marcus coached, his free hand stroking Jake's thigh soothingly. "Push out like you're trying to expel me. It'll make it easier."

Jake obeyed, and suddenly Marcus's finger slipped inside, the tight ring of muscle giving way to the persistent pressure. The sensation was strange—burning, stretching, uncomfortable but not painful. And then Marcus crooked his finger, and Jake's world exploded.

"Oh god!" he cried out, his back arching off the bed. "What was that?"

"Your prostate," Marcus grinned, massaging the spot again and again. "Your sweet spot. The button that turns you into a moaning, desperate little whore."

Jake couldn't argue. He was moaning, writhing on the bed as Marcus worked his finger deeper, scissoring it to stretch the tight passage. Soon a second finger joined the first, and Jake felt the burn intensify, but he welcomed it. He wanted to be opened, wanted to be prepared for what was coming.

"You're so tight," Marcus murmured, watching his fingers disappear into Jake's body. "So hot and tight around my fingers. I can't wait to feel this around my cock. You're going to squeeze me so good, Jake. You're going to milk my cum right out of me."

"Please," Jake begged, his hand still working his own cock, precum making his fist slick. "Please, Marcus, I need more. I need you inside me."

Marcus withdrew his fingers, and Jake whimpered at the loss. But then Marcus was positioning himself, guiding his thick cock to Jake's stretched entrance, and Jake felt the broad head pressing against his hole.

"Look at me," Marcus commanded, his voice rough with desire. "Keep your eyes on mine while I take you. I want to see the moment you become mine."

Jake locked eyes with Marcus—dark brown to hazel—and nodded. "I'm yours," he whispered. "I've always been yours."

Marcus pushed forward.

The stretch was intense, burning in a way that made Jake's eyes water. He gasped, his hands flying to Marcus's shoulders, nails digging into the muscle there. Marcus paused, letting Jake adjust, his cock barely inside the tight heat.

"Breathe," Marcus reminded him, pressing gentle kisses to Jake's jaw, his neck, his collarbone. "Relax and let me in. I promise it'll feel good soon. I promise I'll make you feel so good."

Jake focused on his breathing, consciously relaxing his muscles. Slowly, inch by inch, Marcus sank deeper, until finally his hips were flush against Jake's ass, his entire length buried in the tightest, hottest sheath he'd ever experienced.

"Fuck," Marcus groaned, his forehead resting against Jake's. "You're so tight. So perfect. You feel incredible, Jake. So warm and wet and tight around my cock."

Jake experimentally clenched his muscles, and both men moaned at the sensation. "Move," Jake pleaded. "Please, Marcus, fuck me. I need you to move."

Marcus pulled back slowly, almost all the way out, then thrust back in with a force that made Jake cry out. He set a steady rhythm, long strokes that dragged his cock over Jake's prostate with every pass, building pleasure that made Jake's vision blur at the edges.

"Touch yourself," Marcus ordered, his hips snapping faster. "I want to see you cum while I'm fucking you. I want to feel your ass clench around me when you shoot."

Jake obeyed, wrapping his hand around his cock and stroking in time with Marcus's thrusts. The dual sensations—his hand on his cock, Marcus's cock in his ass—were overwhelming. He could feel his orgasm building, a tightening in his balls, a tingling at the base of his spine.

"Marcus," he gasped, "I'm close. I'm so close. Please, don't stop. Fuck me harder. Make me cum."

Marcus growled and increased his pace, pounding into Jake with abandon. The sound of skin slapping against skin filled the room, mixed with their moans and the wet sounds of Jake's hand working his cock.

"That's it," Marcus grunted. "Cum for me, Jake. Cum like a good little slut while I use your hole. Show me how much you love my cock."

The dirty talk pushed Jake over the edge. With a cry that was nearly a scream, he came, his cock pulsing in his fist, shooting ropes of cum across his own chest and stomach. His ass clamped down on Marcus's cock, milking it with rhythmic contractions that made Marcus groan.

"Fuck, yes," Marcus panted, still thrusting through Jake's orgasm. "That's it, squeeze me. Milk my cock, baby. I'm gonna fill you up. I'm gonna breed this tight little ass."

"Yes," Jake moaned, still trembling from his climax. "Cum inside me, Marcus. Please, I need to feel you. I need your cum in my ass."

Marcus gave one last, deep thrust and buried himself to the hilt. Jake felt the cock inside him swell, felt the heat of Marcus's release flooding his insides. Marcus groaned long and low, his hips jerking as he emptied himself into Jake's willing body, filling him with spurt after spurt of hot semen.

When he finally finished, Marcus collapsed on top of Jake, their sweaty bodies sticking together, cum smearing between them. They lay like that for long minutes, breathing hard, Marcus's cock still buried in Jake's ass.

"I can feel you dripping out of me," Jake whispered, awed.

Marcus raised his head and kissed him softly. "Good. I want you to feel me there tomorrow. I want you to remember who you belong to."

"You marked me," Jake said, smiling despite his exhaustion.

"I claimed you," Marcus corrected. "And I'm not done yet."

Jake woke to sunlight streaming through the hotel curtains and the feeling of Marcus's arm heavy across his chest. For a moment, he thought it might have been a dream—a vivid, erotic dream born of too many years of suppressed desire. But then he shifted, and the soreness in his ass reminded him that every moment had been real.

Marcus stirred, his eyes fluttering open. For a heartbeat, Jake saw uncertainty there—regret, maybe—and his stomach dropped. But then Marcus smiled, that slow, sexy smile that had always made Jake weak in the knees, and leaned in for a kiss.

"Morning, beautiful," Marcus murmured against his lips.

"Morning," Jake whispered back, relief flooding through him. "I thought... I thought you might regret it."

Marcus's hand slid down Jake's body, finding his morning erection and wrapping around it. "The only thing I regret," he said, stroking slowly, "is that we waited so long. I could have been fucking this sweet ass for years."

Jake moaned, pushing into Marcus's grip. "We have time now. We have the whole weekend."

"The whole weekend," Marcus agreed, his hand tightening. "And maybe longer. I think I like having my own personal slut to play with."

They spent the morning exploring each other's bodies more slowly, learning what made the other gasp and moan. Marcus discovered that Jake's nipples were incredibly sensitive, and spent nearly an hour teasing them with his fingers and mouth until Jake was begging to be fucked again. Jake learned that Marcus loved having his balls worshipped, and spent time licking and sucking the heavy orbs while Marcus stroked himself, describing in graphic detail exactly what he was going to do to Jake next.

By the time they finally showered and dressed for day two of the convention, Jake's ass was thoroughly used and dripping with Marcus's cum. He'd tried to clean himself out in the shower, but Marcus had stopped him, insisting that he wanted Jake to feel the reminder of their coupling all day.

"You're going to walk around the convention center," Marcus had whispered in his ear as he pinned Jake against the shower wall, "with my seed inside you. And every time you move, every time you sit down, you're going to feel me there. You're going to remember that you're mine. That your ass belongs to me."

The thought had made Jake's cock hard all over again, and Marcus had laughed and stroked him to another quick orgasm before they finally emerged from the bathroom.

They spent the morning walking the exhibition floor, and Jake found that Marcus was right—he was acutely aware of the cum inside him with every step. It made him feel dirty in the best way, marked and claimed and owned. He caught Marcus looking at him with dark, hungry eyes, and knew that his friend—his lover—was thinking about what they would do next.

Around noon, they found themselves in a quieter section of the convention center, away from the main exhibition halls. The bathrooms here were less crowded, and Marcus grabbed Jake's hand and pulled him toward the men's room.

"What are you doing?" Jake asked, though his heart was already racing with anticipation.

"Getting what I want," Marcus replied simply, pushing open the door and checking that the room was empty. It was—a single stall and two urinals, no dividers between them. "Take your pants off."

"Marcus, someone could come in—"

"Take your pants off," Marcus repeated, his voice dropping into that commanding tone that made Jake's knees weak. "Or do I need to punish you later? Do I need to spank this naughty ass until you learn to obey?"

Jake's hands were already on his belt. He pushed his jeans and underwear down to his knees, exposing his hard cock and his used hole to the empty bathroom. Marcus walked over and ran a finger along Jake's crack, collecting the cum that had leaked out and pushing it back inside with a firm press.

"You're making a mess of yourself," Marcus observed. "Good thing I'm here to take care of you."

He pushed Jake toward the urinal, bending him over the porcelain. Jake braced his hands against the wall, his heart pounding with a mixture of fear and arousal. Anyone could walk in. Anyone could see him like this—bent over, pants down, ready to be fucked in a public restroom.

Marcus freed his own cock, already hard and leaking, and pressed it against Jake's entrance. "No time for preparation," he said roughly. "You're already loose from this morning. You can take it."

He pushed in, and Jake gasped at the sudden fullness. It burned, but the burn was good—necessary. Marcus didn't wait for him to adjust; he began thrusting immediately, hard and fast, his hips slapping against Jake's ass with wet sounds that echoed in the tiled room.

"Quiet," Marcus ordered, reaching around to clamp his hand over Jake's mouth. "Don't make a sound. Take my cock like a good little slut. Take it and don't cry out, or everyone will know what a dirty whore you are."

Jake bit down on Marcus's hand to muffle his moans. The angle was different from last night—deeper, hitting his prostate with every thrust—and he could feel his orgasm building already. He reached for his own cock, but Marcus knocked his hand away.

"No," Marcus growled. "You don't get to cum until I say. You're here for my pleasure, not yours. Your hole is mine to use, understand?"

Jake nodded frantically, tears streaming down his face from the intensity of the stimulation. He was so close, so desperate for release, but he forced himself to hold back, to focus on the feeling of Marcus using him, claiming him, taking what was his.

Marcus's thrusts became erratic, his breathing harsh and ragged. "I'm gonna cum," he panted. "I'm gonna fill this ass again. Gonna breed you in this bathroom like the cumdump you are. Is that what you want? You want me to mark you again?"

Jake nodded, pushing back against Marcus's thrusts, trying to take him deeper. He wanted it—wanted to feel that hot flood inside him, wanted to walk back out into the convention with Marcus's cum dripping down his thighs, wanted everyone to smell the sex on him and know that he belonged to someone.

With a final, brutal thrust, Marcus buried himself and came, his cock pulsing as he emptied another load into Jake's willing body. Jake whimpered around the hand still covering his mouth, his own cock throbbing untouched, desperate for relief.

Marcus pulled out slowly, and Jake felt the cum immediately start to leak out, running down his legs. Marcus watched it with satisfaction, then reached down and collected some on his fingers, bringing them to Jake's lips.

"Clean it," he ordered.

Jake obeyed, sucking Marcus's fingers clean, tasting the musky mixture of Marcus's cum and his own ass. It was filthy and degrading and he loved it. He licked every drop from Marcus's fingers, his eyes locked on his lover's, showing his submission.

"Good boy," Marcus praised, stroking Jake's hair. "Now you can cum."

He reached around and wrapped his hand around Jake's cock, giving it two quick strokes, and that was all it took. Jake came with a muffled cry, his cum splattering against the urinal in thick ropes, his whole body shaking with the force of his orgasm.

They stayed like that for a moment, breathing hard, Marcus's hand still gently stroking Jake through his aftershocks. Then the sound of voices in the hallway snapped them back to reality.

"Quick," Marcus said, helping Jake pull up his pants. They barely got themselves decent before the bathroom door opened and a group of cosplayers walked in, giving them strange looks as they emerged from the single stall together.

Jake's face burned with embarrassment, but Marcus just grinned and wrapped an arm around his shoulders, guiding him out into the hallway. As they walked, Jake could feel the wetness in his underwear, the constant reminder of what had just happened.

"You're incredible," Marcus whispered in his ear. "The way you submit to me, the way you take my cock—I've never wanted anyone the way I want you."

"I want you too," Jake replied, leaning into Marcus's touch. "I want everything you're willing to give me."

"Then let's go back to the hotel," Marcus suggested, his hand sliding down to squeeze Jake's ass. "I want to try something new. Something I think you're going to love."

Back in their room, Marcus retrieved Tasha's cosplay bag and dumped the contents onto the bed. The little black skirt from last night was there, along with the crop top, fishnet stockings, and various accessories. But there were other items too—a lacy thong, a garter belt, a wig of long blonde hair, and a small makeup kit.

"I want to see you in these," Marcus said, holding up the thong.

Jake's eyes widened. "You want me to... crossdress?"

"I want to feminize you," Marcus corrected, his voice thick with desire. "I want to turn you into my pretty little girlfriend. I want to dress you up and make you look like the slut you are inside. And then I want to fuck you while you're wearing it."

The idea should have felt wrong, emasculating. But instead, Jake felt a thrill of excitement. He'd never considered crossdressing before, never thought of himself as feminine. But the idea of submitting to Marcus so completely, of being transformed into something beautiful and desirable for his pleasure—it made Jake's cock stir.

"Okay," he whispered. "I'll do it. I'll be your girl."

Marcus's eyes darkened with lust. "Strip."

Jake obeyed, removing his clothes until he stood naked before Marcus. Marcus approached with the thong, kneeling to help Jake step into it. The lace was soft against Jake's skin, the thin strap settling between his ass cheeks, the small pouch barely containing his hardening cock.

"Turn around," Marcus ordered.

Jake turned, presenting his ass. Marcus ran his hands over the curves, admiring the way the thong framed Jake's hole. He pressed a kiss to each cheek, then stood and picked up the stockings.

"Sit on the bed."

Jake sat, and Marcus knelt before him, rolling the fishnet stockings up Jake's legs one at a time. He attached them to the garter belt with practiced ease, his fingers brushing Jake's inner thighs, making him shiver. Then came the skirt—the same little black skirt Marcus had worn last night. It sat high on Jake's waist, the pleated fabric flaring out, barely covering the thong beneath.