A Losing Game Pt. 01

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Danny loses a bet to his step-brother.
4.4k words
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Part 1 of the 3 part series

Updated 06/09/2023
Created 03/01/2020
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LadyAmity
LadyAmity
383 Followers

Danny buried his face in his hands. "Fuck. Fuck, fuck, fuck shit fuck!"

"Now, now—there's no need for such foul language, young man."

Danny pulled his hands down his face just enough to see Adam smirking at him from the recliner, arms crossed behind his stupid, fat head. Danny gave the controller he'd dropped to the floor a kick, groaning as his mind raced with every god awful thing Adam was going to make him do. Scrubbing the bathroom with a toothbrush, doing mountains of laundry, cooking every meal, going out and getting anything and everything Adam's black little heart desired for the next two weeks.

Adam slapped Danny's back as he stood, heading towards the door while singing, "I'll be riiiight back."

Danny sank further back into the couch. Fuck, he was so stupid—but there was no way he could've known that Adam of all people would be an absolute savage at Smash Bros. If he'd had even an inkling, he never would have agreed to the wager, but despite Danny's mom having married Adam's dad nearly five years ago, Danny still didn't know Adam all that well. Almost immediately after the wedding Adam had gone off to college, spending summers in-between working as a lifeguard and more or less living with his ex-girlfriend.

After graduating, Adam moved back home to save up for his big backpacking trip, and he and Danny were under the same roof on a regular basis for the first time. Adam was, at best, inconsiderate and abrasive. At worst, he was a fucking terror, and now with their parents on a two week cruise in the Bahamas, there was no buffer between the step-brothers to keep things from escalating. Danny leaned back, pressing the heels of his hands against his eyes. He was so stupid.

Something soft landed in Danny's lap, and he looked down to see a pile of clothing, frowning as he picked up a piece of pale pink cloth. His expression immediately morphed into a look of abject horror when he realized he was holding up a tiny pleated skirt. He dropped it like it was on fire. "What the hell is this?!"

"Your new uniform," Adam said simply, grinning from where he stood in front of Danny, huge arms crossed.

In his lap there was a small white t-shirt, and a matching set of a lacy pink bra and panties. Danny gaped, jumping up and flinging everything onto the floor. "Where did you even get these, you freak!"

"They were Steph's," Adam shrugged. "She doesn't want them back, trust me. They'll definitely fit you, though, I mean...you're small enough."

Adam gave him a blatant once-over, and Danny's cheeks flushed. Danny definitely took after his mom, with dark blond hair that never liked to do as it was told, petite and narrow from his legs to his wrists to the delicate curve of his jaw. Long eyelashes to frame bright blue eyes, a pouty pink mouth. The opposite of Adam, who was nearly the spitting image of his father, all dark hair and trimmed beard. Broad shoulders tapering down to a slim waist, thick, long legs, olive skin that went on for days along his toned arms. Back in high school, when Danny was a freshman and Adam a senior, girls flocked after him—a true jock who captained his lacrosse team to a state championship. Because of that, Adam could get away with murder, and it had always made Danny sick with jealously, even now.

"We made a bet, Daniel," Adam said. "You do whatever I want until dad and Paula get home. And I want you to put these on."

"I don't care about some stupid bet anymore!" Danny shouted. "I'll do whatever—clean, cook, buy you beer—but I'm not gonna humiliate myself for—"

"You are," Adam cut him off, and shoved Danny hard enough that he fell flailing back into the sofa. "Put them on."

Danny stared up at him, lips opening and shutting like a fish. Adam was bigger. Adam was stronger. Adam could make Danny do whatever he wanted, bet or no bet. He swallowed thickly, and nodded, reaching down to pick up the fallen clothes. He winced, feeling the lacy bra in his hands. "Even—?"

"Everything here, you put on," Adam said, voice firm. Danny's cheeks grew even hotter, sitting and looking up at Adam who stood over him, thick arms crossed.

"Can I at least do it in private?" Danny snapped.

Adam rolled his eyes. "Fine. I'll be in the kitchen—come get me when you're done."

Adam walked out of the den, his footsteps padding down the hall as Danny looked back to the clothes, pulse hammering. He was really gonna have to do this, wasn't he? He was going to have to dress like this for the next two fucking weeks. His throat tightened, eyes clenched shut as he stood there, stock-still for a beat.

He shucked off his t-shirt, then his shorts and boxer briefs in one go, standing naked naked as he glared down at the dainty bra on the ottoman. Trying to latch it from behind was useless—he ended up hooking it first and then just pulling it on, the thin lace cups gaping with nothing to fill them.

He squirmed, adjusting the straps—it was incredibly weird and uncomfortable, but he slid the shirt on over it, remembering Adam's threat. It came down in a low scoop that nearly showed the top of the lace trim, and Danny's gut clenched, entire body hot. His hands trembled as he pulled the skirt up—fuck, it fit perfectly as he zipped it up. Adam had been right.

He stared at the panties laying on the couch cushion. He stared at them for a good long moment, heart wailing against his chest before he picked them up, stepping through each leg hole carefully and slowly pulling them all the way on. He adjusted himself the best he could, a bit too snug but more or less it fit.

Danny stared down at the bulge of the pink panties, little bow on the front. He dragged a careful fingertip over the lace, familiar fluttering in his stomach. He gulped, eyes shutting, trying to get a hold of himself—he was not going to get a fucking hardon in these panties. No. Absolutely not.

Above the sofa there was a long decorative mirror in an elaborate gold frame—his mom's touch to an otherwise "drab room," as she called it. He stood on the ottoman to look at himself, his face deep red in the reflection. The shirt looked awkward, and would unless he stuffed the bra, but the skirt cinched his waist just so, giving him a slim but distinctly feminine appearance. From a distance, it would be easy to mistake him for a girl, even with short hair. Danny was breathing harder now as he lifted the hem of the skirt and—

He dropped it immediately; his cock was stirring against the lace. He stepped down off of the ottoman and stumbled, having to brace his hand on the door frame, collecting himself. He could do this, he told himself. He could do this, and more than that—he had to. He didn't have a choice.

-

When he walked into the kitchen, Adam was drinking right out of the OJ carton, leaning against the island in his basketball shorts and sleeveless muscle shirt. He took on last gulp as he saw Danny standing awkwardly by the coffeemaker, his eyes half lidded and intent in the sunny kitchen. He put the carton down, licking his lips and kicking the fridge door shut. Danny had expected outright mocking from the get go, so Adam blatantly checking him out was throwing him as he tried to stand in a way that wouldn't reveal his half-hard cock.

"Well, don't you look nice for the eighth grade dance," Adam finally said.

Danny shuffled his weight from foot to foot. "Can I change now?"

Adam paused, then said, "Lift your skirt."

Danny's face exploded with heat. "What?"

"You heard me. I need to see you're wearing everything."

Danny's eyes slid shut, because maybe if he didn't look at Adam he could pretend none of this was happening. Slowly, his fingers pinched the hem, bringing the skirt up in a delicate curtsy that turned scandalous. There was no way Adam couldn't see Danny's hardon straining against the tiny panties, even from across the room. When he couldn't stand the silence anymore, he opened his eyes. Adam was unreadable, and Danny let go, huffing, "Okay, you've had your laugh, now—"

Crooking a finger at Danny as he said, "C'mere."

Danny shuffled across the kitchen, hunching, trying his hardest to become invisible as he stopped in front of Adam. Dark eyes stared down at him, mouth an unmoving, neutral frown, giving nothing away. Danny opened his mouth, about to say something, when huge hot hands encircled his waist and lifted him up onto the island. He let out a squeak, Adam settling between his open legs, hands on Danny's thighs now.

"What are you—stop!"

Danny struggled to flip the skirt back down as Adam yanked it up, revealing the panties again.

Adam snapped, "Put your hands behind you. I won the bet—I get to look and touch as much as I want, and if you try to stop me you will regret it, Danny."

Danny bit back a whimper, lips clamping shut as he obediently pressed his hands back against the granite and leaned his weight against them. Adam's eyes left his after a split second, and traveled down the length of his body, hands going where his gaze couldn't, rubbing along the underside of Danny's thighs, then inwards, thumbs brushing against the trim of the panties. Danny's breath caught, Adam's fingertips flirting dangerously with the bulge straining against the lace.

Danny was nineteen—he was used to getting uselessly turned on at the weirdest things, had stopped freaking out about it a long time ago, but this was very, very different. Now he was undeniably hard, the tip of his cock just peeking out of the waistband, just from Adam lightly touching him, staring at him, telling him what to do.

"Pull the shirt up," Adam said in a low voice, eyes glancing up. With one hand, Danny did as he said, adjusting the bunched up t-shirt to show the sheer pink bra. Adam's huge hands came up, pressing against his sides, and then finally slid up far enough that his thumbs pressed over Danny's hard nipples, teasing in slow circles that forced a gasp out of Danny.

"You're so sensitive," Adam hummed, pinching them lightly, rolling them between his thumb and middle fingers. Danny arched into the touch, mouth falling open and dick twitching against the panties. "Look at that—you love having your titties played with like a fucking girl."

Danny grit out through clenched teeth, "Shut up."

Adam smirked, then pushed the bra up. Danny was a guy—he walked around the house shirtless all the time. He was on the smaller side, but he just didn't possess the built-in modesty of someone who was ashamed of their body, or a girl who had something to hide. Having the bra pushed up, though, felt revealing. What was more, it felt dirty.

"Do you like having them sucked on like a girl, too?" Adam asked, but didn't wait for an answer. Ducking his head, he poked his tongue out between grinning teeth, the point flicking and circling around the stiff bud before lapping wetly. Danny's let out a whimper, mouth falling open and eyebrows knit together as he watched Adam's pink tongue flicker and swirl before pressing his lips and sucking gently. His teeth grazed the sensitive nerves just so, at the same time Adam's hand twisted the other nipple, and Danny let out a shout.

He pulled back and said, "That's right, you like that, don't you?"

"Fuck you," Danny said, but his voice was rough, and Adam chuckled.

"Don't lie," Adam said, twisting just a little too hard. "You're panting for it like a bitch in heat—go on. Tell me how much you love having your little titties being teased, like a fucking girl."

Danny's face burned. Maybe if he just played along this would be over a lot sooner. "I-I love it."

"Love what, exactly?" Adams fingers swirled around his nipples, slow and methodical. It felt...it felt so good. Danny hated how hot it was making him.

He flushed even more somehow, words coming out barely above a whisper. "I love having my little titties played with like a girl."

Adam smirked, satisfied as he pulled back. Danny sighed, thinking it was finally over and he could go put his real clothes back on when Adam lowered his head and licked a stripe up the hard line of Danny's cock.

Danny yelped, and tried to push his head away. "Dude, what the fuck!"

Hands encircled Danny's thin wrists, pulling them away from where they were shoving at the top of Adam's head, and pinning them back to the counter with ease. He looked up at Danny, eyes dark and penetrating. "Do that again and I'll yank you out onto the front lawn dressed like this, that way everyone in the neighborhood can see how horny you get just from looking like a whore."

Danny gulped, and could do nothing but watch as Adam returned to lapping at him through the panties, heat of his tongue making Danny squirm, so hot but nowhere near enough. Danny's breathing turned ragged as he watched Adam's pink tongue find the head of Danny's cock just peeking out over the waistband, flickering softly before kissing it, open mouthed and sucking. He couldn't help but let out a gasp, eyes rolling back.

Danny only had one girlfriend in high school, and she'd only ever been comfortable with handjobs. Having the first person to ever put their mouth on his dick be his asshole step-brother was damn near unbearable. But still, he couldn't look away, especially when Adam slid his lips up and down the shaft, breathing hot air through the thin material. A whimper escaped him, falling back onto his elbows as he watched helplessly. "Please...Adam, please stop...."

Adam did the opposite, fingers trailing along the waistband and pulling it down, Danny's cock springing free, hard and aching.

"See, you're telling me to stop, but look at this," Adam cooed, tapping the tip with his index and watching a shiny string stretch between them. "You're all wet for me."

"Shut up," Danny said, but it came out thin, without any real bite.

"If you're not nice to me, I'm not gonna suck you."

"Fuck you," Danny snapped, anger returned, sitting up further. "I don't want you to! I'm not fucking gay, Adam."

"I don't know," Adam drawled, swirling a fingertip around the crown, "getting hard from a guy playing with your nipples is a pretty strong indicator that you might not be straight."

Danny hissed through his teeth, Adam's other hand coming up to cradle his balls, massaging them gently.

"Plus," he went on, "Kendra said the only time you tried to have sex with her you couldn't get it up, no matter what she did."

Danny's stomach bottomed out, heart lodged in his throat, and his voice shook as he asked, "How the fuck do you know that?"

Adam smirked, fingers wrapping around Danny and giving a slow pump. "She told me right before I fucked her at Dave Kessler's birthday party."

Danny felt cold all over, ice needle pricks turning him a shocked, painful numb.

"Yeah, she said she thought you just weren't into girls," Adam sighed, clearly bored with the conversation now. He pulled the panties back into place over Danny's cock. "Then we went to the guest room and I took her virginity. She was so fucking tight, and so fucking desperate, 'cause she spent all of high school dating a dumbass who couldn't even get it up once. Girl needed a good fucking."

"Fuck you," Danny sneered, blinking back tears. "Fuck you—why the fuck did you have to pick her?! You could have anyone you wanted. Why the fuck did you have to—"

"Because I wanted you," Adam said, gripping Danny's hips and pulling him down so his own erection would slide against Danny's. His arms slid around Danny's lower back, bringing them even closer, grinding hard and slow. "Running around all these years in your tiny fucking shorts, touching yourself in the downstairs shower where I could hear you, all those dirty little moans and whimpers....And now I have you. I have you for the next two weeks, and I'm gonna fuck you stupid, Danny."

Danny's ice-cold hurt was melting, the ache between his legs relieved by the warm friction, his breathing turning into panting. His cock throbbed, despite his thin, desperate prayers for his body to stop reacting, every new sensation snowballing into something hot and inescapable. He'd never been pinned like this, never been touched like this, talked to like this before.

"You're gonna be my little slut," Adam said, near breathless, pounding against Danny like he was fucking him. Danny became dizzy with the thought, picturing the layers of clothes between them gone, Adam fucking him stupid like he promised. Danny mewled, biting his lip to keep more sounds from spilling out. "I'm gonna finger you, and suck you, and fuck that pretty pouty mouth 'til you fucking cry. You want that, baby? You want a man to make you beg for it? You wanna be fucked like a girl?"

"Stop," Danny cried, but his own hips were moving, fucking himself against Adam. It felt so good. It felt so, so good. "I fucking hate you—stop!"

"You don't want me to stop," Adam taunted, grinding his hips in a slow circle, his massive hands squeezing Danny's ass, spreading him as he palmed each cheek in time his his thrusts. "Look at you—trying to hump yourself on my dick. You want it so bad you're dripping."

"I-I don't want this," Danny stammered. "I don't want any of it."

There was a pause, and Danny's heart lurched, thinking it was over, thinking this was the big joke Adam had wanted to pull; prove Danny liked guys, prove Danny would submit, all a big punchline that he could tell all his friends about.

Adam bent over to the left, opening the cabinet door and then pulling out a green bottle—olive oil, Danny realized, confused as he watched Adam spin the cap off and dribble it all over his fingers. Was he going to jerk Danny off with olive oil? He wrinkled his nose. "We eat here, Adam."

"Exactly," Adam said, hand sliding between them. "And now every time your mommy serves you dinner on this counter, you're going to get rock hard thinking about how this was the spot where I fingered you for the first time."

Danny felt like he still wasn't quite understanding until he felt a slick fingertip swirling around his asshole. His jaw dropped, soundless and helpless as his entire body burned at the feeling. Slowly, it pressed inside, and Danny's legs fell apart even wider, Adam's eyes never leaving his face.

"Mmm, it's just sucking me right in," Adam moaned, pushing in further. "You've got a greedy lil slut hole."

Danny wanted to protest, but his mouth wasn't working. His cock drooled against his hip.

"I bet it was made for fucking," Adam said. "Look at your body—all blushy and twitchy. It wasn't made like a man's body. It was made to be teased and toyed and fucked, stuffed full of cock...you should see your face right now. So needy, so pretty...stick out your tongue."

Danny didn't think twice, too lost in the sensation of having something inside of him, fucking him, too turned on by everything. He opened his mouth and let his tongue hang out. Adam leaned forward and started sucking on it, sloppy and wet as Danny made helpless little sounds. Another finger pressed inside, and he let out a whine as Adam swirled their tongues. Was it even kissing? It felt too dirty to be kissing. HE felt so dirty, fingers spreading inside of him, preparing him for—he moaned, and Adam pulled away, smirking.

"That's a good boy," he praised, low, fingers moving faster. Danny moved his hips in time with Adam's hand, using his arms braced against the counter as leverage to lift himself up and fuck down on those thick, hot fingers. "Look at that. You fucking love it. I knew it. I knew you would. Can't wait to put my cock in you. Can't wait to tie you up and stuff you with a toy before I go to work and leave you like that all day. Danny—"

His fingers curled inside of Danny, pressing in a circle that made Danny's eyes roll back in his head, moan turning savage.

"That's right, baby, you like that? You gonna mess up your pretty panties? Yeah, you love being finger fucked, don't you? You love being fingered like a girl. Maybe I should call you a good girl instead—"

LadyAmity
LadyAmity
383 Followers
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