Disclaimer: I do not own the characters of Supernatural. They belong to Eric Kripke.

A/N: I got this idea awhile back and I decided to flesh it out to see how it goes. This idea does play on the transgender issues but more so with omegaverse and Alpha to Omega transitioning.

This is also Wincest

Comment's always welcome. If the content bother's you please don't leave negative comments.

Two

Dean looked over the back of the tablet box. His eyes scanned the warning. Do not take with alcohol, do not operate machinery. Do not take more than the recommended amount. Drink plenty of water.

He was to take two with food. Wait an hour before the tablets took effect. He opened the package and popped out two of the baby blue colored tablets. They were small. Reminded Dean of Aleve.

He looked at his phone. Sam wouldn't be back for a couple hours. Plenty of time. He went to the kitchen of the small cabin Bobby kept just outside of Portland.

They had made a beeline for it the second they chopped off the last vamp's head and burned the bodies. Dean's shoulder still ached from Sam popping it back into place.

He set the pills on the kitchen counter and made himself a sandwich and grabbed a handful of chips and a glass of water. He finished everything in record time and picked up the small pills. Rolled them around in his hand before putting them into his mouth and downing the glass of water.

He grimaced at the taste and put his dishes in the sink before going to shower. He took his time. Wanted to be thorough. He stepped out once his skin was pink from scrubbing and wrapped a towel around his waist.

Sam was waiting for him in the bedroom. He had a few shopping bags.

"When'd you get back?" Dean asked.

"Ten minutes ago," Sam shrugged. "Figured I'd wait for you to get out."

"What's in the bag?" Dean asked.

"I picked up a few things...You don't have to wear it if you don't want too, I just uh, thought you might want to dress in something other than our ratty stuff. I even got myself a few things to wear," Sam answered. He blushed a little, either out of embarrassment or nervousness.

Dean found it endearing. He picked up one of the shopping bags on the floor and dumped the contents on the bed.

Lots of light and soft fabric. Some lighter colored jeans and capris and long sleeve sweaters. And a few pairs of shoes. All in Dean's size.

"Like I said you don't have to wear it if you don't want to…" Sam repeated.

Dean ran his fingers over a few of the sweaters. "What color do you like?"

"Green," Sam answered after a beat. "Matches your eyes."

Dean nodded and finished drying off. He reached for a pair of boxers and Sam grabbed his arm. "I um…" he ran his tongue over his teeth. His gaze flitted to the small black bag and Dean raised an eyebrow.

Sam watched him as he picked up the bag and looked inside.

"Didn't know you were so kinky," Dean teased. He held up a pair of underwear. Light pink with lace trim along the top and bottom.

There were a couple pairs of women's briefs, bikini style, and boyshorts. Each in light soft colors except for the more lacey thongs.

Sam averted his gaze. "Omegas like soft and pretty things right? And you mentioned that you always wanted to try panties…"

Dean picked up of a pair of green bikini bottom panties and selected his choice outfit.

"You should start getting ready," he said before going back to the bathroom.

He finished drying himself off and pulled on the panties. The grey denim capris came on next. They hugged his ass and thighs. Not too tight and not too loose. The belt was silver studded and the metal buckle was cool against his skin. He already felt a little warm. He pulled on the shirt. Light green and soft. Baby skin soft. Felt nice against his skin.

Sam was doing the last button of his shirt when Dean returned. A black button up, with faded jeans and a grey vest. He had on a black beanie and was trying to brush his hair so it stayed more flat.

"We look like real Oregonians," Dean joked as he looked over their appearances.

Sam chuckled. "Just a little bit."

Dean looked through the shoes Sam picked out knowing his boots wouldn't really go well with the capris and pulled on the black Converses.

"How do I look?" Dean asked. "And lie if you have to."

Sam ran his gaze over his older brother and nodded. "You look good. Fitted clothes bring out your shape really good." He smiled.

Dean swallowed and nodded a little. "So do you. I mean, you could use a hair cut."

Sam rolled his eyes and shoved him a little. Dean grinned and shoved back and they landed on the bed in a tangle of limbs as they started an impromptu wrestling match that ended with Dean on top of Sam holding him down by his wrists.

"Every time," Dean smirked.

"Jerk," Sam huffed.

"Bitch," Dean shot back.

He leaned down and kissed him, suddenly giddy, and let go of Sam's wrist.

"Smell good," Sam murmured, nuzzling him.

Dean shivered. "Hormones must be working. Supposed to make me smell more like an Omega."

"S'working," Sam replied. "Still smells like you...Gunpowder, oil, and dirt." He pressed his face against Dean's scent gland. "Sweet like apples and cinnamon."

"You saying I smell like apple pie?" Dean snorted.

"Lil' bit," Sam smiled as he pulled away.

Dean rolled his eyes and stood up. "Just don't eat me."

"Don't know, you taste pretty good," Sam teased and licked his lips for extra measure.

Dean shook his head and grabbed the keys to the Impala and his jacket. "Come on. You said you were gonna win me a giant teddy bear."

Sam rolled his eyes. "I thought the hormones were supposed to make you less bossy."

"Don't act like you don't like it," Dean said. He locked the cabin door behind them and looked at the car keys and held them out to Sam. "One scratch and I'll kick your ass."

"When have I ever scratched her?" Sam asked. He unlocked the passenger door and held it open for Dean.

Dean felt his cheeks warming at the gesture and slid into the leather interior. Sam shut the door and quickly jogged around to the driver side and got in. The engine purred and Dean relaxed at the noise. His stomach was in knots and he was tempted to make up an excuse so they could stay in but every time Sam glanced over at him as he drove he was smiling and grinning. He was proud. Proud of Dean. And that...That felt good.

The sun was just about setting when they made it to the fair grounds. Sam parked Baby off to the side where, Dean secretly hoped, she wouldn't get scratched up. A couple people glanced over and admired her and Dean felt himself preening as Sam held the door open for him.

"And you say washing her every couple weeks is a waste of time," Dean smirked.

Sam rolled his eyes and draped an arm around Dean's shoulders. The hormones were in full force now. Dean couldn't pick out the subtle change in his scent as well as Sam could, but he felt different. Happier, relaxed. He didn't feel the need to mark his territory.

Sam's scent was more potent to him. Leather and earth and musk. He buried his face into Sam's shoulder and inhaled til his lungs felt like they were going to burst.

"Dean?" Sam sounded concerned.

"Just...Just give me a minute," Dean breathed.

Sam nodded and rubbed his back. Dean slowly opened his eyes and blinked a couple times.

"M'good," Dean mumbled. He pulled away but stayed tucked under Sam's arm.

Despite them both being Alphas, the height difference always felt nice. Dean liked how he fit under Sam's arm.

"How about I win you that giant teddy bear?" Sam said.

Dean nodded and they walked over to one of the game booths. Sam took a few dollars out and set them on the counter and the vendor gave him a few basketballs. Sam grinned as he sunk each shot.

"Which prize do you want?" The game vendor asked.

"One giant teddy bear to go with my sasquatch here," Dean answered.

The vendor chuckled and grabbed down one of the large bears and gave it to Sam. He thanked the man and they made a quick trip back to the Impala for safe keeping and stopped at a food stall.

"You want a beer?" Sam asked.

"Coke," Dean answered.

Dean remembers the first time he took the hormones. He was eighteen and had stayed home from school while their dad was on a hunt. Sam was at school and Dean was alone. He had stolen a packet from the nearby pharmacy and nicked a beer from the fridge. He remembers the momentary feeling of euphoria and then pain. And the hospital and his dad's face in his peripheral vision.

He shuddered at the memory and curled into Sam. Sam kept his arm around Dean as he ordered for them and dropped a kiss on the top of his head.

"You know...Dad wasn't just angry," Sam said after a while.

"He was livid," Dean replied. "His son wanted to be an omega...Not some aggressive alpha." He tore off a piece of the funnel cake and licked the sugar off his fingers.

"Look, I know I'm the first one to jump on the 'Dad was a jackass father' wagon but," Sam started. He gently grabbed Dean's arm to stop walking. "I...I was the one that called him that day. When we got the hospital I called him and he wasn't angry, he was worried about you. He left in the middle of his hunt to drive overnight because he was worried about you and yeah, when he found out why he was pissed but only because what you did was dangerous…"

"How come I didn't know that?" Dean frowned.

"You seemed pretty out of it Dean," Sam reminded him. "Mixing the hormones with beer can really mess you up."

Dean grimaced. "Don't remind me." He offered a piece of the funnel cake to Sam. "You think he'd be cool if he knew that I'm gonna go through with it?"

"Honestly? I don't know," Sam admitted. "I think, it'd take him a while to wrap his head around it, fully accept it."

"I like to think he would," Dean admitted. He toed the ground. "Used to daydream that we were in one place. And...And you were going to college in state, Dad had his own garage, maybe even a consultant for hunters or something... Sometimes... Sometimes I'd be going through the transition and on the bad days we'd just sit around and watch movies or something. You and me on the couch and Dad half asleep in his recliner... Sometimes it'd be better and you and I...We were mated, and happy and Dad was happy for us and-" Dean cut himself off with a soft inhale and Sam wiped a few tears away with his thumb.

"It's stupid," Dean added. "It was a stupid day dream…" he swatted Sam's had away and wiped his face off and shoved another piece of funnel cake in his mouth.

He spotted one of the squirt gun games and started making his way over.

"Gonna win you that giant Slinky," Dean tossed Sam a small smile over his shoulder. "So you stand there and look pretty."

Sam rolled his eyes. "You're the one pretty one here."

"Damn right," Dean smirked.

He sat down on and set a five down on the counter.

"You sure this is the game for you sweetheart?" A burly alpha asked walking over.

Sam started to step up and Dean gave a subtle shake of his head. He looked at the Alpha through his lashes.

"I'm pretty sure I can do it," he said.

"Yeah?" The alpha smirked now.

"Tell you what," Dean rest his chin on his palm. "Let's make a bet. I lose, I'll go home with you and," he put down a hundred dollar bill. "you can give Benjamin here a new home. I win, and you promise not to act like a stereotypical bastard. How's that sound?"

The guy barked out a laugh and dropped in the seat next to Dean. He added his own hundred to the pile.

"Get ready to lose bitch," the guy smirked.

"The only bitch here," Dean made sure to pop the 'b' "is you." He grinned as the balloon quickly filled up with air and burst declaring him the winner. The angry huff the alpha gave was an added bonus as Dean collected his giant Slinky and two hundred dollars.

"Shouldn't do that," Sam said as they walked away.

"He had it coming," Dean replied. "And, we got an extra hundred."

Sam shook his head and wrapped his arm around Dean. "You gotta be careful Dean…"

"Why? I've got you. My big, strong alpha," Dean said. He leaned up to kiss him. "You'll kick their asses for me right?"

Sam huffed but smiled. "You'll willingly let me beat up people for you? No bitching and moaning about how you can take care of yourself?"

"Kinda hot when you go all Alpha on me like that," Dean licked his lips. "Bossing me around, manhandling me. S'hot."

"Yeah?" A smirk tugged at the corner of Sam's mouth. "Like being my bitch? Letting your baby brother show you who's really in charge?"

Dean's not sure whether the noise that pulled from him was a whine or a growl of encouragement. Warmth was pooling in the pit of his stomach and he nuzzled Sam.

Sam's hand dropped lower to his ass and squeezed.

"Smell so good Dean," he practically growled. "Fuck."

Dean stumbled a little as Sam suddenly pulled away. He blinked and looked up at him.

"Uhh…"

"Later," Sam promised. His pupils were blown side and he ran a tongue over his protruding canines. "Wanna take my time...Not have some fast fuck in the bathroom."

"Fast fucks in the bathroom are fine with me," Dean said. He just wanted Sam. He didn't care how or where.

Sam rolled his eyes and took his hand. "Come on. I'll buy you some pie."

"You can't distract me with pie," Dean pointed out as they started walking.

"You sure? Cause you're just about dragging me back to the pie stand," Sam pointed out.

"...Shut up bitch," Dean muttered.


"Sammy," Dean whined and panted. "Haven't you teased me enough?" His breath hitched as Sam gave another lick at his hole.

"Told you, wanted to take my time," Sam said from between Dean's thighs. "God, you're even making your own slick Dean." He teased his twitching hole with his fingers. They met no resistance and he rubbed Dean's walls gently.

"Sa...Sam," Dean felt his toes curls as his fingers thrust deeper and against his prostate.

"Come on Dean, know you wanna cum." He kissed Dean's thigh and added a bit more pressure.

"Wa...Wanna cum with you ins..inside me ja...jackass," Dean stammered. He clenched around Sam's fingers.

Sam pulled his fingers out with one last stroke and poured some more lube into his hand for extra measure and stroked himself. He pressed the head of his length to Dean's hole and reached up to grab one of Dean's hands, intertwining their fingers.

He slowly sank in with a low groan and pulled a high pitched moan from Dean. He wanted to keep it slow and even but Dean fluttered and clenched around him each time he thrust in. He squeezed one of Dean's hands, the other gripping his hip as he thrust faster. Dean raised his hips to meet him.

Dean's lips found Sam's and they kissed. All teeth. Panting and moaning. Rutting together like a couple of horny teenagers. His free hand curled in Sam's hair. Tugging and stroking.

"Oh fuck," Dean choked out.

It took Sam a minute to realize his knot was starting to form. He could feel it dragging across Dean's rim. Dean squeezed his hand and arched. Baring his throat. Sam bit down without thinking. Sank his teeth in, growling against Dean's neck.

Dean came first. Thick ribbons coating their chests, he squeezed tight around Sam spurring his own release. Locked inside Dean.

"Fuck," Dean shifted a little and Sam gripped his hip tighter growling softly.

"Do...Don't move," Sam huffed. "S'really in there dude."

He gave an experimental tug and Dean clenched with a whimper. He stroked Dean's hips softly.

"Just relax," Sam cooed.

"Didn't think you'd actually knot," Dean breathed.

"It's the hormones," Sam swallowed. "Those things are strong."

"No kidding," Dean let out a strained chuckle. "You're heavy."

"Sorry…" Sam licked his hips. "I'm gonna try and move okay?"

Dean nodded and squeezed his eyes shut as Sam slowly started to shift them around until Dean had his back to Sam's chest with one of Sam's legs thrown over him so they were spooning.

The movement caused another mini orgasm and Dean felt another rush of warm fluid. Sam let out a low groan and buried his face in Dean's neck.

"Guess it's a good thing these are only hormones right?" Dean licked his lips. "Otherwise we'd be fucked considering I'm not taking birth control or anything…"

Sam stopped rubbing Dean's hips for a beat before picking it up again. "Would it be so bad if you weren't on birth control and these weren't just hormones?"

"We're not really cut out for kids at the moment…" Dean frowned. "We don't even have a real place."

"We could get one," Sam mused. "When you start your hormone therapy."

Dean had to smile because Sam said 'when' and not 'if'. Because Sam was right. He was gonna go through with it.

"Like...settle down? Drop out of the game?" Dean asked.

"We're not gonna drop out of the game," Sam answered. "We'll just take it easy. Could even stay here you know? Hunt close by. What do you say?"

Dean nodded and turned his head to kiss Sam. "I'll call Bobby in the morning."