Pretty in Pink (Isn't He?) Chapter 3: Wax On, Wax Off

[justinedelarge]

Title: Pretty in Pink (Isn't He?) Chapter 3: Wax On, Wax Off
Author: justinedelarge
Rating: Hard R
Pairing: Sam/Dean
Word Count 1600
Summary: In which Sammy loses his treasure trail 
Warning: Wincest. Cross-dressing. Graphic description of waxing. :)
Disclaimer: I own nothing. Just for fun.

It took every ounce of Sam’s self-control to stop himself from stripping his clothes off and begging Dean to take him hard. But he couldn’t. He had to keep the surprise he had planned meticulously for that evening.

And the first part of the plan involved shaving his legs smooth.

He’d showered by himself (after he pushed Dean under the steamy spray and told him to enjoy the moment alone), where he carefully soaped up and gone through two razors gingerly shaving his armpits and his legs baby smooth, making sure to rinse all the hair down the drain. The water was cold by  the time he was done, but he hadn’t nicked himself except on the hard round bone on his ankle.

He changed into his clean clothes behind the locked door as well.

When he came out, he could tell Dean was worried, amping himself up, fearful that Sam was losing interest, had seen someone hotter, younger, different. Everybody has at least one wound that won’t heal, and Dean’s was that he felt he wasn’t good enough. For anything.

Sam reassured him, but knew that words weren’t going to be good enough. Dean needed to see and feel Sam’s love in the flesh, in practice, in concrete action, not abstract thought.

But when Dean slipped next to Sam and cupped the front of his jeans, murmuring an offer to take care of his little brother, Sam had no choice but to grit his teeth and deflect.

If Dean so much as tugged Sam’s jeans partway down, he would see Sam’s sleek, hairless thighs, and there’d be no graceful way to explain it without spoiling all of Sam’s plans.

But that kiss. Christ, that kiss. Nobody kissed like Dean Winchester. Nobody in the history of anybody. Sure, Dean was a natural hunter, and was trained to frightening efficiency in hand-to-hand combat. He could track a falcon on a cloudy day. He could outshoot, outdrink and outfight anybody. But the thing Dean did best of all was kiss.

Dean could—and did—make Sam come just from kissing. Not kissing plus dry-humping, kissing plus dirty talking, or kissing plus touching him. Just kissing, only their upper bodies touching, breaking contact to look into his eyes, touch his face, then that mouth (that mouth that cocksucking mouth) pressed onto his, exactly the right warmth, firmness, softness, the way he slipped his tongue across Sam’s teeth, along the underside of his lips where the skin is the softest anywhere on the human body, licking up inside, teasing the roof of his mouth—and since when was that hot? But it was. Christ, was it ever.

So when Dean moved in for the kill (and Sam saw it in his eyes, saw what Dean was about to do, and knew he was fucked, was going to be fucked, and the secret would be ruined), Sam, in a word, despaired.

But somehow, he pulled out a save at the last minute. The coffee gave him the idea. The only flavor it possessed was bitterness. Its only saving grace was that it was hot.

So when Dean had rendered Sam practically incoherent with desire after less than a minute, Sam tried one last desperate measure: the hot liquid blowjob.

The only thing better than a blowjob from a mouth warmed by a hot beverage is one where the person doing the sucking alternates between sips of hot and ice-cold liquid. Sam made a note to drive Dean out of his fucking mind with that scenario another time.

But for the time being, he thought he could distract Dean with the hot part long enough to get out the door and get on with the rest of his preparations, which were extensive and would take him all day.

Sure enough, Dean fell to pieces, practically convulsing with pleasure Sam’s normally unforgettable technique taken over the top by how warm his mouth and tongue were. A couple of minutes and Dean was coming in Sam’s mouth. And Sam loved it. Loved how Dean tasted. Other men Sam had sucked off tasted sharply bitter, deeply unpleasant, concentrated and mineral, like a decaying oyster. Dean tasted earthy, salty, but with a sweet, whiskey-tinged note. Sam loved it. Didn’t dare tell Dean, because if he knew how much of a trembling and frantic thing Sam had for Dean’s come there’s no telling how much teasing he’d give him for it, but he would have gladly sucked his brother’s cock every single morning for the rest of his life, swallowed every drop, and thanked god for it.

Apparently, Sam was as gifted at oral sex as Dean was at kissing, because he left Dean twitching and orgasm-stoned, and was able to make his escape without being found out.

Sam walked the three blocks to the library and went inside, just in case Dean was watching. After 15 minutes, he slipped out the back exit and made his way to the beauty salon.

He’d met Vicki running down some leads on a murdered drag queen that Sam and Dean had identified as the latest victim of a ghoul’s nest. She was sweet and funny and a transwoman. It was clear she had an immediate crush on Sam, but she knew from the first second Sam and Dean walked in what existed between them.

Dean had left Sam to finish up the interview so he could return Bobby’s phone call. After Sam had gotten the information he needed, Vicki tucked a lock of her blonde wig behind her ear and said to him, “You know, you’ve got gorgeous bone structure. You’d look so beautiful in drag.” The series of expressions that flitted over Sam’s face—shock, disbelief, a pure burst of pride, a heartbreaking flash of something hopeful and scared—told her everything he couldn’t say.

And the hook was set.

When Dean was taking a nap in the afternoon, Sam snuck outside and called her. “Hey, what you said earlier? Could you…I… I’d like to…”

“Can I do you up? Sweetie, I’ll do you male-to-female head to toe.”

They talked for an hour. Sam spilled his guts to her about Dean (leaving out how they were brothers—and hunters), what they had been experimenting with, how it made Sam feel, how he wanted to go all the way with it and surprise Dean. They arranged for the plan to go down on Friday. Vicki gave Sam instructions on what to do over the two days before coming to see her as early on Friday as he could break free. Sam dutifully exfoliated his whole body as directed, and showered that morning with an antibacterial scrub.

When Sam walked inside the empty salon, Vicki flipped the Open sign to Closed and locked the door.

“Don’t be scared. It’s going to be fine.”

Sam slumped on a swivel chair. “I’m freaking the fuck out.”

“Don’t even start.”

“What if he—“

“He loves you. LOVES you. That comes off him in waves. Anybody can see it. Everybody.”

“This… this is scary.”

“He’s the one that gave you the panties and high heels, Sam. He’s the one that said next time, you’re wearing the skirt too. He wants this as bad as you do, sweetie.”

Sam pushed his hair out of his eyes. “Gonna look ridiculous. Tall as I am. Jesus, in heels I’m gonna be like 6’7.” Sam stared at his hands.

Vicki took his hands in hers. “Sam. You’re going to look like a goddamn Amazon princess. You’ll be stunning. Trust me. I’m the best.”

She led Sam over to a room in the back. “First things first, we’re going to get started on the waxing.”

Vicki donned a set of purple gloves. When Sam took off his shirt, she erupted in a fit of coughing. “Goddamn.”

Sam grinned. It had been a long time since he’d been shirtless in anyone’s company other than Dean, and he did like the attention. He lay back on the sheet-draped massage table and rubbed his stomach.

“Flirt.”

“Yes, ma’am.”

Vicki smoothed baby powder all over his chest and dusted him off. Next, she smeared warm wax on a small section of his chest with a wooden stick. She covered it with a strip of white muslin and pressed her fingers over it firmly several times to make it stick. “I’m just going to pull gently forward.”  She pulled the fabric off quickly, immediately pressing her gloved hand on the hairless patch to soothe the sting.

Sam registered no pain. Vicki’s eyebrows shot up. “Well, ok then.” She proceeded to wax his chest smooth. The only time Sam flinched was when she waxed the area around his nipples.

She made him take a break and drink some tea, and pick out some new CDs. Sam selected Pearl Jam and Jeff Buckley.

Vicki waxed Sam’s hands, the backs of his knuckles, his arms, and the treasure trail down his stomach, dusting each section with baby powder beforehand and slathering it with baby oil afterwards.

“You don’t really have any hair on your back. We could skip it if you want.”

Sam said, “I want to do it right.”

When she had finished waxing his back, he sat up, smoothing his fingers over his body. “This is so weird.”

“You’re deflecting. You know what comes next.”

Sam’s face reddened.

“You said you want to do it right, right?” Vicki stirred a pot of dark red wax. “You want to make that pretty little boyfriend of yours, what were your exact words, lose his fucking mind?”

Sam bit his lip. “Yeah.”

“Well, sweet cheeks, there's no way around it. We're simply going to have to wax that sack and crack.” 

Comments

[dolnmoon.livejournal.com]

Waxed Sam.... Dean's mind is gonna melt. On pins and needles for the reveal.

[tristan8.livejournal.com]

gahhhhh! this is my new fave that you've done! i love cross dressing anyway, and drag queens and trans,and LGBT's in general, but this was the best of all of that. Sam (or Jared) in drag is like the hottest thing ever to me. and the trans woman was a doll. i ADORED her! please hurry up and write chapter 4!!! i can NOT wait!! outstanding job!!!

[gooferdusty.livejournal.com]

Much as i mourn the loss of sam's treasure trail. (*tries to push those damn rio beach pics out of my head lol!)I cannot wait to see what Dean's reaction will be. Oh, i should probably let you know i've decided to hit you up with a friend request because i need to stalk your words. (ok, so that may have come across a little creepier than i intended!) I promise im not actually unbalanced, erm, mostly...

Btw, i should warn you, i tend to ramble lol!

[masja-17.livejournal.com]

Ouch, this was hot! And yes, he'll look awesome in drag! Would love to see. Could someone make a manip?

<3