Saturday Night
By: Selim
Rating: M+
Summary: Toothless has a problem - a big one. About to enter his last year of school, it occurs to him he's the only virgin in his class. In hopes to rectify that, he stumbled upon a number for a prostitute. One night is never so easy.
Pairings: Human-Toothless/slut?Hiccup
Warnings: Language, situations, and themes.

Disclaimer: I do not own How to Train Your Dragon. This is a piece of fiction and the author is making no monetary gain off its creation.

Additional notes:

Ugh, I feel like utter crap not updating in over a year. I'm gonna push to get this fic done for you all still sitting around. I swear it.


Stormfly and Toothless had known each other since early grade school. She had sat at the desk behind him, the center of attention even at that age. Like now, there was something about her that made Toothless' belly twist and turn and his trousers tight. With the flutter of lashes and the promise of her juice during lunch, she had Toothless wrapped around her pinky. Until her transfer to the private school system mid-Fourth year, Toothless had been certain she was his girlfriend.

When he saw her again, at fifteen, he had nearly creamed himself. The pretty girl had blossomed into a beautiful model. Breast tightly constricted in the school uniform, she had been sucking on a lollipop while thumbing through the most recent fashion magazine. Toothless had remembered her when she couldn't quite place him.

Not remembering who he was had not stopped her temptress ways. She would immediately stick to him when an assignment called for groups, wetting her lips and unbuttoning her blouse just enough for Toothless to put on a show. He would ramble off the physics equations and guide her hand in the note taking. He would catch her when she fell during speeches, explaining to the group what she meant to say.

Two years into the Academy, Toothless had had enough carrying her deadweight. He had somehow ended up paired with her at the beginning of the term to complete the final project in physics. At the time, it had been exciting, it was the chance to show his smarts to the girl of his dreams and sway her interests from cool, strong Snotlout, to clever, witty Toothless. Until the party before Spring Break, he had thought it was working. She was laughing at his jokes, showing interest in the simplest of things she should have learned last semester in the intro course, and had shared two meals with him in the comfort of the computer lab.

After break, weeks before, she had been the first to notice a difference in him. Toothless couldn't explain it, but losing his virginity had made him feel powerful, ready for the real world. For awhile he had focused some energy into showing her that he could be a diligent boyfriend. No longer stiff, he would wrap his arms around her smaller form and guide her movements, pushing her to participate in the project. He leaned in close and enjoyed the feel of the girl.

And when Hiccup showed back up in his life, willing to start over with a new payment plan that was more affordable, Toothless' efforts died away again.

Leaning on his elbow and checking the finite details of the project, he didn't even feel startled as the girl leaned her head on his shoulder taking in the project. "We're so going to get a passing score on this, you're so smart, Toothless!" She hummed with delight.

"Well, once you started helping it all seemed to go together." Checking his phone for the nth time since lunch, Toothless frowned. Still nothing from Hiccup. Were they going to meet at the hotel? Maybe he should take a shower before he went over? As much as he wanted to see Hiccup's face light up again with the development of his pet project, Toothless had a case of blue balls that were becoming a menace.

Stormfly made a low noise. "I can't help it if you're so hot when working." She giggled. "I can't thank you enough for all the hard work. If it had been me and anyone else I can assure you it would have flopped. I'm a mess with numbers."

Toothless nodded absently. He had heard the same thing since they had been paired together. At first it had been exciting. He loved numbers. He loved the challenge that came with his creations. She was always better on more abstract thinking and, once the topic shifted away from her prettiness, was a very good listener. Her parents had pushed her into the engineering courses, wanting her to take on the same career as her father and mother. If given the opportunity, she would have settled into a career of writing.

"-I don't know how I'll ever repay you."

"You still owe me a few hundred juice boxes." Toothless shook his head. Tightening the bolts one last time, he paused as Stormfly's smaller hand enclosed on his own. The girl took his screwdriver away, pulling both his arms towards her.

There were few things that stunned Toothless. In retrospect, most of those things lately had involved the enigma only known as Hiccup.

Oh gods, oh gods.

Stormfly slipped his hand through the slit in her blouse, along the frill and lace of her bra and the warm flesh of her break. A slight nudge south had his fingers brushing along the rough skin of her nipple. Captured by the fact that it was his hand in her bra, he almost didn't hear her sweet voice.

"You know, I'm having a party at my place tonight to celebrate graduation." She settled into his lap. "With my parents overseas, we have the house to ourselves - I need a date." She brushed pressed her front against him and his hand wrapped around the firm breast that fit perfectly within his palm. He could feel everything about her, from the curve of her breast to the dip of her vagina. Oh shit, oh shit...

He had wet dreams about this moment.

"I thought you were with Barf." Or was it Belch? Of late he had spent less and less time following the lives of his betters, opting to work on his own self esteem. Not that he thought of it, when had been the last time he had fantasies about any of the girls in the school? He swallowed heavily.

The girl's expression hardened as she leaned back in his lap. "Come to my party, Toothless."

His invites to these parties always came from Fishleg's and even then the opportunity was limited. It was so promising, a last chance to hang out with the cool kids. It wasn't like he was doing anything tonight. It was Friday, the last day of school. He had no plans, no ambition, and no...

Wait...

He was supposed to meet with Hiccup.

Without another thought he pushed Stormfly off his hip, clamoring to his feet to grab his things. "I've got something going on tonight." He gathered up the final project, jarring the metal slightly. "I'll take this to the lab."

Stormfly's voice echoed across the library like a wounded animal as he disappeared down the hall. In the safety of the boy's restroom, clenching the sink, he gazed at his own image. Same well-maintained (almost signature, in his own eyes) spikes, green eyes his mother called expressive, and dark skin from his paternal ancestry. Nothing had changed the last few months except his attitude. Even his companions in the Tech Club had noticed he was a more vibrant person, almost likeable.

There was no way Stormfly's offer was sincere. He had spent years waiting for the opportunity to come to fruition. It was the girl of countless dreams, who he knew so much about, from her earliest attempt at veganism to her Goth-phase. He swallowed heavily. He'd also seen her walkover three boyfriends, milking each dry until she moved on to a better looking man.

The giddiness of being better than Snotlout was limited to the thought of what she could possibility get from him that she couldn't get from the richer teen.

His dick said "go with the flow"; he could have Hiccup anytime, but Stormfly was right now. His brain blared a warning beacon. If she was interested in him now, she would be interested in him next week.

Tugging his cell from his school bag, he thumbed past the messages from Meatlug (who apparently really hated the fact he was required to complete the year after receiving his dismissal letter) and clicked on the lone one from Hiccup. In fear of his parents reading through past messages arranging transactions with Hiccup, he had his conversation starting with after their meeting earlier the week.

H: Secured our financial assistance -legally-, still feels like selling myself though

T: Great! Still haven't heard from the school, but fingers are crossed

H: Smart guy like you, you'll get in

He smiled at the last message from two days before. Hiccup's support made him excited about checking the mail daily.

Stormfly had never made him excited about anything.

T: We still on for tonight?

There. Sent.

Gathering his bags again, he started towards his final class before break. During the year, it had been his favorite only because he found the robotic engineering to his liking. The students had already begun to fill the seats with many still hopeful's revising their notes. In the back of the class, feet up on the desk and talking past his studying friends, Snotlout gestured widely.

"-Is such a golden boy. He's decides randomly to go to school and fucking gets accepted without putting any work in!"

"Tough, man," Belch (or was it Barf?) glanced up from his notes. "What study?"

"Business and marketing - and he hates that field. I just know he did it to spite me. He's always done this kind of shit to spite me." Snotlout sneered.

Shaking his head to clear the other student's talk, Toothless moved towards his preferred seat near the window. Meatlug's chair was empty, which was unsurprising these days. He'd never seen his fat friend have a skip to his step until the day he was dismissed from the applicants for Third Year. Just as he was laying out his notes, his phone buzzed.

H: Of course; one problem, can't get the hotel room. Can we stay at your pad?

Toothless swallowed. His parents and his hooker? All under the same roof?

H: I can be really quiet ;)

The blood flowed straight down. Face hot, Toothless ducked into his phone.

T: I suppose it shouldn't be an issue. Typically stay at home on the weekends to help with the shop - just above the restaurant is our family home

After he sent a quick message to his dad, letting the older man know he was bringing a friend home for the night. He could only hope a better arrangement could be made for Saturday night.

"-Can you believe what's passing as gossip these days?" Meatlug dropped into his seat. Under his fingernails, Toothless noted, was streaks of green. "It used to be more interesting tracking who was sleeping with who, know it's all - 'look at me, I gonna stay here for another semester because my mom fucked the committee chair.' Assholes."

Toothless frowned. "Surely no one really slept with Stoick Haddock. No one could be that desperate to get their child into this school."

"My dad tried dropping millions onto half the board to get me through with my bad test scores. If he could he would have traded my sister for the placement." He ripped open a bag of chips. Absently into his third handful, he offered Toothless some.

Chewing the buttery treat, Toothless shifted through Hiccup's messages again. "They're just excited. One hundred placements means only the brightest are selected. It's like winning the lottery."

"Phht, they can have it." Meatlug chewed away. "And the parties- the hottest one to go to is Stormfly's. She's only inviting boys and girls she thinks are going to get into the program. Belch, her last beau, got dismissed from the program because of truancy. Good gossip news, he's spreading she's only inviting the smart kids trying to find a new guy or gal she can take to the cleaners. If she doesn't make it in the program, at least she'll have eye candy that did."

Toothless crossed his ankles.

"Speaking of admissions, did you get..."

Glaring at his friend, Toothless turned his shoulder to gaze out the window.

"Oh man, not yet? You're like the smartest kid in school." Meatlug blinked. "And you like it here. You could be a poster child for Haddock Inc."

"Yeah, well," Toothless grumbled as he faded off. "I haven't needed those guys the last two years, I don't need them now. I have you," he tapped his phone to his head toward Meatlug in a mock salute. "If I don't have an acceptance letter today, we're coming in early next week to empty out my dorm and tie loose ends."

"You going to be free Wednesday?"

Toothless nodded.

"Good, you can help me move into my new apartment. Apparently dad will spend the money to keep me housed as long as he doesn't have to see my - and I quote - ugly mug." He proudly bit into a chip. "I'll get us beer."

"You know the way to a guy's heart." Toothless smirked.

"Don't ya know it," Meatlug whispered as the door to the class swung open. Toothless froze under the powerful gaze of Goober, briefcase at hand an annoyed expression across his face as he gazed at each student. Behind him one of the rowdier students attempted to climb past the big man, but the door slammed shut.

"I will be proctoring your exam!" Gobber raised his voice enough. Toothless shivered under the hard stare of the man. "When you are finished," he moved around the room to lay the test on the tables face down, "Leave you test in the front of the room then get out of my sight." He started back up the classroom, claiming someone's stray cellular as he moved.

Toothless slid his phone into his bag.

His own exam went smoothly. Every moment of revising his notes lead to this moment and he found himself the third person in his class (Meatlug had attempted the exam, but even Toothless was sure the final answer was not Stoick Haddock riding a dolphin) to turn his paper in. He loitered a few seconds in front of the working proctor. He was bigger than he'd been behind the desk, Toothless realized. Not just physical size, but in presence. This was the man next to Stoick Haddock, who had been promising in his chances to enter the program.

Ask him, you nitwit.

Gobber glanced up from his tablet, stylus dangling in meaty fingers. "Problem?" He asked in his wild accent.

"No, Sir." Toothless adjusted his grip on his bag and left.

Coward.

Before leaving the school, he checked the labs to ensure that Stormfly had dropped their final project in the lab. Paranoia had him rechecking all the gears and ensuring completion in the project before leaving school. Typically on Friday's he swung by his dorm to gather needed items for his stay at home, maybe grab a quick shower to wash away the scent of school. By six he usually worked a shift for his dad and spent the rest of the weekend either sequestered in his bedroom studying (or, more aptly, working on a project), hanging out with Meatlug, or working additional shifts for some spending cash.

It had taken a lot of groveling last weekend to get this one off so he could get out of the house to see Hiccup.

With an extra skip to his step, Toothless left the school for once feeling proud.

His father's restaurant was busy, the street lined with cars containing families of students for both schools. It was the last chance students had to use meal plans which kept the staff busy. Guilt boiled in his belly, taking in Ulla standing at her station directing patrons around. It was selfish, but his father had told him to enjoy his weekend. It was his right to.

Halfway up the stairs, he paused.

Hiccup sat on the top step, cellular at hand. Next to him sat alone box overfilled with papers and binders and at least two glider units. His face skewed up at something on his phone before he glanced up. The annoyance washed away, replaced by pure excitement.

Toothless liked that smile.

"There you are! I know it's a bit early, but I just couldn't wait at home anymore. I brought in my original 1-48 scale model of what I want. Mind you, this is an older model - must have been twelve when I first designed the prototype and let me tell you, the full scale was not good. Broke my arm that summer and had to spend years in therapy because mom thought I was trying to kill myself." Hiccup held up a beautiful scale model of a glider made from graphite-epoxy. He seemed almost reluctant to let Toothless touch it, not that the other teen could blame him.

Tucking his hands into the pockets of his trousers, Toothless finished the flight of stairs. Door unlocked, he held it open. "Come on in. Shoes off."

Hiccup seemed so out of place in their home, like he'd stepped out of a magazine. Toothless started up the second spiral flight inside the home, leading up to his loft knowing the other male would be hot on his heels.

What to wear...

It was so tempting to just forgo all clothes. He was going to be naked before the night was out, but he didn't know when it was going to happen. Should he just throw down his cards? All you have to say is 'Hiccup, let's get naked. Horizontal time, now.' He opened his mouth to suggest this line of action - especially with his parents at work for the next two hours - only to snap it shut.

Depositing his box on Toothless' cramped desk, Hiccup craned his neck. "Hey, do you mind if I use your shower?" He held up his hands, proudly showing off his nails. "Was digging in the dirt at home - got a garden on the side."

Toothless waved his hand towards his own private shower.

With a pleased smile, Hiccup disappeared behind the door. Alone with his own thoughts, Toothless eyed his clothes once more.

Do it.

Why did all his clothes have to look so geeky? He looked like he fell out of his father's closet - and the worst part was his mother had purchased everything in this closet. What part of this did Hiccup find attractive? Past all the uniforms, vests, button ups, and polo shirts were his few tees. There, hidden away and nearly forgotten was a band tee he had grabbed up from the Stormcutter Concert last summer. Tossing it on the bed, he shuffled through his dresser for a pair of trousers.

The sound of water turning on perked him up.

The last time he'd seen Hiccup naked and wet had seemed like eons ago.

Pulling his jacket off, Toothless shuffled through the task of putting his uniform away. Jacket, vest, tie, button up shirt. He gazed at the mirror, his naked chest and unbuttoned school trousers reflected back at him.

You're an idiot.

He swallowed and started towards the bathroom. Hiccup's clothes were scattered across the floor creating a path that led to the shower. From his clear curtain he could see the warped image of the smaller teen, facing the showerhead while humming the tune of some current song. Toothless tugged his pants down his hips, stepping out of them. Heels rolled against tiled floor, loosening socks just as pants slid down, leaving him naked.

Stepping into the shower, Toothless pressed his chest against the smooth shape of Hiccup's spine. The boy's song ground to a halt, his shoulders rising up before relaxing as Toothless' hand worked itself up across small nipples. Definitely not Stormfly's large breast, and yet more delicious. He pressed Hiccup against the wall, spreading the boy's legs.

"Toothless..."

Green eyes canvassed pale flesh. The last time he'd seen that perky ass, it had been riddled with bruises from a rough pounding. Since then it had regained its innocent shine, almost taunting him to mark territory again. His hair's in his eyes as countless hair products wash down the drain, but none of that matters. He has what he wants.

Hiccup eases back, stretching his legs out. "Don't put it in me unless you wrap it."

It shouldn't make his erection harden, but it does. The thought of spearing Hiccup with his cock, filling the boy with his seed is such a tempting option, but it's not worth it. He doesn't know Hiccup's status, even if his is clear. It's only fair on both ends; it's not permanent, no reason to make it so.

He slides his cock between two firm globes, hands tightening on slender thighs. He has to move between flat feet and tip toes to get the right amount of leverage before finally settling on one solid position. His grip on the other male's bottom is firm, pressing Hiccup's folds together to create a tight grip around his dick. It's not the real thing, but it's as close as he's going to get while in the shower.

Leaning his upper body forward, Toothless' tongue traced along the rigid lines of compliant shoulder. The last time he did this it had made Hiccup's toes curl and his orgasms fast. Even with a short shower there was still the faint taste of salt from a coat of sweat and under that is the natural scent he had looked forward to all day.

Stormfly cannot compare to Hiccup in this moment. The smaller, lean body is responsive and eager. Lips parted, fingers curled against the tiled walls, Hiccup keens and moans. Under Toothless' more solid form the lithe body pushes back to garner more friction. It's filed deep into his memory how much muscle control the tiny brunette has. Hiccup's butt cheeks clench appreciatively, attempting to milk Toothless to orgasm first. It's a battle the other teen is ready to take.

He arches his hips, catching Hiccup's anal rim teasingly before the angry tip peeked past two folds. The glistening slick of his pre-ejaculation smoothes the path as he moved forward and back.

"Been thinking about this," He pants appreciatively.

Hiccup cranes his neck, meeting Toothless' gaze appreciatively. "You're so good," he whispers.

It made his heart swell. The school may think he's still a virgin, but at least Hiccup knows the truth. This is all that matters.

He rises up again, stomach tight. Absently he noted the line of semen painting the tile wall, quickly being smeared with the heated mist of water. Hiccup's cock bobs angrily, leaking fluid. It's almost too much to watch the pale arm lower from the wall, long fingers wrapping around the engorged erection. Hiccup's breathing thins, hips rocking forward.

"T, Toothless..."

"Come," He licks the shell of the brunette's ear.

"Haa...ah..."

His vision is hazy the more he moves. Between the water in his eyes and the approaching orgasm, his knees are getting shaking. He'll need to finish this now before they become a mess that needs medical attention. He juts forwards, shouting Hiccup's name into the heavens as he spills around the head of his cock and white globes around. Hiccup shudders under his palm, creating a mess against the wall that would need to be cleaned up later.

Their affairs move to the bedroom soon after with Hiccup (wet and naked) pressed against the fabric of his comforter. He was focused on perky nipples, licking them and biting the pink nubs, while absently reaching into his drawers for the pack of condoms his father had not so discretely left on his pillow a week after he'd first shared a night with Hiccup.

He almost didn't hear the sound of the downstairs door slamming shut, followed by his mother's sweet voice echoing up the stairs, "Toothless? Your father said you had a friend spending the night?"

Shit!

Backing away from the sweet sounds Hiccup was producing, Toothless garnered a look at his alarm clock. Shit, shit, shit. Had he really been so worked up with Hiccup? "Get dressed, quick!" He clamored off the bed, reaching onto the floor to grab the clothes he'd discarded in his excitement. From the bed, Hiccup groaned.

"-So damn close," murmured the brunette.

"Well, get dressed. Maybe I'll blow you later."

"Damn straight you will." Hiccup rolled onto his side, making a bow legged walk into the bathroom.

Nothing stifled a stiff one faster than Toothless' mother. Tugging his jeans up, he made his way to the door, planning his mother's actions down to the second. He could be seventy and she still would follow the same game plan. Get home, drop her purse in the kitchen, and come upstairs to get Toothless to help her with dinner prep.

True enough, her soft knock came a few seconds after. "My friend's in the bathroom," explained Toothless awkwardly as he opened the bedroom door. His mother hummed to herself, holding a small stack of letters in her hand. "Oh! Did anything come for me?" He leaned forward, excitedly.

"It's not like you to forget to check the mail these last few weeks."

"I was a little distracted," Toothless whispered, sheepishly.

His mother's lips quirked, almost wanting to ask more . Finally she pulled free the top letter on the stack."This came for you, it's from the school."

Toothless inhaled sharply.

It was an envelope, nothing to be excited about. The tiny flicker of hope in his belly died out.

Behind him, the bathroom door opened and Hiccup stepped out, dressed as nicely as he'd been only a few short hours before. He stepped up to Toothless' side, ready for introductions, but Toothless shook his head solemnly. "Hey, Hiccup, I know I promised a few days to, y'know, hang out, but now might not be the best time."

"What?" Hiccup blinked. "Toothless we had an agreement."

"I know," he held his hands up, defeated. "I just, I need a few days to gather some thoughts. I'll still help you, leave the box, I'll check out your blue prints this weekend."

Blinking, Hiccup looked between mother and son before nodding his head. "O...kay. Text me then, later - let me know what's going on, cool?"

Toothless nodded.

When the house was quiet, with just him and his mother, he peeled the sealant away on the letter. He could see his mother's own defeated look. "Maybe its good news and the big letter will come later?" She encouraged him. Toothless nodded, sliding out the one page letter.

Dear Toothless Fury:

With sincere regret, I must report that the Committee on Admissions has completed its selection of the class entering in September and has not been able to offer you placement in the upcoming school year.