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.
Pairing: Human-Toothless/Slut?Hiccup
Warnings: Language, Minors having Sex, Protected Sex, Unprotected Sex, Toys, Rimming, Oral Sex, Deep Throating, Frottage.
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.
Toothless had always had trouble waking up in the morning. It was a complaint of his mother that had started when he began school. If he had it his way, he would have slept until noon or later. This, he decided with half-lidded eyes and brain fogged with the need to sleep more, was a good way to wake up in the morning.
Hiccup, it seemed, was very much a morning person. If Toothless had been the prostitute, he would have slept in until his costumer woke up, soaking in the free time doing nothing while his client slept away his paid time. Not Hiccup, apparently he was getting something out of the deal because he woke Toothless by sliding his legs over Toothless' thighs and offering the most delightful show as his ass swallowed his protected cock.
God, what an ass. Blemished just right with the yellow markings of fingers over the course of the last couple hours, it was soft and loose, eager for another go. Toothless groaned and the skill both parties had built upon each other over the night. Hiccup, no longer guarded with his own pleasure and Toothless, no longer nervous about his prostitute's feelings. Both were greedy for the other, to fall victim to a whirlwind of pleasure that would end in just a few hours.
Cupping the red bottom displayed in front of him, Toothless tried to focus on the rise of his hips. His legs were stretched out in front of him as Hiccup bounced on the balls of his feet, knees bent and attention focused only on his own pleasure. Not that Toothless felt forgotten.
"Fuck, you're so slick…"
He had attempted to lube Hiccup better their second romp, fully in bed. He'd rubbed a few off on Hiccup as well, leaving a line of flaking come in its wake. There had been a few tryst that he hadn't bothered the penetrate, wanting to enjoy to sight of his cum spraying across the fucked over ass even though all he wanted to see was it sliding from Hiccup's puffy red hole.
Now it was dripping wet with the cooling lube Hiccup had supplied. Pink globes were crusted with dried semen, promising to be uncomfortable the longer Hiccup refrained from a shower, but clean was the last thing on their minds.
Grabbing Hiccup's thighs, Toothless pushed the pliant body back down, pushing his throbbing shaft deeper inside smooth insides. He could imagine his cock, bare, trying to nestle as deep as possible and blow a load, to mark this soul as his.
In, out, in…
The latex wrapped out his cock seemed to gleam each time it was pulled out, tugging on the thin muscles with it. Hiccups bottom came down again, swallowing more in before Toothless had had enough, swinging them both over, twisting Hiccup like a pig on a spit. Tugging Hiccup's legs apart, Toothless settled on his own knees, working his hips forward. This angle, he decided, was better – not only could he watch his dick mark the insides of the prostitute, but he could also see Hiccup's penis lay proudly against his stomach.
"Look at that little boy penis," Toothless jested, thrusting in. In response it bobbed up, knowing that it was the center of attention. "Not even a hair – did you shave it all off? I bet you did. Such a good little whore." He licked his dry lips, pushing Hiccup's legs back so the boy was bent in half. Fuck, he felt like he was in the boy's stomach at this angle. It was so tight and deep, moist with lubricant. Almost like this spot was made for him.
Folded, Hiccup's hands reached behind him to grab the blanket, cheeks flushed and eyes closed. His red mouth was parted, lips chap. He looked like a debauched mess with no one to blame but the man currently plowing into him.
"Look at me," breathed Toothless.
Green eyes opened, staring up at him.
"You're such a good boy."
He brought a knee forward, seeking better balance as he raised Hiccup's hips. Slap, slap, slap, his rhythm was erratic, paced with his breathing. His eyes moved up to the perky nipples standing at attention. Just last night he had bit and sucked on them like a babe, enjoying the cries that left those swollen lips. Now they were bouncing up with each thrust, an enticing show.
"What do you want?" Toothless asked.
"Ngh," Hiccup blinked away the tears building in the corner of his eye. He tried opening his mouth again but a smaller moan escaped surrounded by breathing. Slowing his thrusts with sheer willpower, easing his dick free, he grasped the head of his cock to ease the urge to orgasm. With torturous precision he rubbed his cock against the greedy opening. "P-puh, please, Toothless."
"Tell me, Hiccup."
"N, need it, need your huge cock." Hiccup pushed his hips down, sliding Toothless' length over the folds of his butt. He groaned in defeat. "L, let me cum."
Shifting his hips back, Toothless eased his dick back in with the faintest of moans. Quickly he picked up his pace again, aiming directly into that spot. The muscles convulsed against him as Hiccup cried out with a startled cry.
"Ugh! Fuck! Uh-! Toothless!" Hiccup's grip tightened again on the blanket, pulling it up as he rocked back into the thrusts. "Ngh!"
"Huuh…hu'h…shit," Toothless clenched his jaw His orgasm, built up, was powerful. Hiccup cried out, tossing his head back as he painted his stomach with cum.
Pulling out, Toothless tossed the condom into the trash before slumping against Hiccup's side. Above his head, the alarm blared the bright red time of eight in the morning. "Gods, are you always up this early?"
"Early bird gets the worm."
Smirking into his pillow, Toothless breathed, "But the second mouse gets the cheese."
He grunted as an open hand slapped his hip. "I'm going to take a shower." Hiccup rolled out of bed, shifting with some discomfort before moving towards the door with an uneven gait. Toothless took in the sight with pride. I did that to him.
As the water turned on, Toothless rolled out of bed and started towards the bathroom. He didn't say I couldn't join him.
Hours later, dressed and fully sated, Toothless made his way back through town with a sense of dissatisfaction of what had transpired. Now over, it seemed almost painful to leave Hiccup. Sex is really a dangerous game. It was hard to remember that in the end, Hiccup was a prostitute. Nothing more, nothing less. It wasn't going to be easy to forget that special person after the night of passion the two had spent together.
His father's restaurant was closed on Sundays, used as a day when stock came in. It was quiet in the back room where his father sat at his computer, typing in the receipts from the week in the ledger. Knocking on the door, Toothless raised the corner of his lip when his father glanced up. The man always seemed tired on Sundays, but he made it worth it by taking Mondays and Tuesdays off.
"Your mother and I missed you last night."
"Yeah, there was this party and," Toothless trailed off absently.
"That's good," his father murmured, absently. He moved a sheet of paper, transaction sheets if Toothless recalled correctly. "Your mother and I worry sometimes that you forget how to be a kid." He made eye contact with his son finally over the rim of his glasses. "We're proud of you, Toothless, really we are, but you have to remember to slow down and smell the roses. These are the best years of your life and you should live them before they're gone."
"I know, Dad." He'd heard it all before from both parents. Ever since he'd been accepted at Berk Academy, years had been wasted with his nose in the book. Until Friday, he hadn't realized how isolated he was. "Did you have any problems at work?"
Chuckling, his father opened another ledger. "Contrary to belief, Toothless, I don't need you to run this place. I have a lot of capable young men able to help me do prep work and stock. The only advantage with you working is that I don't have to pay you hourly wages."
"I know, I know, you grace me with the right to breathe." Toothless smiled. "I'm going to go upstairs to get a shower, maybe take a little nap."
The older man glanced up again, a heavy brow raised in confusion. "It looks like you already had a shower."
Running his fingers through his wet hair, Toothless blushed as the memories flooded back. Hiccup had been so pretty pressed against the wall, water cascading down his abs as Toothless rubbed against him. Their semen spiraled together as it was washed down the drain. "It was a quick wash, one of the girl's was sick so, yeah, I just wanted to clean up a bit, but it's never feels like your shower."
"True. Go relax. Your mother is probably still sleeping; she had overnight rounds at the hospital so try not to wake her."
"Yes, sir."
"And if you could help tomorrow with the shop in the evening. Tinhead's wife has a doctor's appointment and he didn't want to miss out."
"Yes, sir."
Excusing himself, he moved out the backdoor, towards the winding staircase hidden in the alley that moved to the apartments up the stairs. It had been renovated when Toothless was still a child into a single-family home with full amenities, providing a comfortable living condition. The sounds and smells of the kitchens were canceled out upstairs, allowing the cool wisps of jasmine to circle Toothless as he walked into the nice earthly-tone walkway.
Shoes abandoned at the door, he moved through the open concept living room, up the staircase the entered an old loft where his rooms were located. A small bathroom and a bedroom next to a sanctioned off office. It was cozy, Toothless hummed as he carefully shut his door and moved through the single space.
Unlike his dorm room, it had a few more personal touches. Creamy walls were plastered with various posters, from favorite bands (outdated) to an old periodic table that had chemistry notes posted around it. His desk, in the corner, had books appropriately placed on it next to his old PC computer and printer. He'd left his coat from winter break on the back of the desk chair, catching dust.
The shower was exactly what he needed. He allowed the warm water to flow down his back, pleased with the lack of need in his body. He doubted he could get an erection after the last twelve hours.
Hiccup had walked him down to the lobby at noon, politely thanking him for the good time and a reminder to keep his number if Toothless ever needed servicing again. The price, he had commented absently, was discounted at twenty percent off, but if Toothless wanted anything special (he didn't describe what would be special), the price would be back up in the two hundreds.
Then he had left, going back upstairs without another word.
The student in him wanted to get rated on his prowess, to learn what he needed to work on. There were still so many more conquests at school and he had to be prepared. He contemplating texting Hiccup to asks, but dismissed the thought just as quickly. Their services were through; he had no other reason to keep the number now that he was no longer a virgin.
Definitely not a virgin.
Turning off the shower, he stepped out.
Dressed in a fresh pair of boxers, Toothless laid out on his bed, nosing through his messages over the night. He had had an ignored message from his father telling him that the house was going to be locked overnight and where to find the spare key (coded 'you know where'). Meatlug had sent a message about his own conquests with his date ('score!') followed by a polite message to call him.
Hitting his friend's number, Toothless leaned back.
"Yo, man. Caught me just in time."
"Sorry, was out late last night." Toothless scratched his nose. "Figured you were too. You and Angelbite have a good night?"
"Up until my dad called telling me to get my ass home, which is why I needed to talk to you. I'm heading out for the week, surprise family vacation before The Interview. He's in high hopes that he's padded the pockets of the right people that I'll get in even with my abysmal grades, but hey – I'm not looking a gift horse in the mouth. This might be the last time I get to enjoy the beaches on his dime," laughed Meatlug heartily.
Toothless smiled. Meatlug had admitted their first year he had only attended the academy because his father had made him. He had wanted to attend the public school, to be with his girlfriend. He had the smarts to make it at the academy, but he was the kind of boy who had rather been a big fish in a small pond than matched with other piranhas. "He's going to kill you when you fail out of the Academy."
"Now failing, just going to do my bare minimum and then be the example of what not to be during an interview. He'll get over it; I mean I have four other siblings. Let him put his hopes and dreams in them for once." Meatlug snorted. "Anyway, where were you last night man, I had hoped we could get a bite before vacation really set in."
"Sorry, I was, uh, you know, with company." Toothless flushed.
"Your grandparents in town? The sucks."
"No! Uh, no. Not that kind of company," Toothless coughed. "I was with someone I had met. Spending the night." He emphasized the word, hoping his dearest friend would catch on.
Meatlug went silent. "I thought you weren't interested in you-know-what. Said it was a waste of time while we were in school."
He remembered saying that earlier that year when Meatlug had first had sex. If he remembered correctly, he had said he wasn't interested in any of the carnal pleasures while there was so much at stake. At the time, he had only to focus on being the best at school. Sex and fun could come after.
Oh how fast things had changed.
"I realized just how behind I really was," Toothless admitted.
"Oh well, congrats?" There was a cough on the other end of the line as Meatlug shifted the phone to his other ear. In the distance Toothless heard the sound of people talking at the airport. "When will I get to meet her?"
"Him." Toothless scratched his chin.
"Right, him. Didn't know you swung that way, but to each his own. Do I get to meet him? I mean, you've met Angel, so it's only fair."
Sighing, Toothless rubbed his eyes. "Probably not, it was a hookup at the party. They left their number and we met and got caught up. I think he gave me a codename to be honest." Not the full truth, but Meatlug did not need to know he'd spent his evening with hired service.
"That sucks. Maybe you'll meet them again, especially at your dad's place. Everyone comes to the Night Fury in Berk, so maybe you could catch up again and try to make something of it?"
"Maybe." Toothless highly doubted it. He'd never seen Hiccup before, even after years of working at his father's restaurant.
There was a loud buzz in the background as Meatlug attempted to cover up the speaker to argue with his father. "Hey, Toothless, I've got to go, our pilot just got in with the flight plan. I'll call you when I get back next Saturday. Try not to overwork over this week, cool?"
"Of course. You have fun, ride a wave for me."
"Ch. The only waves I'm riding better be on the beach. You haven't seen this fat ass in a swim suit. Not a pretty sight." Meatlug laughed. "I'll talk to you later."
"You too. Bye."
Hanging up, Toothless flung his arm behind his head, moaning as he relaxed into the softness of his own bed. Even though it was a twin size bed, it felt so big with just him in it, the missing warmth of a person next to him already noticeable. He exhaled heavily.
"Toothless, sweetie?"
Tilting his head to the side, he groaned at the heaviness of all his muscles. "'M upstairs, mama."
Within seconds, knuckles rapped at his door before the petite woman stepped in. Toothless' mother, Starfly, took a second to take in the space, ensuring that things were not out of place. She always made sure when he came back home things were just as they had been when he'd left. He loved that about her. "I wanted to check in on you, you didn't come home last night."
"Went to a party, mama."
"One of your school friends?" Toothless nodded. "That's nice; I was worried that you would leave school with just Meatlug. He's a nice boy, but growing souls need lots of support." Starfly settled on his bed, running her fingers through his hair. "Have you eaten yet?"
"Had a little something," Toothless murmured. "Just was woken really early this morning. Need at least twelve hours to function properly."
"So lazy, just like your father." She smiled. "Did you meet anybody at the party? Girls? Boys?"
Toothless grunted. "You've been sent up here to pry, haven't you?"
"A mother is allowed to have interest in her son's life. Especially at your age. We had already had Merryweather by then. I suppose as a parent, we worry that you would take things much too fast or much too slow. I want you to be happy. Tell me, are you happy?"
Toothless rolled on his side, grasping his mother's hand. "I was, for a second." And he had been, while lying in that hotel bed with Hiccup. It had all seemed right. "I did meet someone, spent all night with them." There, he said it.
His mother made a small noise. "I hope you used protection."
His cheeks flared.
"We've had the talk; or rather your father says you two did. Girls were so much easier at this stage. Keep your legs together, I told your sister. She seems happily engaged, but heaven knows if she listened to me. Society is so much crueler to the girls that sleep around than the boys. I just worry. You're so much like your father and, while I know you would make the right decision, I'm not ready to see you have a wife and children yet."
He grabbed his pillow, smothering himself. "I'm not talking about this with you."
Starfly laughed. "So, are we ever going to meet this person?"
Toothless groaned. Lying there for a moment longer he pulled the pillow free, meeting her concerned gaze. "Probably not. I… I really liked being with this person, but I still have so much to do and we aren't exactly the best match. Different aspirations, you know."
"Did you take the time to ask this person what they wanted to do?"
He had a feeling that it wasn't much, but his whispered anyway, "Not really."
"Then how do you know what they aspire to do with their lives. Maybe you should try to talk with them? I hear that does wonders."
"You mean meet with them again?"
"Did you get their phone number?"
Toothless nodded.
"Then give them a call, try to stay in contact with them. Maybe they made them happy too. You can't just let it fly past you. And remember, I raised you better than to be the boy who has flings with everyone. You're a wholesome young man."
"Yes, mama."
"I'm going to let you go back to bed. Try to be up by dinner. Your father rented that new elf movie and gods help me if I'm going to be tortured for three hours alone." She kissed his temple before stepping out of the room.
Blinking, Toothless pulled out his phone, gazing over his texts with Hiccup, two days ago. Still a number across his messaging screen, no name nor recognition. He thumbed his finger over the trash can on the side of the screen.
To delete or not to delete…
Twenty percent off Hiccup had said.
Would you really pay just to see him again?
His cock stirred to life, a reminder of how good the last twelve hours had been.
Thumbing his fingers over the message screen, he eyed Hiccup's contact info. The request was still blatantly there, but there was just something about it. Taking a deep breath, he pressed his thumb into Hiccup's phone number. New contact, add contact…
A rush of adrenaline flowed through him as he added Hiccup's number, on the just in case.Maybe one day, he hummed, We can have one more night together.