Chapter 0 - Anything for a Dare

Astrid picked up her keys, preparing to walk out the door of hers and Hiccup's apartment, saying "Okay honey, I'm off to hang out with the girls. I'll be back late."

"Wait a sec," said Hiccup, stumbling over to her as he fiddled with his prosthetic leg. "I love you, babe."

"I love you too," said Astrid, giving her boyfriend a deep kiss and a smile. "Don't wait up for me, alright?"

"You got it. I'll probably be asleep by eleven. Have fun!"

Astrid walked out and strolled along the several blocks to the bar she was meeting her friends at. In heels, no less.

She was wearing a forest green, form-fitting dress that cut off at her mid-thigh. She also wore stockings in addition to the aforementioned heels. She was even wearing makeup, something she rarely did these days. Her friends had told her to get all dolled up, and she had risen to the occasion magnificently. Her long blonde hair was done in a simple braid that bounced behind her as she walked.

She knew the outfit would be a hit as she caught the attention of almost every man she walked past on the way to the bar. Thankfully there were no catcalls, Astrid hated those, but she could see almost every man mentally adding her to their "would do" list, and she felt taller and more confident for it.

She didn't seek out attention from guys other than her boyfriend, but... well, she had to admit that it felt good to be lusted after, to be wanted. Her boyfriend was wonderful, but Hiccup, the sweetheart, was more interested in her brain than her body, and her body was more than deserving of appreciation.

After a pleasant walk through the evening city air, Astrid found herself standing outside the bar. She adjusted her dress slightly, making sure she was showing off the right amount of cleavage - she was well-endowed in that area, and as such had many options.

Once she was satisfied, she walked in the building and found her friends at a corner table, already drinking and laughing.

Astrid slipped into the group seamlessly, setting her purse down and receiving general praise regarding her appearance. She went over to the bar, ordering a long island iced tea, looking around the bar while her drink was being made. She noticed one person in particular, a muscular man stuffed into casual clothes, with an incredibly strong chin and jawline. Her eyes lingered on the man for a moment, but then her drink was ready and it was time for her to go back to the table.

One drink turned into two, which turned into three, and so on until Astrid had lost count. She was still surprisingly lucid, but she knew that she was quite drunk regardless.

Somehow, at some point, the conversation at the table turned into a discussion about one-night stands. Astrid admitted that she had never had one, Hiccup having been her first and only boyfriend, and the others were appalled.

"Oh honey, you've gotta have at least one," one said. "It's, like, a life marker."

The others echoed the sentiment, and somehow it turned into a dare for Astrid to go find a guy and chat him up.

Astrid protested, but the others were relentless. "We're not saying you have to sleep with him, just go chat him up. Have a drink, flirt a little, show off those amazing tits."

"Fine," said Astrid, never one to back down from a dare, and gulped down the remainder of her drink.

She went to the bar to get another one, making a beeline straight for the handsome man with the fine jaw.

The bar stool next to him was free, and Astrid slid into it with a confident air. "Hey there. Mind if I sit here?" she said, already sitting.

The man looked at her, blinking as if he were trying to determine whether his eyes were playing tricks on him, until his brain caught up and he said "By all means. Can I buy you a drink?"

"That would be lovely," said Astrid, smiling sweetly even as she pushed her shoulders back a little to emphasize her large bust.

Once again one drink turned into multiple, and soon Astrid and Eret - which was the man's name - were chatting and laughing freely, and the vibes were getting really heavy. Some part of Astrid in the back of her mind was telling her to retreat, that this wasn't a good idea, but the drink and the rest of her vehemently disagreed. Eret was so charming and muscular and handsome and she was one-hundred-percent sure that he had a massive cock from the way his pants fell, and-

And that was when she realized that she was going to sleep with Eret. It wasn't a hypothetical, it was something that she was going to do, of her own free will, and even if she regretted it later she knew that it was what she needed in that moment.

So when Eret said he was done and would she like to come back to his apartment for some coffee, she did not hesitate to say yes. She went to say goodbye to her friends when she realized that they had already left, abandoning her to her night with this handsome man.

Astrid felt a pang of doubt then, thinking about Hiccup, but all trepidations disappeared when Eret put his strong arm across her shoulders and led her out, saying he lived nearby.

The two were making out before Eret had even opened the door to his apartment, and all pretenses of coffee were forgotten as they went straight to his bedroom.

Astrid walked in to find a large but sparsely-decorated room containing one of the softest-looking beds she had ever laid her eyes upon. She would have let Eret fuck her just for the privilege of having it happen on that bed, and she said so between hot and heavy kisses.

"Well then," Eret said. "Let's get to it." He paused, then said "there's one thing you should know, though."

"Yes?" replied Astrid, her heart quickening even more.

"I like to fuck hard. You up for that?"

"Way ahead of you," purred Astrid, reaching behind herself and unzipping her dress. It fell to her feet and she stepped her stockinged and high-heeled feet out of the dress, leaving her in nothing but the shoes, stockings, and underwear.

Eret ripped his shirt off, and Astrid was pretty sure she heard the fabric actually tear as he rushed to get it off.

"God, you're strong," she said, her voice dripping with lust. She got down on her knees in front of the man she had just met an hour or two ago, undoing his jeans and pulling them down, revealing a pair of red boxers with an almost worryingly-large bulge underneath.

Astrid wasn't one to shrink from a challenge, however, and the boxers were next to go, revealing a large and still-growing dick that was far longer and thicker than Hiccup's by a huge margin.

The smell of it wafted into Astrid's nose, and it was as tantalizing as the smell of chocolate. Before she realized what she was doing she had her hands on it, a moment later she had taken his bulging cockhead between her lips and was swirling her tongue around it while one hand stroked the magnificent cock and the other cupped his full, weighty balls.

Whether or not what she was doing was a mistake, she decided, it was worth it to experience a cock like this.

She began to take the cock deeper and deeper into her mouth until it hit the entrance to her throat, and she began to bob up and down on it. Eret, however, had other ideas about how this should go. He put one hand on Astrid's head and the other on her shoulder, and she shoved her head down on his cock.

Astrid almost gagged as the dick slipped into her throat, but she managed to hold it back and, half-remembering a piece of advice from a womens' magazine, relaxed her throat as much as possible to let him facefuck her properly.

And Eret did so, with vigor and enthusiasm.

He appeared to enjoy using her mouth like a living pocket pussy, but he wasn't unaware of her state. Whenever she was beginning to run out of air he would let her off, giving her a few seconds to breathe before plunging his cock into her throat once more.

Astrid realized that she had been fingering herself while Eret throatfucked her, and she made no attempt to stop.

Eret's deep, even breaths became shallower and more frantic as the fucking went on, until he finally grunted out the magic words, "I'm cumming!"

Astrid wondered whether he was going to cum inside or give her a facial, not caring which he went with. Either sounded wonderful.

Eret went for the former, plunging his cock as far down Astrid's throat as he came, spurt after spurt of hot, gooey cum slipping down her throat and into her belly.

Eret finally let her up as the last shot came, landing on her tongue and coating the inside of her mouth with his seed.

"Now that's what I like to see," Eret said. "You look ready for a proper fucking now,"

Astrid, wondering what he meant, found a mirror on the wall and looked at herself. She instantly knew what Eret had meant. Her hair was a mess, her makeup was running, and there were lines of tears dripping down her eyes. That was a result of the brutal facefucking, not of any sadness or regret.

"Please," she said. "I want you to fuck me, as hard and rough as you can."

Eret smirked, knowing that Astrid was completely and totally his for the night. He helped her out of her bra and panties, instructing her to get on her hands and knees on the bed.

Astrid did so gleefully, finding that the bed was even more luxurious than she had anticipated. She got on her hands and knees, wearing nothing but her stockings - held up by a garter belt - and her high heeled shoes.

She looked behind herself and saw Eret, totally nude, getting behind her. His hands groped her ample ass, and Astrid braced herself against the bed as Eret used his fingers to test how wet she was. Finding her already dripping, he got on his knees and plunged into her pussy in one powerful thrust.

Astrid let out a cry of surprise and of delight, savoring the sensation of being penetrated far deeper than she had ever been penetrated before, fucked by something thicker than she had ever taken inside her.

Eret wasted no time in beginning to fuck her properly, and Astrid moaned and gasped, her eyes rolling in pleasure. Her arms gave out and her upper half fell to the soft comfort of the mattress while her lower half was used and abused by a man she barely knew.

Again, it seemed as if Eret was only acting with his own pleasure in mind, but she realized that he was being shockingly considerate as he fucked her into his bed. He was testing her limits, making sure not to go beyond them, but was delighted to find that once she had gotten used to the fucking she didn't seem to have any limits. The harder he fucked her the more she moaned, the faster he went the more powerfully her hips bucked against him.

Eret, deciding to amp things up a little, grabbed Astrid by her braid of hair and pulled back.

Astrid let out what was very nearly a scream of pleasure as she came all over Eret's cock, the sudden stimulation of having her hair pulled pushing her over the edge. Her pussy clamped down on Eret's cock and he let out a deeply-satisfied groan. Astrid wondered if he was about to cum, but he didn't say anything to indicate that was the case. He simply started going faster, harder, pulling her hair and slapping her ass and Astrid was loving every goddamn second of it.

She had never been fucked like this, and she realized then what she had been missing. Hiccup was a tender, gentle lover, but what she wanted at that moment was to be fucked, to be used, to be treated like the slut she was acting like.

Astrid's pussy was incredibly sensitive after her first orgasm, but Eret didn't slow down to let her rest in the slightest. He only went faster, reaching the point where it felt like a high-powered machine was pistoning in and out of her rather than another human.

Her pussy exploded in sensation once more, and a second orgasm crashed through her like a wave.

"I'm cumming!" she cried as her pussy clamped down on him once more, twitching and spasming. Eret responded by reaching around and rubbing her clit as hard as he could, turning the orgasm into a series of shotgun orgasms that left Astrid trembling and shaking and begging, begging for more.

But then Eret did the only thing she wasn't expecting him to do.

He pulled out.

"W-what?" said Astrid, gasping and bewildered.

"What, you ask? We're just getting to the main event," said Eret, a cocky grin on his face. He got off the bed and walked over to the bedside table as Astrid flipped herself over, splayed face-up on the ridiculously soft bed.

Eret came back with a bottle of lube, and Astrid gulped. "Oh," she said.

"Something wrong?" Eret asked, a hint of genuine concern peeking out from under the cocky and confident exterior.

"N-no," Astrid said. "I want you to fuck me in the ass with that gigantic cock of yours."

She may have talked big, but the truth was that she had never had anal sex before. Not even a finger had ever gone up there, and she felt torn apart by the conflicting needs and fears inside her.

Eret nodded, satisfied, and he grabbed Astrid's legs and pulled her towards the foot of the bed where he stood, his cock pulsing and somehow even larger than it had been when Astrid was getting throatfucked with it. Astrid felt a pang of trepidation then, not sure she could take something like that into her virgin asshole, but again - she wasn't one to shy away from a challenge.

Eret pulled her to the very edge of the bed, putting her stockinged legs over his shoulders. She instinctively crossed her ankles behind his neck, her high heels clicking as they made contact with each other.

Eret then opened the bottle of lube, squirting a generous amount into his hand. He proceeded to bring the hand to Astrid's exposed ass, the young woman shivering as she felt the cold, slick substance on her sensitive hole. He began to rub her asshole with his lubed-up hand, eventually slipping one of his thick fingers inside to coat her inner walls.

Astrid gasped, the completely foreign sensation almost overwhelming her. She felt her asshole clench down on his finger, and he began to pump the finger in and out, making her inner walls slick and ready for what was coming.

Astrid reached between her legs, shamelessly fingering her pussy while Eret pulled back and squirted yet more lube onto his intimidatingly-large cock, spreading it around and then placing the tip of his dick against her hole.

Astrid tried to relax her muscles, and mostly succeeded as Eret pushed inside her. He had done a good job of preparing her, and to her own surprise she wasn't in pain. Or at least, if there was pain it was being far overwritten by the pleasure she felt as she was fucked in a way she had never been fucked before.

Eret started slow, seemingly knowing that this was actually her first time taking it up the ass. Astrid gasped with each inch that slid in, feeling more deeply penetrated and filled than she had ever felt before, all the sensitive nerve endings in her ass on fire as they were stimulated by Eret's big cock.

After what felt like an eternity Eret was finally inside her to the hilt, and Astrid felt it all through her body, the fullness taking over her body and making her feel unbelievably hot and lightheaded. Her head slumped back as she moaned, her hands going back to playing with her pussy while Eret held her and began to fuck her.

He gave her a few slow thrusts, making sure that she was properly loosened up and that everything was lubed, and then he grabbed her hips and slammed inside her. Astrid nearly shrieked in joy, her fingers pumping in and out of her pussy faster and faster, but her speed was no match against Eret's. He fucked her ass like it was his calling, like he was a master artisan of buttfucking.

Eret looked her in the eye as he fucked her, silently asking if this was what she wanted. She told him yes with an emphatic moan while she rubbed her clit and fingered her pussy.

"This is the best I've ever felt," she panted, her voice rising and falling as Eret plunged in and out of her. "Your cock is so amazing, I want to feel your hot cum in my ass, please cum inside I need to feel it-"

"Don't worry," interrupted Eret, grunting. "There's nowhere I want to cum right now except inside your tight little asshole."

Astrid whimpered in pleasure, feeling something that she had never felt before - complete and total sexual satisfaction. This was what she wanted, what she needed, and she silently thanked her friends for making her chat Eret up.

Eret went on for as long as he could, but even a man with incredible stamina has his limits. His fingers dug into Astrid's hips, his thrusts grew jerky, and he panted "i'm about to cum."

"M-me too," moaned Astrid. She doubled down on her masturbation, and that combined with the entirely new sensation of anal sex brought her to the brink of what she could tell was going to be a mind-shattering orgasm. She had heard about them before, but never experienced one in her life. But she was about to.

Eret gave his final thrust and buried his cock as deep in Astrid's ass as it would go, panting "I'm cumming," as his cock pulsed inside her.

She felt the first shot of cum pump out of his cock, and she fell over the brink. Her orgasm was so long and so intense that she barely noticed Eret pumping shot after shot of hot seed into her needy ass. She was too preoccupied with her own sensations, the way that her vaginal and anal walls spasmed, the latter rippling and clamping down on Eret's magnificent cock.

And there was something else, something building as the orgasm went on, and suddenly a wave of pressure released itself from inside her as she squirted all over Eret, her own cum spraying his torso and even reaching up to his face. Astrid lost her senses, and everything went black.

She woke up a few seconds later, her ass feeling needy and empty once she realized Eret's cock was no longer inside her. She did, however, feel his cum sloshing around inside her ass, as well as the slippery feeling from the lube that was left on and in her ass.

She looked up and saw Eret, looking down at her with an unreadable expression on his face. There was definitely satisfaction there, but that was all she could get out of it.

"Th-thank you," she said, her voice shaky and whimpering.

Eret cracked a smile then. "My pleasure," he said. "Now, let's get you dressed again. Something tells me you have someone to get back to."

"Wait," said Astrid, frozen. "You knew I had a boyfriend?"

"The whole time," he said. "I'm good at reading people, and I could tell you needed a proper, hard fuck."

"Yeah, I... I really did," said Astrid, blushing.

Eret then helped her get dressed, giving her a bottle of water on the way out as he escorted her to the door. "If you ever need more," Eret said with a grin, "you know where I live."

Astrid blushed, and on her way out she burned the apartment number into her brain despite herself.

Walking unsteadily, especially in her high heels, Astrid travelled back to her own apartment, where Hiccup was already long asleep, not awake to question the lateness, the way she made a beeline for the shower, or the cum still leaking out of her ass.
