Chapter 1-A Day in the Life
Annie gritted her teeth and gripped the edge of the mattress as her body was rocked forward again. She felt him bottom out, her cunt stretching to accommodate the bulbous head and thick, rock hard length of his shaft. She barely made to catch a quick gasp of air before he pulled back and slammed into her once more causing her to grunt out loudly. She lost her handhold, spilling forward, her large breasts squishing under her as she moaned through another body shaking shove from the fat brute behind her.
"Shit, you're tight, pinky!" The smelly sailor barked, making her unintentionally blush. His heavy calloused hands gripped her short blue skirt that was pushed up around her waist tightly. Using it as makeshift handles he yanked her back forcefully impaling the teenage whore once again on his massive cock. A stifled squeak escaped her lips as her pussy met and gripped the base of his length.
Annie pushed herself back to all fours and her head shook back and forth in time with his thrusting, grunting in her throat with each pump. She could feel his sweaty belly banging against her ass with each powerful thrust while below her, his large hairy balls swung forward, smacking against her engorged clit as he continued his aggressive fucking.
"Damn, that's a tight pussy. Are all you Rose girls this tight?" He asked rhetorically, sliding one hand up to grip her shoulder using the leverage to brutally ram his dick into her again.
'If you had the money to come here more often, you'd know that yes, we are this tight every night, fatty.' Annie thought, but she kept her true feelings in. The mistress said to be nice to the customers until they start getting rowdy, so that's what she had to do. That, and this fat bastard's cock actually felt really good.
All in all, it was a decent way to end off a pretty slow night. She was still the new girl, so she didn't really have first pick of clients like her older coworkers, but tonight was an abysmal night for her. Many of the men visiting the brothel went straight for the more curvaceous girls, leaving her to deal with the dregs who scrounged up enough money to buy her for one session. Hell, even May was getting more action than her, and that rankled Annie's nerves despite not really enjoying her work.
As for the sailor, he was in heaven. He looked down at the pink haired girl as she squirmed in his grasp, tightened his hands on her slender waist and continued to slam her back and forth, rutting into her as hard as he could. He watched her ass bounce and shake with every thrust. Her fair skin had become flushed, taking on a red hue as he worked his meaty shaft over and over in her tight hole. A sheen of sweat was already quickly building on her skin, giving her a wonderful glow in the dim lamp light that made him want to fuck her even harder.
'I'm so lucky to have caught this bitch before rush hour.' He thought as his belly slapped loudly against her bouncing ass. His eyes rolled shut as her pussy suddenly tightened vice-like around his dick. He was so glad he chose the teenage girl for what was probably going to be his only visit at the Black Widow. The younger girls always felt the tightest.
The only sounds that filled the bedroom were the steady slap of the man's hips slamming into her ass in addition to her breathy pants and his grunts of exertion. Annie felt her arms start to get tired and decided to finish things off for the night. She tightened her pussy even more on his thrusting shaft, increasing the friction and causing the fat sailor to curse. Behind her she felt him finally tense up and his fingers dig painfully into her small waist as he crammed himself as far as he could possibly go into her pulsating pussy. Annie winced as the overweight sailor cried out in ecstasy, his balls emptying his seed into her. Annie's muscles instinctively clamped down, her cunt, so well-trained, squeezed and undulated, milking his shaft of the warm deposit of slime pumping into her tender pussy.
The fat man fell forward onto her, and Annie let out a muffled moan of protest as her aching muscles supported the ponderous weight of his sweaty body as it settled on her back. He wrapped a strong arm around her waist and kept pumping his hips with small, but powerful, thrusts. His other hand gripped her left breast, kneading it with his fat, calloused fingers.
"If I ever come back here, I'm gonna order you again, girl." He whispered breathlessly.
Annie rolled her eyes. What did he expect her to say? Thanks for the compliment? After a minute he finally lifted himself off of her and shuffled backwards causing her pussy to spasm as his dick popped free with an embarrassingly loud sucking sound.
Annie allowed herself to slump onto the bed, taking the time to catch her breath as fatty left the room. Cum leaked from her spread cunt to pool onto the sheets, which Annie was just going to have to clean now. At least the fat bastard left her a hefty tip.
'I wonder what my parents would think if they knew their little girl was a sex worker in another world.' Annie thought, rolling onto her back to stare at the ceiling.
Annie missed her old world. She missed going to high school, she missed modern food and conveniences and she missed her family. All she had was her BFF and the clothes on her back. But until she found a way to return home, she'd have to use this job as a way to survive.
Just another day for a teenage whore in a fantasy world.
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Annie Koyama was a Japanese-American girl born and raised in Tokyo, Japan. She was a slender girl, well-proportioned with above average features, with green eyes and (naturally) pink hair that she inherited from her father of all things. Though she stood out amongst her peers, Annie was a relatively normal girl who went to school, hung out with friends, and spent her days reading manga or playing games.
The only long-lasting friend she had was Megan Lee, another oddly colored haired girl whom Annie grew up with. Unlike Annie, Megan was more of a book lover and closet otaku who had dreams of bright and vibrant fantasy worlds and shonen protagonists. A nerd through and through, and Annie loved her for it.
Up until last year, Annie and Megan were just two ordinary teenage girls doing whatever it is girls like them do in their lives. Then that normalcy went right out the window one fateful day when Annie tried to push Megan out of the way of a truck that was running a red light. The girls didn't know what happened next, only that they were suddenly in a white void, with some mysterious little girl with a creepy voice standing before them saying that they died.
They died.
Annie could hardly believe it. She didn't want to believe it. But seeing this little girl in a white dress explain that she was a goddess was something she couldn't play off as a joke when she basically listed off her and Megan's deepest, darkest secrets. The kind of shit that absolutely no one but themselves knew about.
What followed next was something that came right out of an isekai anime; they were being sent to a new world, one of magic and fantastical creatures. Annie and Megan were enchanted by the idea of having their own grand adventure, something to take away the sting of never being able to see their home or families ever again.
Instead, what they got was being dumped into a new world with no money, no super awesome magical powers that the standard isekai protagonist would have, and only the clothes on the backs as they were tossed into a world that was, unfortunately for them, very misogynistic. What's worse, the place where they landed was right in an alley behind a brothel, and by luck they were scouted by the brothel's madam, Gawain.
And so, with no money and no home to go back to, Annie and Megan were brought into this world as sex workers. Somehow, that became an adventure in it of itself.
XXXXXX
When she was done with her last client of the day, Annie was officially off the menu for the night and was allowed to spend the rest of the night how she wished. The Black Widow, the brothel she and Megan were working at, was a surprisingly fair and decent brothel compared to the brothels of other regions.
The Black Widow was run by Gawain, a beautiful, stern but fair woman who had a very deep hold on the sex industry of the Kingdom of Aurelia, the place where the girls landed in. Gawain had a reputation for not only having a sex empire consisting of tons of brothels, but also treating her girls like they're actual employees and not disposable tools. These girls were there to make her money, and they couldn't do that properly if she treated them like tools, after all.
Once she cleaned herself up, Annie headed downstairs to the dining hall where the whores working at the Black Widow would get their breakfast, lunch, and dinner. It was a surprisingly homey little area for girls who spent their entire day on their backs or on their hands and knees getting fucked nonstop. As she made her way into the hall, she spotted her friend, Megan, sitting at one of the tables.
"Hey, Megan!" She called out. Annie grinned when she only got a tired grumble in response.
Megan was the complete opposite of Annie. She was a little shorter than the pink haired girl, and sported a more curvaceous (and maybe even chubby) figure compared to Annie's tall, slender body. Megan had dark green eyes and light blue hair tied into twin tails that rested on the sides of her round face. Like Annie, she was dressed in a tight fitting white blouse with a deep cut around her cleavage and tight black shorts with brown boots. She was a hit for the customers that liked a bit more meat on their girls, but Megan's main clientele were of the nonhuman variety.
"Long night?" Annie asked as she sat next to her friend.
"Yeah," Megan sighed. "I just got out of pleasing a dwarf that had the stamina of ten men. I'm a fan of titjobs as much as the next girl, but doing it four times in a single night with one guy takes the fun out of it."
"Did you at least get a tip?"
