Jakkai of an Erotic Trade - Chapter 1

Story by SlightlyPorned on SoFurry

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#1 of Jakkai of an Erotic Trade

Welcome to the first part of my first series! This series of tales will focus on the exploits of Jackie Dickface, the Jakkai prostitute, as she...

Well, that'd be telling at this point, wouldn't it?

Read on, and enjoy!

Jakkai and the Slightly Damned universe belong to the-chu on FA: http://www.furaffinity.net/user/the-chu. Note that it is a clean universe and artist!

You can view this on FA if you prefer at http://www.furaffinity.net/view/27606709/.

Please, remember to rate, comment, or watch if you liked this and want more! Feedback is what drives me to make these stories!


Sometimes, you get to pick your path through life, choosing what jobs to do and how you go about your day. Other times, your path gets set for you. Jackie had to admit, she was much more familiar with the latter than the former. Being a Jakkai with the birth name of Dickface tended to leave you with few options and strongly push you towards one option in particular.

The sensation of something throbbing in her mouth brought Jackie out of her reverie. Right, work. After giving so many blowjobs, she'd started to be able to do her job while thinking about other things, but this job in particular required a bit more focus than that. She put a firm paw on the chest of the male - Jerri Stiffpaw, she remembered - as her other paw gently fondled his sack. She grinned as she heard him give some low, primal groans. He was almost, almost... There.

With a single motion, Jackie slipped Stiffpaw's cock out of her mouth and got her nose to rub up on its underside. It was too late for Jerri though, who shot his load on Jackie's face. He got one, two, three shots of spunk out before Jackie took him back into her mouth to finish up. She licked his cock head as he shot into her waiting maw, slowly suckling Stiffpaw's shaft as he blew the remainder of his load. She licked up every last drop and then swallowed it all.

While Jerri panted in his afterglow, Jackie groped his chest, looking for something. In a few seconds, she found the leash tied to the collar around his neck. She quickly pulled him to her face, despite the sounds he made.

"Now, lick up the mess you made," she commanded in her most seductive voice.

"Yes, mistress."

Slowly, Jerri licked his own seed from her face. Once it was safe to open her eyes, Jackie looked to the left to check in on her other customer. Stiffpaw's partner, Beej Beartail, watched from a chair as her partner licked Jackie's face clean. While she did not look precisely happy with what was going on in front of her, being gagged and tied to the chair with her legs spread prevented her from interrupting, and the wetness forming between her legs told a much different story. It also presented a perfect way to buy some time. Jackie caressed Stiffpaw's cheeks.

"Jerri, would you be a dear and undress Beej?"

"Yes mist-"

"With your mouth... only."

"Oh... Uh, yes mistress."

Jackie took a seat on the bed and watched as Stiffpaw tried to undress his mate. Jackie lowered a paw to her loins and started to arouse her cock. Right, the other thing that had driven her towards her current occupation. When Madame Whitecoat pointed out the amount of business she could get out of the novelty of having sex with someone of both sexes, she had felt a strong pull towards the sex trade. Her own markings gave her the final push.

With a bit of stiffness between her legs, Jackie checked how Jerri was going, and was surprised to see him licking at Beej's exposed sex. She must have applied the right motivation to him, for him to work so quickly. She grabbed the leash and gave it a quick pull, getting Stiffpaw's attention immediately.

"Did I say you could lick her?"

"N-no, mistress."

"Then I think you need to be punished. Get over here, hands and knees on the floor!"

She made sure that Beartail could see her partner's cock before she let him settle. She lifted his tail out of the way and gently spread his butt cheeks. His hole was already lubed and loosened, waiting for her. She thrusted into his hole, barely meeting any resistance from his pucker. A second thrust brought much more resistance though, so she closed the gap between them. It was not much longer before he gave way and she could get her entire length inside him. After that, it was a short matter of finding his spot. Within moments she knew she found it, as Jerri let out gasp of pleasure. She started to pound his prostate, that little spot of pleasure in his hole, and he was quickly reduced to moans and groans. Soon he started to get louder and louder, and with three hard thrusts Jackie made him cum, wasting his seed on the floor.

Jackie pulled out of his now gaping pucker and checked on Beej. If Beartail had been wet before, she was thoroughly soaked now. Excellent. Jackie quickly untied Beej's feet and legs, along with one of her arms. Instead of freeing it though, Jackie held it tight and pushed it against the other bound arm. She had freed Beej from the chair but bound her arms behind her back. Jackie led her to the bed and climbed on it before pulling Beej on top of her. She positioned Beej to make sure her sex was still exposed to her partner.

"Jerri?"

"Yes mistress?"

"Now you can lick her."

"Yes mistress!"

Jerri jumped to licking his partner's sex, lapping at her wet, sensitive folds. With her mouth still gagged and her legs held spread by Jackie, there was nothing Beartail could do but suffer under her mate's punishing tongue. Jackie could feel her squirm and writhe, trying to hold off from her impending release, but with her arms tied and legs held, there was little she could do. As Stiffpaw thirsted for the sweet nectar that dripped from between her lips, he would not and did not stop, so long as she provided that sweetness. He would continue to lap at those wet lips, and not stop...

Until Jackie told him to.

"Stiffpaw, stop."

"Yes mistress."

"Oh gods Beartail, you're so wet down here, aren't you? My fingers aren't even inside you, and they're already drenched. You need something inside you right now, don't you? Well, I guess you're in luck then. Stiffpaw?"

"Yes mistress?"

"Fuck her right in the pussy."

The swiftness with which Jerri responded to the command made Jackie feel just a little bad for Beej. Within moments, Jackie felt a spasm pass through the female's body as she orgasmed, sending a squirt of her cum out of the filled cunt. While her cunt squeezed and released in her orgasm, Jerri did not stop using her. He fucked her hard, not stopping despite the protests her squirming body presented. Having already shot his seed twice, it took him a while to get anywhere close to orgasm, and throughout it all, Beej felt every thrust, every stroke, with incredible sensitivity. Still, eventually the dam must crack, and he came inside his partner with a long moan.

Stiffpaw collapsed onto Beartail after he came, panting as he tried to catch his breath. Jackie let him rest for a few moments, before giving him a gentle push. Wordlessly, Jerri slipped off the bed and Jackie got out from behind Beej. Jackie ungagged her, and planted a kiss on her mouth, sliding her tongue into the panting maw before her, and searched for a partner. As she searched, Jackie shifted her own hard cock to the warm, used, accepting cunt before her. Then, they started to fuck.

Entering Beej was no problem, given that Jerri had already softened her up quite a bit. She was used, slick, and inviting, and Jackie's cock was quite at home. Once she hilted, Jackie pulled back and started to give her some soft, long stokes. She knew how sore Beej could be right now, mostly from experience, so she was tender and loving. Slowly, she built up speed, in both her thrusting and her kissing. She listened to Beartail, speeding up and slowing down as her partner's body instructed her. Still, Beej's body accepted her cock into her, and she started to penetrate deeper, further than Jerri had. Then, Jackie felt Beej tighten, clamp down around her cock. She broke the kiss for a moaned "Fuck me hard," and Jackie was happy to oblige.

Jackie sped up her thrusts, making short thrusts deep inside Beartail's welcoming cunt. She went hard, smacking her thighs against Beej's wet loins, beating out a rhythm of smacks like the beat of a drum. Still, that would not bring either of them to the quick, powerful orgasm them desired, so she pushed herself to go faster, harder. Soon, the beat became erratic, frantic even, as Beej moaned and squirmed as she tried to get off. Jackie gave her one last thrust down the majority of her shaft, and shot her seed inside the welcoming cunt surrounding her cock. As her hot seed shot out, Jackie felt Beej's walls clamp down around her member as Beej's orgasm joined hers, milking her cock for its seed. They moaned together as they rode out their mutual orgasm, and once it finished Jackie unbound Beej, gave her one last kiss on the cheek, pulled out with one slick squeak, and got off the bed so an already hard Jerri could go again.

Jackie slipped out of the couple's bedroom as Jerri and Beej got started on a second round and, after grabbing a candle, looked for the bathroom inside their home. Once she found it, she lit the candles inside and looked herself over in the mirror. She cleaned out some of the cum Jerri had failed to get out of her fur and straightened out her hair. She rubbed her own wet pussy, and let out a little moan due to how sensitive it was. Then, she blew out the candle in the bathroom, collected her clothes, and got dressed. She had been sitting in the living room for a while before Jerri and Beej came down to meet her. They immediately gave her a tight hug.

"That was amazing!"

"Incredible! I've never had sex that felt this good!"

"Why, thank you. I aim to please, after all. No complaints, either of you?"

"What, no! I mean, aside from how sore we might both be tomorrow, this was great!"

"Definitely. I think we might even ask you to come back in four years."

Jackie grinned at the allusion to the decennial Jakkai breeding. While it was a common compliment for those in the sex trade, it was still the one that pleased her the most.

"Now, are you sure you don't want to sleep here for the night or-"

"No, no, thank you. While I appreciate the offer, I know Madame Whitecoat will worry if I don't return before midnight."

"Well then here," Jerri said, "At least take this tip then. You really did help us tonight."

Jackie pocketed the fifteen gold coins he gave her. "It was my pleasure Jerri, Beej. Sleep well!"

"You too Jackie!"

"Good night!"

Jackie pulled her clothes tight against the brisk autumn air as she made her way home. An upwards glance showed the twin moons of Medius high about the streets of Edunnam. It was nearly midnight. She hurried back to the small brothel she called home, darting along the paths which formed the village. Soon, she arrived at the only house in Edunnam with red windows, the house she called home. Carefully, she opened the door, trying to avoid making it squeak. She failed.

"Welcome home Jackie," said Madame Whitecoat. While Jackie could not see her, the lit fireplace with a pair of chairs between which rested a little table and a matching pair of mugs told Jackie exactly where the Madame was. She joined her in the empty chair, taking a sip of the warmed cider. For a moment, there was a comfortable silence.

"You know, you don't have to stay up for me."

"And you know that I will always wait for my pupil to return before going to sleep myself."

"You know I can protect myself and-"

"And it is always best to have someone who knows what you are doing, just in case something goes wrong. Now, did things go well with your customers?"

"Yep, it went exactly as planned."

"And the tip?"

"Fifteen."

"Fifteen silver?! Why, those two cheap-"

"No, fifteen gold!"

"Wha- That's incredible! Are you sure that you counted right? That it's real? That they meant to give you that much?"

"Haha, yes, yes, yes! It is autumn Madame, everyone is a little frisky, and quite grateful when their desires are satisfied. You should know this."

"True, true... Still, fifteen gold is half of what your time cost them! You must have been incredible..."

"I always aim to please."

"Ha, you always do..."

"So, do you have any jobs for me tomorrow?"

"Hmm, let me check my book... No, no one has asked for you tomorrow. Ah, however, I do have a couple of customers that afternoon. I'll need you to work the counter then. Will that be a problem?"

"Ah, no, no, it is fine. I'll just try to catch us a rabbit or two in the morning then."

"Humph, good luck with that."

"Hey, I've done it before!"

"Yes. Once."

"It could happen!"

"But I would not even bet a single copper on it happening tomorrow."

"... Fair."

After a few more sips of the cooling cider, Jackie had finished her drink. After exchanging good nights with her Madame, she walked back the corridor to her work room. She passed by the table, wardrobe, cushions, and toys to the locked door hidden away in the corner. With the turn of the key she unlocked the door to her sleeping quarters and slipped inside. She quickly undressed and tossed her clothes on the floor before entering the shared washroom. After a bit of grooming, she returned to her bed, ready to sleep. After a bit of struggle, she fell asleep, dreaming of the past.


In Edunnam, the celebration of a generation's sixteenth hatchday had a special meaning. The next day, this young generation would pledge themselves to an apprenticeship, where they would spend the next few years learning a trade. It was a nervous time for everyone involved; the craftsman were concerned about attracting the right young talent, while the apprentices-to-be worried about picking the right trade to learn. Everyone was making their last minute attempts to secure the talent or job they wanted.

That evening, Jackie spent her time camped out around the fire with a few friends, sharing food cooked over the fire and swapping stories of what they would do during their apprenticeship. Throughout the meal and discussion, Jackie could not shake the feeling of being watched. She did not realize that she was until a friend spoke up.

"Uh, Jackie? I think someone wants to talk to you."

When Jackie turned around, she found the whitest Jakkai in the village waiting behind her, biting her lip. Madame Whitecoat was thirty years older than her, yet to Jackie she seemed more nervous than her or any of her friends.

"Uh, Jackie... May I speak to you? In private?"

"Oh! Uh, sure Madame. See you later guys."

Jackie followed the older Jakkai over to a secluded glade in the quieter part of town and watched as she sat down on an old bench. After a bit of encouragement, Jackie took a seat beside her. For a moment, they sat in silence and thought. The Madame spoke first.

"Do you know who I am? And what I do?"

"You're Madame Whitecoat. You're the town... er... who-"

"Yes, yes, whore, prostitute, sex trade worker, brothel worker, whatever word you want to use. I asked if you knew what I did though, not the word for my job."

"Oh, uhh... You have sex with people?"

"If you have to look at it from the most basic level, yes. I help provide relief for the sexual needs of the Jakkai of our town, either directly or by setting them up with someone who will. And it isn't just sex either! Sometimes, people just want to cuddle. Besides that, the pay is great, you have lots of free time, and... and..." She sighed.

"Are you alright?"

"Yes, I'm just... nervous. I'm the last person in the trade here, so I really need to get some help... and this is my first time really trying this. Just... given me a minute..." She took a few moments and composed herself. "... You know, I was in your position thirty years ago. The owner of the brothel before me brought me to this same glade and we both sat on a log where this bench is now. He asked if I knew why he was interested in me and I gave him an honest 'No.' Then he told me it was because of my coat. He said, 'No matter what you do in this town, everyone will know who you are. They will know your business and they will notice you. So, why not put that to use, and remind people of why they need you with just a glance?' Aahh... Thirty years later and I still remember that advice. It didn't take him too much more effort after that for him to win my apprenticeship."

"But... What does this have to do with me? I'm not Nirvenese!"

"True... But your cheeks can do the same thing, and even be more direct about it. Jackie, I'll be honest; if you had just your cheeks or just your... unusual sex, I would've tried to get your apprenticeship. But you have both! You have a gift from Mother Gaia, and it would a shame for it to go unused."

Jackie was silent for a bit as she sat lost in thought. "Would I have to start... working immediately?"

"Working? What... oh Mother Gaia no! The first few years are spent learning what you need to know to keep yourself safe. You'd start plying the trade in your nineteenth year."

Jackie looked up at the sky again and the twin moons up there. She was quicker this time. "Madame Whitecoat... I'd be happy to be your apprentice."