Prostitution Story: Back to Old Habits

Story by draconicon on SoFurry

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Commissioned by FA: Flameful during the prostitution stream, we've come up with a rather new story, with a femboy that prefers to be addressed as a woman, and her struggles with her financial state.

If you like these short stories, you can always reserve a slot for my streams for $14 a piece.

Or, if you prefer my longer stories, you can support my Patreon for longer erotic serials, here https://www.patreon.com/draconicon?ty=h I'd love to keep this up, so drop by if you feel like you'd like to support me.


Back to Old Habits for Nitsuj by Draconicon

"Shoulda known better than to try this...Where's that number?"

The gray cat shook her head as she rooted through the old papers from her pre-college days, flipping through this and that as she looked for that old book. Nit couldn't believe that she was actually looking for it, but she had no doubt that it was still around.

"Come on, where are you, where - Come on, another eviction notice?"

She threw it over her shoulder, hearing it clatter against the floor somewhere in the hallway. It was the fourth one that month; she knew better than her creditors how bad the situation was.

She never should have dropped out of college based on that stupid cam-work promise. It had sounded too good at the time, and it'd fallen out just like she'd expected. Sniffing in disdain at the memory, she pushed some of the worse thoughts she'd had about it to the back of her head. She might have made some mistakes, sure, but she could get out of it. All she needed was to find -

"Ah, THERE you are. Buried at the bottom, as usual."

The cat stood up, holding a little black book in hand. It billowed with dust as she shook it out, and the cloud drove her from the room into the hallway, coughing and hacking in the process. She shook her head, fanning the air with her other hand until the worst of it was gone. She'd forgotten how bad the dust would be after that long.

Still, at least she'd found the thing, and now she could start making a dent in her debt. If she could go along with it.

Heading to the kitchen and sitting down, she pulled the book out and started flipping through the pages. The first few pages she ignored; they were the oldest, and after some of the stuff she'd gone through, Nit didn't want to deal with them again. They were too much trouble, and they'd want to pull her back into a life that she didn't want to deal with again. Others were a little more...flexible, but she didn't want them to start referring to her by her old life, either.

It wasn't until she was in the middle of the book that she saw some past clients that looked more reasonable. Some were gone - one to prison, as a matter of fact - but Nit saw a few of them that were still around, as far as he knew. Checking the married ones off of the list, it brought it down to a couple that were still in easy reach.

All that was left was to call them...and tell them that she was being a whore again.

Well...here goes nothing, the cat thought as she dialed the first number on the list.

Nit waited at the door in her shortest skirt, skimpiest panties, and smallest shirt. It pressed right up against her flat chest, but it showed her off as good as anything else would have. Better than some things, for that matter, particularly considering that Josh knew who she was.

She scuffed her toes against the hallway floor, watching the front door as she waited. What if he didn't come? What if he didn't want to pay? What if things didn't go as well as they used to?

Then I'll come up with something, she told the whining, worrying part of her mind. I always do.

She took a couple of deep breaths, and let her arms drop to her sides just as the doorbell rang. She smiled, and hurried over to open it.

"Hey the - oh, wow..."

Nit smiled at her fox friend, wrapping her arms around him before pulling him inside. It didn't take long to lock the door, and she smiled as he hugged her as she did so.

"Mmm, haven't seen you like this for a while. You look even better than you used to."

"Heh, you're just saying that."

"No really, I've never seen a guy pull off this look like you."

Her smile faded a bit, and she looked over her shoulder at him.

"Come on, you know I don't like you calling me that."

"...Right. Sorry, I should have remembered."

She shrugged, putting it out of her mind. People didn't remember. That was all; it wasn't malicious. Then again, how many times did she have to tell herself that, and how often did people actually call her by the right pronoun?

Still, she forced a smile on her face, and took him by the hand, leading him along towards the back of the house. Her bed was already nicely made, and as she laid back on it, her skirt came up just enough to expose her panties. She knew it did; she'd practiced the move enough times to make sure that it showed off everything just right.

As Josh looked down at her, she looked up at him. He was still just as cute as he'd been in high school. A bit more buff, maybe, but not that much. He must have been working hard for someone; maybe a new girl? Not serious, though. Not serious enough to avoid coming to her. Nit smiled to herself; she liked the feeling of being appealing like that.

Leaning back on her hands and arching her back, Nit fixed the slender fox with as sultry a smile as she could come up with, and nearly giggled at the growing bulge at his crotch.

"Mmmm, so what would you like today, hmm?"

"You're...really doing this again? I thought -"

"Well, things are what they are, and it's not like it's not a good time, right?"

She really had hoped not to get back into this, but it wasn't like she could tell Joshie that. He was too good a person. Not good enough to let her live with him - no one was that good - but he would start saying that she should find some other job.

If she could do that, she wouldn't be in this position.

"I want to get back to the fun stuff, and I thought you'd like to join me, Joshie. So, what would you like, hmm?"

"Well..."

He reached for his wallet as he hmmed to himself, and Nit forced herself to be patient. Josh had always been the sort of be careful of finances as well as everything else. He would check before actually asking for something. Still, it didn't mean that she liked waiting, and Nit's smile strained a little as he muttered under his breath, counting his money.

"I, uh, I have about $50 on me. What could I get with that?"

"Mmm, I could give you a couple of blowjobs with that. Or you could fuck me...down there..."

"Mmph. I do...I remember how that felt."

"Hee hee, so do I."

She winked, spreading her legs enough to draw her skirt up to her hips. The front of her panties clung to her bulge, just enough to show it off. But she was okay with that; she was a fem-boy, after all, so why shouldn't there be a little bit there? She just preferred people remembered the fem part a little bit more.

Dragging her panties to the side, she tensed her muscles, making her hole flex and twitch for the fox. He stared at her with all the building need she remembered, and she could see his shyness fading as his libido started taking over. Any second now, he'd give in. He always did.

When he finally pulled the fifty dollar bill from his wallet and put it on the nightstand, Nit smiled and pulled her panties down. She left the skirt on - they always seemed to like that - and rolled over, shaking her hips from side to side as her tail went up. She carefully pulled her legs together, keeping that part from being visible, and only showing her hole.

"The lube's -"

"Heh, lube? I don't think you need that, girl."

You men and your hurry, she thought, but she hid her sniff as she pushed her ass back towards him. She'd kind of forgotten how much of a hurry they were usually in when they finally got around to the main act, and she'd need to remember that in the future. Thankfully, she remembered Josh as being one of the middle of the road guys in terms of size, so she was pretty sure that she could take it. Particularly with the bit of lube she'd added inside before he got there...

Still, he had to get in first, and she pushed back as much as she could, relaxing her hole and letting him get a good grip on her hips. The feeling of a man holding her, that feeling of his cock sliding between her ass cheeks and running up to her needy little opening, was something that she'd almost forgotten. A piece of her had missed it, and she blushed as she felt him teasing her, nudging her entrance with his cock a few times.

"Mmmmph..."

"I guess you really did miss it. I haven't heard a moan like that in -"

"Just...gimme."

The fox chuckled, but all she cared about was the feeling of his cock slowly sliding into her. The head was so smooth, so slick with his excitement, that it pushed past her rim without problems. She hissed a little as he bucked forward, but it was muffled enough in her pillow that he didn't hear her, at least, she hoped he hadn't. She took a few deep breaths as he settled deeper and deeper inside of her.

It wasn't until she heard the soft squelch of the lube she'd left inside that he hit balls deep, however. That was a feeling that made her eyes bug out, and her cock jump against her legs. A soft, shaky breath left her as she was filled to the brim, and that did get Josh's attention. He held still, leaning over her.

"You okay, Nit?"

"Yeah, just...just not used to it dry."

"Heh...well...you'll get used to it."

"Mmm...I plan to."

He patted her arm before slowly pulling back. He was coated with enough lube that he slid out without a problem, and he left her rim coated with it as he started to slide back in. The friction wasn't nearly so bad, and the pleasure -

"Ooooh."

Was much better, she found as she moaned into the pillow. He started moving faster, rocking her back and forth against the bed. The soft squeak and bounce of the bedsprings made her blush, but she started pushing back despite herself, eager for the feeling of being filled as her body remembered how good it had been before, and how good it could be this time.

Her cock swung beneath her as she was fucked hard, and her skirt fluttered back and forth against her back and hips. The blunted claws of her customer raked against her hips, and she shuddered as it pulled her closer and closer to her own orgasm.

The slurping sound of Josh slipping out of her shocked her, and she looked over her shoulder at him.

"What - Josh!"

He came over her back, squirting over her rump and over her skirt. The white strings glistened in the light of the bedroom, and the fox looked blissed out, as most males tended to after their orgasm hit them.

She sniffed again. Her skirt would be ruined if she didn't get it in the wash, soon...but at least she could pay for that. She put a smile on, wiggling her cum-covered ass at him.

"Got enough...for a second round?"

The End