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Paying Off Mom Part 3 For Kacacarrotcake By Draconicon

"I'm kinda seeing why we took out the loan now," Iggy said, staring out the window at the local college. "This place is kind of a dump."

"Well, that's what you get out here in the middle of nowhere," his mom said, pulling the car up to one of the parking spots. "But there's a few good things about this place."

"Like?"

"Like all the rich students that come out for the language program, for one. And the fact that it's got the best mathematics courses in this part of the country, for another."

"...And?"

"And because all those rich students are bored out of their minds, and all of them are looking for some fun."

The older stingray winked at him, cutting the ignition and getting out of the car. Iggy rolled his eyes, but followed her example, sliding out between the small car and the giant truck that took up the other parking spot.

The college wasn't horrible, he would admit. It definitely needed some work to look as good as the out-of-state one that he dropped out of, but the groundskeepers didn't let it get dirty or filthy. It was just...small. And there were too many of the outbuildings that looked like a trailer rather than a real classroom. It was the sort of college that had been left behind with all the government grants, from the sight of it.

But despite that, Iggy could see what his mom meant by the rich students. He barely had to glance around the grounds and the small plaza that made up the middle of the campus before he started noticing the high-end clothing brands, the jackets and the suits that were complete giveaways for those guys that had come from out of state and were looking for something specific.

The fact that most of them carried the latest iPhone wasn't a complete sign that they were wealthy, but the laptop bags with designer labels and the fact that their pockets bulged on one side and one side only told him that they were carrying fat stacks of cash with them. They were the sort that wanted to show off just how wealthy they were, and that meant that they were always carrying more money than they needed. Sure, that was a risk of getting pickpocketed, but it meant that they were always making sure that the other classes knew their station.

They're going to be dicks, he thought, remembering the same sort of people where he had been going to school. They always tried to dissociate themselves with the other, poorer students, and if there was any contact between the lower classes and them, it was to make them feel like they were worse. That the lower classes were poorer, lesser, not worth the same effort and prestige that the upper classes got.

He shook his head.

"Do we really have to get them?"

"You want money, don't you?" his mom asked, shuffling around on the far side of the car.

"Well, yes, but..."

"They're as good for that as anyone else. Better, considering they usually pay more for less work."

"What do you mean?"

"They can't risk too much," his mom explained. "If anyone went to the news, saying that they ordered a prostitute, that would get back to their family. They'd be having to explain to their parents, that they spent school money on a hooker. But if the whore started talking about all the kinky things that they were doing, it'd be a hundred times worse. Imagine if a conservative family found out that their son hired another guy?"

"...Ah."

"It's hush money, really. They pay for the kinky stuff, and then they pay you a little more to make sure that you don't talk about it."

"How many rich guys have you rolled?"

"Too many. Now."

His mom stepped out from behind the car, and his eyes just about bugged out of their sockets. Gone were the sweatpants and the dumpy t-shirt that she'd worn out of the house. Gone were the sandals and the socks that she had worn to keep warm, or so he'd thought.

In their place were a tied top that pulled her breasts up and made them that much more obvious, her belly button exposed. Just beneath was a skirt so short that he could just about make out her pussy from the way that it hugged the very top of her thighs, and as she turned, he could make out her ass completely. The skirt lifted enough to show off everything if she turned more than a little bit, more than just a little too quickly, and he blushed worse as she clip-clopped to a stop, her feet in clear high-heels that were already slightly damp-looking.

She's going to get the attention of everyone in that thing, he thought, blushing as he rubbed the back of his neck. I should have changed before -

His mom tossed something at him, and he barely managed to catch it before it could fall to the ground. He stumbled about, looking down, realizing that she'd thrown him a bundle of clothes. What sort of clothes? Probably the revealing sort, but his cheeks burned at the thought of doing what she had just done, changing out in the middle of the parking lot.

"I'll, uh, find a bathroom and slip into these."

"You'll waste your time. You can just change here."

"Not yet..."

"Heh...Even if mom's keeping an eye out for you?"

"Even then."

He blushed at the idea of someone walking around the truck and seeing him like that. Even though he knew that someone was going to see him, that he was going to be strutting his stuff across the campus in whatever his mom had offered him, he didn't quite have the confidence to just change right there. He needed to hold onto some standards. Even whores had those, he was pretty sure.

His mom nodded, seemingly in understanding, and patted his cheek.

"Alright, Iggy. You got your cell?"

He nodded.

"Good. I'll be busy for the next hour, but you call me if you get into trouble, okay? I'll be there soon as I can."

"Heh...you're acting like you're dropping me off for class."

"Who says I'm not?"

"Huh?"

"It's whoring class, hon. You gotta learn somehow, and the best teacher is experience." She smiled. "Now, you go find a bathroom and change, and if I don't hear from you, I'll assume we'll meet up at the cafeteria a bit past noon, okay?"

"Sure. See you in a few hours."

"Good luck scoring, Iggy."

She patted his butt, and he blushed as she walked out of sight. The fact that they were this...open...about things was still new to him, and he didn't know if there was any way for him to entirely get used to it. The fact that he wanted to helped a bit, but the fact that she was constantly teasing him kept making it harder for him to shift his mindset.

If she'd just let me relax...

Well, it didn't matter at this point. He took a deep breath, and darted around the car. He had been on a tour here before, and he knew where the public restrooms were.

"I can't believe I'm doing this..."

Iggy stood in front of the bathroom mirror, staring at himself and slowly shaking his head. His mom hadn't quite given him a skirt, but what she had passed him...

He was wearing a top that didn't quite come down to his belly button, and one that clung to him tightly, for that matter. It made him look somewhere between a twink and a femboy, and stressed his narrower shoulders, almost like he was some sort of girl rather than a guy. His cheeks burned as the stingray looked himself over, following the pink shirt down to his tight, tight, tight shorts.

Did he mention that they were tight? The denim felt like it could rip if he took too wide a step, his pace restricted by the tightness of the booty shorts. And that was being kind to them. They didn't even come down to the bottom of his ass cheeks. They just stopped right before the curve, making it clear that his butt was bigger than the average stingray, and making it bounce that much more as it was forced to obey the laws of physics.

He shivered as he ran his hands along his hips, the tight clothing showing off just how much of a curve he had back there. His jeans had always hidden the worst of it, and the sweatpants at home were always loose enough that one could never see the sort of figure that he had, but this? This made him look like some teenage hooker that was just off her allowance, looking for cock to pay off her debts.

Not that it was entirely wrong, he supposed. The fact that he had such androgynous features probably made it all the easier for the clothes to make him look girly. The fact that he did, however, was just as embarrassing as one would expect.

He had gone with tucking his dicks down. They were coming out of the slit down there no matter how hard he tried to keep them inside, so he figured that he might as well keep them out of the way. And it wasn't that hard to get used to the duct tape down there, so long as he kept trying that regularly. There was just the fact that he needed to keep an eye on how tight he made it, just so that he didn't kill his dicks and make it so that they couldn't get hard again.

Turning, he ran his hand over his ass cheeks, trying to get over the fact that they looked so big in the shorts. They looked like the sort of ass that you grabbed, spread, and then...feasted on...

He blushed at the idea of some guy holding him against the wall and eating out his ass, shaking his head. That wasn't going to happen. If anything, he might get someone that wanted to fuck it, but...

Well, he'd see what happened when it came down to it. He still had some lube and a plug in there, and he was lucky that the plug didn't show through his shorts. If that had happened, he probably would have died of embarrassment.

"Alright...let's see what we can find..."

He took a deep breath. This was his first time trying to get a client that his mom hadn't lined up for him. If he did this right, then he would be on the right track. He'd be able to start whoring for himself, soon, rather than needing to have her set up all the stuff for him. He'd be able to start paying her back properly.

And for all that he was embarrassed and excited about the sexual part, he genuinely wanted to help out. He wanted his mom to feel like she was a little taken care of, that she was actually appreciated for all that she did for him.

Iggy wanted her to feel as loved as she made him feel.

He stretched his legs, and then started jogging out of the room. The shorts were for running, after all, and the short socks and shoes that she'd picked out for him had been for jogging. He'd hit the paths and see if anyone started following his swaying butt.

It didn't take long for him to attract some attention. Some of the guys that were behind him started to jog up, but most of them turned away as soon as they realized that he didn't have tits. They were probably thinking that it'd make them gay to chase after him, to try for that ass, but that was fine. They wouldn't have been good clients, anyway.

It was amazing how quickly being focused on the business aspect of this took away the sting of someone not wanting him. Iggy shook his head, focusing on keeping up with his jog. He was thankful that his mom had nudged him towards so much PE in the last school he was at, and that he hadn't gone all flabby when he went home.

He kept up his jog, going from one side of the school to the other. At one point, he saw his mom on her hands and knees behind one of the buildings, blowing a horse with surprising enthusiasm. He started to slow down, staring, but she'd looked around her client's hip and gestured for him to keep moving. She even gave him a thumbs-up. He returned the gesture, blushing, and then kept running, more thankful than ever for the duct tape between his legs. Running with an erection was hard.

Even without it, though, he was all too conscious of his ass, how it wobbled and bounced every time that he took a step. He could feel the shorts doing their best to try and restrain it, but the fact that they supported it and were just a bit too small for him was not helping, either. They were just making him all the more conscious of the curves that he was hauling behind him, and it made it all the more difficult to keep his concentration on the path ahead.

The stingray was starting to pant when he felt someone staring at him from behind. At first, he was almost wondering if he imagined it, but no. There was definitely someone staring at his ass. He took the first turn that he found, taking a moment to look behind him.

Yep, a guy with some over-priced jogging shorts was following in his wake, staring at his ass the whole time. He was a gryphon, too, one of those feather-furred folks with a pair of wings on his back and large paws that pumped him forward. Paws, not feet, considering that the big guy didn't have anything that covered them. Hell, he doubted that there were shoe-stores that could provide anything for those stompers.

Iggy allowed himself to slow down a bit, and the gryphon overtook him, coming up alongside.

"Heh, well, what's a cutie like you doing around campus?" the big guy asked.

Iggy looked him over with one glance. His mom had given him a few pointers on what to look for, but he remembered all the labels from when he was in college, too. There were plenty of little cues that quickly added up to what kind of person he was dealing with, and he saw them all. The douchey sort of shoulder-strap that kept a phone in place for music, the expensive air pods, the various little bits and bobs that marked every piece of clothing that the gryphon wore as the most expensive designer labels; all the signs were there.

He smiled back, the expression only slightly forced as he took the next turn on the path, seeing if the gryphon would stay with him. The big guy did.

"Well, just looking around, seeing if it's the kind of school I'd like to go to. If it has the right kind of...company."

There was a slight shift in his tail as he said that, and it made the plug in his hole shift slightly. Not enough to make him moan, but enough to make him smile. He was just glad that it wasn't the huge one that he had been using up until this point. That would have broken him.

He was panting, but not from lack of breath. His ass felt so needy with the plug inside, and he honestly didn't know how long he could keep the flirting going. He needed dick, and he needed money. But mostly dick.

"You know anyone worth...seeing?" he asked, trying to sound a bit more flirty.

"Oh, I might know someone. You looking for anything serious?"

"Nah, just a night. Or even an afternoon, if you get my drift."

"Heh, I think I get it, alright."

The gryphon brought his hand down, hard, and Iggy almost fell flat on his face from the sudden spank. He yelped as he struggled to catch his balance, stumbling and stutter-stepping for a few seconds before he got his pace back. The gryphon laughed at his misfortune, shaking his head.

"Man, you aren't used to it at all, are ya?"

"I'm new, okay?"

"Well, come by my dorm in a few minutes. I'll have everything ready to show your cute ass why you should come here."

The gryphon jogged off, and Iggy shook his head.

"What dorm?!"

"Oh, uh, A5!"

Typical jock dick.

Still, at least he had something lined up. His mom would be happy with him for that, at least, and he could bring in a little more money than he had been.

Now, just to make sure that I'm not going to get screwed over...

Iggy walked around the corner, pulling his cell out of his pocket. He brought up his messengers, sent a message off to his mom, and told her where he'd be. She sent a picture back, one where her face was covered in cum, and her tits were out in the open. She had a thumbs-up for him, and a caption saying 'Get lucky!'

He blushed, putting it away. She was one of a kind, that was for sure.

The gryphon's dorm was on the far side of the campus, right next to the parking lot. It wasn't a big one, though it was bigger than the one that he'd been able to afford on student loans. It had a bedroom, a bathroom, and a kitchen, and it was as big for a solo occupant as his had been for a double one.

Looks like the gryphon keeps it clean, at least, he thought as he didn't see any trash on the floor, nor any crumbs or bug attractors near the garbage bins. The fact that the gryphon was a rich guy but still took some care was a good sign.

Of course, he had been expecting the big guy to be excited when he showed up, but he hadn't expected to round the corner and find the jock in nothing but a cock ring, smirking as he squeezed the base of his dick and showed off just how big it was.

And it was big. Iggy stared at the horse-shaped shaft, taking in the flare at the tip and the slowly-bulging base knot, and he realized that the whole thing was probably well over a foot long. Furry balls stuck out from between the jock's thighs, revealing a package that probably hadn't gotten laid in a little while, considering just how heavy they looked. It was the dick of someone that needed to wreck someone else, and Iggy knew that he was the one that was going to get wrecked today.

His hole clenched, both anticipating it and fearing it, but he knew that he couldn't back out now. He smiled, letting his hips fall into a bit of a sway as he walked up to the big guy.

"So...looking to get those drained?" he said, hoping he sounded more sultry than he thought he did.

"Heh, I think that you're going to do a damn good job at emptying them. That ass is going to get pounded into dust today."

"That your best pick-up line?"

"Heh, I'm paying you. All you have to pick-up is the cash from the floor."

The gryphon held out his hand, two hundred-dollar bills on his palm.

"This'll be enough for that ass, right?"

"...Yes, that'll be fine."

"Then take it, slut."

Turning his hand over, the gryphon let the papers fall to the ground, and Iggy watched as they floated back and forth. He knew that as soon as he bent over his pants were going to hit the floor, and he'd be lucky if there was any sort of foreplay. That was not what a whore was supposed to get. A whore was just supposed to take it, and then move on with their day.

He knew that this was going to sting, but what else was he going to do? He bent over -

"Fucking hot ass..."

SMACK!

He yelped as the slap knocked him right off his feet, sending him tumbling to all fours. As soon as he hit the ground, the gryphon's furred fingers were running down his ass cheeks, grabbing at his pants, pulling them down.

It was like his ass went 'boing' as the cheeks were finally freed, and the stingray had to hide his blush as he realized just how bouncy they probably were, how rounded and heavy and beautiful they were to the gryphon. The weight of them was just...mmmph. And he could feel the plug between trying to push them apart.

Not that the gryphon ignored that. Claws in his flesh pulled the stingray's ass cheeks further apart, revealing his hole, and the gryphon smirked.

"Well, well. Looks like the whore was prepped for this. Let's get this out of the way, huh?"

The plug pulled at his rump, and he shivered as he felt the thickness of it grinding against his pucker. It made his rim drag out a little bit, pulled outwards before -

POP!

Iggy gasped, arching his back slightly, the stingray's cheeks burning purple as he felt the lube inside slowly starting to ooze out. It slid across his hole, making it feel wet and slimy, and the gryphon didn't bother wasting time. Soon as the plug was free, a finger went in.

"Ah!"

He gasped, the furred digit rubbing against his prostate right off the bat, tickling it, making his dicks want to jump up. The tape was stressed to its limits, particularly as the shorts came down the rest of the way, cushioning his knees. His jock customer slapped his cocks through the tape, and he yelped again.

"Ah!"

"Look at that. Sissifying yourself. Fat ass and wide hips? Man, you're going to get a lot of business around here, you fucking slut."

"Mmmph...Glad you...you like it..."

"Oh, yeah. I fucking love fat-asses like you. You give the best cushion."

You'd love my mom, then, he thought, then blushed at the idea of his mom with this jerk. She'd probably be putting him in his place rather than letting him plow her, even if he had paid for the privilege.

Not that Iggy knew how to do that. All he knew was how to submit, how to show off, how to let the other person know he was enjoying this. He just hoped that he was doing it right.

One finger turned to two, then three. The pressure on his rim was nothing compared to what he had gone through with the plugs before, and he moaned as he felt the slippery, running lube that was pressing out past his pucker, how the big guy was teasing him with each little thrust. It didn't take long for Iggy to start moaning, aching his back, thrusting his hips back to meet those fingers and feel his butt bouncing.

"Oh fuck..."

"Heh, knew you'd want more, you fucking slut."

"Nnngh. I can't help it...you're teasing me too good..."

"Heh, you want that dick, I bet you anything."

"Mmph...I...I want..."

"Go on, you fuck-slut," the gryphon growled, slapping his ass again, making him tense up and feel every single strand of the fur on those fingers in his ass. "Say it."

"I want your dick!"

"That's what I wanted to hear."

The lube had started slowing down, so he definitely felt the fur and friction from it as those fingers left his ass. A shiver ran down his spine as that fat cock rested on his rump, the flared head bumping against the base of his tail. He lifted it a bit higher, making sure that the stinger on it wasn't going to get nudged, and the gryphon settled in behind him.

Powerful hands grabbed his ass cheeks, holding them far apart. His dicks were still trapped under the tape, but he could still feel the weight of the gryphon's balls as the big guy leaned against him, pressing that fat cock and his bigger, swollen balls right against the stingray's package. He shivered, feeling dwarfed beneath them, and he blushed worse as that flare rested against his hole.

Fuck...fuck that's big, he thought, realizing just how far around that flare actually went. He might have bitten off more than he could chew.

The money crinkled in his grip as he pulled it a bit tighter to him. He knew that he would have to hold onto that, that he'd need to give it to his mom later, and he knew that if he didn't grip it tight, the jock could try and take it back at the end. He was already fading a bit, having a hard time focusing, and he didn't know if he'd be able to stop the nameless customer.

Finally, the flare rubbed against his hole that bit more firmly, and he knew that it was time for the sex to start. He took a deep breath as the gryphon started pushing forward, the fat head of the shaft forcing the stingray to stretch in ways that even that big plug hadn't done. Bearing down on the shaft, he flexed his hole a little, trying to open himself up -

POP!

"Ah!"

He yelped as he felt the fat tip slide in. Iggy tried to reach back, wanting to pat the gryphon on the hip, trying to get him to slow down, but there was no chance. The big guy shoved him down, holding him on the floor.

"Fuck, you're tighter than you look...I'm gonna enjoy this..."

It was a hard fuck then. A very hard fuck, one that Iggy hadn't been ready for and one that his ass definitely wasn't ready for. He would have shrieked at the first thrust if it wasn't for the fact that he was pinned face-down to the carpet, his mouth barely able to open at all. As it was, he hissed and whimpered as he felt that flare forced deeper and deeper into his guts.

It didn't take long for the fat head of it to reach his belly, and he could just see it making a bulge in the bottom of his stomach as it went in. One thrust, two, three, each one going a bit further than the last. By the time that the thick shaft was fully hilted in him, he swore that the whole thing was lodged right under his rib cage. It was impossible, but that was what it felt like, and he swore he could see the bulge going that far inside of him.

Fuck...fuck...

Iggy couldn't talk. He could barely breathe at that point, the thick shaft going so much further than anything that he had ever taken before. The fact that there was a growing knot at the base, one that would probably be as wide as the knot, if not wider, only made it that much harder to take.

But take it he did, all the way to the base. One time after another, he took it, panting, gasping, moaning. His body was shaking from head to toe, and he didn't know how much longer he'd be able to hold out. That shaft was rocking him back and forth across the carpet, each thrust making him wish that he'd doubled the lube inside of him as his hole gaped, stretched wider than anything that he had ever felt before. His stomach felt like it was getting punched further up inside his body every time that his client slammed in, and he swore that the friction along his hole was going to make him pass out.

"Yeah, take it...take it, you whore..."

The gryphon didn't let him forget that he was doing this for pay, either. He clenched his fist all the tighter as the jock loomed over him, pinning him down, rutting him even harder. Each thrust brought those furry balls up against his ass, slapping against his cocks, beating them down in pleasure and pain.

"Yeah, you love it, don't you? Most guys can't take this. Hell, most bitches can't. But you can."

"Mmmph..."

"Heh, is that why you tied down your dicks? So you can enjoy your ass more? So you can be a little bitch?"

"Nnngh..."

"Well, then, if you want to cum from your ass so bad, let's see how long it takes!"

If he thought the jock had been going hard before, that was nothing compared to what he did after that. Each thrust was like a jackhammer, as hard as it was fast, power-slamming into him and knocking him into the ground. If his dicks had been free, they would have been getting rug-burn. As it was, his stomach and chest were on the verge of getting it.

"Ah, ah, ah!"

He gasped for breath as he was hammered and rutted, his asshole stretching further and further around that fat cock. He could feel it going right into his guts, pre-cum sloshing around inside of him the way that his mom's lube enema had. He coughed, and he swore he could taste pre-cum on his breath, somehow.

"Fucking slut. Gonna fucking...fucking wreck you..."

Iggy moaned, then coughed, then gasped, then moaned again, a cycle of pleasure, pain, and feeling too full for words. In, out, in, out, that cock kept going, kept pounding, kept training his ass. His belly felt like a sloshing mess, his ass a worn-out fleshlight. The stingray struggled to keep breathing, focusing on that more than anything else as the jock slammed down on him again and again. The sheer weight of his partner, the power of the furred and feathered male, made sure that he wasn't going anywhere.

In and out, in and out, the hot friction getting worse and worse, more pleasurable and more painful at the same time. In and out, in and out, hard and demanding, deep and firm. In and out, and in.

SQUELCH!

The first cumshot went deep, and he felt it in his stomach, almost like it was an enema gone wrong, shooting further inside of him than he could have believed possible. Iggy grabbed for his stomach, holding his hand against it.

Another shot, and he bloated, feeling his belly gurgling in complaint. When he breathed out, he smelled and tasted the raw, gooey, messy musk that came from a cock that had been backed up too long.

Another shot, and his stomach couldn't hold it. He felt it coming up and gasped, spitting up cum.

Another shot, and he had to spit out a whole mouthful of it, spewing it on the floor. His belly rolled, pushing up more and more of it, oozing out between his lips and through his teeth, soaking his mouth with more cum than could ever be possible.

Yet, there it was. It'd gone straight through him -

Squirt, and he spit out another bit, though not as much as before, white lines oozing down his face as he shakily breathed in the sex-tainted air. He was barely conscious, and he was shaking from head to toe.

"Bitch...you ruined my carpet."

Shlurp. That cock was yanked right out of his ass, and it came within an inch of pulling his inner walls out with it. The gryphon grabbed at Iggy's hand, trying to pull the bills out of his grip. Whimpering, the stingray clenched his fist tighter, trying to hold onto it, but the gryphon was pulling at his fingers, trying to yank his hand open.

"Give it back. You made a mess, and I'm not fucking paying for an -"

Thump.

"Go away! I'm busy."

BANG!

The dorm door came flying open, the handle embedding itself in the wall. Iggy managed to turn his head, just conscious enough to recognize his mom as she strutted in. Her skirt was lifted up by her dicks, and she had her arms crossed over cum-soaked tits. Despite that, the older stingray looked down at the gryphon with such intensity that the jock froze in place.

"I'm giving you two seconds to get your hands off my kid."

"Who the fuck are you?"

"Time's up."

They left the campus with a temporary ban, but the jock was under suspension, threatened with being kicked out for both prostitution and assault charges. Iggy couldn't believe that they'd gotten off so light, particularly after his mother had actually STUNG the big guy.

Now, they were on their way home, heading there for a bath, ice cream, and a movie. Mom's prescription for a bad day's work, from how she described it. He was looking forward to that, particularly after losing the plug and feeling his ass get reamed like that.

Still...He looked at his hand. Two hundred dollars. Not bad. Not bad at all.

"You okay?" his mom asked.

"Huh?"

"You okay? You were pretty ripped up back there, and I didn't get a chance to check."

"Oh, uh, I'm okay. Just...that was a lot."

"Too much? No shame if it is."

"No, no, just...a lot." He rubbed the back of his head, blushing. "Thanks, though."

"For what?"

"Saving me."

"Heh...my privilege." She leaned over, kissing his forehead. "Mom's duty, you know?"

"Yeah...but still. Thanks."

He leaned on her, and planned to do that all the way home.

The End