Chapter 1: Sugar D

Apple Bloom let out a sigh as she and the CMC sat by the park feeling rather dejected.

It was the beginning of summer vacation, and normally you’d think that a bunch of college girls like them would be having the time of their lives.

Sadly that wasn’t the case for the CMC.

Firstly their grades weren’t exactly up to standards, meaning they needed to do better next semester or they can find themselves kicked out of Hooverton Academy. Secondly they were just kicked out of their apartment, which left them slightly… in a homeless situation.

“I can’t believe we got ourselves kicked out. Again!” Apple Bloom whined. “That’s the fifth one already!”

“It’s not my fault.” Scootaloo deflected. “Sweetie Belle’s the one who keeps shoving pizza boxes down the trash shoot.”

“Me!? It’s obvious that we were kicked out because of you. You keep having your late-night karaoke sessions. Who sings in the middle of the night?”

“Well at least I don’t get behind on my rent money.”

“I needed a new makeup set for my blog! And I did say I was good for it.”

“You were three months behind!”

“I was gonna make it back!”

“Girls… GIRLS!” Apple Bloom snapped. “Let’s put the blame game on hold for a while, alright? We need a place to sleep tonight. If we don’t find a place to stay in the next few hours, we’ll have to rent a hotel. And you all know we ain’t got that kind of cash on us.”

Scoots nodded in agreement. “But where? We’ve already been blacklisted from all the apartment buildings near the school. There’s no way I’m gonna start commuting back and forth.”

“Let’s just focus on getting a place to stay.” The younger apple narrowed their goals down. “Sweetie Belle. How about your ex, Button Mash? He’s got a place near here, don’t he?”

“He’s out of town for summer. And… I gave him back the spare key already.”

Dang it. Apple Bloom was hoping for at least a roof over their heads for a few days to gather their thoughts. So much for a quick solution.

“What about you Scootlaloo? Any options? How about that professor you were flirting with?”

“No dice. He’s having his family over all summer. Not to mention he’s teaching summer classes.” Another dead end. “How about your family, Apple Bloom? Don’t you have like a cousin or uncle or something nearby?”

“The Cobblers are the closest and they’re about two miles from the city. No way are we making it there like this.” She groaned. “Ugh… how did it get this bad?”

They all knew exactly how it got this bad. It all started a month ago right before school ended.

Scootaloo came back to the apartment with a flyer announcing the big concert tour of Countess Coloratura. And being big fans of her songs, the CMC immediately made plans for buying tickets. It was a once in a lifetime opportunity. And they weren’t going to waste it.

Unfortunately the girls weren’t exactly good at saving cash. Moving from one apartment to another, combined with high living expenses and school, well… things just got out of hand. By the time school ended, they barely had a bit to their name.

It also didn’t help when Sweetie Belle decided to spend a portion of her own savings to buy several raffle tickets for a car. A CAR of all things. Obviously… she didn’t win it.

So here they were. Three young lovely ladies who are about to turn homeless in a matter of minutes.

“Maybe we should just go home to Ponyvile.” Sweetie Belle suggested. “It’s just a bus ride away from here.”

“No way.” Apple Bloom venomously rejected that idea. “There’s no way I’m going back there after last summer. It took me months to convince Granny Smith to let me move all the way to Hooverton. If I come back looking like this, she and Big Mac will never let me live it down. We need to solve this one our own way.”

“We can always do it the old fashion way.” Sweetie shrugged that little tidbit. Her ‘Old Fashion’ way was pretty much just whoring it out on the streets.

It wouldn’t be the first time. College had a lot of prime time boys who were all looking for a good time. So long as they paid it big, they’d do just about anyone. Heck that was pretty much how Scoots managed to nail that one professor in history class.

But again… sadly… school was out and most of the rich students living in the dorm are all off for summer vacation. That means no revenue. They could do it over by the red light district. But the thought of selling their asses to the masses didn’t exactly sit well for any of them. They didn’t want a rumor going around them of being cheap skanks. They had a reputation to uphold.

“How about more part time jobs?” AB offered. “The coffee shop by the school is still hiring for help. And I know the barista.”

“Hard pass.” Scoots scoffed. “It’s summer vacation. I already worked my butt off at that old restaurant. I’m not wasting this prime time waiting tables.” A rather crude remark, but understandable. “You guys are looking at this whole problem all wrong.”

Apple Bloom and Sweetie Belle gave the Pegasus a look. “You got a better idea?”

“As a matter of fact, I do.” Scoots rose. A smirk crossing her face. “Right now our matter is two folds. A place to stay and money. We can probably do things the honest way or whoring ourselves out like a couple of hookers. But I think I know a way for us to shoot down two birds with one stone.”

“And that would be?”

“What we need ladies…… is a Sugar Daddy.” The thought alone sparked interest. “We need someone who’s loaded. Like really REALLY loaded. Seduce him, and take us in as concubines.”

Sweetie rolled her eyes. “And how is that different than whoring ourselves out here?”

“Because it’ll just be one dick. And the three of us can handle that. Better one than a dozen others plopping your crotch. And seriously… do you really want to walk around town dressed like some cheap whore?”

The two darted to one another nervously and fidgeted. It was a rather intriguing thought. If not a little out there.

“So…” Apple Bloom began with a tight lip. “Who do you have in mind?”

xxxxxxxxxx

“Daddy!”

Diamond Tiara’s voice trailed long and hard, echoing across the room, if not the whole house. The young mare spasm as Filthy Rich pulled his cock out just enough to spew his cum on her face. She panted heavily, catching what little she could get into her mouth sticking her tongue out to act like some net. Spit and sweat dripped from her body, her hair messily strewn across what looked like expensive bed sheets. Her hands dropped a second later, quivering and gasping as her father fucked her brains out all the while the audience watched.

Apple Bloom gulped hard. She heard once before from her sister that Filthy was a girthy stallion. But this? Her words certainly did him justice.

“So… how about it Filthy?” Scootaloo asked with her arms holding her waist. “Do we have a deal?”

The billionaire stallion sat up on his bed, an unbuttoned shirt over his muscular sweaty body. His manhood sat calmly in front of him, still dripping with his cum and the juices of his daughter’s pussy.

“That sounds like a really interesting proposal, ladies.” Filthy said with a satisfied sigh, one hand reaching for a nearby towel to clean his neck while the other one reached for Diamond’s ass, his fingers digging into her flesh.

“So you’ll do it?” Sweetie’s eyes lit.

“Now hold on now. I said that it was an interesting proposal.” He corrected. “But as a business pony, I’ve learned not to take the first offer handed to me. I have some concerns.”

“What’s there to be concerned about?” Scoots shot back. “It’s a sweet deal. You give us a small allowance and a place to stay, and in exchange you get three hot college mares as fuck buddies.” Apple Bloom groaned. Could you at least be less crude?

Filthy didn’t seem to mind her direct manner and continued. “Normally I’d take you up on that offer on the fly. You’ve all grown up quite lovely since I last saw all of you.” His eyes trailed down to their assets. “But girls your age don’t exactly give themselves to me without a reason. I need to know these things before I commit. Are any of you having financial troubles? You’re not in debt with some bad ponies, are ya?”

“What’s that got to do?”

“Because I can spend three times what you girls are asking, for a whorehouse for the whole month. And if I’m in need of a piece of meat. I got one right here that’s always ready to please dear old dad.” He inserted two fingers into his daughter’s cunt, tracing her fleshy walls, in which the girl moaned back pleasurably. “So tell me. Why are you all here, exactly?”

Sweetie fidget her toes awkwardly. “Well… we might be in a bit of a bind in living expenses. Ow!”

“Don’t tell him that. It’ll make us sound desperate.”

“We ARE desperate. We spent our last bits just getting a taxi here. It’s our ass or grass.”

“Yeah. But you could’ve put it in a better way.”

“How? How do you sugar coat that?”

“I wouldn’t call us in a bind.”

The bickering between the two was enough for the gray stallion to discern their situation. He let out a soft chuckle while eyeing Apple Bloom who decided to speak.

“So yeah. We’re kind of in need of a place to stay, Mr. Rich. At least for the summer. When school starts back, we’ll move back to the dorm.” Filthy raised a brow. “That… and we kind of want to watch Countess Coloratura’s show next week.”

“Ah~~~~ so that’s why.” His face lit up, as his grin widened from side to side. “That would explain it. You’ll find that little Diamond here is also a big fan of Coloratura and she’s… earning her ticket.” He sighed. “Well if that’s the case, I don’t see why I shouldn’t take you in.”

“So you’ll accept?”

“Now hold on.” He raised his free hand up. “I need to know the specifics of this deal before I sign. Let’s put everything on the table.” He then gestured to his finely decked out house which was perhaps bigger than anything any of them could ever imagine. “I’m offering you a 5 star accommodation with more than enough amenities than you can imagine. Private rooms, all the food you can eat, security, and a small pittance for any… extra expenses. What do you have?”

“Come on, Mr. Rich. You’ve seen me.”

“Oh I’ve seen you, Apple Bloom. I’ve done your sister a few times too when she was late on her rent. You’re gonna have to do better than that.”

The girls darted to one another, sending mixed signals.

“Huddle!” Scootaloo declared, bringing the CMC to the side for a brief council.

Filthy didn’t seem to mind and went back to attending Diamond Tiara. With a little effort, he lifted the girl up to his lap and inserted himself back to her cunt. He whispered something to her which brought the fucked up heiress out of her stupor before she began bouncing over his rod. It was almost as if they didn’t exist in her mind.

“Alright.” Apple Bloom announced. “You get to have all three of us, mouth to crotch access. But in return, we get 2000 bits a week, weekends off including Fridays, full access to your house and pool… oh – and we get full access to your garage.” The guy had more than enough cars to smuggle a fleet. They know – Diamond never stopped bitching about them and would often come to school riding one of those babies ever since she got her driver’s license.

Filthy pushed Diamond to the bed and began pumping into her gently as he responded. “Full access to the house and pool, along with free meals, 300 bits a week, Sundays off.”

300 bits a week!? That’s outright robbery! I can earn more just by fucking the local football team!

The CMC huddled again, whispering and debating the deal.

Sweetie Belle chimed this time. “1500 bits a week, full access to house and free meals, partial garage access. But we get to host parties on the weekend.”

Filthy laughed. He was certainly having fun. Not just with the sex but also with the negotiations. As a business pony, this was kind of his kink. Diamond’s moans began to echo again, giving the room a much needed vibe. “500 bits a week, house and free meals, weekends off, no garage. But in turn, I get a morning wood wakeup call.”

Oh he’s good.

“Huddle!” The gang hunkered down a third time before Scoots took the role of speaker.

“1000 bits a week, house and amenities, partial garage access, weekends off, no parties – but we get to crazy with your wardrobe.”

The stallion pumped faster and faster, grunting lowly as he came a second time – or was it the third? Apple Bloom wasn’t really sure. The two of them were already banging when they arrived. Diamond on the other hand hugged her old man tightly with her legs wrapped around his waist. She let out another pleasing scream for a full three seconds before it died out leaving her in a state of euphoria.

The gang swallowed hard, but didn’t take their eyes off Filthy who quietly pulled away, swatting Diamond’s ass signaling her to clean up. The lavender pony complied and rushed to his cock, licking and swallowing without much of a care.

The billionaire sighed and leaned at the top of the bed surrounded by soft pillows. He eyed his daughter, and then to them. “800 bits, full amenities, weekends off, no parties. But you can choose 1 car each for your personal rides. In exchange, I get full body access, morning wood wakeup call, and~~ I get to decide your outfits in the house.”

The girls turned to one another, each nodding.

“Deal.” They shook hands on it.

“Excellent. But as you can see, I’m a bit spent right now. You can all start tomorrow.”

Oh you bet your britches, old man.

You just bought the deluxe package of the three hottest college ponies in all of Hooverton.

You're gonna fuck your brains out.

Next Chapter: Scoots Estimated time remaining: 34 Minutes