From Farm to Fame

The night sky shimmered with the stars and the glow of the giant pearl in the sky, with slight clouds giving cover to those below. Through the streets, the night lights were turning on while ponies had started to head inside to end their day. It was the perfect time for Big Mac to walk through the back streets, while taking his time to make sure he wouldn't be noticed by many or at all. Slipping between alleys and staying in the shadows, he weaved his way through the streets towards the east side of Ponyville in hopes of finding his big score. His heart beat hard, like a sledgehammer smashing into a wall with the slow speed and hard hitting force behind it. Never in his life had he been out of the house dressed like this, let alone this far into town, and his prayers were hoping for not a single soul to recognize him.

His travels weren't all that easy at some points, as he did have a few moments where he nearly tripped from his heels or when the sound of hoofsteps to some rattling noises from alleyway garbage cans startled him. In the end though, Mac had made his way to the east side of Ponyville where houses were a lot less and apartments and motels were much more. Usually it was referred to as the slums of Ponyville, but recently the royals had tried to do some work in patching it up to make it less of an eyesore. Walking from the shade of his alleyway, Mac looked around at first to get a lay of the law around the area as most law enforcement would stay away unless something big was going down. His eyes scanned the roads and he noticed every so often under a light pole a mare dressed almost like him, in various scantily clad clothing standing around and chatting up anypony that happened to be walking by.

This was the spot indeed that he had been looking for and now it was his time to stand on these streets. Taking in a deep breath, he sauntered out onto the main street and began to wander around to find himself a spot to start trying his own hoof at the prostitution game. Each moment he walked through those streets, he begged himself to just be home in bed asleep but his heart and his mind were both in unison that he had to do this no matter how much he disliked it. Eventually he found himself a nice place to take up his mantle as whore; with a motel nearby, that they could hopefully use for the work he was going to do, but also with a convenient store right close as well if he needed to resupply himself with food or drink or even some more condoms if need be. All he had to do now was wait and hope that somepony would come by and pick him up.

His night had begun slowly and, after an hour of standing against the light pole, he had seen only a couple of ponies who passed him by without a second glance. Mac knew something must be wrong or he was missing something that was making it harder for himself to whore himself out to the public. As he looked around, he was watching as mares were going off with stallions and other mares as well into dark alleys or towards other destinations, some even getting into cars; that's when Mac had caught a glimpse of someone he recognized as a consistent customer that came to the farm on the regular for Applejack's home cooked food.

Soarin, the blue pegasus of the Wonderbolts, was here in the streets - not dressed in his suit, but he was here and wandering through the streets. Mac's throat trembled, as he wanted to scream and hide himself but that would hinder his time in the light to get some attention. He turned his back towards the stallion so their eyes wouldn't meet and hopefully he'd pass him by as just another pony on the streets. His heart rate quickened, as he could hear the sound of his hooves getting closer to him on the sidewalk. Mac closed his eyes in hopes he would be invisible but to no such luck of his disposition. Soarin was upon him in a short time giving a tap to his shoulder and waiting for him to turn around.

"Hey, you look like you’re just my type. How much is it for..." Soarin stopped his sentence, as the red stallion turned to him. His mind tried to put together why he looked familiar until it clicked like a puzzle fitting together. "I know you. You’re Applejack's brother, if I'm correct. Why are you out here and dressed like that." He pointed with his hoof all over Mac's body, with his eyes catching a glance at how much of a good looking mare the red stallion had made of himself.

Mac gave a nervous little chuckle, before opening up to speak. "It’s a long story, but please don't tell Applejack about this. We're in some big trouble if we don't get enough bits to pay off a loan shark by noon tomorrow, and I'm desperate enough to do this. I know I'm probably not your type, and you're looking for a good mare, but I'm just running on some rumor I overheard. You know what, forget I said anything." Mac's face flushed a deep red, as he tried to walk away from the situation only to be stopped by a hoof grabbing his tail.

"Whoa there, slow down. You're in a rush faster than we can fly." Soarin inched closer and lowered his tone, ensuring any passersby wouldn’t overhear them. "You don't know me much other than that guy who goes to the farm and buys pies from your sister. Applejack is a great cook and all, but not high on my list of ponies I would rut, but you however have always been a nice treat to see whenever I stopped by and seeing you dressed like this just makes it all the sweeter. You've got money problems, and I've got solutions along with my own needs. Why don't we get ourselves a nice room over at the motel and have some quality time somewhere a little less cold and a little more private." He wrapped one hoof around Big Mac's shoulder and walked with him towards the motel.

With heavy footsteps and a hoof wrapped around him, Big Mac begrudgingly followed the pegasus towards the motel with its run down state but with at least a small spark of hope in him. "I uh..." he managed to sputter out, before having the hoof on his shoulder just cover his lips as they stopped at the motel office door.

Soarin looked at Mac and just nodded, telling him to wait right here. Opening the door, he walked into the office by himself leaving Mac outside on his own getting stares from some of the mares across the street. Only a few minutes later, Soarin came back out with the key in wing and grabbed the red stallion's attention as they walked to the furthest room on the Motel's bottom floor. He stuck the key in and opened the door, stepping aside to let his date enter into the room first.

Big Mac looked inside the room; it contained a queen size bed with a run down old tv and a single bathroom with not a huge amount of overall space. Entering into the room he stood at the base of the bed while Soarin closed the door behind them both. He wanted to speak, but he felt a slight tinge of guilt welling inside him that silenced his words and left his mouth hanging open.

"Look, Big Mac, I know it’s a shock to you that I've had eyes on you more than your sister, and we can talk about that later, but for now what we need to talk about is your money troubles and how we can fix this not for this once but for all." Soarin jumped on the bed and patted next to him for Big Mac to join him. "From my take of it, you've resorted to prostitution as a last resort and I can understand that; with a body like that who wouldn't want to make full use of it - That being said, have you truly thought it all through though? What are your prices, what are your no deals, what makes you stand out amongst all the other whores on the street? Tell me what your plans are." He had a small look of concern on his face, as his eyes dug into Big Mac's with vigor like he was trying to dig up an ancient artifact before anyone else could.

Silence hung in the room for a few moments, as Big Mac tried to gather his thoughts and find himself in them to make a coherent speech. His heart pounding in his chest sending a lump into his throat and scattering the stallion to the wind of emotions. "Well I never really did think that far ahead. I thought it was pay for what I was worth for what I did kinda deal. Didn't think I'd have any choice or say in any matter for this whole business. The closest thing to doing this before was back in high school sneaking into the mare's room gloryhole to suck a few of the fellows off without them knowing. I just wanted to make some big bucks to save the family farm but I guess I've rushed in head strong again without a full plan." He hung his head down low in shame as he knew he'd just been busted hard for his effort.

Soarin wrapped a wing around the stallion and rubbed his back, as he felt the same feelings before and knew it wouldn't be something easy. "Hey, it’s okay. I think we can make this all work out, however we need to get a plan set up for you and then we can go from there. Let's start with the easy enough thing - what aren't you willing to do. Set a limit on what is okay and not okay for a client to do."

Big Mac lifted his head and stared into Soarin's eyes, as he thought to himself hard on the question. What wasn't he really going to do during all this. "Well I think the most I'm willing to do is just the basics really, suck and fuck, but I wouldn't want to do any of those crazy kinky things that most try to avoid. Furthest I'd be willing to go would probably be a few things with toys involved, but that's about it, and I really wouldn't want to be a top since that just well it isn't me." His face flushed with crimson red, as he blushed at his own admission of being a bottom.

"Okay, then that takes care of the first step, so the next one is pricing. How much for how long, how much for a blowjob, anal, hoofjob or face fucking? How much to do it in an alleyway over a motel? What is it going to cost somepony to sleep with you." A smile was starting to form over Soarin's face, as the stallion began to open up more and more.

"I was thinking ten bits for a blowjob, maybe fifteen for anal, and an extra five bits for not using a condom. As for location, I didn't think that would matter; and time wouldn't play much into things as most would probably be quick about it." He tapped his hoof on his chin as he thought a bit more on other things.

Soarin shook his head in disapproval at the words. "You're selling yourself way too short. Ten bits would be gloryhole cheap hooker and you're here dressed to the nines with that outfit and well done makeup. I'd say for a good sucking, you could get fifty bits and then charge double for the anal - add in the surcharge for the no condom usage at twenty bits and now you're looking at doing it right. For location, I'd say have the stallion pay for the motel room and if they don't want to then add in five bits for the alleyway otherwise no deal unless they have their own place close to your location or a car to do the deed in. Gotta think of more than just a quick buck here, which I know you need right now, but think about the overhead and profit just like you would the farm." He gave the stallion a nudge to the ribs with his elbow.

Big Mac's eyes were as wide as saucers, when he heard the prices he could score by up-selling himself to customers and playing on every little weakness. "I guess then for just the average quickie, it wouldn't cost extra but for an hour add an extra ten bits, and for a full night sixty bits; that way, if I'm gonna be hogged, it makes up for some of the loss. I can't believe I’d ever make that much." He scratched the back of his head in amazement, as his eyes wandered into the void of the room.

"There you go, thinking big now. So how bout we get down to business then ourselves. Since I know your prices I'd like a full package deal. A nice wet blowjob from those thick lips before I bust a nut inside your big, juicy butt. Now do you still go by Big Mac like this or do you have another name that I should be using instead?" Soarin's face had grown a big, cocky grin as he adjusted himself on the bed to be laying on his back with his legs splayed apart for the stallion to have access to his junk.

"Orchard, Lady Orchard is what I go by when I dress like this." Mac had grown a smile on his face as he began to move around on the bed to line himself up between Soarin's legs. He felt his heart rate rising, as the sight brought him back to the memories of long ago from his gloryhole fun and how now he would be paid for this type of work. He opened his purse and pulled out one of the condoms, but was stopped by Soarin with a hoof being held up. Not even saying a word, he nodded and put the condom back into the purse before sinking his face down low to the blue stallion's groin.

Soarin watched as the red stallion hesitated for a moment and stared at the deep, blueish-black sheath, before touching it with his hoof gently prodding at the hidden shaft waiting inside. The gentle caress of the stallion felt just as good as a mare to Soarin, with just the perfect mixture of strength behind the motion with the execution of the movement. "Don't worry about me, I'm not gonna break from just touching. Go on and have a bit of fun for yourself, I can see it waiting behind those eyes of yours." He smiled at the stallion and waved his hoof in a motion for Big Mac to go on and do his thing.

Still a bit nervous about doing all of this, Big Mac lowered his muzzle down into Soarin's sack and moved around taking in the stallion's musk as his tongue gave a few gentle laps of the fleshy bag. His hoof had shifted to the balls and moved them around carefully like little bits of glass he didn't want to break but still wanted to feel. Rolling them around between his hooves, he gave them a kiss and left a nice purple stain on the sack, before opening his maw and suckling on the first nut like a toddler to a mother's nipple would. The orb rolled around on his tongue and filled his mouth with the light taste of salt from the ball sack and earned him some muffled moans of pleasure from the stallion. He proceeded with this for a few minutes before moving over to the other one and doing the same treatment.

The pegasus bit down onto his lip, as he felt his second nut being sucked with the pleasure being something else as the stallion had quite the pair of lungs on him to pull on his balls that good. As the red stallion worked his magical mouth on his nuts, Soarin's shaft started to peek out from its sheath and grew and grew until it was at full mast ready for action.
"Jeez - those lips you got know just how to give a guy the time of his life, and you haven't even gotten fully started." Soarin said, before letting out another moan as Mac let go of his sack and ran his tongue up Soarin's cock in a long slow single lick from base to tip.

As his tongue reached the tip of Soarin's dick, he got a taste of the sweet pre-cum that dripped from his urethra which tickled Mac's taste buds with the salty fluid. Puckering up his lips, he planted a nice juicy kiss against the tip leaving a nice purple print on the pecker before he began to work his mouth on the whole thing. Slipping the shaft into his mouth, he began lapping away with his tongue as he bobbed his head up and down. At a steady pace, over the first third of the stallion's dick was soaked in spit. The blue stallion leaned his head back in bliss, as Mac continued his blowjob.

Soarin gripped hard into the sheets on the bed, as he felt the thick lips of Mac sinking lower and lower onto his dick little by little with each bob of his head, smearing the purple lipstick across his cock in wet, smudged rings. The stallion had to admit that Mac was made for this, let alone developed skills for this that would make stallions weep tears of bliss. "Fuck, Orchard this is...is fucking amazing. Your tongue... damn... is hitting the right spots." He struggled to speak, as his body tried to seize up on him from the pleasure points being surged with the feminine handy work of the red stallion.

Mac pulled himself up off the dick, with a sloppy wet pop, and panted in front of Soarin with a small hint of happiness showing on his face. "Thanks, big boy, it's been a while since I last did this so I might be rusty." He turned his head with some blushing at the compliment that Soarin thrust upon him. "I think you've got enough lube now on that beast of yours so..." the stallion let off as he turned around on the bed and sunk his upper half onto the bed and raised his fat ass into the air with his panties straining against his mass and his skirt barely covering it.

Taking a few moments to regain his breath, Soarin lay there watching as the red stallion presented himself like a mare in heat ready to be rutted again and again for the whole day. With Mac's tail tied back, his black dock showed just the tiny bit out the back of his skirt. Soarin climbed up from his position and got behind the stallion. Taking Mac’s panties by his teeth, he pulled them down enough for him to get a good view of the thick black ponut. A pair of heavy black balls barely hung out of the now opened leg holes of said panties. "I think we need just a bit more lube," he said just before licking his tongue across the stallion's ponut.

With a gasp of shock, Mac's face looked horrified at the fact that Soarin was right there licking his ass with no qualms about doing it. The wet tongue against his warm butt sending shivers down Mac's spine as he felt his own erection beginning to occur from the sexual act. "Oh my I do say so, you needn't worry about doing that." He covered his face with both of his hooves in embarrassment of it all.

"Trust me, I need to, you naughty girl." He gave Mac's ass a fair slap with his hoof before returning to his rimjob of the red stallion. His tongue wetted the thick meaty ring with every lap of the puffy flesh for a little bit longer before he pierced into it with his tiny little organ and began to lap away at the start of Mac's rectum with energy. Each poke and prod got Mac to elicit a small squeak of delight as he worked his magic away. With a few more prods of his tongue and a kiss to the whore’s backdoor, Soarin pulled away from the stallion's butt before rearing up and mounting him like he could do any mare. His dick hovered inches away, throbbing at the teasing time as it bumped into the thick pucker with his hip sways. "Alright Orchard, I'm gonna plug that nice ponut you got and show you what a gentlecolt can really do to a naughty whore."

Mac bit into the bed sheets, as he felt the mass that was Soarin's cock as it wiggled its way into his bowels with the girth that it had. The phallus was certainly better, compared to his dildo he had at home. It felt different since he didn't have control of it, causing him to clench his ass closed in resistance.

Soarin noted the reaction as he tried to penetrate the stallion and stopped, so as not to cause any further harm. He rubbed his hoof over the red stallion's rump in a soothing motion making shushing noises with a calm tone. "Hey now, just relax okay. We'll take it easy and slow. I know it seems scary and you're trying not to clamp closed but your body is reacting differently than you want it to. Just take deep breaths and let your mind slip away - no rush." He sat there with his dick only a couple inches in, as he listened to the red stallion sharply inhale and then exhale in small bursts.

As he breathed to Soarin's instructions, his ponut loosened up allowing the pegasus to penetrate him little by little with each breath. As the seconds went on, Mac had slowly drained his mind of everything else but the sound of Soarin's voice and the feeling of him rubbing his ass in a circular motion as his mass had sunk to the furthest depths anything had been in his anal cavity. When Soarin had finally bottomed out in his butt, he stopped. Rubbing Mac’s cheek and patting it in encouragement for taking his whole length.

"I…I think I'm ready for it now, go ahead and start." Mac said as he continued his breathing exercises.

Nodding to the stallion, Soarin began to pull his dick up off his ponut slowly with the inner walls tugging at his flare against their ribbing and his ponut stretching back as he pulled along. He stopped at his medial ring before slowly pushing it back in again. Each second followed by the sound of moaning flowing from the red stallion. "That's it Orchard, nice and slow and easy. Just tell me when you think you are good for it to be more wild." He gave the red rump another pat of encouragement as he started the pull and push of his slow humping.

Mac steadied himself, as he felt the pegasus take his time penetrating his asshole. He thought this was going to be the same as with his toy and what he had seen in some of the magazines he had stuffed under his mattress, but this - this was an entirely different game to him, one that was much harder than assumed but one he would have to master in order to make it through tonight. After a few minutes of the light motions, Mac felt a bit more ready and loosened up with having had Soarin in him long enough. "I think we're good now, Soarin. Please go ahead and go faster as you see fit."

Soarin gave him a smile as he gave a small slap to the jiggly cheeks of the stallion. "That's the spirit. Alright here we go Orchard. Just remember what I said and breathe as much as you need to." He stopped at the last bottom out in the bowels of the stallion and took hold of his hips around to his front groin where Mac's big pink rod had peeked out of his black sheath to say hello to the world. With a few adjustments of his form, Soarin began to move a bit faster in his rump pumping as he pulled out a bit further than his medial ring and slammed it back in harder than before but not overly hard as the sound of their flesh slapped echoed into the room.

The pair enjoyed the pace of the butt fucking together as both started to moan in pleasure. Soarin from the tight asshole wrapping his cock in the most gentlest of sleeves with the warmth to radiate through is dick and Mac from the pounding he was getting from Soarin who was treating him like royalty in this endeavor like he was family somehow. Together their hearts fluttered to the highest of highs giving both euphoric bliss as they lost themselves to their basic instincts of mating. Each moment feeling like eternity to them as time had lost all meaning in their sexual haze.

Big Mac was now in full on joyous mode and didn't care about how much or little pain was coursing through is ponut. All he cared about now was having Soarin rut him like a mare in heat and as fast as he wanted to. He didn't even have to tell the stallion he could go faster because he just did. Their balls swung together in the motions as the slapping sounds became more constant from him pounding into him, along with the occasional slap to his thick cheeks which caused him to squeak out with a little startle each time.

The blue pegasus was feeling closer and closer to his orgasm as he sped up his humping to an extreme level of speed. Wrapping his hooves tightly around Big Mac's hips, his motions became rapid and short as he slammed away as hard as he could with little pulled out. His tip flaring up as his dick throbbed more and more until it plugged Mac's bowels from top to bottom with his dick and then he snapped. "Fuck Orchard, I'm gonna plant my seed now." He screamed out as his orgasm took over from there.

The sticky cum flew from Soarin's dick and splattered the bowels of the red stallion and began to fill the corridor with the flooding torrential pour that was months of backed up jizz stored in his nuts. Each time his dick twitched another stream pushed its way into the quickly filling anal cavity of Big Mac. The warm soothing feeling from the cum overwhelmed the stallion to have him discharge himself onto the bedding with his own semen in the same fashion. Having an orgasm from his anal fucking and without a single touch to his own cock. Mac lost himself in a dizzying blissful haze that would have made most of the drug addicts think he had something better than they did.

Both of their legs trembled under the sheer will power to fight gravity at that moment as they came in unison. Each pump from Soarin caused Mac to launch his own. Each second felt like minutes as their bodies began to reach their peak and come crashing down on them. When both of their erections had stopped their respective orgasms, their legs could take no more and they fell to the side and landed on the clean portion of the bed with Soarin still plugged into Mac's ponut. Their heaving chests and beating hearts being the only thing in their ears as sharp gasps of air filled into their lungs.

Mac felt oddly satisfied from the encounter as it gave him a boost of confidence. It made him feel special and like he had made the right choice for the night despite his nerves from earlier. Now all he had to do was this again and again so he could pay Spotty off and tell him to fuck right off. He felt like this was something he could do once a week to supplement the income of the farm family.

After a few more minutes, Soarin's dick began to retreat out of Mac's ass with a sloppy wet plop and retreated into his sheath, leaving Mac with a gaping ponut and cum oozing out of it in small drips. He reached over and stroked the stallion's well done hair with a smile on his face. "That was wonderful, Orchard. I think you might be one of the best I've had, let alone seen."

Feeling the bliss begin to wear off and the gentle stroking of his mane combined with the compliment just melted Mac into a happiness he never knew could exist at the moment. "Thanks, I'm glad I could please." He closed his eyes just hoping nothing more than that moment right now could exist forever.

However it was all for naught, as time still marched on and Soarin eventually stopped his stroking. "I'm sorry, but I need to get headed back to my hotel or else the rest of the team may get a bit suspicious of my absence." He said apologetically as he slipped off the bed. "Though I'm not going to leave you high and dry either. That's something you might have to deal with is ponies trying to get away with freebies instead of paying. I know we determined your prices but here." Soarin scratched onto some paper with a pen from the small drawer near the bed. "Here's two thousand bits for tonight and I hope that helps. Also here's my number as well, call me anytime you need some advice or just someone to talk to. I don't want you, or Applejack to lose the farm as it means quite a bit by her pride."

Mac sat up and took hold of the papers in his hooves. "Are you sure, this more than covers our debt and more. I can't take this." He tried to hand back the check given to him.

"No it's all yours, be it all of the debt or only some of it. Use the leftovers to get some things for yourself. I'm sure some new colors or clothes would be good for you." He smiled at Mac as he pushed his hoof against Mac’s to force back the money.

"I... um... Thanks Soarin. I'm sorry, myself. I used to think of you as some big showman pony that wanted nothing but the ladies and especially my sister to hurt her. I was wrong and I apologize from the bottom of my heart for that. Thank you." Mac opened his purse and slipped the papers inside to keep them safe.

Soarin smirked and shot the stallion a wink. "No worries man. You keep doing what you feel is right. I'm sure things will work out in the end. Just remember you can call me anytime you have any worries. If I don't answer, at least leave a message and I'll get to you ASAP. Gotta fly now." Soarin opened the door to the room and stepped out, shutting it behind him, then spread his wings and took to the sky.

Big Mac sat there in the now silent room, as his shock of the whole events had begun to fade away. He got up from the bed, leaving a white dot from where his leaking ass dripped onto before it stopped. He looked at the mess they had made and shrugged it off. He hadn't paid for this room, nor did he have any intentions to stick around to clean it up either. He had work to do and skills to work on. Becoming a prostitute was something that felt right. He cleaned up his outfit of any wrinkles and got his panties back into place. Slinging his purse over his shoulder again he walked out and headed back to the spot he had previously stood. It was time to attract some more customers and take Soarin's advice.