Anon's Spectacular Sex Gig

by Sun Knight

Ch. 2: Open For Business

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It's been about a day since the terrifying, yet unusually arousing attack on Anon, and you don't think your little friend downstairs is appreciating all the attention it's gotten. You spent a good chunk of your free time today wondering how you even pulled it off.

You sat on top of your new bed, your head resting on your hands. "Strange, this is the first time I've done literally nothing all day." You check your watch and it reads '4:08 P.M.'. Keep it up any longer and you might have to worry about your health.

The Princess explicitly told you not to leave the castle under any circumstances until she found a spell to nullify your strange attraction magic effect you had on Mares. You really wanted to listen this time, but just listening in the moment is enough for you. You let out a puff of air and stood up on your feet, walking out of your room. You peaked around the corner to make sure Twilight wasn't nearby and quickly stormed downstairs, walking towards the exit. All you had to do was make sure no Mare spotted you. How hard could that possibly be? It's not like this land is dominantly filled with Mares, right? Right...

"Alright, you got this. Just avoid the streets and find some food that isn't... salad." You reassure yourself, rubbing your hands together. After giving yourself a pep talk, you grab at the door handle and slowly creep it open, leaving it ajar for only a moment so you can peak outside. Once you knew it was safe, you ran out and hid behind a nearby tree. You were already breathing intensely as if you were creeping around a sleeping beast. Figuratively, you were. You weren't really sure how else to put it.

You slowly but surely make your way through Ponyville with discretion, spotting a nearby food vendor. "Booyah..." You scooted closer and closer to the Food Vendor. Luckily it was a Stallion, so you could just ask for some food and be on your merry way. You got close enough to his side and tap him. He jumped slightly, looking down at you. "Say, got any free food?"

The stallion furrowed his brow and squinted at the creature. "Uhh... what are you?"

"Does it matter what I am? All you need to know is that I'm a sentient being that speaks and is hungry! It's kind of species-ist to ask those kind of questions, by the way."

"Do you have any bits? Because if not, I ain't doing business."

"Wh-what is a bit?" You were genuinely stumped on what a 'bit' was. Like a bit of something?

"Money...?"

"...oh..." Well shit. "I'm not very liquid right now..."

He rolled his eyes and faced away from you, clearly not wanting anything to do with you. How the Hell were you going to make money? You thought about it for a second, scratching your chin. A wide grin then grew on your face. It was probably a terrible idea, but that's all you and your brain could ever produce. If these mares would do anything to just have sex with you, then they'd gleefully pay you a fee in order to get to the goods.

Standing up on your feet, you revealed yourself to the public completely. Clearing your throat, you walk out in the middle of the street. "Sex for Money! Come and get your Sex right here for the price of... five? FIVE bits! That's what I call a bargain!" You really had no filter, did you?

You looked around the area to soon notice it was fuckin' FILLED with Mares. By the time you could blink, you found a massive crowd of them surrounding you like a bunch of fangirls. You know, it was honestly sort of a blissful moment. You could get used to this kind of attention. In that very moment, you fucked off any doubts and regrets that lingered in the back of your mind and gave a stupid little smile to the crowd. "Alright, ALRIGHT! This is how it's gonna work, so listen up or you ain't gettin' SHIT!" You demanded, raising your finger to assert your authority. They piped down obediently and just gazed at you in silence, their tails swaying side to side. It was like a whole damn thunderstorm just struck the little town. The ground was forming puddles of their sticky juice concoction. You looked at the ground with caution, making sure you didn't step in any of it.

"We need to set up some ground rules before I go stuffing your asses." You chuckled a bit at that. It all felt too surreal. "Firstly, give me my damn personal space. I don't need you sniffing my crotch or shoving your face anywhere near my ass unless I permit it," They all took a giant step away from you in unison. "...Thank you. Now form a nice, neat and orderly line, would ya? No fighting or cutting or this igneous cock is fineto; done; gone; nothing for you." They then form a line that could probably stretch all the way out to Yakyakistan, if you could see the end of it. You try to think of any other legitimate rules, but you fell short. "And... that's it."

You give your attention to the very first Mare in line, licking your lips. You reach your hand out as a gesture for them to pay up, which they did without hesitation. Holy shit, this was going to be easy as fuck.

The mare before you blushed a strong crimson as she looked into your eyes, her breath hitching. "U-uhm, I'm not sure how to say this, but this is my f-first time..." Her hooves trembled slightly as she spoke with a shakey voice. Damn, she was hot. She had a magenta coat with lavender colored eyes and a curly, ruby toned Mane. You really hoped fucking this many ponies in public was normal in their culture, because you were absolutely going to do it. Fuck the law otherwise!

"I can tell." You replied in a deadpan tone. Grabbing her by the hoof, you lead her forward. She became very clammy and sweaty just from you touching. "relaxxx, I'm only going to fuck you until you pass out. It's a pretty simple ritual. Besides, you've kinda already committed to it soooo..."

"W-well... if you say so..." Her eyes darted around, giving you the O.K.

You didn't feel like just jumping in this time. You wanted to have some fun with your client. So, you started off by teasing her first, her hands exploring her body. She shivered at the touch, trying her hardest to stay composed. Your fingers glided through her Mane, making it down to her back and slowly reaching her hindquarters. You then stopped just as you neared her thighs, noticing the pair of wings she had. You cooked in delight and gave them your full attention, gently fondling them and massaging them. Truth be told, a pegasus mare's wings were always her weak spots. Her wings stiffened nearly instantly. You heard that they were called 'Wing Boners'. It was a rather fitting name, you had to admit. "A-ah..." She gasped out, eyes widening slightly. Oh, you were going to make her beg for her to be stuffed, and you were going to make it your goal to.

"Enjoying this, I see. Believe me when I say: this is only the beginning." You teased, leaning closer to her face until all her vision could see was you. You gave a quick, yet deep kiss on her lips and dipped your head, kissing and suckling her neck. You're hands didn't stop fondling her wings, though. You continued to give her more attention than she has ever gotten, and all just by using your trustworthy ten digits and mouth. She was utterly sopping wet, her moans becoming more and more apparent as time went on. Pulling away, you shifted around to her side, your fingers flying through her magenta coat. You grabbed her damp tail by the base and lifted it up for you to see her goods in all it's beautiful glory. A puffy, winking marehood gushing out juices. Despite having an inferior sense of smell, you swore you could sense the scent of berries as you lifted her tail out of the way, and that alone turned you on. Your cock was rock hard and twitching vigorously under the confinements of your tight pants and boxers, leaving you a bit uncomfortable. But you kept yourself in the game. You couldn't give in before she did, it was supposed to be the other way around!

Quickly acting, you used one of your digits to encircle around her marehood over and over again. She squirmed, biting her lip. "What's the matter, little friend? You seem rather... tense." You muse to her, sticking your tongue out and giving her teardrop-shaped snatch a good, long lick. You smack your lips a few times to taste her more and nod your head. "Mm. You taste just like you smell."

"O-oh... fuck." She muttered under her breath, arching her back slightly. "P-please..."

You raise an eyebrow. "'Please' what?" You act dumbfounded so you could get it out of her. You wanted her to say it.

She hesitated a bit, biting her lip harder. "Fuck me." She whispered way too quietly for anyone to hear.

"I heard none of that." A shit-eating grin grew on your face. "If you don't want this, I can give you your money back and just move on..." You bluffed.

"N-no!" She shouted, gasping. "I want you to fuck me! Fuck me with your massive, alien cock!" She pleaded loudly, whimpering.

"Well, that's all I needed to hear," You strip down to your boxers and look back at her, now standing tall. She very conveniently came up to your hips in height when standing, which applied to many of the ponies you noted. You realize just how much taller you were, with you and your six foot five inch height and whatnot. "I'll let you do the honors of the big reveal." She could already see the outline of your girthy dick through your tight boxers, steadily craning her neck forward to bite the wasteband of them and pull them off of you, which is what she nervously did. Alas, your 'Little Anon™' sprung out, your mushroom tip hitting her in the muzzle comedically. If she weren't blushing yet, she sure as hell were now. Your cock was a generous nine inches long, while it's circumference was nearly 8 inches around. She was frozen in shock and fear.

"I-is that thing real?!" She blurted out.

"Why yes, yes it is." You did a heroic pose, deepening your voice. "Since this is your... first time, I'll go gentle for you, for maybe like five minutes." You tried to reassure, though it only made her worry what you would do after those five minutes were up. You spin her around, aligning your member with her marehood and inserting your tip within her, a quick gasp exiting her lips. You didn't pay any attention to it though, your hands gripping and squeezing at her flanks. Eventually, an inch sunk into her, her spine shivering. Holy shit, too. She was the tightest thus far, her walls gripping at your tool. "God damn..." You utter, sucking air into your lungs through clenched teeth. Another inch disappears into her... then another. Her trembling returned, her back legs quivering violently at the sensational feeling of having your utter unit of a dick fill her up so easily. You were only about 1/4 the way into her, too, which said a lot at how small these ponies' dicks must be in comparison. Though, she was innocent before this, so you gave them the benefit of doubt.

As you surpass the fifth inch, you can't help but groan. Was she getting tighter the more you pushed into her? You shake your head and thrust your hips a bit, shoving an extra inch in there. You pull out afterwards, leaving just your tip within her. "Alright, this has gone too smoothly, I need to get this action going!" You spread your legs out as she clenched her eyes shut. Your cock mercilessly plunged into her depths, a loud squelching noise being heard.

"FUCK!" She squeals, already climaxing on your member, hot mare juice squirting out onto you. You look towards her with confusion.

"You really just came, didn't you?"

She simply just nodded multiple times as a response, a shade of embarrassment showing on her face.

You smiled at how cute she looked. You thrusted further into her, forcibly shoving your desperate cock all the way into her until your tip mashed against what you assumed was her cervix, pulling out only to thrust into her again swiftly. You sped up your thrusts, gripping her ass tighter and pulling her closer.

"Mmh- fuu- ck- YES! MORE!" She became much more confident in herself with each powerful thrust, becoming hypnotized by the intense ecstasy. "I'm going to c-c-cum!!!" True to her word, she did, for a second time. You had to start keeping track of how many times you can make a mare orgasm in only one session. You leaned forward and grabbed her hips this time for more leverage, destroying her poor marehood.

"Fuck... this is amazing..." You admit. You hoped to God this wasn't a really realistic wet dream, because you were having the time of your life right now! This was pure perfection in your mind.

You drilled the mare until she became a blabbering mess of pleasure. You don't know how long it has been, but she came at least five times by now. Speaking of, you were finally reaching your climax. You breathed heavily, your head hanging low. Your body was like you set it on autopilot, pounding her nonstop.

"Oh God, here it comes!" You shout, your entire body tensing up. "Fuuuuuuuckk..." One last thrust and you bursted, wave after wave of cum entering her uterus. It felt neverending, noticing that her belly was even starting to inflate at the sheer amount of seed you were planting into her right now. As it settled, you pulled out of her, your semi-hard cock covered in a mix of your cum and her own juices. It twitched in delight, as if to tell you you did a good job, and you took it with stride. You gave a thumbs up at 'Little Anon™' and wink, looking at the mare. She collapsed to the ground, panting heavily with her full marehood, drifting off to sleep due to her exhaustion. "And that was the first one, too..."

"Ahem." The seemingly neverending line of mares caught your eye. You were brought back down to reality.

"Yep. This is definitely real." You let out a silent sigh, looking down at your friend. "Alright, pal, just remember what I told you last night. You'll make it through this." You whispered, placing your hands on your hips. "NEXT!"


Twilight returned back to Ponyville after an exhausting trip to Canterlot that took a little longer than what she would've wanted, entering the sweet little town with a smile on her face. That died quickly once she got a glimpse of everything. Is this going to be routine now? Probably. She froze every part of her body, not even blinking. Yet there you were, laying down in the middle of the street with various random mares covered in everything she hoped to never see, smell, or even be mentioned around her again.

"WHAT. THE. ABSOLUTE. BUCK!"


Author's Note

Boom, first actual clop chapter done.

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