A Whore's Gamble

by D4RTH4NN3

Rating: mature
Tags: Romance, Original Character, Slice of Life, Sex, My Little Pony: Friendship is Magic
Length: 1802

Second person story Warning: Contains M/M and BDSM You decide to hire a prostitute from a whore house and, lucky you, he intends on having just as much fun as you.

Second person story
Warning: Contains M/M and BDSM
You decide to hire a prostitute from a whore house and, lucky you, he intends on having just as much fun as you.

Published 2013-09-06 04:00:03 UTC
Last updated 2013-09-06 04:00:03 UTC

Money Well Spent

You trot down the street toward a building, your hoodie covering your face.

You hear some ponies talking and you look up to see a group of unicorns smoking idly. You pull your hoodie down lower and keep trotting past them. Your friend had told you this was the best spot to get some pent up 'feelings' out. When you reach the building you look up to see a neon sign that says OPEN in large ominous letters. You knock on the door of the building, the echoes bouncing off the door. A slot opens and you see a pair of eyes and voice says: "password".

"Master may I." You say quietly, taking off your hoodie. The slot closes and you hear a couple of clicks, the sound of a lock being forced open, the door revealing its contents slowly. You are greeted by a pegasus with a bright green mane and yellow fur with streaks of blue running across it like lightning bolts.

"Hand over your jacket." He says gruffly. You take it off hurriedly, and hand it over, not wanting to get on his bad side.

He checks the lining and each pocket and when he is done he gives it back, tossing it at you.

"Thanks." You say, putting it back on.

"Wait. What's in that bag? The one around your neck?" He asks, eyeing it suspiciously

"Money, just money." You answer truthfully. The pegasus nods and moves allowing you inside. You trot inside and cough, the smell of weed extremelly obvious.

"So what you looking for?" The pegasus asks.

"Something I could use to relieve tension." You say.

"We got tons of stuff for that, wether you need some herbs or chemicals, or you need a pony to fuck, we got it. Either way, you'll relieve a shit ton of tension." He says, laughing.

"Well, to be frank, I need somepony to fuck." You say, bluntly. The pegasus nods and points down a hallway.

"Well if you need it we got it, tons of mares that-"

"Actually I'm looking for a nice colt." You interrupt, nervously shuffling your hooves.

"Right on bro, we don't judge here, just as long as you got cash."

You untie the bag that you had around your neck and empty the contents your hoof, adding up to around 150 bits. You hoof him the money and he takes it and goes over to a desk, putting it inside a drawer. "Good, that's enough for two hours. So if you follow me this way I can show you all of our stallions that are currently available. Any specific fetishes you're into?" He asks, leading you down another hallway.

"Uh, BDSM and I'm the dominant one." You say, with a slight hint of pride in your voice.

"Of course." The pegasus replies. "I know just the stallion for the job." As you trot down the hallway, you hear the various sounds of ponies groaning and moaning. When you reach the end of the hall, you turn left to a door and he opens it. Inside is a sort of chair, like for massages, only there are binds on it.

"And here is the pony that'll be with you for the next two hours." The pegasus says, startling you and causing you to turn around. When you do, you're surprised to see a deep blue and purple unicorn wearing a thong that doesn't even begin to cover his raging boner. Just looking at it turns you on. The unicorn trots over to you seductively. "I'll be your cumbucket master." He whispers, leaning in and licking your neck. You shudder in delight and get a massive boner. The pegasus laughs and walks off, leaving you two alone. You awkwardly shuffle your hooves as the unicorn looks up at you.

"What's wrong baby?" He asks, sliding up next to your ear to whisper lightly.

"N-nothing" You say nervously, "It's just that it's my first time being in a place like this. Not to mention, how tasty you look in that thong..." You look down, licking your lips hungrily. He smiles and nibbles your ear, sending a small shiver down your spine.

"Ah, ah, uh, alright, l-let's get to this," you say, nuzzling him toward the chair. You walk with him and set him down in the chair. He uses his magic to strap the binds around his legs. You rub your hoof down his back and slowly slide off his thong to gently rub your hoof across his asshole, making him shiver. You see his member throb slightly and you stroke along it gently, not fully enough to give him any satisfaction.

"How would you like to be treated today, p-pet" you say, almost losing your confidence in your last word. His gasp relieves you though, and you nibble his ear gently.

"Treat me roughly! I've been SUCH a bad pony and I need to be punished!" He says, turning to look at you. His response makes you blush and you barely manage to speak up. "Alright, I think I can manage that."

You clamber beneath him and settle yourself down before getting to work on him. Putting your hooves on either side of his hips, you lick tentatively at the fur left bare from the spaces left from the odd contraption. You slowly make your way down his hips until your cheek lightly brushes his shaft. You nuzzle up his shaft and give it a tentative lick, planting a kiss on the lightly leaking tip. You look up and see his eyes, half lidded as his lower end strains to get attention. He looks down, making eye contact with you and you feel your pulse quicken a little and the room heat around you. You wink slyly at him before taking the whole length in your mouth. The stallion sighs and shivers, enjoying his treatment as you use your tongue and swirl it around his dick while bobbing your head back and forth. Slowly you work toward deepthroating him, grunting as you do it, until you feel his cock tremble. A moan escapes his lips and then suddenly your mouth is filled with the taste of salty cum. You move away and swallow all of it.

You lower your face towards his asshole and give it a lick, making the unicorn giggle. You begin to circle the edge with your tongue and then plunge it into his ass. This causes the pony to let out a cry of ecstacy and makes you all the more hornier. You stop licking him and give him a quick spank. "Hmm, yes! Do it again!" The unicorn says, looking at you with lust. "Who said you could give orders?" You ask sternly.

"Sorry sir, I won't do it again." The pony says, looking down with shame in his eyes.

"Good pet." You say giving him another sharp smack across the ass. You notice that everytime you smack him, he whimpers slightly. This excites you and you find yourself continually spanking him, making his ass redder and redder. "OK I think i've had enough fun." You say as you get on top of him and then begin to mount him, steadying yourself as you position your cock above his asshole, hovering directly above it. "What do you say?" You ask.

"Please, fuck me Master!" He cries in response.

"My-my, someone's desperate, but if you insist...." You say gently, and ram your dick straight into his asshole. The unicorn moans in satisfaction and shivers, clenching his muscles, the walls of it squeezing your cock. You moan at the sensation and slowly pull out, stopping just before coming out all the way. You slowly push your dick back in, until your entire cock is lying deep inside him. You wiggle your hips and continue thrusting, gaining speed ever so slowly. You reach around his waist with your hoof and slowly run it along the length of his cock.

"Oooh, god, that feels so nice." The unicorn moans, stretching into your hoof. Hearing that you stop and give him a sharp smack against his backside. "Say Master, whore," you say with an air of confidence. He moans out loud and whimpers. You reach back around to his front and continue stroking lightly along his cock, pushing slowly back into his tight warm ass. "Nnnhhhnnn. Keep fucking me Master. Please!" He cries out in desperation.

"Of course." You reply, smiling at his extra comment. You begin to thrust in and out of his ass again, building speed and strength until you're both grunting and groaning, him spilling his seed onto your hoof. The walls clamp hard around your stiff, heavy dick and you cry out as you spill your seed into his yearning ass. When you're done you pull out, letting his ass drip to the floor with your semen and walk around to his side, gently pushing his lips around your cock, loving the feeling as he swirls his tongue around the base of it. When he finishes you kneel down and kiss him on the lips, reveling in the afterglow. Meanwhile, he uses his horn to magically unwrap the bindings holding him together, but when he gets up, you press him down against the chair.

"Not so fast, I want a little taste of you as well," you say tenderly, kissing him again. The unicorn nods, giggling as he you push his back up against the chair, kissing him all the way. You lower yourself and start nomming on his soft dick, tasting the cum let loose from his previous orgasm, the sensation of your wet tender lips slowly bring it back to life again. You suckle softly on his dick, relishing in the sensation of it in your mouth until you hear a grunt and the rushing of hot, salty liquid in your mouth. You smoothly swallow it all and then straighten up, giving him a soft, loving kiss. "Looks like we're all done here." You say, looking at all the cum slowly dripping its way on toward the ground.

"Awh, and I was having so much fun." The unicorn says, giving you a tiny kiss back. You both walk out of the room and turn to each other to say goodbye. You give him a final deep kiss before turning away, leaving him just a little bit flustered but happy as he moves on back to work. You wander the hallways towards the exit and bump into the Pegasus from earlier.

"You done already? Well hope you had a fun time." He says giving you a wink.

"I did and you can be sure to see me a whole lot more." You say, as you exit the building.

Author's Note

Thanks to Lalonde for editing it!