Her Personal Assistant

by Ivegotcats

Rating: mature
Tags: Sex, Human, My Little Pony: Friendship is Magic, Second Person, Other
Length: 2194

You are the housekeeper for the Rich family. After an odd-run in with Spoiled, you now have a new duty in the house. It wasn't something you'd ever expect.

After becoming the housekeeper to the Rich family, you got into the hang of things doing things that ponies can't with hooves. So you've stuck around more than others they've had. After a run-in with Spoiled that left you surprised (and oddly aroused), you now have another duty for when everyone else is away or sleeping.

Contains: Futa pony on human, Ball worship/sucking, blowjob, deepthroating, cum inflation, and cock worship.

Cover pic source (add to derpibooru.org/): 1068067, 1067923 (BOTH NSFW)

Published 2016-01-22 23:10:02 UTC
Last updated 2016-01-22 23:10:02 UTC

Evening Service

"Anon? Where's my drink? I won't be so gentle if you keep taking too much time! And make it extra wet this time."

"Yes, Ms. Rich, here you go."

You hurry out with her martini, making sure not to spill any of it on the way out. The elegant mare is already erect, her shaft standing at full mast, and her orange-sized balls hanging low, looking fuller than normal. The pale pink dick, glistening with a bead of pre on the head. The whole thing is two shades of pink, her sheath and balls a slightly darker shade, both shades of her genitals are on either side of the spectrum of her coat. The brashness of her display inversely corresponds to her attitude, the fancy, normally polite earth pony showing off something a little less refined.

You've been her secretary for about two months now, but with how organized she already is, she really doesn't need one. So she moved you to her residence. She hasn't been terrible to you, I guess she realized that having hands is almost as good, if not better than having magic. You're now her bartender, butler, cleaner and a few other things. . One of those other things was something you found out about her a couple weeks in when you caught her in the bathroom, when she left it unlocked.

"What, you've never seen a lady pleasuring herself? Ugh, yes. I was born with it. I still have the other part, that's how I had Diamond. But Filthy is much too busy with his work to relieve ourselves regularly."

Looking back at it, you don't think it was an accident that she did that. So ever since, you've been designated as her "assistant", which involves helping her...release. You usually help out about once a day, more if she's feeling particularly stressed, buzzed, or a combination of the two. But since she's been busy with the board and Diamond being "rambunctious", it's been a couple days.

"Now, get on your knees, I've been a bit pent up. You know the drill by now."

"Yes, Ms. Rich." You nod and get down on your knees, coming at eye level with the tip of her throbbing member. Your hands grasp at the inside of either thigh, slowly moving them apart so you can see the goods underneath. Her fur was soft as always, never one out of place, smooth as could be. You move towards her package, your nose nudging the length of skin between her balls and shaft. You reach your mouth out towards the right testicle, and begin to massage it with your lips, sucking gently while your tongue slides around it.

"Oh, yes..." she mutters, after taking a sip of her drink, "You've improved so much since we've started. You really have the balance of gin and vermouth down."

You should know at this point the only thing she'll ever compliment are your barkeep skills, but it's better than nothing. You're still not sure how she hold a glass, especially by the stem. You still have a mouth on the ball, continuing the tongue bath. She certainly smelled pent up, the musk thick, but refined. It's not like a normal scent, it's like a fine perfume. Delicate, but very noticeable. As you move on to the next one, you take in the scent even more, the pungent aroma wafting into your nostrils. It's intoxicating, a fantastic aphrodisiac. Your lips start to roam around the left one, beginning the same treatment as it's counterpart. You feel she's getting a bit more excited, as you taste a bit of sweat that's formed in the area already. She definitely was pent up, and you wanted to make sure you didn't have to go for a quick round 2. The slathering of saliva on her leathery sack continued for a few minutes more. You took every second possible in order to make sure she was going to release everything in one go. Just as soon as you were about to finish up, you gaze up to see a small line of pre, dribbling down the veiny shaft.

"A-Alright, that's enough," she says, the normally refined pony shuddering a bit, her voice sounding needy, "move on to the important part."

You remove your mouth from the now-gurgling cum tanks, and look up to her shaft, following the glistening trail of precum up to her head, where a small bubble has formed. You take a slow lick from the base to her tip, following the direction of the precum, savoring the taste before stopping at the head, taking a moment to tongue the source of the natural lubricant.

You glance at her foot long shaft, it's about the girth of a can of pop, but a little slimmer. You're pretty sure it wouldn't fit in your mouth if it were any wider. The head is a bit bumpy, with her cockslit in the middle, the opening at the meridian of maredick. She has already flared out a bit from the attention to her balls, but you're sure you'll be able to fit it just the same. It's not your first rodeo. Her dick hangs off of the chaise lounge she is currently, well, lounging in, and your two eyes make contact with her one "eye." You reach your lips out, taking a peck at her tip, sucking on it briefly. You open wide, and take the head just in your mouth, applying a little back and forth action on the first inch and a half. You were expected to do most of the work, but you have a feeling she'll be getting involved near the end with how backed up she is.

The pony above you huffs quietly, her breathing already becoming ragged, clearly enjoying the first bit of it. You place one hand on the base of the equine shaft, and the other stays on her inner thigh. You take just a second more to establish a grip on the thigh, her coat smooth and plush. You know she takes extra care of it, as she strives for perfection in every way.

"Hnghh..." she softly whinnies, "Deeper." she says in a commanding, yet needy tone.

You continue, moving your head down to the medial ring, and bobbing up and down. You get into the routine of "*Shlick, schlick, shlick*" as you slide up and down her throbbing meatpole, tonguing the veins on the underside, focusing on the big ones like a real-life studfinder.

"More." she demands.

You oblige, going even further. You barely make it across the medial ring, but you go quick, as it makes it a bit easier. Your face now goes even further, taking in about 7-8 inches of it at a time, your strokes even deeper now. The *schlick* evolves into a *glk, glk, glk* as you move up and down the horsecock. Her sweating gets even more pronounced, as the salty taste of that mixes with her constantly pumping pre. It serves as a good lubricant as you work the shaft almost all the way out, and touching your uvula every time. Your gag reflex has gotten pretty good at this point, so it going this deep doesn't even phase you. Your trip up and down the shaft gets easier, and more delicous for that matter. The pre doesn't have the salty taste you thought pre would be like, hers is almost sweet.

"I-I won't normally ask you to do this..." she mutters, a catch in her sentence, "b-but I want you to finger me. I don't want you to do this t-too many times, so w-we're going all out the f-first time." she continues, her words stuttering more.

You knew it would be a big one, so you were prepared for something different. Your hand on her thigh moves her sagging, thick sack out of the way, her marehood creating a small stain on the lounger already. You tentatively slide your index finger in, and begin to massage the inner walls of her vagina. You really weren't sure what to do regarding this, so you just decided to do that to start. You then slip your middle finger in and get into that rhythm before moving back to her stallionhood. You were okay at doing both at the same time, going 7 inches down, and a couple in. Her breath gets even more rapid at this point, precum flowing freely down your throat, and your fingers coated liberally in marecum. You start to feel a bit full from the pre, as it's a bit thicker than normal. She told you not to eat anything today before this, so you were at least somewhat prepared.

You were not, however, prepared for what happened next. You know she had to have finished her drink, as you feel a hoof on the pack of your head. She pushes you down unexpectedly, causing you to gag as your mouth goes down all 12 inches, and the tip enters your throat.

"Move."

You begin to rise up until the only thing in is the tip, which is flaring even moreso, and then she pushes down with both hooves. Now starts the fastest part, the buildup. You have completely ignored her vagina, your fingers just stuck in there at this point. She doesn't seem to care much, either. She pushes you down, your slight *glk* transforming into full-fledged gagging at this point. She continues the irrumatio for some time. As you take a 24-inch round trip. Up, down, up, down tasting pre, sweat, and musk every time you reach the base. You struggle to breathe, tears beginning to form in your eyes as she uses your throat like a fleshlight.

"I'm..."

She can't even finish her sentence as she holds you down for the last time, her flare almost locking her shaft in your mouth, the head locked in your throat. She cums from both ends. Your fingers get a lot slicker and wetter as her marehood gushes on the lounger, your fingers, wrist, and even a bit of her sack, which has tightened up for your main course. The first rope hits the back of your throat, the hot spunk coating your passage in white. She keeps your head down, bucking once or twice every few seconds into your face as she paints your esophagus. You get a bit of breath out of your nose, but you don't know if you can do that for much longer. But she continues to thrust, as wave after wave of creamy cum makes your way into your stomach. It feels almost yogurt-thick, and you can barely even taste it with how deep she is. The amount she's producing is almost too much to take, and your stomach seems to be expanding with the ejaculate settling there.

She removes her hooves from your head as it seems to stop, your stomach becoming a tight drum with the essence she's released, like you're a 5 months-pregnant mare. You somehow managed to swallow most of it, although there really wansn't much to do as it went straight into your stomach. You back your head off of her stallionhood, gasping for air as a string dribbles off of your lips and onto your shirt. Her mare meat begins to bob lower, becoming a bit softer.

"N..n..now c-c-clean up the mess." she manages to eek out, her face gasping and blushing.

You grab right under the medial ring, stil slick with a combination of saliva, sweat, and cum. You lick the head, clearing the pink head of all other colors, leaving the sheen of your spit that's left. You work your way around the pony pole, cleaning all other substances but the one your tongue leaves. You really get a taste of her flavor, a slightly fruity taste, but you're not sure which. The thought of coat color effecting spunk flavor crosses your mind, but not for long. The shaft tongue bath continues for a minute more, and she gives you a "That's enough." You back off, and stand up, your face reeking of sweat, musk cum, and your cheeks are stained with tears.

"Thank you very much. I don't usually give out compliments, but I think you're one of the better assistants I've had. No one has been able to get both releases at the same time. Now take a moment to clean yourself up. After you've done that, do the dishes and clean the lounger. You can take tomorrow off. That performance certainly earned it."

"T-Thank you, Ms. Rich!" You gasp, both from exhaustion and suprise. She normally doesn't ever give a day off, especially if she's been stressed like this. But you're not one to look a gift pony in the penis, so you take her glass into the kitchen, and make your way to the shower, able to get a good night's rest. You hope she'll get pent up more often if it leads to this.

Author's Note

If you spot any grammar errors, please tell me. This was not a long time of effort, very spur of the moment.