Prostitute Anon, Ch 5: Fluttershy clop

>In the morning, Rarity found that she was able to salvage her bed, much to her smugness.
>That smug attitude disappeared when you told her that you only went a few rounds in her room. When she got a good look around her studio, she realized that quite a lot of her possessions needed to be scrapped. A few equinnequins, a lot of cloth, a few cushions, a stool, a needle, some thread, some cat toys—much to Opal’s chagrin(fuck that bitch)—and…
>R: “My lamp, Anon? /Really?/ What could you have possibly done with it?!”
>You look over at the lamp she was holding well away from her and give a dirty smile.
“You don’t even /want/ to know.”
>Her blush told you that she probably did want to know. However, she was too much of a ‘lady’ to ask. At this point you were pretty sure that the only thing lady-like about her was her body.
>With a sigh, she tossed the lamp into the junk pile that reeked of sex. “From now on, you will have to go to meet the client. I can’t afford to keep replacing everything!”
“Maybe if you didn’t buy such expensive stuff, you wouldn’t have to worry about so many money problems.”
>She actually looked slightly offended. “How am I going to attract customers if I use substandard equipment?”
“There’s a difference between substandard and top dollar. Or top bit, whatever. Just because you don’t buy the most expensive things on the market doesn’t mean you’re going to lose any of your nonexistent customers.”
>Oh boy. Here come the fake tears to try to make you feel guilty.
>R: “You… you think my clothes are ULGY!”
>And there are the waterworks. You sigh, crossing your arms and waiting.
>After a minute she sniffles and looks up. She sees you standing there unaffected.
“Done yet?”


>She huffs. “No sympathy for a damsel in distress! Not even when it was you that caused the distress! You should be ashamed!”
“I should be ashamed for a lot better reasons than that. Now, can we continue cleaning? I’d like to air out my nostrils.”
>R: “I don’t know why I’m helping you anyway. You’re the one that made the mess!”
“Because you’re the one that found the customer with such odd requests. I don’t see why you’re complaining and not working.”
>You knew better than to call anything Rarity does ‘whining.’ Not after the last time.
>She almost made your ears bleed.
>R: “Such a harsh master! I bet if you treated Twilight like this she would absolutely love it.”
>As fun as last night was, you weren’t exactly looking forward to it again. You were also hoping none of your ‘clients’ became clingy. Speaking of…
“Rarity, I suppose we should probably talk about parts of the contracts we’ll have with clients.”
>R: “Ah, business talk! Much more preferable than… /this./ What did you want to speak of?”
“First, a few ground rules, since it looks like there’s no choice in the matter here. I’m not fucking anything with a penis. Doesn’t matter how much he pays. If you get a contract from what you think is a female and I see a hint of a dick, I’m gone. You with me so far?”
>She seemed to have a small internal struggle before nodding slightly. “That seems fair, if biased.”
>Damn right it was fair. After learning more about stallions, you didn’t want anything to do with them. Especially if they wanted to be on top.


“I’d prefer no married mares, but I suppose that’s somewhat unrealistic. I don’t know how pony laws work in regards to that, but if I get caught boning someone’s wife, I don’t want to catch hell for it. I could tear an earth pony or a pegasus apart any day, but I don’t want to fuck with magic. You’ll have to find some way to prevent that.”
>She pursed her lips at my mentioning of fighting, but she had to concede the point. An injured whore wouldn’t be very useful, even if you could just get healed by Twatlight Spankle. “I’ll see what I can do, but no promises. I might charge married mares extra or something.”
“Whatever works. The third thing is that any kinks or strange requests have to be run by me first. If I can’t agree to it or see myself doing it, I won’t. I’m not going to get blindsided by another Spankle.”
>Especially if it was you that was going to get spanked. Fuck that noise.
>After getting over a giggle fit from your nickname, she nodded. “Also fair, but getting some clients to… open up… about their desires might not be easy.”
“Not my problem. If they agree to vanilla sex and they pull out a riding crop, I’m leaving. Fourth: Just sex. I’m not going to be some showpiece at a party or whatever you crazy fucking ponies come up with. I get hired, I fuck them, I get paid, I leave. No clinginess. They can hire me again if they want and if I agree to it. I’m doing this because I have no other choice, not because I want a ‘relationship.’”
>She looked somewhat down at that. You knew she wanted your body, but you didn’t know she wanted the rest of you as well. Interesting.


>R: “I… I suppose that’s something I can work in. Do you have any other demands?”
“Is there any way to legitimize this? Like, make contracts legal and binding? I don’t want to go through a whole sexcapade just to have them skipping out on the bill.”
>She nodded. “That is no problem! I deal with contracts all the time for my business. If I have any hiccups with the more legal issues, I can just get Twilight to assist me.”
>Great, more dealings with Purplesmart. Let’s see if you can trip Rarity up…
“Do you want to have sex with me?”
>She flinched back, blushing bright red. “Wh-what?”
“I didn’t say anything. Must be the heat getting to you.”
>It was winter.
“We should probably take a little rest. We’ve been going through everything for a few hours.”
>R: “B-but I’m not—”
>She cuts off as you gently pick her up and carry her over to her lounge. You know, the one you were spanking Twilight over last night. You carefully set her down on her back.
“Shh. Just close your eyes. I know just what you need.”
>She closed her eyes, a small smile on her face. You could almost call it cute.
>Almost.
>You tiptoed to the door and silently slipped out, making sure the bell didn’t ring. You can’t help but wonder how long she’ll wait before realizing you weren’t coming back for a little while.
>You should probably go check on Twilight, but you don’t really want to give her the wrong idea. You don’t think Twilight would be the clingy type, but at the same time was it really worth risking?
>So instead, you just walk around town, taking in the sights and talking to the occasional pony that is still willing to talk to you.


>A little less than an hour after you left Rarity’s shop, you saw Twilight wandering around town, presumably doing the same thing you were.
>Or at least, that was your theory until her head shot your way and a scary grin appeared on her face. You felt one of your feet shoot back as you involuntarily braced yourself to run.
>She teleported right in front of you. “Oh heeeey, Anon!” Her voice was dipping into crazy territory. “You would never /believe/ what just came in this morning.” Her horn lit up again and a bag appeared, held up by a purple glow. “This is my stipend for the month.” It floated over to you. “And it’s allll yours…” She took a few steps closer. “If you take me by the ear, drag me to my place, and treat me like such a /naughty/ filly!”
>That last part was whispered so that only you two could hear it.
“Uh. Don’t you and Spike live off that?”
>She pulled back a bit and waved a hoof. “Oh, Spike can get by off eating the bugs under the book cases. And I’m sure you can think of something to feed such a naughty mare like myself…”
>You blink.
“Twilight, are you listening to yourself? I’m not going to let Spike eat bugs!”
>Especially since he would end up coming to Rarity’s place every day and glaring at you. Seriously, that fellow really thinks too much of her.
>Twilight’s terrifying grin slipped for a second before returning twice as large. “So you’ll do it for free?!”
>She said that way too loudly for your comfort.
“Ah, no. But at the same time I’m not going to bankrupt you.”
>A thought occurs to you.


“Twilight, what would the princess think if she saw you like this? Willing to let your little brother starve just so you could get a few hours of fun?”
>She seemed to deflate with every word. She actually looked like she was going to cry there at the end.
>T: “I… I can’t believe I… Oh Celestia, what’s wrong with me?”
>You consider backing away and sprinting home, but you know that would just do wonders for your already deteriorating reputation here in town.
>Oh look, she actually /is/ crying!
>You sigh and wrap your arms around her.
>Looks like you have something new to add to Rarity’s list of things not allowed: Bankrupting mares.
>Or at least mares with dependents. You didn’t think something like this would be a problem.
>After a few moments, Twilight doesn’t seem to want to detach herself. You try gently pulling away, but she reaches her forelegs around you and pulls you closer.
“Uh… Twilight?”
>She grunts.
“I uh… I kinda have somewhere to be.”
>No you didn’t.
>T: “Can I come? I don’t… I don’t want to be alone.”
>Fuck. You do a quick mental check of your pockets and come to realize that you have enough pocket change to order something at Sugarcube Corner.
>You could easily pawn Twilight off to Pinkie, if she was there.
“Sure. I was just going to the bakery.”
>You wait a few seconds. She doesn’t let go.
“So are we going?”
>T: “You’re really warm.”
>…
“What?”
>This is starting to get creepy again. You pull away from her and stand up. Somehow she managed to cling to your neck as you rise, giving you a pony necklace.
>The ponies on the street that weren’t staring at you before are now.
>Why is being a whore so hard?


>You sigh and reach around to the back of your neck. You pry her hooves off and hold her up in front of you.
“Silly Twilight. You’re a pony, not a necklace.”
>You set her down and she looks away, blushing.
>As you lead the way to the bakery, you absentmindedly wonder what kind of a friendship lesson Twilight would want to send for something like this. “Dear princess Sunbutt, today I tried giving all the money you gave me for feeding my pet dragon on a whore. Boy was that silly!”
>Yeah, Celestia would love getting a letter like that.
“Twilight, about… today. Can we keep that between ourselves?”
>She had been walking alongside you. When you said that, she stopped for a moment. You turned to face her.
>T: “Um. That might… that might be a good idea. I won’t tell anyp0ny if you don’t.”
>You turn and begin walking again. She quickly catches up and tries to bring up a topic that isn’t sex. However, advanced magical theory isn’t a topic you know anything at all about, so that kind of flopped.
>Instead, you bring up more Earth stuff. She wasn’t willing to believe you before, but now that she had proof of something you said… Well, she was much more attentive this time.
>In no time at all, you were both sitting at a booth in Sugarcube Corner. Unfortunately, Pinkie was not in, so you couldn’t pawn Twilight off.
>But you suppose it might be a good idea to take her to Rarity anyway. Might as well get all the legalese out of the way now, if Twilight was willing to help.
>A few casual mentions about the possibility of blackmail might do it. What /would/ all the ponies think of little miss Twilight if they knew about her… desires?


>Man, you’ve been hanging around Rarity too much, if you’re emphasizing words like that.
>Unsurprisingly, your Earth topics don’t take too long to devolve into human/animal sexuality.
>Not a topic you’re well versed in.
>And judging by how quickly you were both removed from Sugarcube Corner, not a topic the Cakes want discussed in their establishment.
>That might have had something to do with the foal’s birthday party that was going on there. You and Twilight were getting a large number of glares from adults. You tried to steer the topic away several times, but Twilight was very… enthusiastic.
>Your explanation for why bestiality was frowned upon was lacking to Twilight. You tried explaining how it would be like Big Mac fucking Winona, with all the terrifying imagery that would invoke.
>She went into a very long and detailed explanation of why that would be completely okay here as long as both enjoyed it and nothing was forced.
>You worry about this place sometimes.
“So if I fuck Opalescence, and she likes it, I’m completely safe and there’s nothing wrong with that?”
>She blinked. “Anon, why would you want to have sex with a cat when you have ponies lining up?”
>You hate Twilight.
“It’s what we call an example, Twilight. Not something I /want/ to do, but a hypothetical situation. Personally, I have no desire to have sex with anything. I just do so because no one in this motherfucking town will give me a job.”
>T: “…Why would you buck your mother?”
“It’s a sign of superiority between father and son. If the son can get away with it and successfully defend himself from his father, it’s a sign he’s ready to leave his nest and make a family of his own.”


>T: “Really?”
“No, that’s fucked up. What’s wrong with you?”
>T: “You’re the one that said it! What’s wrong with /you/?”
“Oh look, we’re here.”
>She opened her mouth to respond, but you cut her off.
“OH LOOK, WE’RE HERE!”
>You pushed the door of the boutique open. She looks hesitant to follow.
“Don’t make me drag you in here. Rarity wanted to talk.”
>T: “You couldn’t drag me if you tr—”
>You grab her horn and pull her in. Her knees wobble and she collapses on the floor, moaning. You push the door shut behind her.
“Hey Rarity, I found Twilight.”
>You don’t know where she is, but if she’s here she would hear you calling like that.
>She comes out of a back room.
>R: “Oh, it’s /you./ Wait, why is Twilight on the floor? And why is she… blushing?”
“Embarrassed at tripping over the door stop, I suppose.”
>You reach down and pull Twilight to her feet.
>R: “Anon, there isn’t a door stop.”
>T: “IT WAS NOTHING! I uh… I tripped over… nothing.” That last word was whispered.
>There was a moment of awkward silence.
“Anyway, Rarity, you want to go ahead and talk with Twilight about contracts and boring stuff and dead babies and whatnot?”
>They both looked at you in horror.
>R: “Um. Anon dear, what was that third thing you said?”
“Whatnot? Why, what did you think I said?”
>They both share a look. Twilight was still blushing.
“Rarity, I have a few more terms to add to the list of things I won’t do, but we can deal with that after you smooth out all the other things. Do you need me for that process?”
>R: “Ah, no. Twilight, would you mind going back to your library and fetching some books on contracts and any relevant legal matters?”


>T: “I can do that. We can talk all about—”
>She started discussing some very obscure ancient law that you had no idea how to pronounce.
>Rarity quickly put on a poker face, trying to keep smiling through Twilight’s boring diatribe.
>When she finally hit a stopping point—or a breaking in point—Rarity said, “We… we might talk about that. But for now, just go get the books, please.”
>Twilight happily trotted off, her head in the clouds(of dust).
“She talks too much.”
>R: “Yes, she can be a bit… talkative. Now, onto your next contract! Er, practice. You’ve met Fluttershy.”
“…/Really/? There is no way in hell you got Fluttershy to accept my services. That mare’s so fucking timid I wouldn’t be surprised if she’d wait at a stream until all the water went by before crossing.”
>R: “Maybe that’s why she wanted you, Anon. She’s too timid to meet a stallion, but she wants to have some manner of… fulfillment. This practice will teach you how to deal with timid clients, those that might be a little afraid of such an intimidating issue.”
“Are you sure you didn’t just owe her a favor too?”
>There was probably a lot of bitterness in your voice.
>R: “Well, I was planning on asking her last night, but then when she saw you and Twilight… Well, she asked me! I was going to give you some recovery time, but it looks like you’re fine.”
“A little tired and sore, but I’ll be fine. I’m sure a mare like Fluttershy can’t be too hard to please. When should I go over?”
>R: “As soon as possible, I suppose. You can handle her while Twilight and I get into the nit and grit of the contract stuff. Speaking of which, you said you had more to add?”


“Yes, I do. I don’t want to bankrupt any mare with dependents. If you can do some kind of research about the mares, make sure they aren’t hurting financially, that would be good. Or just adjust your prices and give them less time. I’m sure you can handle it.”
>R: “Goodness, what brought /that/ up?”
“Just a thought. Wouldn’t want anything like that to be on my conscience.”
>R: “I understand. If you think of any more, just tell me when you get back.”
“You got it, Rarity. Hopefully I’ll be back soon.”
>You step back out into the winter day and start off down the long path to Fluttershy’s humble abode. You can’t imagine what would make that mare want to hire you, but you were hoping you could talk her out of it. A mare’s first time shouldn’t be with a whore.
>Or maybe it’s different for ponies. You weren’t sure and you also weren’t sure you wanted to know. Maybe that’s something you can ask Rarity later.
>The path to Fluttershy’s house isn’t incredibly long and you were in decent shape from your diet and relatively frequent exercise, so you didn’t take too long to get there.
>You found her out back, quietly singing a nice song while feeding various critters.
>Fluttershy is a cute little pegasus. You don’t know much about her since she doesn’t really talk all that much. As soon as she realized you weren’t a critter to be taken care of, she grew very shy around you. Most of what you do know about her is hearsay from her friends.
>You lean against her sturdy fence, not wanting to disturb her as she takes care of her animals. Chances are if you just walk up to her, she’d freak the fuck out and scare away some of her charges.


>Plus, she has a really nice voice. You’ve been in town square when the ponies randomly burst into song. Fluttershy’s voice is second only to Rarity’s, in your opinion.
>It doesn’t take too long for you to be noticed. It was not by Fluttershy, however. You look down as you feel something tapping your leg.
>It was a small bunny, kicking you.
“Yes?”
>It points back down the road you came, glaring at you.
“Yeah, not gonna happen. I’ve got business with Fluttershy.”
>It rolls its eyes. You don’t know how you tell that, since its eyes are black, but it was just his facial expression.
>It motions to Fluttershy for a moment before bringing both of its paws up and shakes them, like he was strangling someone.
“Look, it’s cool that you’re trying to protect her. I dig that, it’s admirable. But I’m not gonna hurt her.”
>Even if you were, you could just step on this rabbit to take him out. Hell, it /has/ been a while since you had meat…
>Twilight didn’t count. Neither did that dragon.
>He lifted his little bunny paws and took a boxing stance.
“…Seriously?”
>You had to admit, it was kind of cute.
>F: “Oh, hello Anon! Um, who are you talking to?”
>You look back down to see that the bunny is gone. You look back up to her and shrug.
“Just a little critter that thought I was here to hurt you. I explained that I’m just here for… business.”
>She got a light blush. “Um, business? /Business/ business?”
“Well, Rarity said you wanted to see me. I’m here to try to talk you out of it.”
>F: “Oh. Um… We can talk over tea, if you want.”
>You look around and see several animals staring at you.
“That would be nice, but I really don’t want to intrude.”
>F: “Oh, it’s no problem.”


>You know better than to try to dissuade a pony from being polite. Especially one as kind as Fluttershy is purported to be. You could do it, but she would look guilty the entire time.
>She led the way into her home. You had only been inside of it once, when you first got to Equestria. You were too busy panicking to pay much attention to the décor. It was full of animal stuff. Birdhouses, mouse holes, cat posts, small beds, and several other things.
>It’s a wonder you couldn’t smell this place all the way from Ponyville, but somehow there was no manner of bad odor at all. You knew better than to ask how.
>F: “You can wait out here. Um, if you don’t mind that is.”
“This is fine, as long as I don’t have several animals trying to attack me.”
>F: “Oh no, they’re perfectly well behaved!”
>She looked ready to defend her animals even more, but you honestly didn’t care. You never got along with little critters. That included ponies and horses, though, and look where you are now.
“If you say so, Flutters.”
>She looked surprised when you called her that, but she didn’t comment. She just gave you a bit of a nervous look and walked into the kitchen as you carefully sat on her couch.
>Well, after poking it a few times to make sure there weren’t any rats under the cushions.
>You look around the small home until Fluttershy comes out, carrying a tray of tea on her back. You jump up to take it from her, not wanting to risk her spilling it with an errant step.
>She smiles gratefully as you set it on a table and sit back down on the couch. She joined you and passed one of the two cups your way. It was already poured.


“Thank you, Fluttershy.”
>You lightly sip at it, not much caring for tea. You were an American, dammit. You drink coffee, not tea.
>But ponies can’t into trade, so they don’t have coffee beans.
>You’ve gotten used to the watery pony tea, but this seems a lot stronger than what you’re used to.
“Now, Fluttershy, I have to ask: Why would you want… someone like me?”
>You drink a bit more of the tea while she tries to formulate some manner of response.
>For tea it was pretty good.
>F: “Oh, well… You know how I’m not… not very much of a pony’s pony.”
>That made no sense to you. If you had to translate, you would say ‘people person.’
>F: “I’ve never… Or at least I don’t think I would ever… Ohhh, I don’t know how to say it!”
“You’re afraid of being a forever alone and you don’t want to let a chance go if you think you can take it?”
>Are foreveralone neckbeards a thing here? You wouldn’t be surprised, but it’s hardly your place to judge.
>F: “Um… yes.” She barely just got that yes out. She was really blushing up a storm.
“Fluttershy, a mare’s first time—or any female’s first time—should be special. It’s not like a guy. We don’t really lose anything from it, not like you.”
>Or at least, you think mares have hymens. Either way, you know that a female virgin’s first time usually hurts and there is occasionally blood involved. You didn’t want to have to deal with that.
>F: “You… you wouldn’t be my first.”
>Huh. Well, you know what they say about assuming. You were too polite to ask, but you were curious.
“It still seems very unlike you to do something like this, or at least in my opinion it does. I’m not going to refuse you, but I want you to think about it before we… get started.”


>She wasted no time nodding. “I want this, Anon. Or… I have a… a request, if it’s not too much of a bother.”
>You lift an eyebrow. This’ll be good.
“And what is that, Flutter Butter?”
>She blushed and looked away.
>F: “I-i-i… I want to… I want to be in control.”
>You leaned back a bit. It wasn’t too odd.
“That doesn’t seem unreasonable. Did you have anything specific in mind?”
>She was blushing up a storm, now. Her entire face looked like it had been dyed red.
>F: “Um… Have you ever heard of… a dominatrix?”
>Oh.
>Oh fuck.
“…I have.”
>F: “Can we do that?”
>Maybe you should have just let the big dragon eat you.
“Do you have any experience with it?”
>You were talking slow, trying to think of a way out.
>F: “Um… I’ve read a lot about it! Twilight has all kinds of books…”
>That explains a lot, actually. Twilight gets the kick of the dominated perspective, Fluttershy gets the kick of the dominator. Maybe you should hook them up.
>Nah, that’s a terrible idea. What is this, a fanfiction or something?
“Okay… As long as there’s a safe word that I can use, I’m fine. If that safe word gets used, you are going to stop.”
>F: “But… how will I hear you if you’re gagged?”
“Simple. I won’t be gagged.”
>F: “Isn’t that one of the rules? Twilight was gagged!”
“No, she had a bridle in her mouth. She could still talk, if she could formulate words. But even then, there’s a difference. Twilight enjoyed being punished and humiliated. I don’t.”
>F: “Oh… Okay.”
>She looked disappointed. Almost disappointed enough for you to actually feel bad.


>A few minutes later you were really questioning your sanity. You were strapped down to a table in a shed that you never noticed before. The entire place gave you a bad feel, but you went with it anyway. And you were naked, of course.
>Sometimes you wonder how smart you really are.
>Obviously not very, if you ended up resorting to selling your body for sex.
>Fluttershy was nervously whispering to herself a few feet away, trying to work up the courage to do something. You were content to just lie there, honestly.
>Hell, it wasn’t like you were getting paid.
>F: “Um, Anon?”
>You sigh.
“Yes, mistress?”
>She shivered with delight when she heard that, even though you didn’t sound very enthusiastic.
>F: “Can we… can we get started?”
>You roll your eyes.
“I eagerly await your touch, mistress.”
>Yeah, you weren’t really into this at all.
>F: “Okay…” She walked over to a pile of things you didn’t look at when you walked in. She pulled out a riding crop and walked over to you. She brought it down on your inner thigh with enough force to leave a red welt. You flinched.
“What the hell?”
>She hit you again. “That’s not how you talk to your mistress!”
>You opened your mouth to retort, but closed it after a moment. You weren’t going to get into it while you were strapped down.
>F: “That’s what I thought, slave. You just earned yourself a name. I’m thinking… Toby. Do you like that?”
>You tried to make your voice sound excited.
“Of course, mistress! Whatever pleases you pleases me!”
>She gave a sheepish grin before leaning in and whispering, “Am I doing it right?”
>You nod.
>Her grin widened and she brought the riding crop down on you again. “I didn’t hear you, Toby!”
“Yes, mistress!”


>F: “That’s what I thought!”
>She giggled with glee before trying to get her face back into a frown.
>F: “Now… how should I make my little Toby please me tonight?”
>You didn’t know if she was asking or if she was being rhetorical. You could get punished for answering or not answering.
“Mistress, you could use Toby’s mouth.”
>She brought the crop back down. “Did I say you could talk?”
>You didn’t answer.
>F: “But… it is a decent suggestion. Very well, Toby. Mistress Fluttershy will grant your desire.”
>You just had to open your mouth.
>Her wings open a little and she flutters on top of the table, her body straddling yours. She lifts a hoof to your face. “Clean my hoof, Toby.”
>This is not your fetish. She sees your hesitation and pauses.
>F: “Um, if that’s alright with you…”
>You roll your eyes and lean up to lick her hoof. It’s pretty much tasteless, thankfully. And from the feel of it, she washed it or rubbed it off before hopping on the table.
>She was letting off cute little squeaks while you were licking it. When you finally had it saturated, she pulled it away. “Now what do you say, Toby?”
“Thank you for letting me clean your hoof, Mistress.”
>More like, thank you for cleaning it beforehand.
>She gives you another smile and squee before seriousing up again.
>She turns so that her tail is tickling your nose and lays down on your chest, her everything stuffed in your face with her tail draping over the top of your head.
>F: “Get to work, Toby. And you better pick the right hole.”
>The fuck is that suppo—Oh eww!
>From where you were, you could definitely see both holes. Her sex was really moist, at this point. Her other, darker hole was sitting there, glaring at you.


>Yeah, no. Not unless you have to.
>You reach your tongue out and caress her marehood. She moans for a moment before pushing herself down, presenting the exit only hole.
>F: “Toby doesn’t deserve to taste my precious hole!” She hit you with the riding crop again, going for your feet. That shit hurt, too!
“Time out. Fluttershy, don’t hit my feet or hands. Those are really sensitive for humans.”
>F: “Oh, I’m so sorry!” She hopped up. “Do I need to get some ice?”
“No, no. I’m fine. Just don’t do it in the future, please. Time in.”
>She plopped back down on your chest. “Well?”
>You didn’t really want to… But there was no telling what kind of crazy shit customers might make you do on down the road. You suppose Rarity was right that you did need practice.
>You reach out and gently tongue her anus. She gasps as you continue to prod at her back door with your tongue, not daring to actually enter yet.
>Some very disturbing thoughts occurred to you while you were prodding around, but you didn’t let any of them into the forefront of your mind. She didn’t have any bad tastes, and that was good enough for you.
>F: “Toby, inside.”
>Balls. You shed what little dignity you liked to pretend you had left and let your tongue push into her tightest hole. She pushes back into you, making you get deeper than you intended.
>You close your eyes, letting your tongue work on its own. You were in unfamiliar territory here, and were just acting on instinct.
>Apparently your instincts are good for something. You feel her front hooves wrapping around your legs as she continued to pant and moan. She was really getting into it.


>You start wiggling your tongue around inside. You don’t have very much room to work with, since she’s so damn tight. But she doesn’t seem to have any bad tastes, so you could explore as you needed.
>Her back hooves started gently tapping on the table, trying to kick out or something. You imagine it would be cute, if you weren’t where you were.
>You had no idea how long you played with her like that, but it was kind of boring for you. It would have been nice if you could move, so you could actually start doing things.
>But stopping to make that suggestion to... ugh, /mistress/ Fluttershy would probably be a bad idea.
>Man, you felt her winking against your chin, dripping her juices all down your neck. You could feel them running down onto your back, finally dripping off and pooling on the table beneath you both.
>And when she finally came, you felt even more juices moving down, until she pulled her black ring away from you and forced your lips to her snatch. “Drink me!”
>You did so, lacking any other choice. It was kind of nasty that your tongue went from where it did to here, but it was also kind of nasty that your tongue was there at all.
>When Fluttershy finally rode out her orgasm, she shakily stood off you and turned around.
>F: “You did well, Toby.” She leaned in close and whispered. “That wasn’t too much, was it?”
“No, mistress.”
>She pulled away, grinning. “You may make a request, Toby.
“May Toby use his arms, mistress? It would make him better at pleasing you.”
>F: “Oh! Um… Okay…”
>She carefully undoes the straps around your arms, letting you move them. You stretch a bit, not liking the feel of being strapped down.


>F: “Now that you have your hands back… Caress my wings, Toby.”
>…What?
“Um. Yes, mistress.”
>Maybe it feels good for them or something.
>It was at that point that you actually noticed that her wings were standing straight up.
>Huh. Maybe it’s a sex thing.
>Your mind goes to the times Rainbow Dash asked you to massage her wings after a while of flying.
>Man, Rainbow’s more loyal than that. She’s not like Rarity.
>Fluttershy plops down on your chest again, her face towards yours. She was still very flushed, and seemed very happy about the mess she made on you.
“Time out. Fluttershy, are wings erogenous zones on pegasi?”
>She blinked. “Oh, yes! They’re very sensitive. It’s just pegasi that are like that, though. I don’t know why…”
>You need better friends.
“Time in…”
>You lifted your hands out and lightly caressed the insides of her wings. The feathers ruffled at your touch and she moaned slightly. You felt her legs open a bit on your lower stomach.
>You didn’t really know what you were doing here, so you just ran your hands up and down the lengths of her wings, running along the feathers and stopping at any particular spot she seems to enjoy more than others.
>It didn’t take nearly as long for her to cum this time. Ponies dig the hands, man.
>When she recovered a bit, she said, “You may stop, Toby.”
>You immediately pull your hands away.
>F: “Such a good boy! Maybe you should help Angel become a better pet.”
>You wanted to comment on that, but held your tongue.
>F: “Now, Mistress Fluttershy needs you, Toby.”
>She stood and inched back. She slowly lowered herself so that she was just over your manhood.
>F: “What does a good Toby say?”


“Please, mistress.”
>She nodded. “That’s right. Now, if you cum before me,” she giggled at the word cum, “you’re in for it, mister!”
>With that, she finally lowered her winking snatch onto you, slowly taking more and more of you until she was finally haunch deep inside.
>She sighed, grinding slightly. “Such a good, good boy,” she whispered as she let herself adjust.
“I’m glad Toby pleases, mistress.”
>She cracks the riding crop down on your chest. “Did I say you could speak?”
>You looked away, preferring not to risk meeting her eyes.
>F: “Oh, that wasn’t too much, was it?”
“No, mistress. Toby spoke out of turn and had to be punished.”
>God, that name was getting on your nerves. Where the fuck did she even come up with that?
>She giggled. “You’re good at this.”
>You didn’t comment. She began slowly riding you, taking time on each pump to grind. It felt good, but you knew mares didn’t have any kind of stamina.
>Man, if you ever /do/ get home, you wonder if you could buy a pony for whenever you… get bored.
>…Oh God, it’s too late for you!
>From the feel of things, it’s also too late for Fluttershy. She messily cums on you, seizing up and squeezing your member just wonderfully. She might not be a virgin, but she is really tight.
>She sits on you, member deep inside her. Her front hooves were on your stomach and it looked like she was trying to hold herself up as she panted and drooled a bit, letting the spit drip down and combine with her sex juices.


>F: “Toby… Toby deserves a treat.”
“Not until mistress is done!”
>The grin on her face turned from a lusty one into an adorable one. “Aww…” She shook her head and readied the riding crop. “Is Toby disagreeing with me?”
“Toby is just thinking of mistress!”
>She set the riding crop down. “Yes… I am a kind mistress. I will punish you in a… different way.”
>She picked herself up off your manhood and waddled back to the pile of things she left on the floor.
>She rummaged around until she pulled out a saddle and a bridle. “How would Toby like to be my mount?”
>Any vestiges of a grin you had disappeared at that.
>You sigh. What the customer wants…
“Yes, mistress.”