-Agree to track and spy on Captain Ray

You take a deep breath and face Princess Celestia and Princess Luna. “I’ll do it. I’ll follow Ray and find out what he’s up to.”

Princess Celestia nods and bows her head, along with her sister. “Thank you. We are forever in debt to your dedication.” Celestia says.

“No! No, you can’t go!” somepony shouts. Everypony’s attention turns to the pony who caused the outburst: Rainbow Dash.

“Please, don’t make him go! I can’t lose him!” she pleads desperately.

“Dash, it’s okay. I’ll be fine.” you try to reassure her, but she refuses to listen.

“I won’t let him go by himself. No way! If he goes, I’m going with him.” Dash stubbornly said.

Luna stood up and looks at you. “We have no objection should you wish to not go alone. But it’s going to be dangerous, so be careful if you take anypony with you.”

Celestia nodded in agreement. “My sister and I will gather as much information as we can for you. Take the rest of today to prepare, and come back tomorrow morning. We shall leave it up to you to decide if you should go alone or not.”

With a quick bow, you and your companions all head back to your home. Everypony is quiet on the short walk home, and once home you and Dash return to your room while Soarin and Spitfire return to theirs. Once alone, Rainbow breaks down and faces you once more.

“You’re not really going to go, are you?” she asks you.

You nod your head. “I have to, somepony has to stop him. Nopony else knows what he’s capable of.”

“Except me!” Rainbow objects. “I’m pretty sure I know him better than you do. Please, if you’re going to go, take me with you. I don’t want to be without you. If something happened… if something happened to you, I’d rather die with you than live without you.”

“Rainbow, you don’t mean that.” you say, but her glare at you proves that she meant every word. “I’ll be right back.” you tell her, kissing her lightly on the lips before leaving her alone in your room.

Thinking you would find peace and quiet in the living room, you are proven wrong. Loud shouting can be heard from the other bedroom, the unmistakable voices of Spitfire and Soarin reaching your ears easily.

“…can’t believe you don’t want me to go also!”

“I told you, it’s too dangerous! Besides, he didn’t even want Rainbow Dash to go. Why would he have you go?”

“Because I can help him, he needs my expertise! I’m not captain of the Wonderbolts for nothing, you know!”

“Then I’ll go instead, I’m just as good as you are with tracking!”

“NO! This is something I need to do myself! Jeez, I thought you of all ponies would understand! I guess I was wrong!”

The door to the guest bedroom bursts open and Spitfire comes streaking out, racing out the front door and taking off into the sky in frustration. Soarin comes walking out a few moments later, looking emotionally exhausted. You lock eyes with him and motion for him to sit down with you to talk. Grabbing two cold hard apple ciders, you toss one to him and knock back half of the cold brew. “So what’s wrong with Spitfire?” you ask.

Soarin downs over half of his drink as well. “She’s been furious ever since Princess Celestia told us about Captain Ray. As soon as we came back here she started packing to go with you, but when I tried to stop her she began yelling at me for trying to stop her.”

You gulp nervously. “You don’t think she flew off North on her own just now, do you?” you ask, afraid that Spitfire overreacted.

Soarin shook his head. “No, when she gets pissed off she’ll fly around to let off some steam. She’ll probably spend a few hours on the roof afterwards.”

You sigh with relief and down the rest of your cider before getting two drinks more for you and Soarin. “She wants to go that bad?” you ask.

Soarin nods, looking depressed. “Yeah, she does. When we were trapped in Cloudsdale she changed. All she could think about was revenge and killing Captain Ray. I managed to somehow calm her down recently, but it looks like this recent news has her fired up again.”

Soarin looks up at you. “What about Rainbow Dash, how is she doing? She’s not serious about going with you too, is she?”

It’s your turn to nod glumly. “Yeah, she’s serious. She said she’d rather die than live without me. But I can’t take her, especially knowing what Ray would do to her if he got his claws on her again. He would just kill me, but her… I can’t even imagine what he’d do with her again.”

Soarin stands up and finishes off his second apple cider. “Maybe we should try talking again. I’ll talk to Rainbow and you can speak with Spitfire. She’s probably on the roof by now.”

You nod in agreement and walk outside, looking at the city before you. Most ponies are still going about their day, gossiping about the griffon attack. You shake your head, wishing you could go back to a life free of the dark burden you now carry, but quickly cast those thoughts aside. Flapping your wings you ascend to the roof of your apartment building, finding Spitfire lying on her back on the roof staring at the sky. You land and cautiously walk up to her, unsure of how she’ll react to you interrupting her.

“Being a Wonderbolt is more than putting on shows and making appearances at parties.” Spitfire says without turning her head away from the sky. “We do a lot. We oversee the weather plans for Equestria. We fly supplies to remote villages that can’t be reached by hoof. But those aren’t our main purpose. That’s not why I joined the Wonderbolts. We’re here to help anypony in need. We do tons of search and rescue missions for ponies all over Equestria. We provide protection to anypony who may be threatened. We’re here to protect Equestria.”

Suddenly Spitfire jumps up, stomping her hoof in frustration as she faces you with tears pouring down her face. “We’re supposed to protect Equestria! No matter what! Equestria is at war and a city is now about to be attacked! Fleur’s been kidnapped and Northern Lights was killed! I lost part of my team! We have to do something, we have to stop that scumbag now! Why won’t Soarin listen to me? Why doesn’t he see that I need to go with you?”

Her rant over, she lowers her head as she cries. You pull her against you and hold her while she lets her emotions pour out. After a good fifteen minutes she finally calms down and stops crying. She pulls away from you and wipes the tear trails from her face before facing you again.

“You understand what I mean, right? You know I’d be useful if I went with you on this mission. Please, I need this closure.”

While bringing Spitfire would probably be useful due her all her training, you think of how Soarin would react if you came home without her. “If you came with me, what would the Wonderbolts do? They need their leader, especially with the threat against Los Pegasus.”

“I’d be stuck in Cloudsdale anyway if I stayed here. Besides, Soarin is more than capable of taking over my duties in my absence. Actually, I think the Wonderbolts would be better off with him in charge right now, maybe for good.” she says.

Before you can say anything she brings her face close to yours and stroked your cheek with her hoof. “I know the decision ultimately is yours, and I trust you to choose the right thing. Just… just, please, be safe. I don’t want to lose you. I know you’re with Rainbow Dash and I’m, well, I’m with Soarin now, but I still love you. I love you more than you know.”

She leans in and kisses you gently, holding her lips against yours for a few seconds before reluctantly pulling back. She sprawls back out on her back and returns to gaze at the blue sky. “I’ll be back down in a bit. Tell Soarin not to worry, I won’t yell at him anymore.” she says.

You fly back down and return to your apartment to find Soarin standing outside your bedroom door. He turns to you as you call his name and tell him that Spitfire is doing okay and is much calmer now. When you ask Soarin how his talk with Rainbow Dash went he blushes slightly.

“I, uh, I didn’t get a chance to yet. She won’t open the door or talk to me. Sorry.” he admits sheepishly.

“Don’t worry about it.” you tell him. Soarin returns to his room as you knock on the door. “Rainbow, you okay? It’s me.” you call out.

You hear her trot over and the door finally opens. As you walk in she steps back with her tail curled between her legs in fear.

“Master… I’m sorry. I shouldn’t have yelled at you like that.” she says softly. “I just, I… I don’t want to be alone without you.”

“It’s okay, Rainbow, don’t be sorry.” you say. You were actually happy that she had the courage to shout at you before as her old self seemed to finally be coming back out.

“No, it’s not okay.” she says. “A slave has no right to speak to her Master like that.”

You can’t help but wince as she calls herself a slave, but before you can do anything Dash kneels down and hangs her head.

“I deserve to be punished. I need to be punished harshly.” she says submissively. “You’ll hurt me tonight, right? I promise I won’t speak out like that again, but I need to be punished for my disloyalty.”

You can only nod sadly as you lift Dash’s head up to look into her eyes. “I… I will. I’ll hurt you.” you manage to say.

“Thank you, Master.” she says, kissing your hoof.

The rest of the day passes by without much happening. Spitfire comes down from the roof after an hour and makes up with Soarin, both Wonderbolts kissing affectionately as a sign of forgiveness. Rainbow Dash also comes out from your room and joins the three of you in the living room. All for of you talk about anything you can to avoid talking about what is on everypony’s mind; will you allow anypony to accompany you on your mission to track Ray?

As the afternoon nears its end and the sun begins to set you decide to head to bed. Soarin and Spitfire bid you and Rainbow Dash goodnight and return to their room. You start heading to your room but Rainbow doesn’t move.

“Rainbow? What’s wrong?” you ask her.

Rainbow Dash doesn’t move from her spot. Instead, she nervously brushes the ground with a hoof as she takes a deep breath before speaking. “I, um… I still need to, you know, be punished for earlier.”

“Rainbow Dash, it’s okay, really. You don’t need any punishment.” you say, hoping she’ll listen to you for once.

Your words don’t have any effect on her. “Please, Master. You said you would. You said you’d hurt me.” she pleads.

You feel a sick twist in your stomach as you catch Rainbow glancing towards the kitchen; more specifically, the rack of knives hanging on the wall. “Should I punish myself? Is that what you wish?” she asks softly.

“No, wait! Fine. I’ll punish you.” you say, finally giving in. You don’t even want to think of what Dash was about to do to herself, but Rainbow smiles weakly as you submit to her desire for pain.

“Thank you, Master. Don’t hold back.” she says.

You start to head to your room again but Dash still doesn’t move. “Not… not there.” she says when you turn to look back at her.

“What are you talking about? Where would we go instead?” you ask her.

“I… I embarrassed you… I spoke out against you in front of Princess Celestia, and Princess Luna. I humiliated you in public. You should do the same to me.” she says.

You’re caught off guard by her statement. “W-what? No, Rainbow, you don’t… you didn’t…”

She looks at you intently, a hint of fear in her eyes now. “Please, Master, you promised. You don’t need to fuck me in public, just humiliate me somehow. I’ll do whatever you command me to do.”

You fight back the building tears in your eyes as you give in to her wishes. “If that’s what will make you happy.” you say. You go to your room and retrieve a box hidden in your closet, taking out two large twin vibrators. The two horse-shaped toys had been left over from a marefriend back when you were a simple freelance courier, and you had honestly forgotten about the small box of kinky toys until Dash moved in. While your ex-marefriend had been able to use the large toys with just a hint of trouble, you didn’t even try to use them on Dash’s smaller, tighter figure. You stare at them with some sadness as you try to think of an alternative solution to what you have in mind, but you’re unable to think of any other solution that would satisfy Rainbow’s need for torture.

You return to where Dash is standing and stand the vibrators up on the floor, almost touching each other. “Go ahead, put them in yourself.” you command.

Dash nods, walking over and squats over the two toys. She lowers herself until both flared heads are pressed firmly against both of her openings. She grimaces as she tries to force herself down onto them but seems to be struggling more than you thought. It suddenly hits you; she’s trying to impale herself with no lubrication.

“Wait, hold on!” you say too late. Before you can finish your sentence Dash lets out a short cry as she forces her body down with all her strength. She bites down on one of her forelegs to stop from alerting Spitfire and Soarin in their room, not wanting them to see her forcing herself onto two massive toys in the middle of the living room. You can only watch as she takes more of the two shafts into her body, and you swear you see a small trickle of blood running down the vibrator that’s in her ass.

After a few minutes Rainbow bottoms out, her pussy completely filled and her ass unable to take any more without tearing open. Both vibrators still have an inch or two sticking out of her body, clearly visible to anypony staring at her flank. But despite everything going on Dash smiles at you as she stand back up. “M-Master, I did it. S-see?” she says proudly, turning her flank to you and raising her tail.

“Y-yeah. Good job.” you say, unable to look away from her stretched holes. Dash turns around and takes a step towards you, but she soon freezes and her eyes go wide as merely walking causes a somewhat painful shift in her gut due to the two vibrators.

“Ah! I’m sorry.” she says, trying her best to ignore the uncomfortable sensation as she takes another step and kisses you. “What do you want me to do now, Master?”

You want to tell her that she’s done enough, that she can take the toys out of her and you’ll make her feel better. But you can’t; she won’t allow it. Instead, you try to appease her without hurting her. “I want you to the store and get a bottle of lubricant. You can’t take the vibrators out of your body or turn them off once I turn them on here. Don’t speak to anypony except at the store.” you say, reaching towards Dash’s crotch and setting both vibrators to ‘random’.

You give Dash a quick kiss before she turns to leave. She delicately takes each step slower than normal due to the two toys stuffing her holes. Her tail remains pressed against her rear in an attempt to hide the ends of the vibrators sticking out of her ass and pussy, though there’s nothing she can do about the soft buzzing noises coming from her rear. She leaves your apartment and walks awkwardly down the road to the destination you set, determined to do as you commanded.

Once she’s out of sight you close the front door and let out a small sob. Even though the store you sent her to is almost clear across town, the route she has to take is the quietest you can think of and the chances of her being caught with two toys stuffed inside of her should be none. You also had a reason to send her to pick up lubricant; you couldn’t get the sight of her ass bleeding slightly when she impaled herself and want to make sure she didn’t hurt herself too badly, nor hurt herself again should she decide to do this act of punishment again. But despite all your consideration and planning, you still feel sickened by this whole ordeal. You can’t help but look over at the knives in your kitchen, wondering how painful it would be to slit your own throat and end this nightmare…

Only five blocks from her start Dash was having trouble. The vibrators had started running at a low setting, sending a soothing wave of pleasure through both of her holes. Dash had managed to find an awkward walk that allowed her to move without shifting the two vibrators too much, but once she reached her current position the two vibrators kicked straight into their highest settings, causing Dash to let out a shriek of surprise. She froze in the middle of the thankfully deserted street and felt her pussy and ass spasm, and within a few seconds she moaned loudly as her first orgasm since her rape by Iron Rook hit her hard.

Dash’s entire body shook as her orgasm continued for almost twenty seconds. As the vibrators slowed down and returned to their low setting Rainbow was finally able to catch her breath. As her breathing slowed she actually became scared that she had just cum. Not the fact that she just had an orgasm in the middle of the streets of Canterlot, but the fact that it had been so long since she had one she had forgotten how good it felt. But she wasn’t supposed to feel good; she was being punished by her Master…

Dash began to run as best as she could towards her destination, wanting to get back home as quickly as possible. She didn’t want to cum again, but the vibrators seemed to sense her fears and began to alternate between their high and low settings, always opposite of each other. Dash’s running soon became struggled steps as she tried her best to hold back the urge to give in to the pleasure that was beginning to rapidly build inside of her.

“No, noooo… stop! Don’t… mmm!” Dash quietly begged to the inanimate objects inside of her. She sighed as the toys seemed to hear her and resumed their lowest settings, allowing Rainbow to sigh with relief and resume her running.

Not even two steps into her run, the vibrator in her pussy suddenly turned back up to high as the one in her ass began to shoot off long, slow pulses. Unable to muffle herself Dash lets out another cry and trips, falling to the ground as her body responds to the stimulation. Moaning with lust Dash’s body once again shakes and quivers as her second orgasm hits her. Unable to take any more, Rainbow begins to reach back to shut off the vibrators but stops as she remembers her Master’s orders. She retracts her hoof and rides out the rest of her climax, her juices leaving a considerable mark on the street.

Finally giving her a much needed rest the two vibrators once again switch back to low. Panting hard, Dash remains still in the street, unsure if she can make it the rest of the way to her target and back home.

“Uh, miss, are you okay?” a nearby voice calls out. Dash’s eyes grow wide with surprise and fear as she looks in the direction the voice came from. Standing outside one of the buildings lining the city streets was a male unicorn, his horn glowing as he levitated a shopping bag next to him.

“Um, miss, hello? Are you okay?” the stallion repeated, looking quizzically at the pegasus in front of him.

“Y-yeah, I’m fine.” Rainbow managed to say, slowly standing up on shaky legs. The stallion put his bag down and began walking towards Rainbow, causing her to scramble backwards away from him.

“Hey, hold on. I just want to see if you’re okay. You don’t look so good.” the unicorn said. As he came closer to her his ears began to detect a soft buzzing noise coming from the blue pegasus.

“No, really, I’m fine! Stop, you don’t have to… umph!” Rainbow started to say. She failed to look where she was walking, though, and tripped on a loose cobblestone. She lost her balance and fell down once again, landing on her back.

“Ah! Miss, are you o- what in Celestia…” the unicorn said, stunned by what he now saw. Dash’s legs lay spread open, revealing the two toys that she was so desperate to hide. He couldn’t help but let his jaw drop with surprise, the sight before him the last thing he expected to see today.

Dash’s face turned crimson red with embarrassment. “N-n-no, it isn’t what it l-looks like!” she tries to explain, but is cut off as the buzzing noises from her crotch begin to grow. Rainbow lets her head fall back as the vibrator in her ass cranks up to the next level, causing her to involuntarily moan out loud.

The unicorn gulped, unsure of what to do. Here he was in the middle of Canterlot, in front of his home, a pegasus spread out on her back masturbating in plain view of everypony. There was one thing he was sure of, though; he was getting turned on by the sight and sounds of the scene unfolding in front of him. His cock began to harden as he threw caution to the wind and stepped forward, brushing his hoof against her inner thighs. His stroke caused Dash to spread her legs open even more, giving him a clear view of both of her stretched holes.

“Oh wow…” he murmured as his dick finally came to full size. Overcome by lust, he reached forward to pull one of the vibrators out from her body. Wanting to avoid having any fillies right now, he reached for the vibrator inside of her ass and began to tug.

Rainbow’s eyes shot wide open as she felt the vibrator being pulled. With lightning speed she jumped up and flapped her wings to propel herself backwards out of his reach. “No! Don’t! You’ll make my Master upset at me!” she cried out.

The unicorn frantically looked around, scared that somepony may have been watching them. He saw that they were alone, but as he looked back to Dash he saw her running off as fast as she could.

It took a few seconds for the stallion to shake his head and walk back to his bag. The last few minutes had been the most confusing moment of his life, and he wasn’t even sure if what had just happened actually did happen. One thing was sure, though; he had a raging hard on that showed no signs of deflating anytime soon. He sighed and decided to go with plan b and entered his home. “Honey, I’m back.” he called out.

“I’m in here, dear!” his wife called out. As the stallion walked in to the kitchen he saw his wife leaning over the sink washing dishes, her flank exposed for him. He walked towards her, still somewhat disappointed that the slutty pegasus had run away, but at least his wife was better than his hoof…

You glance at the clock for what seemed like the hundredth time. It’s been over an hour since you sent Rainbow Dash on her ‘punishment’ and you were getting extremely worried. Though traveling across Canterlot and back would take almost forty five minutes, Dash’s handicap shouldn’t cause her to be this slow.

Unable to just sit waiting anymore, you get up and head for the front door. As you’re about to reach for the door handle it moves and the door swings open, revealing Rainbow Dash. She drops a small bag from the store you sent her to on the ground at her feet and smiles at you, but the tears streaming down her face tell you that she’s far from happy.

“Rainbow Dash…” you start to say, but she interrupts you.

“Master, I… I did it. I got the lube you wanted. I… I made you happy, right?” she asks between soft sobs.

You’re left speechless, angry at yourself for going too far despite her pleas for punishment. You pull her against you and hug her tightly as she continues to speak.

“I did as you commanded, Master. I walked across the entire city. But I… I’m sorry, I couldn’t stop from cumming. I came, I came a lot. I couldn’t help it. Other ponies saw me. The store clerk, he tried to fuck me.” she admitted. She breaks your embrace and offers another weak smile. “But I didn’t turn off the vibrators, I didn’t take them out. I did what you wanted me to.”

The soft buzzing noise finally registers in your ears, and you finally see that Dash’s tail is swaying back and forth freely. A group of stallions passing by on the street stop in their tracks as one of them notices something odd going on, and as they all turn to look they all undoubtedly have a clear view of the two objects inside of her. You pull Rainbow inside quickly and slam the door shut, guiding Dash back to your room. As she staggers along droplets of her juices fall to the floor from her soaking wet sex, and once in your room she collapses on the floor, completely drained of all her energy.

You quickly turn off the two vibrators and gently pull them out of her. They both slide out easily from her holes and you toss them into the closet. You help Rainbow over to your bed and tuck her in before returning to the hallway to clean up the mess on the floor. With each drop you find on the floor you hate yourself more and more for giving in and punishing Rainbow Dash like that, and you’re beyond lucky that nothing worse had happened to her while she was alone in the city. Wiping up the cum from the floor doesn’t take long, but as you go to throw away the towel you just used your eye catches the knives once again.

With every other pony asleep, you know you won’t be caught should you turn the knife on yourself. You stare at the sharp blade, thinking that taking this cowardly way out is better than you deserve, but you eventually put the knife back reluctantly.

‘No… not yet. I owe it to Dash to stop Ray first.’ you tell yourself. With a heavy sigh of self-hatred you return to your room and climb into bed next to Rainbow Dash.

Wrapping your hooves around her body she gently stirs and turns towards you. “Master…” she says softly.

You shush her and give her a light kiss on the lips. “Go to sleep, Rainbow. Close your eyes.” you gently tell her. She listens to you for once and nods in understanding, falling asleep quickly. You close your eyes and try to calm your anxiety. Tomorrow is going to be a long day.

Morning comes sooner than you wanted it to. Rainbow Dash, Soarin, and Spitfire can all sense the heavy burden you’re carrying and remain silent as you get ready for your journey. Spitfire and Rainbow Dash also prepare, hoping that you allow them both to accompany you on your quest to hunt down Ray. Finally ready, you lead the small group back to the castle where Princess Celestia and Princess Luna are waiting for you.

The guards at the door allow all four of you to enter before they all exit the throne room. “Welcome back, everypony.” Princess Celestia says. “First, is there anything else you may need for your journey? All you have to do is ask.”

You shake your head no, confident that you packed everything you may need for this mission.

Luna nods. “Very good. We regret to tell you that we didn’t manage to retrieve much information since yesterday, but Captain Shining Armor and Princess Cadence are confident that Ray and his small group are actually headed for the mountains beyond the Crystal Empire. They have sent out as many patrols as they can spare to locate exactly where they are hiding, and by the time you get to the Crystal Empire his location should be clear.”

Princess Celestia looks at Rainbow Dash and Spitfire, noticing that they both look like they’re ready to embark on the journey with you. “I take it you have decided to bring some company along with you?” she asks.

You shake your head no but are immediately attacked verbally by both mares.

“Hold on, I thought we had an understanding! You can’t do this to me, I have to go with you!” Spitfire objects.

“You can’t leave me alone! Please, take me with you! If you take Spitfire with you, you have to bring me too!” Dash says firmly.

“Well, if you take Rainbow Dash with you, I’m going too! I’m her superior officer, I need to make sure she’s okay.” Spitfire adds.

You sigh, realizing that there’s no way you can take one without the other. You don’t want to risk taking both mares straight into another of Ray’s traps as you have no idea what he could possibly be doing near the Crystal Empire. However, both Spitfire and Rainbow Dash do have training you don’t have…

-Give in and allow both Rainbow Dash and Spitfire to accompany you.
-It’s too risky. I have to do this alone.

Author's Note

Congratulations, you passed the first choice! Only a bunch more to go...

POLL CLOSED. Whew, that was a close vote...