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A New Beginning

by Harms Way

Chapter 11: Double the Pleasure for Mistress

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"So what do you think, Sunset?" You ask as you and her lay in bed. "You think we should agree to join Vinyl and Octavia for some fun?"

"It does sound like a fun idea." She replies before rolling over to look at you with her beautiful turquoise colored eyes. "I just never thought that they were the kind of couple that was in favor of having another couple join in."

"Same here." You say. "I didn't think that Vinyl was into guys. I kinda figured she just liked girls."

"Well, that just means that there are at least two more places for this to explore." She says before giving your shaft a squeeze. Both you and her had decided to sleep nude since Sunset felt more comfortable like this, not that you didn't mind either. "Speaking of new places to explore..." She continues. "I think Twilight wants a piece of this as well."

"What makes you say that?"

"Well I wrote to her before dinner, telling her of the amazing feeling that you gave me while we were in the shower. The feeling of your dick inside me gave me feelings that I haven't felt in well.... ever!"

"Trying to boost my ego?" You playfully ask, earning a soft kiss on the lips from her.

"If your ego is as big as this..." She says before squeezing your shaft again. "I don't think it needs boosting." You both begin chuckling after she said that. "But anyways." She continues. "Twilight wrote back, saying that she wanted to experience this "fascinating sensation", as she called it, for herself."

"I see." You reply.

"You should be considering yourself to be lucky." She goes on to say. "After all, you'll be taking an Equestrian Princess' virginity."

"What?!"

"Yep." She says. "Twilight's a virgin and she wants you to be her first."

"Wow..." You reply. "That's a... real honor." This statement from the exceedingly attractive and also nude woman laying beside you has left you stunned. Never in your wildest dreams did you think that you'd be sleeping with a Princess, let alone take her virginity. "By the way..." You say, making Sunset's eyes look at you again. "I know that Adagio doesn't mind sharing me with you, Aria, and Sonata. And I'm sure they feel the same. But I just wanted to know something."

"Yes?"

"How do you feel about this whole situation?"

"Anon." She says before placing a hand on your cheek. "If I wasn't alright with it, I would've said something about it by now."

"That's good to hear."

"Besides." She says. "This kind of relationship is actually kinda normal back in Equestria. If a group of mares all wanted to be with the same stallion, then they would form a herd."

"Seriously?"

"Yep." Sunset replies. "I'll admit. There were times back there where I thought that I'd never be part of a herd because I'd want the stallion all to myself. But knowing that you genuinely care for not only me, but the others too, makes me feel comfortable with you being the only guy." After she says this, a knocking sound starts coming from the bedroom door. "Who is it?" Sunset asks.

"You guys still awake in there?" Aria's voice calls out from the other side.

"Yes." You reply. "We're still awake, Mistress Aria."

"Good." She says before opening the door. "I had another rough night at work and I need some relief."

"How bad was it this time?" Sunset asks as Aria steps into the room, taking her shirt off in the process to show off her yellow bra.

"Some guy with blue hair tried flirting with me." She replies. "Said he used to date you."

"Flash tried flirting with you?"

"Yeah." Aria replies. "But before he could try anything, I threw him out of the building. Literally."

This makes you chuckle as you imagine Aria throwing Flash out of the club. "Serves him right for trying to flirt with you, Mistress."

"Damn straight." She says before removing her pants, boots, and socks. Once done, she climbs onto the bed and stands over you as you still lay down next to Sunset. "You know what I miss you doing?" She asks.

"What."

"Sucking on my toes." She replies before lifting one of her bare feet up and slowly moving it to where it is just inches above your mouth. "Get to it and if you do a good job, I'll give you a little reward."

"Y-yes Mistress." You reply before opening your mouth, allowing Aria to slide her big toe in. The taste of her feet after being cooped up inside her boot doesn't really taste good, but you'd do anything to experience the possible reward that she has to offer. As you're doing this, you can feel Sunset's hand wrap around your shaft once again. This makes you look over to her while keeping Aria's toe in your mouth to see Sunset winking at you before she begins to move her hand up and down, gently stroking your cock. From above, you can hear Aria give a pleasurable sigh before she pulls her toe out and places her sole against your lips.

"Clean my foot, slave." She says, making you slowly nod before you slowly press your tongue against her skin. As you run it up and down against her foot, earning soft coos from your Mistress, the feeling of Sunset jerking you off makes you feel good as the taste of Aria's sweaty foot makes you want to gag. "Ohhh yes." She moans before looking down at you. "That's a good little slave." She then turns to look at Sunset. "Get him nice and ready for his reward."

"Should I keep doing this?" Sunset asks as Aria looks down to see Sunset's hand jerking your shaft.

"Yes. Also, get some lube. I want to feel what it's like to have this up my ass."

"Sure thing." Sunset replies before getting up. As she does so, you can see Aria take a good long look at Sunset's ass as she walks over to her dresser.

"You have a nice butt there, Shimmer." She says. "How would you like to become my slave as well?"

"Tempting." Sunset replies as she digs through a drawer. "What would I get if I agree?"

"Anon." Aria says. "Stop for just a moment." You do as she says before Aria pulls her foot away from your mouth and hops off of the bed. She then walks over to Sunset as she is slightly bent over and immediately slides a finger inside Sunset's pussy, earning a sudden gasp from the fiery haired girl as you can see Aria's finger move in and out of Sunset before she slides another one in.

"Ohhhh fuck..." Sunset moans, making Aria smirk as she continues to slide her fingers in and out of the now dripping pussy. "How are you making this feel so good?"

"Years of practice." Aria replies. "Good thing I've had lots of time with Sonata to perfect my technique. So.... what is your answer? Will you be my slave as well? Always willing to do as I say?"

"Y-yes!" Sunset cries out. "If this is what I'd get, then I'd love to be your slave!"

"Good." Aria replies. "Now get that lube and cover Anon's dick with it."

"Y-yes Mistress." Sunset says as Aria pulls her fingers out of her pussy. She then walks back over and stops beside you.

"Be a good boy and clean my fingers." She says before placing her juice coated fingers on your lips. The smell of Sunset's ecstasy makes you sigh with delight before you open your mouth once again, allowing Aria to place them on your tongue. Soon, you begin lapping away at them, making sure to get every last bit of Sunset's delicious juices. As you do so, you suddenly feel your shaft getting very slick as Sunset begins coating it with the lubrication that Aria had asked for.

"Okay." Sunset says. "He is ready."

"Good." Aria replies before pulling her fingers out of your mouth. Looking over, you see her slowly pull her yellow thong down until it falls to the floor. She then climbs back onto the bed before positioning her ass directly above your slick cock. After making sure that everything is lined up perfectly, she turns to look at you. "Are you ready?"

"Yes Mistress." You reply. "Your slave is ready to fuck your ass."

"Excellent." She says before looking back at Sunset. "As I'm giving him his reward, give him something to do as well."

"Yes Mistress." Sunset replies. Without warning, you feel Sunset's hands place themselves against your cheeks as she makes you look at her. Giving you a wink, she proceeds to place her lips against yours, gently beginning to make out with you before you feel Aria's anus on the tip of your dick. Thanks to the lube that Sunset had applied, Aria has no trouble at all of sliding your cock directly up her ass until it is completely inside her.

"Ohhhhh fuck me!" She moans. "This feels so amazing!" As she says this, Sunset's tongue gently forces it's way into your mouth, eager to play with yours as you begin to feel Aria move herself up and down with ease.

"Geesh!" Vinyl's voice calls out from next door. "You guys are at it again? Man, I can't wait to have you guys over."

"Keep your pants on." Aria calls back.

"Uhh... too late for that."

Upon hearing that, both you and Sunset begin to laugh for a bit before the two of you go back to making out.

"This feels so freakin' good!" You think while Aria continues to slide your cock in and out of her warm ass. The feeling of her anus tightly gripping around your shaft makes you moan as she slows her pace in order to stave off your inevitable orgasm. The Mistress wanted this to last as long as possible and who were you to deny her wish. As she is doing that, Sunset's tongue has been working it's way around inside your mouth. Her saliva is already well mixed with yours as this has started to get messy.

Soon, you realize that your hands aren't doing anything to repay Sunset for this wonderful feeling. In order to correct this atrocity as quickly as possible, your right hand immediately reaches out and squeezes one of her breasts, earning a muffled moan from her as a response.

"Aww..." Aria says as she looks down at the two of you while she stops and sits on your waist, completely enveloping your dick inside her ass. "My two little slaves look so adorable right now." She then leans forward, while still keeping your shaft within, and gives you a soft kiss on your cheek before you feel her tongue on your skin. Soon, you can feel it intermingling with your's and Sunset's before both of them try to invade your mouth at the same time. Your tongue does its best to defend it's home, but is easily overpowered.

As this is happening, you can hear both Aria and Sunset continue to moan as one of your hands squeezes one of Sunset's breasts while the other is now squeezing one of Aria's. "Anon." Aria says after pulling her tongue back. "How close are you from cumming?"

"If I had to guess..." You reply. "At least five minutes or so if you start up again."

"I see." She says.

"Why?"

"Well..." She replies. "I think we need to break in my new slave here properly." She then leans forward again, this time sliding a bit of your shaft out of her ass as she gives one of Sunset's nipples a quick lick. Sunset lets out a moan as soon as Aria's tongue makes contact. "You two wait right here." She says before slowly getting up, gently pulling herself off of your cock. "I'll be right back."

"Yes Mistress." You and Sunset reply at almost the same time. As you watch her leave, your mind begins to wonder as to what Aria has in store.

"So uhh..." Vinyl's voice says from her side of the wall. "Think you guys can swing by tomorrow night for our double date?"

"Sure thing, Vinyl." Sunset replies. "We'd love to."

"Great!" She replies. "Can't wait to have you guys over."

As you begin to imagine what tomorrow night will be like, Sunset's bedroom door opens back up. You look over to see Aria standing in the doorway with a neon red strap-on already fixed around her waist. Sunset lets a small gasp escape her lips as soon as she sees what lies in store for her.

"You didn't think Adagio was the only one of us that had a strap-on, did you?" Aria playfully asks as she begins to make her way back to the bed. "I'll let you decide, my little servant. Which hole would you like for this to go into?"

"Uhh...."

"And whichever one you don't pick will be getting filled by Anon."

"What?!" Sunset cries out in surprise. "Y-you mean.... at the same time?"

"Mmhm." Aria says while getting back on the bed. "After all, I said we need to break you in properly. Let's see if you can handle getting rammed in two places at once."

Sunset audibly gulps at what the former siren said as she looks at both the strap-on and your cock. "I uhh..." She says. "I guess I could take you in my p-pussy."

"Alright then." Aria replies. "So we'll need a bit more lube then since Anon will be occupying your ass."

"Y-yes M-mistress." Sunset stutters in response as she slowly reaches over and grabs the canister of lubricant that she had used earlier. Squirting some into her hand, she proceeds to grab your shaft with it before sliding it up and down, making sure to get it thoroughly coated.

"Have you been rammed in both holes at once before?" Aria asks as Sunset starts getting into position by straddling herself over your waist with her back facing you.

"No."

"Well then, let me explain how it'll work. Anon and I will synchronize ourselves so one is in while the other is out and vice versa."

"Oh uhh.... okay." She replies while lowering herself to where her anus is just barely touching the tip of your cock. Sensing her nervousness, you reach out and rest your hand on her thigh, making her look back at you. You give her a smile and a wink, letting her know that at least you'll take it easy on her. Sunset slowly nods before she begins to lower herself more, her anus now fully rests on the tip of your shaft. Soon, she begins to moan as the lubricant on your cock allows it to begin entering her tight ass. "Ohhhh yes...." She coos while slowly taking more and more of you inside her. "This feels even better than in the shower, Anon!"

You chuckle in response as Sunset's anus finally envelops your entire cock. The feeling of having your shaft inside Sunset's warm ass makes a sigh escape from your lips as Aria positions herself in between your legs.

"Ready for this?" Aria asks, only getting a nod from Sunset in response. With your vision obscured by Sunset's beautiful back, you can only feel Aria's plastic shaft begin to enter from the front. Sunset lifts herself up, gently sliding your cock out of her ass while taking Aria's plastic into her pussy. She then began to lower herself again on you, moaning uncontrollably while doing so, as Aria pulls out. "Not bad." Aria says. "I've definitely seen worse. But now, lets see if you can withstand this." Sunset stops herself with both your shaft and Aria's inside her.

Looking around Sunset's body, you can see Aria give you a nod, signalling for you to move your hips up. You oblige and push your cock inside before pulling out. Aria begins to follow suit and soon, the two of you are giving Sunset a tidal wave of pleasure as both her ass and pussy are being rammed. With each thrust inward, you feel your inevitable orgasm beginning to build up inside.

"Not yet..." You think while pushing your shaft all the way into Sunset's ass, earning a pleasurable groan from her as you pull out for Aria to shove the plastic cock into her pussy.

"Ohhhhhh sweet Celestia!" Sunset moans as the two of you keep at it. "This feels so freaking amazing!"

"Same can be said... for me." You reply in between breaths while watching Sunset's breasts bounce each time either you or Aria thrust inward. You can tell by the look on Sunset's face that she really likes this and wouldn't want it to end soon. But your orgasm would not be denied any longer. "Sunset!" You grunt before thrusting into her ass again. "I'm about to cum!"

"Do it Anon!" She cries out. "Fill my ass up!"

"I'd say she's earned it." Aria chimes in before she pulls her strap-on completely out, allowing you to thrust in and out a few more times, trying as best you can to prolong the inevitable. The feeling of being inside Sunset's ass is too much to let go of, but alas, you can't hold your orgasm back any longer as you thrust inward for the final blow.

"Ohhhhh yes! I'm cumming!" You groan as your seed explodes into Sunset's ass. Sunset lets out a pleasurable moan as she feels herself being filled again by your cum, but she chooses to keep your shaft inside her ass and lays back to where she is laying on top of you.

"This feels wonderful, Anon." She says before grabbing your hands and placing them on her breasts. "I should let you cum in my ass every night..." You can feel her sweat dripping down onto your skin as you squeeze her breasts gently.

"I'd like that." You reply before feeling Aria hop off the bed.

"Well done, my slaves." She says. "Both of you have done a good job in pleasing your Mistress. Now if you'll excuse me, I have some much needed rest to catch up on." With that said, Aria picks up her clothes and slowly walks out the door, giving both you and Sunset a wink before closing the bedroom door behind her.

After the door completely shuts, Sunset slowly sits back up and gently lets your cock slide out of her ass. "Thank you, Anon." She says while laying back down beside you. "You have no idea how good that felt for me."

"Words couldn't describe the feeling you gave me." You reply before wiping some sweat off of your forehead. "Your ass felt so warm."

"You know..." She says before rolling over to look at you. "If we can have this much fun with you, me, and Aria. Imagine how much we're gonna have when we play with those two." She emphasizes her statement by pointing at the wall. "I have a feeling we won't be forgetting that anytime soon."

"I hear that." You say before letting a long yawn escape your mouth. Sunset responds with a yawn of her own before you wrap your arms around eachother's bodies.

"Good night, Sunset." You say before giving her a kiss on the forehead.

"Good night, Anon." She replies before giving you a kiss on the lips. After that, it doesn't take long before you hear her cute little snores again. This brings a smile to your face as you close your eyes, soon to follow her into a very welcome post-coital slumber.

Author's Notes:

Hello everypony,

Well... it is back! And with plenty more sexy times to come over the horizon. I hope that you guys enjoyed reading this latest addition to the story. :twilightsmile:

I know I said that Vinyl and Tavi might be getting their time in this chapter. But I can promise to you guys that they will have their turn with Sunset and Anon in this upcoming chapter.

Full steam ahead, my fellow bronies and pegasisters.
- Harms Way

Next Chapter: A New Experience (Part One) Estimated time remaining: 40 Minutes
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A New Beginning

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