Just to note, the profile pic (made by putting together two different pieces of fan-art) gives a pretty good visual to how Twilight's body (and ass) shape is, so refer to that when it starts being described in this chapter.

...Yeah, normally this would be the time for me to regret a decision leading up to all of this, but... eh, I don't really feel like complaining.

Oh, I'm nervous, nervous as fuck, but... a dare's a dare. And they know me; I don't really back down from 'em.

...Alright, maybe I really didn't want to do it. At all. For the risk of embarrassing myself. But I'm giving in now. Don't really want to upset someone in a drunken phase, especially someone I just fucked stupid five minutes ago.

So here I am, kneeling on the couch, right behind where Twilight is laying belly-down, and she doesn't notice a thing because she's out cold. Thankfully, that means she won't be able to feel anything happening on her or around her 'till she wakes up. Even then, there's still a bit of pressure of her waking up any moment now.

Peering down on her like an odd little 'Peeping Tom', I kinda gotta say; I feel pretty charmed to sitting behind her, mainly because... she's got quite a curvy ass. No, I'm not crazy; I really love to admit this to myself within my noggin on an occasion.

It's just... the jeans she wears, man. They are the skinniest pair I've seen on her, and it really shows off all the curves on the waist and right down to her legs. It leaves pretty fuckin' little to the imagination. The sculpture, the beauty, the ridiculous hotness. If there's a wonder why Sunset's daring me to cum on her, it's probably dat ass that she's talking about. Oh, and it really gets better with her position; face down, ass way up, about up to chest level. Staring down, I bet I could just bend down and lay my face on her ass like a pillow, and just motorboat right on her. Unfortunately, I think it's just fapping on her and spewing on her. If it's her ass I have to target, then fuck it.

Okay, I really can't help but advance further, especially since this dragon member is still hard and throbbing like my heartbeat traveled down to my loins, and it's just out in the wind like nothing, and Sunset's kneeling right behind me, breathing down on my shoulder in anticipation. With how buzzed she's gotten, this must feel like lighting up fireworks and watching them go for the first time. Well, got to get started on the fireworks in my loins. ...Man I suck at wordplay.

I start going to town on my little dragon, rubbing it up and down routinely. It doesn't catch me at first, but I think the downtime between me making Sunset squirt all over the place and me shafting right behind Twilight while she's sleeping is keeping me far from cumming, so it's not going to be a squirt-and-go type of deal. I guess I might have to work for it as much as possible. So I try thrusting my hand down my shaft harder and faster, and Sunset is really getting an eyeful behind me.

...Okay, yeah, I can't focus. Not at all. Usually, I get the shaftin' going alone, or at least whenever no-one's paying attention if I get desperate. Having someone watch me fap like this, it's... it's really distracting.

"You, uh... you havin' trouble over there?" Sunset asks me; now she's resting her head on my shoulder, watching over my dick, almost like she wants to go for seconds on it.

I assure her, "No-no, I-I got this..."

I haven't got this. Not yet. It's really kind of a bother; I think everything rising up in my cock just... fell back down to square one. At least I got it wet and sticky, that's gotta help.

Shlick-shlick-shlick...shlick-shlick-shlick...

...Rrgh!

"Dammit..." I hear myself let out a little bit of frustration through my lips. There goes 'smooth and easy cruising', especially after fucking Shimmer silly. I mean, how does that memory not help me cum?

Sunset sighs right into my ear, almost sounding disappointed. Shit, I don't think I'm helping things at this point...

"Alright, move..."

And then she shoves past to sit in front of me. I can see she knows I need help; I kinda wanted to try getting this done on my own, but... well, the plus of the leather on her brushing on my cock again is starting to encourage me a little.

"Sorry," Sunset briefly apologizes to me, adjusting herself in front of me, "but I think you need a little help getting a little more fuel down there. Just give me... give me a second..."

Now she's starting to pull her jeans back down; looks like she does want to go for round two after all.

She turns and grips onto my member lightly, exposing her butt over her pulled-down jeans as she leads me back inside her slowly and carefully. If this is what it takes to get me cumming on Twilight, beyond all the absurdity of doing this act, and the fact that I've shot my load on Twilight by complete accident a few months ago, then I'm not complaining at all.

Alright, I'm slowly re-entering her—holy crap, it's still tight as ever... think it's gotten tighter-

Wait.

Yeeaaah...

Yep. She's shoving my dick up her ass.

Even better.

The pre-cum on my dick is helping wonders for Sunset wanting to take it up the ass. I'm already starting to throb again, as I just ease in further and further until my balls just lightly begin to rub on her pussy. Balls-deep ass fucking sounds like the best plan in this situation, cause I'm really feeling the power of her booty on me.

I moan deeply as I wrap my hands around her hits and keep all my inches up her shitter for just a few seconds longer. Just let me savor the moment.

"Yeaah... I knew you'd fuckin' like it..." Shimmer tells me, licking her lips, enticing me to keep going. I'm honestly surprised she doesn't feel much of any pain getting me in her asshole like this. Maybe she's gone a round up there before, with a toy or something. I dunno, it seems like I'm able to enter, but she still felt tight as hell, so I can guarantee this is her first legit cock up the booty.,

Anyways, I start the anal action with some little thrusts into her, just a couple inches in and out to start with her. She coos beneath me, bending down, as she actually starts to rest her head on Twilight's butt. If she wasn't so drunk over her ass, she would've woken up right now.

I begin to pull back out of Sunset a little further, inch by inch, with every few more thrusts back and forth. My grip on her curves grows tighter, as I dedicate this whole moment to pounding this red-and-yellow attack of hotness's backdoor. Add that up with my ballsack slapping her glossy vag, and it's paradise from here until the white fireworks shoot.

I can tell Sunset's holding back all kinds of screams, with her putting a hand to her mouth to muffle her pleasure. I assume she's about as precautious as I am about potentially waking Twilight from her booze-fueled coma, and I don't blame her for trying to help us out. I don't want to let her down and fail this dare so suddenly.

I'm getting faster, nearly reaching my thrust-per-second limit. I'm as deep as I can go, deep enough to smack her ass with my crotch with every single incoming thrust. I dig my nails into her hips, and look up to the sky with my tongue whipping around in the air. Aw hell yeah, this is the moment that makes my hard-knock school year fuckin' worth it!

This is getting me so high on the pleasure that I'm starting to get a good look at all the positives with this dare, while taking Sunset from the backdoor so intensely.

Mainly, all the opportunities I missed with Twilight's big, curvy, bouncin' fuckin' butt!

All my life I haven't been paying attention to it, but now that I'm 18 and able to pounce on a bitch's ass like this, it hit me like a ton of bricks how hot Twilight is from behind, pretty much #2 to the woman of my dreams in Sunset Shimmer.

My imagination is going absolutely nuts, about junkie-addict-level bonkers, with the thought of the outcome coming soon (and yes, pun com-fucking-pletely intended).

I can see it now; the ropes of jizz shooting out of me after I pull out of Sunny's ass, beginning to rain down from the ceiling onto Sparkle's jeans with little splatter after splatter.

All the cum, rope after rope, painting Twilight's ass white with jizzum, shining in the glistening light in the most beautiful image of both mine and Sunset Shimmer's life, with curves to die for quaking before us and-

And...

Here goes...

"Nnngh, fuck, I'm gonna cum-!"

With only that little warning shouted through my teeth, through a deep groan, I pull out of Sunset just as she begins to reach her own pleasurable breaking point, and my cock slips just below her pussy.

As I lift Sunset's leathery jeans back up to her hips, she wraps an arm over my head, as I keep my grip on her pants for just a few moments longer.

"Oh fuck yeah..." She moans as she rubs her leathered slit over my dragon-cock, ready to make us both reach our climax.

Seconds pass as I feel it sliding up and out of me, "Oh fuck, I'm c—I'm cuhhh-!"

Shimmer follows suit, "Yeah, m-me too!"

She squeals as she feels herself letting go, just as the cum shoots out of my tip and begins splattering onto the ass of the sleeping booty-beauty that is my best friend Twilight Sparkle.

The only sounds coming through the house are of the both of us moaning in orgasm, and the faint spurts and wetness landing on Twilight's rear bumper.

For a moment, I almost black out as my load slowly runs thin and then fade. I swear I can feel Sunset's juices slowly soaking through the leather, and begin to drip down on the futon.

After a moment to catch our breaths, and get off our peaks of pleasure, I come up with a little smile to express my gratitude towards Sunset.

"That... holy shit that was awesome..." I say through my panting, which is slowly fading away.

"Anything for the guy I love..." Sunset responds to me. I notice that she isn't really looking towards my direction, more that she's staring down at the masterpiece of white on Twilight's back and butt. She really likes what my cock's whipped up on the bookworm before us.

"Well... I'm feelin'... fuckin' tired..." She then says, as she holds her head for a moment, and starts to get off the couch, "I think I'm gonna go and crash on a bed somewhere..."

Yeah, there's just one more thing...

"Whoa, hold on a sec, Sunny..." I grab onto her shoulder to stop her from getting up. I've still got one more plan to even things up. "I've done my dare... now you do yours."

Sunset looks back, looking quite amused for the most part. "Oh, really?" She curiously smiles towards me, awaiting my request.

I adjust her head to turn back to the jizz-dressed prize before us. "You see all the cum I got on her because of you?"

Then I lean closer to her head and whisper deeply...

"I dare you to lick it clean."

From the side of her head I see from whispering into her ear, I see a deviant little smile on her face, almost like that's all she wanted to hear from me.

"Challenge accepted." She responds, right before ducking back down and treating herself to a little bit of ass.

The imagery was pretty damn satisfying; you think cumming on Sunset Shimmer's leathery ass and then later shoving a dick up it with little resistance would be a beautiful sight for someone like me? Just watch her slurping and licking up all the cum on Twilight's drenched butt like a cat to milk. Fucking amazing. She's leaving no jizzed-on spot left unchecked, and her tongue is working wonders on those tight pair of jeans on Sparkle's big sparklin' ass.

God damn, I wish I had my phone on me right now. This would probably earn me millions of views on PornHub if I was lucky.

It took longer than you'd think, about close to a minute for Sunset to get every last drop of cum off Twilight's ass using only her mouth; that's a lot of built-up sexual frustration that I've shot all over her.

On a big plus side, at least this dare helps in the way that we're practically getting rid of any evidence that I ever came on Twilight's rump.

After completing her task as I requested, I beckon Sunset towards me, and she turns around to meet me and my still-glazed cock. For a moment, I let her stuck on the tip of my cock for a moment, just to slurp up what drips were left of the cum flushing out of my body.

Such a sexual powerhouse she and I make together. It's like clockwork chemistry, putting us together so we can explode together.

Taking her lips off my mostly-erect cock, Sunset smiles and chuckles as she looks up to me and offers me by asking, "So, you wanna take this upstairs? Maybe this time, I'll let you cum inside me."

I gleam back once she finished asking.

A sexual powerhouse indeed.

It's good to be back. Apologies for such delay after almost three months. I blame TEW2013 and 2016 for taking away much of the time I would've spent on the stories I currently have in progress, including this one.

I hope you enjoyed the conclusion of this three-part story of love and beauty. Until next time...