Braeburn's Misadventures in Manehattan Day 2

Dawn of the second day. 144 Hours remain.

 

Ugh, w-what. You wake up in an unfamiliar bed in a small apartment, the bright morning sun shines through the window, blinding you. A small brown stallion is curled up next to you, he seems vaguely familiar, also your ass feels weird, it kinda hurts.

 

You try to collect yourself, and the earth pony next to you starts to stir, yawning and looking at you with hazy eyes. "Ugh, morning already? Oh hey Braeburn, how long have you been up?"

 

Apparently this pony knows who you are, and you sheepishly answer his question, "n-not long."

 

He looks at you curiously, "Are you alright? You remember what happened last night, right?"

 

Last night? What did happen last night? Your memory is a little fuzzy, and you try to piece together fragments of the previous day's events. You arrived in Manehattan, went out to a bar, had some drinks, your ass is really sore, why is it so sore?

 

"Do you remember who I am?" The brown stallion asks in a mildly concerned tone. That's a good question, but the better question is why is your ass so sore? Wait, did you, and him… it slowly dawns on you, and you still have cum dripping out of you from last night.

 

"Did we…" you trail off, already knowing the answer, and the brown pony just nods.

 

"So you don't remember anything from last night?" The stallion seems to be growing more and more concerned, and you wrack your brain, trying to come up with something to put him at ease.

 

"Caramel." You finally manage to say, you're pretty sure that's his name, and going by his reaction it's safe to say that you're right.

 

"Glad to hear that you at least remember my name." Caramel gives you a small smile. "I would ask if you had fun last night, but it doesn't seem like you remember it too well." He chuckles softly, trying to diffuse the awkward situation that the both of you are currently in.

 

"Yeah, but hey, on the bright side I woke up next to you." You chuckle back, it really wasn't all too bad, Caramel seems like a pretty nice guy, and he is incredibly cute.

 

"Heh yeah, well I'd love to stay and chat, but I really need to get ready for work." He says not so enthusiastically, "I'm going to go take a shower." He looks back at you and notices the cum still dripping out of your ass. "On second thought, why don't you take a shower first."

 

A shower sounded pretty nice right now, you really need to clean yourself up. You look at Caramel and smile, perhaps you could shower together, he could help you get all cleaned up. What do you do?

 

(Shower alone, Shower together, Leave with cum still dripping out of your ass.)

 

"We could shower together," you grin at Caramel, "I'll probably need some help back there, if you know what I mean."

 

"Oh I think I do," Caramel smiles, but his smile slowly fades, "Sadly I have to go to work soon and I don't think…."

 

"Aww please?" You pout and look at Caramel with begging eyes, he is going to have a very hard time saying no.

 

"Alright, but we'll have to make it quick., follow me." You gleefully hop towards Caramel as he leads you into the bathroom and turns on the shower. The two of you get in together, the warm water cascades down your mane and through your fur.

 

Suddenly you feel Caramel's hoof on your butt, "let's get you all nice and clean." You giggle as you he press his snout against your tailhole, looks like he was going to clean you out with his own personal touch. His tongue slides inside your tailhole, and he starts to lick his own cum out of your ass.

 

What Caramel was doing seemed kinda gross to you, and you certainly would never do such a thing, at least not while sober. You couldn't really complain however, as it did feel really good on your end, your rear end that is. Soon enough he was done cleaning you out, but he didn't stop there. Caramel slid his tongue down to your ball sack and started to lick you.

 

Pretty soon your dick was hard enough to cut diamonds, Caramel trotted around to the front of you and greeted your large rod with a little kiss on the tip. "Want me to clean this too?" He didn't wait for you to answer, and started to take your length into his mouth.

 

His mouth felt great on your dick, and you started to push more and more of yourself into him. He sucked your dick hard, tightening his wet mouth around your member, and you tried to shove even more of yourself into his mouth. He popped your dick out of his mouth and looked up at you, "Easy there cowboy, I still gotta breathe you know."

 

You suppose that's true, but a little deepthroating couldn't hurt him, what do you do?

 

(Let Caramel go at his own pace, Thrust into him a little, Choke him with your cock.)

 

Maybe you could just let Caramel go at his own pace, after all, he seems to know what he is doing. He teasingly licks your tip a few times before wrapping his mouth around the flare and gently sucking on it. He gulps down more of your dick, lapping up the precum leaking from your shaft.

 

After a while he takes your dick out of his mouth and takes a deep breath, then in one quick motion he takes your entire length deep into your throat. He's only able to hold your dick in that far for a few seconds, but it feels amazing nonetheless. He quickly slides your dick out of his mouth and takes a few seconds to catch his breath.

 

Caramel expertly works his mouth around your cock, and it doesn't take long for you to start feeling a familiar pressure building up inside your lower region. You try to hold it in as best as you can, but Caramel just sucks you harder and harder, clearly intent on sucking the cum right out of you.

 

You unleash your load into the little brown pony's mouth, and he greedily gulps down as much as he possibly can. You cum faster than he can swallow, and he eventually has to take your dick out of his mouth for some air, the rest of your load coating his face.

 

"So much for getting clean, you've made quite a mess." Caramel giggles and smiles at you, wiping the cum from his face so he can see. You laugh and help him wash your jizz off, ruffling his mane with your hoof.

 

After your steamy shower the two of you leave the bathroom and Caramel walks with you to his front door, planting a quick kiss on your lips and hoofing you a piece of paper. "Here's my number, I work in the morning through the afternoon, but if you want to hang out sometime at a later time, feel free to give me a call."

 

You thank Caramel and make your way back out of his apartment complex and onto the main streets. It's still a little early to go out to any of the bars, you could go get something to eat, head back to your hotel room, or explore Manehattan a little.

 

(Food, Hotel, Explore)

 

Your stomach rumbles, you figure the first thing you should do is get some food. You trot past tons of restaurants, offering all sorts of different kinds of food, most of which you haven't even heard of. Where shall you eat?

 

(Manehattan Diner, The Feed Bag, Del Ponyo, Dandelion Bistro, The Saucy Stallion, Flaming Queens, Sammies)

 

You decide to go to Manehattan Diner and get a nice, hearty breakfast. You order a big breakfast consisting of pancakes, strawberries, orange juice, and hay fries. The food tastes fantastic, it really is traditional diner food done in the best way possible, you'd even go as far as to say it's better than your favorite diner back in Appaloosa.

 

After your delicious meal, you decide to wander around Manehattan for a bit, there are all sorts of shops and places you could check out, where do you go?

 

(Black Saddle, Bad Pony, Rosetail Theater, Manehattan Park)

 

Black Saddle catches your attention, the large display windows showing off all sorts of "alternative" clothing, and you trot inside. You look around at all the things they have to offer, pondering what to buy, what do you get?

 

(Pick 2: Rainbow socks, frilly panties, assless chaps, leather vest, red hot boxer-briefs, latex suit, spiked collar with leash, neon pink fedora)

 

The rainbow socks and frilly panties catch your attention, and you pick them up, making your way to the register to pay for them. A light purple unicorn stands behind the register and rings up your items for you.

 

"Oh my gosh these are so cute." He comments as he rings you up, "you're going to look fabulous in these," and you can't help but blush. You trot out with your purchase, and decide that since Bad Pony is right next door, you might as well check it out.

 

You trot inside and your eyes gleam as you examine the large selection of sex toys, you're like a kid in a homosexual candy store, what do you get?

 

(Pick 2: Buttplug, Dildo, Large dildo, Anal Beads, Riding Crop, Fuzzy Hoofcuffs, Ball gag, Lube)

 

The dildos in particular catch your attention, and you decide to buy a regular and large sized dildo. You're about to head up to the cashier to pay when you realize that you don't have lube, and it would be kinda difficult to use your new toys without it. You grab some lube as well and pay for your items.

 

After your little shopping spree you decide to drop off your stuff at your hotel room, you don't exactly feel like lugging your girly clothes and dildos around all of Manehattan. You could go back out and explore the city some more, or you could play with your new toys.

 

(Rosetail Theater, Manehattan Park, Play with yourself)

 

You're in the big city, there's so much to do that you normally wouldn't be able to back home, and you can always play with yourself later. Manehattan park sounds like a nice idea right now, you could take a nice trot by the lakeside, and who knows, maybe you could meet some nice stallions there.

 

You head over to the park and see plenty of ponies out enjoying themselves in the wonderful weather, you trot around for a bit and look at all the stallions around you. A light grey unicorn with purple hair is reading a book under a tree, A blue earth pony is playing the saxophone for a small crowd, a white pegasus is trotting near the lake, a brown earth pony with a blonde mane is basking in the sun, and a grumpy grey earth pony in a fedora is standing there unhappily, who do you talk to?

 

(Unicorn, blue earth pony, pegasus, brown earth pony, grumpy fedora pony)

 

The white pegasus pony catches your eye, he is incredibly handsome and athletic looking. You trot over towards him, trying to catch up to him. He's a bit ahead of you, and he's pretty fast, it takes a while for you to catch up to him, and when you do you're a bit out of breath.

 

"H-hey," you pant, trying to force a smile and make a good impression, small beads of sweat trickle through your fur, hopefully he finds sweaty stallions attractive.

 

"Hello." He says flatly. He didn't seem too interested in you, but you hoped that wasn't the case, maybe it was just his personality, or maybe he's having an off day.

 

"I'm Braeburn," you introduce yourself, extending a hoof and hope he might take it. He stares at you expressionless for a few seconds, but eventually shakes hooves with you.

 

"I'm Lance," he says in his usual flat tone. Maybe some small talk will help get things going.

 

"So, what do you do?" You say in an attempt to start some conversation.

 

"I'm a royal guard." That might explain his tone, all the guards you've ever seen have looked so serious, but you thought that was just because they were on the job, this was your first time ever seeing an off duty one.

 

"Really? well that's might fine of you! Must be a tough job, protecting all of Equestria." You say, maybe if you buttered him up a little, you could get him to loosen up.

 

"I guess, not much really happens to be honest, most of the time I just stand around doing nothing."

 

"Oh." You say, this stallion sure is hard to talk to, maybe he just wasn't interested in you, can't win them all. You weren't ready to give up just yet though, maybe if you could find the right icebreaker, "I bet you have a few interesting stories though, perhaps some ponies have tried to mess with you on the job, maybe even hit on you?" You wink at him, hoping for a positive reaction. You might have been a bit too direct, and it could work out horribly for you. He was very strong looking, not exactly the type of pony you wanted to upset.

 

"You've got a lot of balls, you know that?" He says, this time with a little more lividity in his tone, and you gulp, preparing yourself for the worst. "Most ponies are too intimidated by me to even talk to me, so no, I don't get hit on very often."

 

Well that turned out, alright you suppose. It wasn't exactly a kiss on the lips, but it wasn't a punch in the face either.

 

"I need to get going, my shift starts soon, I'll see you around." With that he took off to the skies, leaving you slightly puzzled. He didn't exactly seem too taken with you, but he didn't tell you to fuck off either, and he did say he would see you around.

 

You look around at the other stallions, the grumpy fedora pony and the saxophone playing pony were gone, and a brown unicorn wearing a sweater was now sitting on one of the benches, you could try talking to another pony, leave for the Theater, or your hotel.

 

(Light grey unicorn, Brown unicorn, Brown Earth pony, Rosetail Theater, Masturbate in your hotel room.)

 

You trot over to the brown sunbathing pony, he seems much more laid back than the pony you were just talking to, maybe you'll have better luck with him. His eyes are closed, and he doesn't seem to notice you approaching him. You gently tap him to get his attention without startling him, and he looks up at you with his deep purple eyes.

 

"Oh, hello there, can I help you?" He smiles up at you.

 

You smile back at him, "Hey there partner, I'm Braeburn."

 

"New to the area I see." The sun glimmers in his purple eyes as he smiles warmly at you.

 

"Is it really that obvious?" You blush and scratch the back of your head.

 

"Honey, you're wearing a stetson and suede vest, you look like you just came out of a spaghetti western convention." He giggles at you, "so where are you from?"

 

"I'm from Appaloosa."

 

"Well that certainly explains it, how are you liking Manehattan so far?"

 

"Oh I just love it, there's all sorts of interesting places round these parts, nothin like em back home."

 

"Interesting is one way to describe some of the places around here." He gets up from his little spot on the ground and stands in front of you, "I'm going to go grab some lunch, care to join me?"

 

(Sure, No thanks [stay at park], No thanks [head over to Rosetail Theater], No thanks [head back to hotel room and masturbate])

 

"Sure!" He seems like a nice enough pony, and it was just lunch.

 

"Alright! I'm Coco Crusoe by the way."

 

"Nice to meet you Coco."

 

After a little walking and talking the two of you arrive at The Saucy Stallion, a small pizza parlor with a little flamboyant flair and pizazz. Coco orders the two of you a spinach alfredo pizza, and you sit at one of the tables waiting for your pizza to arrive.

 

"So I'm going out later tonight, would you like to meet up with me?" You suppose you could, you don't really have prior obligations, Caramel probably wouldn't mind that you didn't see him every single night, how do you respond?

 

(Sure, maybe, no [lie and say you have plans], no [not interested])

 

"Sure thing partner."

 

"Awesome, I'm going to be at Rosewood's tonight, I look forward to seeing you there!" He smiles at you, and a yellow earth pony trots up to your table with a piping hot pizza in hoof.

 

"Here you two are, hope you enjoy it." He says warmly, the two of you thank him and dig in. Pizza was one of the things Manehattan was known for, and The Saucy Stallion did not disappoint.

 

"Mmm, this is really good." You grin at Coco, cheese dribbling from your chin, and he giggles at you.

 

"Glad you like it darling."

 

The two of you finish your meal and part ways for the time being. After a little trot around the city, the second night rolls around, what do you do?

 

(Meet Coco at Rosewood's, Call Caramel, Go to a bar, Go to Mist [Bath house])

 

You decide to go meet Coco at Rosewood's, you did tell him you would go, but it couldn't hurt to call Caramel first.

 

"Hey Caramel."

 

"Hey Brae, what's up?"

 

"Not much, just wanted to call and see how you're doing."

 

"I'm great, thanks. So, did you want to go out tonight?"

 

How should you respond?

 

(Sure [Tell him you'll be at Rosewood's], No [Say you're busy], No [Say you're going out with somepony else])

 

"Well I met somepony and he invited me to go to Rosewood's with him."

 

"Oh DID YOU?" You're not quite sure what to make of Caramel's tone, but he doesn't seem upset at least.

 

"Yeah so what exactly is Rosewood's? I've never been there."

 

"Oh you'll see, go have fun, I'll see you later."

 

"But what…" before you could ask again Caramel hung up, well that was a bit abrupt. Why didn't he just tell you, what exactly were you about to trot into? Only one way to find out.

 

You trot over to Rosewood's, not quite sure what you're about to get yourself into. It looks like a regular bar, and a large poster on the outside catches your eye, turns out it's karaoke night, wait a minute. Well that would explain Caramel's tone when you mentioned Rosewood's, and when you trot inside your ears are graced by the lovely sound of drunken off key singing.

 

That lovely voice happens to be coming from none other than Coco, and after the song ends he trots off the stage to greet you, a large, half finished pitcher in his hoof.

 

"Braeburn! So glad you could make it!" Coco wraps his hooves around you, half hugging you and half using you to help keep himself propped up. "Here, help yourself." Coco hoofs you the pitcher, and you take a quick sip of the strange blue liquid, it tastes rather sweet.

 

"What is this?"

 

"It's a blue hawaiian silly, drink up!" He pats you on the back and you take another sip, it does taste pretty good. "You should go sign up for karaoke, it's really fun!"

 

Do you?

 

(Yes, Yes [but after a few more drinks], No [Can't sing])

 

You figure if you're going to sing in front of a bunch of complete strangers, you should be at least a little drunk, if not more. You sit down with Coco and have a few drinks before eventually trotting over to the sign up sheet. There's quite a few songs for you to choose from, what should you sing?

 

(Get Lucky, Applause, Peacock, Only This Moment, Gay Bar, Sexy Results, Should I Stay Or Should I Go, Too Drunk To Fuck)

 

Your eyes gravitate towards Gay Bar, yes, this is the perfect song. You write down your name and song on the list, and trot back to sit with Coco. After a little idle chit chat and more drinks, your name is eventually called, and you wobble your way to the stage.

 

You position yourself next to the microphone, and the words are projected onto a screen. You don't really need them, you know this one by heart, and so does the rest of the bar.

 

"YOU! I WANNA TAKE YOU TO A GAY BAR! I WANNA TAKE YOU TO A GAY BAR! I WANNA TAKE YOU TO A GAY BAR! GAY BAR! GAY BAR!"

 

The whole song echoes through the bar in drunken merriment as everyone sings along at the top of their lungs, and after you finally finish the sound of hooves stamping on the ground bounces off the walls. You trot off stage and back to Coco.

 

"Mmm, great song choice, but if you've 'got something to put in me' I'm afraid we're going to have to go to a more, private place, if you know what I mean." Coco winks at you and giggles drunkenly, well that was certainly forward.

 

Do you take up his offer?

 

(Yes [Your Place], Yes [His place], No [Call Caramel], No [Different bar])

 

"Sounds like a plan to me." You wink back, and the two of you trot out of the bar and head over to Coco's place. It's not too far, and soon you find yourself in his two bedroom apartment. A lavender pegasus sitting on the living room couch looks up at the two of you.

 

"Hey Coco, oooh you brought home a stallion tonight." He gets up and smiles at you.

 

"Braeburn this is my room mate Rainbow Scoop, Scoopie this is Braeburn."

 

"Hey Brae," Scoop puts a hoof around you and smiles, "why don't you relax and make yourself at home?"

 

The three of you trot over to the couch, and you take a seat. Scoop immediately pretends to fall on top of you in an overly dramatic fashion, "Oops I accidentally fell into his lap."

 

Coco slaps his ass and Scoop yelps, "Scoopie behave, we have a guest."

 

"So are you taking this one by yourself tonight or are you sharing?"

 

"Scoopie!" Coco looks at him sternly and then turns to you, "sorry about him, he can get a bit, out of control."

 

"Why don't you let him decide, it's only fair."

 

"Oh alright, so what do you think Brae, just me for tonight, or do you want this loser to join in too?"

 

"Hey!"

 

The two of them continue to bicker while you ponder what to do, what should you do?

 

(Sex with Coco, Sex with Scoop, Sex with both, Leave)

 

"Boys, boys please, the two of you can share me." Scoop looks rather delighted by your decision, but Coco seems slightly unhappy.

 

"Alright, I suppose I can share tonight."

 

"Yay!" Scoop wraps his hooves around the two of you.

 

"But only if we make our mess in your bed." Coco grins over at Scoop.

 

"Fine by me." Scoop grins back and the three of you trot into his room.

 

"So, how are we doing this?" Coco asks you, "Scoopie and I are up for anything, and you're are our guest for tonight, so it's only fair that you decide."

 

How would you like your dicks?

 

(Man Train, Spitroasted, 2 Dicks 1 Butthole, 69 plus buttfuck, Dickride while sucked off)

 

"Well, I've never had two ponies do me from both ends before."

 

"I call his butt!" Scoop leaps towards the back of you and places his hooves on your rear.

 

"Fine by me." Coco moves in front of you and raises his crotch up to your mouth, presenting his flaccid cock to you. You start to lick him and his length twitches and hardens in approval. Meanwhile Scoop rubs his groin against your rear, and you can feel his dick start to stiffen between your cheeks.

 

You run your tongue up and down Coco's cock, making him leak pre. A mixture of saliva and pre coats his dick as it stands tall and firm above your face. Scoop is now hotdogging your rump with his rigid rod, gleefully sliding it between your buns.

 

Coco suddenly pulls you down onto his dick, pushing his length deep into your throat. You try to come up for breath but he holds your head firmly in place. Scoop is no longer behind you, and before you can ponder where he went you feel his cold, lubricated dick rub against your ass.

 

Coco pulls you down even further, all the way down until your face is buried into his groin, gagging you with his dick. Scoop rapidly slams his dick into your ass, forcing himself all the way into you in one thrust. Your screams are muffled by Coco's dick, and eventually he pulls out of you, leaving you panting and breathless.

 

"Damn Brae you're really tight." Scoop muses as he grinds his hips against your ass. He pulls his dick out of you, but not for long, as it's soon slammed right back into your tight tailhole, making you moan loudly as Coco just watches with a smile.

 

"Damn Scoop, go easy on him."

 

"Oh you're one to talk, you nearly choked him with your cock."

 

Coco lifts up your head and smiles at you, "I wasn't choking you, was I Brae?" You're too exhausted to reply, and before you can compose yourself enough to speak, Coco's dick is back inside your mouth. Scoop wraps his hooves around you and starts to ram his long length in and out of your backside, happily slapping against your ass with each thrust.

 

You're sandwiched between the two ponies as they slide their cocks in and out of you, not in much of a position to protest the rough treatment the two of them are giving you. It looks like you're going to be stuck between a cock and a hard place for the night.

 

Coco starts to pick up the pace, mashing his crotch into your face rapidly, pulling out every once in a while to give you a moment to breathe before ramming his dick back inside your throat. Scoop rams his dick into you hard and deep, and you can finally feel your own member start to rise as he brushes up against your prostate.

 

Coco's hot and heavy balls slap against your muzzle as he pounds away at your face, and you're starting to get used to having his rod rammed deep down your throat, breathing a bit through your nose, but still needing to pause for breath every once in a while. The anal pounding Scoop is giving you starts to hit that sensitive little area inside your tailhole more and more, and your dick starts to leak precum.

 

"Looks like we're finally starting to break him in." Scoop chuckles and gives your rear a quick little slap.

 

"Don't break him in too much Scoopie, he still needs to have a nice, tight little tailhole." Coco starts to chuckle as well.

 

You're really getting used to the rough treatment, the two dicks smashing into both of your ends making you feel more and more aroused as time passes. You're not sure just how much more you can take before you cum, the familiar sensation building up in your shaft.

 

You quickly gave into that familiar feeling, coating Scoop's bed with your load. You realized that the two ponies were still fucking you at the same pace, was your orgasm really that quick?

 

"Looks like our little friend here came already." Coco chuckled as he continued to fuck your face.

 

"Sorry Brae, but we're gonna need you for a little longer than that." Scoop chuckled as he rammed your rear. Just how long were they talking?

 

Scoop continued to stretch your tight tailhole around his girthy member as he slammed into you even harder, making your ass ripple as his hips rammed into you, using his wings to propel himself into you even harder than before. Coco buried his dick all the way down your throat and held it there for a few seconds before pulling out, giving you a second to breathe then quickly sliding it back all the way in.

 

You felt your member twitch a little as they continued to use both of your ends, your cock slowly stiffening right back up again. Scoop buried himself balls deep into your ass with each thrust, pressing his cock hard into your deepest pleasure points. Coco continued to use your mouth, leaking his sweet precum into you.

 

A few hours later and you were feeling absolutely exhausted, still propped up by the two stallions fucking you. They had finally started to slow down, and you could tell that they were nearing their orgasms as their dicks twitched inside of you. They both slammed their dicks deep inside you, releasing their loads into you in unison. You drank down Coco's cum as Scoops filled your ass, his large load spilling out of your used tailhole a little.

 

The warm jizz that filled you made you shiver in delight, and it was enough to propel you into your second orgasm of the night. It was a bit weaker than your first, but you weren't complaining, as you'd never came twice in one night before.

 

The three of you were very tired from the long night of rough sex, Coco and Scoop simply collapsed on top of you, and you collapsed with them onto the bed. You fell asleep between the two stallions, Scoop's dick still buried deep inside your ass.

 

End of day two.