Author's Note

I've been on a pretty good writing kick recently, so expect another chapter soon. While you're at it, please consider checking out Equestria in the Sky with Diamonds and maybe giving some feedback, as I would love to improve so I can provide you guys and gals with the best that I can.

IV. Waking to Poshness

Waking up groggy was Wolfgang's specialty, wasn't a good one, but it was something. He tossed and turned on the gro- wait a second, he was in... A bed? Wolfgang, with eyes shut tight, felt the soft, velvety sheets that were under him. Feeling this texture before, Wolfy simply eased onto the bed and didn't bother questioning where he was. For all he knew, his kidney's could be in jeopardy, but hey, he was hungover, the loss of a kidney could wait.

A creak of a door opening broke Wolfgang's drowsy state. He turned his head to the direction of the sound and saw... A teenager? Odd, he didn't remember shagging a teen, nor did he remember getting in their house. His vision focused on the filly that stood towards him and figured out who it was.

"What's up Sweetie." Wolfgang smirked at the young filly, who smiled back at him. The white teenager sat down on the bed, flipping her multicolor mane as she looked back at the disheveled human.

"On a binge again Wolfy- oh, I'm sorry, 'Mr. Charleston'." They shared a chuckle at the exchange. Rarity was a mare of proper conduct and insisted that Sweetie Belle refer to Wolfgang more properly. She didn't adhere the advice like expected, but she at least conformed when under the presence of her sister. "Seriously though, are you alright? We found you outside the boutique."

"I'm fine," Wolfgang rose to a sitting position, "Just had a bit of a drink today, or yesterday, what day is it today?" He grinned to a bemused Sweetie Belle, not entirely happy her sisters coltfriend was in such a state.

"You were out the whole of yesterday, Rarity had to message Fluttershy that you were here." Sweetie stretched her arms and looked back at Wolfgang, serious as ever this time. "Listen Wolfy, I'm being entirely serious with you, I think you need to seek some professional help."

"I should, now my life is being judged by a kid." Wolfgang grunted as he lifted himself off the bed, looking down to check that he had his clothes from yesterday.

"Come on, I'm not that younger than you!" Sweetie chastised.

"9 years deary, where's your shower?" Wolfgang opened the room's door and looked from left to right, then back to Sweetie for a reply. Sweetie pouted at Wolfgang's disregard, but Wolfgang didn't care, he just wanted to clean himself up.

Sweetie sighed, "Down to your right, you won't miss it." She then laid down on the bed and looked up at the ceiling, her expression showing non-satisfaction. Wolfgang shrugged at her and went for the shower, taking shit (as he considered it) from Twilight was one thing, but taking it from one of his marefriend's sisters wouldn't be on his list of things to deal with. He entered the bathroom and threw off his clothes one by one on the floor. He was about to enter the shower, but he decided to throw his clothes in an empty basket, just so he wouldn't get an earful.

The warm water hit Wolfgang like a meditative wave, making the human far more relaxed than he's been for a while. He stood there, allowing himself to be lost in his thoughts. Should he go back to music? That time at Applejack's was more of a courtesy, since Granny Smith insisted he do so. Yet, nothing could hide that for a brief time, Wolfgang felt joy in his heart as he played that piano. 'But why should I now?' he thought to himself. He had no reason to go back, at least, that's what he felt. His whole basis for learning music was gone, yet there was still that itching feeling that told him, begged him.

The human's thoughts were interrupted by the touch of another body in the shower. Before he could look, two white hands covered his blue eyes, a chortle further hinting at the new occupant.

"Guess who, Darling?" a posh voice whispered into Wolfgang's ear.

He grinned, "Hello Rarity." He put his hands on the softer hands of the Fashionista. Once gaining his vision back, he turned his head back. Rarity was wet, naturally, yet being wet allowed her to look more beautiful than dry. Her luscious mane hung down, shining in the lighting of the shower; her white fur shined just as much. Wolfgang enjoyed the hourglass figure pressing up on his back, along with the ample breasts that came with. "Since when do you take showers with others?" Wolfgang questioned.

Rarity shifted her azure eyes to her tall guest and spoke, "Since when do you sleep outside my store?"

"I could of sworn I've done that before." Wolfgang turned around to face Rarity, to ogle of course.

"Doing so in the first place is odd, Dear," Rarity put her hands on her hips as her eyes moved south, "And it's nice to see you're listening."

Wolfgang looked down and realized he had an erection at full mast. He chuckled and looked back at Rarity. "Hey, my body is just honest, that's all."

'If only you could be as honest.' Rarity thought to herself, but put her worries to rest. She had a purpose to waltz in the shower, and Wolfgang was the only one who could help. Her horn illuminated a blue glow and Wolfgang's penis was instantly stimulated, triggering a moan from him.

"Someone's horny today, huh? The toys not doing it for you?~" Wolfgang placed his right hand on the shower wall for stability as he was receiving a "Magic-Job".

"My 'collection' can hold me off for awhile, but I'm sure you know that nothing beats the real thing.~" Rarity kneeled down until her head was right near Wolfgang's tip.

"Are you saying I've tried fles-OOOOOkkkaayy!" Wolfgang nearly fell when Rarity began licking his shaft while still using magic to jack him off. Wolfgang felt pure ecstacy, the feeling of magic on his genitalia was still foreign to him, so it provided this mysterious flair. Rarity continued licking his dick, but eventually her magic faded. Knowing she had to step it up, Rarity grasped his tool and furiously sucked it. Wolfgang grinned more and more as her head bobbed up and down, wet slurping sounds echoing in the shower. Eventually, Wolfgang's cock had entered into a decent stiffness, although Rarity could give less of a shit at this point.

She stopped sucking Wolfgang, but gave him a devilish lick as she stood up. The white mare turned around and bent over, practically pushing her ass out for Wolfgang. She looked back, moaning for her lover to ravish her. As he was about to partake in the main event, he took a moment to look at Rarity's begging expression. Her face was red, some drool dripping down her face as her pussy winked. He instantly caught on, realizing why Rarity was being more proactive than usual.

"Hehe, alright, let's settle you down." Wolfgang spoke in a hushed tone, yet thrusted with vigor into Rarity. Rarity let out a sharp whine when she felt his tool enter her. Within seconds, Wolfgang began pumping into Rarity swiftly, her plush buttock providing a cushy impact. Wolfgang wrapped his arms around Rarity's stomach and lifted her up, kissing her neck as he made love to her. Rarity placed her left hand on Wolfgang's ass cheek, enticing him to continue. As their lovemaking became more intense, Wolfgang felt an erotic heat in his loins. With a grunt, Wolfgang came into Rarity and firmly planted his face into the crook of her neck.

His dick popped out of her, some semen pouring out as a result. The two heavy breathing bodies nearly collapsed in the shower, put stood their ground as the water cleaned them of their sweat.

Fitting into his jacket, Wolfgang checked himself in the living room mirror to see if he was presentable. Even if he just had a shower and some change of clothes, Wolfgang still had the uncanny appearance of a homeless person. Thankfully, he did look okay to walk out in the streets. He looked in the mirror to see the generous Fashionista pouting on the couch as she watched TV. Wolfgang groaned, knowing Rarity was pretty dramatic about her feelings.

"I'm sorry Rarity, but you know how Fluttershy worries." Wolfgang said as he messed with his hair.

"I understand, dear, but I would still appreciate some company for the day." Rarity turned her head away from the human, most likely continuing to pout. Wolfgang sighed and walked over to Rarity and hugged her from behind.

"Hey, don't pout, okay? I promise once I get home I'll write a letter telling you what days I'm available, then we can match schedules and have a nice lunch or something." Wolfgang lightly pat Rarity on the head. Rarity looked up to see her lover, only for her lover to adjust his head so he wasn't hit by her horn.

"Why not just tell me now, Darling?" Rarity asked, though the expression on her face showed some joke behind the question.

"'Cause I don't even know what to wear." Wolfgang replied with a smirk. With a kiss on her forehead, Wolfgang grabbed a bag of his folded clothes and headed towards the door.

"Don't forget to write!" The Fashionista yelled out as Wolfgang was out the door.

"No problem!" He shouted back as he closed the door. Wolfgang decided to take his walk slow, he knew Fluttershy was worried, but it would only get serious in her mind if he was gone for a week. As he walked through the streets, he started remembering when Twilight took him to meet Rarity.

Rarity sat at her desk, looking at her business reports through her designer glasses. Twilight was standing at the front of the desk, a worried look washed over as Rarity's face soured at the papers. Wolfgang was sitting in a chair, an expression of complete disinterest as he took a drink from his flask. Rarity glanced at Twilight and sighed, not wanting to turn down one of her best friends on an offer.

"I am truly sorry dear, but the shops haven't been bringing in much money. While I wish I could lend some of my time to make your new friend some clothes," She let her gaze drift the human as he took a second sip of his flask, "But, I'm afraid I need to seriously focus on improving the revenue the Boutiques bring in." Twilight's ears drooped, but she knew deep down that she couldn't expect Rarity to drop everything for this.

"I understand Rarity, I just wish I knew another way to get him clothes. Now maybe I can import some clothes from Manehattan, but-"

"Good Will?" The two mares looked at the human, who just lifted his eyebrow. Twilight took a moment to clear her throat before engaging her "ward" in conversation.

"What do you mean, Mr. Charleston?" She asked as politely as she could muster. Dealing with Wolfgang was a serious effort on the mind, and Twilight was almost at the end of her ropes. She planned on finding him a place to live tomorrow, though she hoped Fluttershy wouldn't feel too pressured. Wolfgang downed the last of his alcohol and clasped his hands together.

"I'll get clothes from a charity or something, I got the job yesterday so I'll be able to make money. I just need to work for awhile and then I can buy the clothes. So, how much would it cost?" Wolfgang turned to Rarity, his cheeks showing a red tint and his head swaying back and forth. Rarity frowned a bit, but put it away, everypony has their vices after all.

"My work is pretty pricey, but I'll make a deal with you, Wolfgang, was it? Whatever you come to me with, I'll offer, say, a 25% discount, will that work?" She asked as she gave a smile. Wolfgang's eyes shot open, no one was ever that nice about buisness with him before. Of course, he knew it was because they needed to make a profit, but this chic- no, pony was pretty was willing to give him a discount? It couldn't have gotten any better for him than that. He got up and raised his hand, prompting for a handshake. Rarity smiled again and accepted, gripping his hand softly.

"Thanks a lot, ma'am, I'll make sure to match your prices to a tee now!" Wolfgang practically beamed with excitement,
Never once was anyone in his life so nice to him. That didn't last long though, as a certain pound in head reminded him of his current state. He ended his handshake and slowly waddled towards the door. "Um, hey, I'm kinda drunk right now, and I think the wooziness his coming a little early, so I'm just gonna head back to the eyesore castle. See you there, Twisparkle."

Wolfgang sighed as he walked back to Fluttershy's cot. A year before, his alcholism was out of control, to the point where he slept with a bottle every night. If it wasn't for Fluttershy entering his life, Wolfgang would probably be in an early grave. Granted, he still drank, some nights forgetting his little strike limit, but hey, baby steps. His memories of Rarity were fond ones, the white Unicorn is one of the first ponies who wasn't judgmental of him outright. He felt he had to impress her, to at least act presentable around her, just so he wouldn't lose that cordial attitude she would show.

He was very surprised when she joined this little "Herd" experiment, first one to join, in fact. He was buying clothes and Rarity sprung the question on him, taking him by surprise. It took awhile for her to explain the whole concept to him, but even after that, Wolfgang was still apprehensive about the whole thing. Rarity was completely understanding during the whole thing, but ultimately the herd was made, with Rarity being a sort of second in command.

Wolfgang continued to walk, occasionally glancing at the ponies he would encounter. He saw Ponyville's happy couple, Lyra and Bon Bon, sitting on their famous bench, sharing a drink of some kind. Matilda was buying some carrots from Carrot Top at the local market. In fact, he saw Applejack selling some product, but decided against talking to her now, Fluttershy was his number one priority. He walked past Tunes & Jams, but it was still closed, we would be working there again next week when the stock was up.

He came to a dirt road and followed it, knowing it would take him back to the cottage in no time. He passed the Everfree and shuddered as he gazed into the forest. One of the first and foremost things that Twilight had told him was to never travel into the Everfree. Supposedly, it was a forest filled with the scariest creatures that roamed Equestria. For awhile he thought nothing about it, but every time he passed it on his way back to Fluttershy, he started feeling more and more insecure about the place.

Frantically, he wiped the thoughts from his mind and jogged his way back to the cottage. After a couple of minutes, Wolfgang saw it in the distance and broke into a run. Some birds saw the running human and chirped as he crossed the little land bridge. Wolfgang slowed himself and came to a stop at the front door. He knocked a couple of times and waited so see if there would be a response. He looked behind him and saw a few gophers looking at him, he gave them a little smile and they chittered back.

"Hello?" The door opened and Fluttershy's head popped out. Wolfgang turned his back and locked eyes with the Pegasus. They stared at each other for quite sometime, Fluttershy not moving an inch. Wolfgang sighed and lifted his arms up, opening them up for a hug. Without a moments notice, Fluttershy entered the embrace and wrapped her arms around him. She also extended her wings and wrapped them around her lover as well, making sure he wouldn't leave. They stayed like this for what felt like ages, slightly swaying to the left and right.

"I'm really sorry Flutters..." Wolfgang muffled out, his mouth being covered by Fluttershy's mane.

"It's ok... It'll be ok." She whispered as she buried her head in the crook of his neck. Wolfgang began to shed some tears as he held on to Fluttershy tighter.

"I-I just started thinking back home and, well, I fucked up, got out of control." He struggled to control himself, something in him telling him that letting go was alright. Two warm hands grasped his cheeks and he was placed in a kiss by the mare he was holding in his arms. He let go, tears falling from his eyes as he pressed deeper into the kiss. They stayed like that for some time until they seperated, Fluttershy wiping a few of Wolfgang's tears. "Ahem... heh, hope the crying didn't turn you off or anything." His quip made Fluttershy chuckle and they kissed again, only it lasted shorter than the last.

"I love you Wolfgang," Fluttershy began, "But you need to get through this, you need to help yourself. I am here for you, my friends are here for you, Ziggy, Zeora, all of us."

"I know, I know," He interjected, "... Alright, tomorrow's my meeting with Twilight, I'll talk, but not much, I just, I can't talk about all of it right now."

Fluttershy gave him a warm smile and nodded her head. "It's fine, a couple of words is better than nothing." She grabbed his hands and pulled him forward. "Come here, I've got cookies." She said that with a little hum in her voice. Wolfgang smiled and followed Fluttershy in, thinking about what he would say at his meeting with Twilight. Now, though, he let it rest, he could go for a cookie for the time being.