"Welcome to Fillydelphia..."
"Prisoner Cozy Glow, step forward!" barked the Captain. He was seated at the long table with five other officials in the Probation Department of Canterlot Castle, and all shared a disapproving frown as they faced the mare before them. Unlike the rest of the Castle, the room was purposely drab, with a bare cement floor, flickering torches on the stone walls, no windows, and a rusty iron door that creaked ominously as it was opened. The diminutive prisoner was dressed in an orange jumpsuit (much to her displeasure!) and had chains on her wrists and ankles as she shuffled forward with her head down. The prison attire could not hide her bountiful curves, however, and her boobs (which looked like they made up half her height!) were threatening to burst out of the top as she took each step. She stopped at the place indicated and waited.
The Captain looked down at his notes, then raised his eyes and looked over his reading glasses at her. "Prisoner Cozy Glow, according to these reports from your latest handler, you have greatly reformed. It says here you're, "...'rilly', 'RILLY,'" he paused, looked up at her and said, "rilly" is spelled with an 'e' and an 'a," then kept reading..."sorry for what I did, and I promise to be a good girl from now on...' your words," He took off his glasses and leaned back. "Is there anything else you'd like to add before we make our decision?"
She nodded, which made her curls (and her tits!) bounce. "Yessir! I just want to say I'm not the pony I was back then; I don't want anything to do with that mean old Tirek, and I just want to be good from now on! Sir!"
The Captain regarded her. "I see..." he said after a few moments. Then, he turned to the others, and they all whispered together, with the occasional glance her way, while she shifted from one foot to the other as she waited. Finally, he sat back again and said, "Prisoner Cozy Glow, you are extremely fortunate. A sentence to Tartarus is meant to be one for Eternity, but our new Ruler has decided to grant you leniency." At her blank stare, he clarified. "It means she's willing to go easy on you." As he saw her about to make a happy outburst, he quickly held up a hand to stop her and said, "...provided there are neither violations nor transgressions on your part, this is a temporary granting of probation, young lady!"
You could almost see the cartoon question mark floating over her head. "Huh?"
He sighed. "I mean: screw up, and back to prison you go. Got it?" She dimpled at him.
"Got it!"
Not trusting her to be within a hundred miles of The School of Friendship, the Crown had granted her an apartment on the other side of Equestria in the bustling City of Fillydelphia. As soon as she stepped off the bus in the drab clothing the Crown had provided with her suitcase, she stood in the middle of the sidewalk, gawping up at the huge buildings with wide eyes and gaping mouth. Even with her past history as a villainess, she was at heart a small-town girl and had never been to a place as large and metropolitan as Fillydelphia. Even Canterlot, as majestic and impressive a city as that was, seemed a world apart from where she stood now. From the grimy sidewalks to the towering buildings, the plethora of exotic "scents" assaulting her nose (some good, like the smells of foods she's never encountered before, and some...not so much) and the seemingly endless stream of ponies all around her, it was all a bit overwhelming!
Unfortunately for her, standing in the middle of said sidewalk was something one did NOT do in a big city, especially in the middle of rush hour! "Hey! Rube! Move it or lose it!" She startled and jumped out of the way of two workers pushing a loaded cart down the sidewalk.
"Sorry, Misters!" she called after them, but they only made a rude gesture at her over their shoulders and kept walking. She still found herself in other ponies' way, so she got pushed and jostled with many a "Quit blockin' the sidewalk, noobie!" and "Move yer big ass, girlie!" until she made her way over to the side of a building and managed to catch her breath. She looked around until she spotted a street sign, then reached into her purse for the address of her new apartment. She then compared the address to a map she'd been given and read the street sign again.
And realized she had no idea where she was.
"Excuse me, Sir!" She held up the paper to a stallion, who stopped and looked down at her. "Do you know where this is?"
He took a moment to read the address, then said, "Yeah," and kept walking. She watched his retreating back with a stunned expression, then shook herself and asked another. Then another. Finally, she stomped her foot, threw up her hands, and yelled, "Is everypony in this town a jerk?!"
All within earshot yelled back, "Yeah!" laughed, and continued on their way.
Just as she was about to start shouting again, she jumped as she felt a tap on her shoulder. She spun around, fist cocked back, ready to flatten the nose of whomever it was, when the stallion held up his hands and smiled, "Whoa, there! Cool your jets, I was sent here to help you get settled!" He extended a hand. "The name's Charter...and you must be Cozy Glow?"
She held out a hand warily. "That's...right," she said with a frown as he shook her hand. She took her hand back and asked, "Who is it you say sent you?"
He grinned at this. "Not here an hour, and you're already starting to keep your guard up like a true FIllydelphian!" He pulled out a badge. "Royal Security, Lieutenant Charter, at your service!" Once she saw the badge and heard his name, she smiled brightly.
"Thank goodness!" she breathed. "I was beginning to think I was going to be stuck out here all night!" She showed him her paper. "So, you know where this is?" He grinned as he picked up her suitcase.
"Of course! That's why I was sent to help you!" He pushed his way through the crowd to the curb as she followed, then stuck out his arm.
"Taxi!"
"I'm...I'm going to live HERE?!" Cozy stood staring up at her new apartment building, gawping as she did when she stepped off the bus. Her face had been glued to the window of the taxi as they'd threaded their way through the busy streets, and she'd noticed that the buildings became...nicer, the streets cleaner, and the ponies walking by seemed to have a few more bits in their pockets than the ones she'd "encountered" down at the bus terminal. Finally, they'd pulled up to a tall apartment building, complete with its own doorpony in a resplendent red coat and top hat, who had opened the taxi door for them with a tip of his hat to her with a smile and a hearty, "Welcome to the Sleaze Ball Roach Hotel! I hope you enjoy your stay!" When she'd stopped and cocked an eyebrow at him, he'd chuckled and said, "Just kidding, Miss! Welcome! May I take your bags?"
"Umm...sure..." she said as she exchanged a look with Charter. Making their way to the front desk, Charter pulled out his badge and said, "I'm here with Miss Glow for her apartment?" The clerk nodded and checked her ledger, then fished around in the desk for the key.
Once she had her key, Cozy smiled and said, "Thank you! This is the first time I've ever been to a place like this; if it's as fancy as your doorpony, I'm sure the rest will be wonderful!"
The clerk froze and looked at her. "What doorpony?"
Cozy's smile faltered, then she pointed over her shoulder. "Why...why, your doorpony who is coming in here with my bags...?"
"Dammit!" yelled the clerk, "Is that bum back here again?! I don't know where he keeps finding those coats, but we've warned him about being on the property!" Charter turned and rushed to the door before she'd finished speaking, threw it open, and ran out into the street. But it was too late. He saw a flash of red and could just make out the sound of laughter as the "doorpony" disappeared around a corner.
Cozy stood watching him return with her key clutched to her ample chest and the sparkle of hope in her eyes. But when she read his face (and saw his empty hands!), she knew the worst! She fell to the floor in a sitting position with her legs akimbo, threw back her head, and wailed. "WAHHHHH!! That was all my stuff!!" She sniffed and looked up at the Agent. "What...what do I do now?" He spread his hands.
"Welcome to Fillydelphia..."
Though the apartment was much nicer than she expected, with its panoramic window overlooking a balcony, a spacious bedroom, and a fully stocked kitchen, the loss of her meager belongings considerably soured her mood. She stood brooding as she looked out the windows to the street below while the Agent was on the phone.
"Yes...yes, he took it...no, ma'am, I didn't suspect anything...I apologize, ma'am; I'll make it right, I promise! What's that?" He cupped his mouth over the receiver and lowered his voice so she couldn't hear the next exchange. She turned and looked at him as he concluded, "Yes, ma'am! I'll escort her there myself!" He smiled at her and gave her a thumbs-up. "I'm sure she'll be grateful! Yes, goodbye...I'll inform you how it went!"
She frowned at him as he hung up the telephone. "Escort me where?"
He grinned from ear to ear. "How would you like to go...shopping?"
"Shorter!" cried Cozy as she exited the changing room and threw another miniskirt into the 'rejected' pile. "I've been stuck in prison for longer than I'd like to remember...NOW it's time to have some FUN!" She jiggled over to a nearby full-length mirror, turned her back on it, and wiggled her butt at her reflection. "THIS one might do, but it doesn't show as much as I want!"
The exhausted sales clerk cast a weary gaze at her companion before saying, "Miss, you've been shown just about every skirt we have..." She swallowed as she added, "I...don't think our store carries the sort of...er..."clothing" you desire."
Cozy placed her hands on her hips and pouted. "Oh, poo!" Then she glanced at Agent Charter, who seemed to be sweating and looking in any direction but hers for some reason. "Charter!" she said as she bounced over to him. "What do you think?" She turned around and bent slightly at the waist while trying to see over her shoulder. "Does this skirt show enough of my butt? Or should we shop somewhere else?"
The Agent cleared his throat and managed (while averting his eyes!), "It's...it's fine, Miss Cozy...are...are you about done?"
"You're not even looking at me!" She wiggled her butt again. "How can you tell how I look in it if you won't even face me?" Then, she turned around, placed her hands underneath her breasts, and gave them a couple of bounces. "What about this top? Do I look cute in it?" The "top" she'd chosen was a tight, bright blue 'middie' blouse that left her tummy and shoulders bare but brought out the sparkle in her eyes...as well as barely containing her double 'Ds!' She poked herself, then giggled. "Look! My nipples are trying to bust out of it! Isn't that funny?"
Now Charter was actively sweating. "Er...yes, Miss Cozy...very funny indeed." He picked up the numerous bags they'd acquired in the hours spent shopping, then cleared his throat again and said, "I...think it's best we be going now. The Crown only allotted me so many bits to replace your wardrobe, and I think we may have exceeded that amount."
"Okaaaay..." she sighed. Then, her face brightened. "Oh! I know! I can model these clothes for you once we get back to my apartment!"
His eyes grew wide. "M...model them? For...me?" He swallowed, looked at the salesmares (who were trying to keep from laughing), and muttered, "...why...?"
" 'Cause you're the only guy I know right now!" She grabbed a couple of bags and skipped away, boobs jiggling, ass bouncing underneath her tiny skirt, and called over her shoulder, "Come on! There were a WHOLE bunch of outfits you didn't get to see, and I can't wait to show all these off to you!"
He followed her slowly, whispering to himself, "I'm a dead man..."
Sitting on her couch like a nervous child waiting to see the principal, Charter had his knees together, shoulders hunched forward, gripping a cold drink and trying to remain calm and professional.
But...Sweet Celestia! she wasn't making it easy!
"What do you think of this one~?" she trilled as she did a little spin in front of him. THIS time, she'd dipped into her new "naughty" ensemble, and was currently modeling a tiny yellow babydoll top, fishnet stockings with garter belt, high heels, and thong panties...
She smiled down at herself. "It looks like the one my parents sent me while I was in Tartarus, and I am SO happy I found another one like it!" As for Charter, this was the third time she'd bounced out of her bedroom with a new outfit, and his cock was so hard now he was sure it could break diamonds!
But...he mustered his strength, took a fumbling sip of his drink, and managed, "It looks...very nice on you, Miss Cozy..." He looked around, set his drink down, grabbed one of her throw pillows, then stood holding the pillow at crotch level. "Well! I must be going now!" He walked stiffly to her door (still holding the pillow at a strategic level) and said, "You...you have my number, so if you have any problems, don't hesitate to call. Good day!"
Just before he touched the doorknob, he heard, "Where are you going with my pillow? And...why are you walking so funny?"
INCHES from a clean getaway...he thought to himself. "M...my apologies, Miss Cozy." Trying to keep his back to her, he made to hand her her pillow, thus removing his "covering." He knew he was busted when he heard her gasp.
"Your thingie! It's sticking out of your pants!" she pointed. She then looked up at him with real concern in her eyes. "That looks like it RILLY hurts! I better take care of it!" He tried to reach for the doorknob again.
"I'll be fine, Miss Cozy! You just...oh..." he stood stock-still as she quickly removed her babydoll, exposing her GIANT tits, then fell to her knees in front of him.
As she fumbled with his belt, she said, "Don't you worry! I'll have you feeling better in no time!" Having undone his belt, she unzipped him and then pulled his pants and underwear down. His cock >popped!< up in her face, and she gasped again. "...whoa, Mister...you have a RILLY big dick..." She wrapped her little hand around it and began stroking it. "And it's RILLY hard! And warm! I'm gonna suck it!" She gave it a few more loving strokes, then shuffled forward on her knees, opened her mouth, then ran her tongue all around the head just in time to catch a spurt of precum. "...mmm! That's tasty!" she smiled up at him, then wrapped her soft lips around his cock and started sucking. She took her time, first licking and getting the head nice and wet, then swallowing more and more of his cock until it was hitting the back of her throat.
As for the male, his mind was short-circuiting from the incredible feeling of being deepthroated by the big-tittied teen! His eyes were half-closed, and his breath was heavy as she slurped and bobbed her head up and down while fondling his balls at the same time, as she moaned, "...mmmm...mmmm...mmmm...mmmm..." with each suck and bob. With his entire meat filling her mouth and throat, her other hand was free to grab him by his ass and push him further down her throat. Her spit coated his cock and began to drip off his balls and onto her bouncing tits as she sucked all the more and turned her head from side to side. She stared up at him with sparkling eyes as she kept his cock in her mouth, for she was truly happy to be doing him such a favor!
She stopped sucking him for a moment to keep stroking and asked, "Does it feel good, Mister?" When he weakly nodded, her face lit up with joy, then she suckled the head again and said, "You just go ahead and cum all you want; I'll be a good girl and swallow it all!" She then grabbed his hand, placed it on top of her head, then got back to work. His legs started shaking, and she felt his balls drawing up, so she knew she was in for a treat!
"Miss...Miss...Cozy! I...I'm...gonna...CUM!" he roared as he erupted into her mouth and down her throat as she gulped and slurped with each pulse of his thick, creamy spunk into her willing body! "Mmmph? MMMM!!" she moaned as he kept cumming and cumming, thrusting his hips to drive his cock down her throat and holding onto her head as he shook while getting his balls thoroughly drained!
When he finally stopped cumming, she gave him one last suck then sat back and let him fall sloooowly out of her mouth. She dimpled up at him while rubbing her stomach. "That was yummy! I haven't had a meal like that in ages!" She then looked at his cock, now limp. She looked back up at him as he tried to catch his breath. "Are you feeling better now, Mister?" He could only nod. She pulled his pants up for him, then bounced to her feet. Cupping her breasts, she asked, "Do you want to play with my boobies now?"
But now that he had "post-nut clarity," he slowly shook his head. "I'm sorry, Miss Glow, but...I shouldn't have done anything with you in the first place. It wasn't...appropriate." She stuck out her bottom lip.
"Does this mean you don't want me to suck your cock anymore?"
He stiffened, then muttered, "Well, I didn't say that..."
She clapped her hands and bounced in place. "Great!!" She then grabbed one of his hands and pulled him towards her bedroom. "I won't tell anypony!" She looked over her shoulder at him as she made the motions across her chest.
"Cross my heart."