Bridles and Corsets

AN: Sorry for the very long delay. As explained in my blog posts (which nopony reads anyway), school kept me busy, along with Furry Fiesta, a furry convention down in Addison, TX. As much as I've grown to love fan fiction since I've joined this site, my real life comes first. But without further ado, here is chapter 4!

Dear Princess Celestia,

Today I've learned that intimacy can spring up when you least expect it, especially if its with somepony you haven't met in a long time. Specifically, the Great and Powerful Trixie wanted an escort-mare at this Gentlecolt's club, and I was assigned to the task at hoof. Luckily, we were able to set aside our differences and eat each others pussies out. I never thought I'd be able to say that so casually.

I'm also scared that something bad might happen with this kind of work. You know what I'm talking about: ponies treating escorts like second-class citizens, criminals and other scum making prostitutes their targets for Celestia knows what; Pun not intended. Was that a pun? I don't know. I'm sorry if this report comes up a bit short; I'm just worried is all. Some advice about what to watch out for would be nice, so if you have any words of comfort or help, please send them my way.

Your faithful student,

Twilight Sparkle

Hearing the whistle of a train, a white unicorn aboard a train down to Canterlot tentatively trotted over to her small dragon friend, who had not surprisingly napped throughout the whole train ride. She tapped a hoof at his shoulder, whispering to the boy, "Time to wake up, Spikey-Wikey." That pleasant voice and soft hoof prodding his scaly body was enough to awake the reptilian companion, yawning loudly as he rubbed his eyes awake.

"Good morning..." He mumbled out, his legs kicking out as he hopped down onto the floor. Rarity giggled and rolled her eyes, knowing the trip only lasted a few hours at most. "So, where are we heading to again?" The dragon asked, walking alongside the pony as they exited the train station. Spike was unfortunate enough to carry the mare's luggage, a total of four bags and one roller briefcase, though he complied, seeing as he didn't want to piss off Rarity again.

"I told you before we boarded the train," She scoffed with a small giggle. "We're delivering some commissions to a few ponies here in Canterlot, most notably Fancy Pants; I actually met him here right before Twilight's birthday."

"Wish I could've made that party," The dragon said off to the side, his eyes staring down at the ground.

"Oh...we all did, Spike!" Rarity reassured the boy, patting him on the head with a fore-hoof. "You at least got some leftover cake."

"That sure helps..." He sarcastically sighed with a frown on his face, pushing the hoof away. "I'm sorry, but c'mon Rarity. You know Twilight never lets me do anything. I'm so glad you let me tag along to your little trip over here."

"Thank you, but I'm not sure I should interfere with your relationship with Twilight. I just assume she knows what's best for you, seeing as she is your care-taker."

"She could do a lot better...."

Rarity let out a sigh, thinking of a way to change the current topic. "So...how does it feel coming back to Canterlot? Pretty nostalgic, don't you think?" She hastily said after clearing her throat, grinning down at Spike. His frown went away after his eyes peered around the area, taking in the sublime atmosphere. "Yeah! Reminds me of old times. I wonder if Moondancer still lives here..."

"Ah, an old flame?" The unicorn asked curiously.

"...an old what?" The reptilian boy asked, confused by her choice of jargon.

"It means an old friend, Spike."

"Ohhh..." Spike replied. "Yeah, but she seemed to like hanging out with Twilight more than hanging out with me." Spike had a pensive look on his face whenever he thought about that pony, which caught Rarity's attention. "She seems like a very special pony to you," The unicorn pointed out with a wink. Spike slowly nodded, then felt himself snap back into reality, blushing hard as he looked back over at his current crush. First he accidentally insults her, then he starts talking about other women in front of her? How could this date go any worse?

"Well...we're just friends. Uh, me and Moondancer, that is. I mean, I might've had maybe a little crush on her...but c'mon, I got more important things to worry about now, like-"

"Like me?" The pony asked, playfully winking again at the boy.

"Well...yeah," Spike replied, red still flush across his face. "Nice save!" He thought to himself.

"Gosh, I couldn't tell," Rarity joked with a flip of her mane. The dragon couldn't help but chuckle, rubbing at the back of his head. Rarity then looked ahead, pointing out to the boy, "We're almost there, Spike. See? Canterlot's Red Light District!"

Spotting the white unicorn form afar, Twilight almost froze in place. She didn't even know she had that kind of vision. Quickly ducking behind a wall, she extended her ear out, crucially listening for Rarity's hoof-steps. What was she doing in here anyway? Nervously, she peeked over, spying on the pony. Wait a second...why's Spike with her? Doesn't she know the consequences of bringing a child into an adult environment like this? Furious, she wanted to jump out right in front of the white unicorn and lecture her on her wrong-doings. She then quickly suppressed that thought, watching her and the oddly-not-drooling Spike head up to Fancy Pants's office door. The mare didn't want to get caught; what would her friend think of her? Sure, Rarity was letting the baby dragon into a damned Gentlecolt's Club, but then they'd want to know why she, the sheltered bookworm that Twilight was, was in here as well, dressed up like a whore nonetheless.

Sneaking up to the pair, Twilight saw the office door slowly open, the manager himself warmly welcoming them into his office. That raised even more questions! Did Rarity know Fancy Pants after her little trip to Canterlot? Sure, he was a client of her's from what she'd gathered before, but it was odd that-

"Twilight, is something wrong?" One of her voluptuously-dressed coworkers asked, prodding at her shoulder with a hoof. The unicorn instantly was taken aback from the sudden poke, letting out an audible gasp. "Were you...stalking those customers?" The pegasus inquired further, eyebrow raised. Twilight could only blink, turning her head, seeing that the pair had already made their way into his office. "Did they see me?," she thought, worriedly staring off in thought.

"...Seriously, are you okay?" The pegasus prodded even further, catching the unicorn's attention again.

Twilight finally spoke in a nervous tone, "Yeah...they don't know I work here..."

"But you know them...?" The pegasus asked, Twilight nodding in return.

"Friends of mine..." The lavender pony said with a gulp.

"Ohhh..." The coworker replied, understandingly nodding. "I know how that is. Don't worry, I know how you can lose them." That made the lavender mare smile again, hopping up onto her hooves. The pink pegasus with deep blue hair nodded again, reaching into a saddlebag and handing her a piece of paper. It was a formal request, previously approved by Fancy Pants himself, for a one-night stand with a certain associate. "You take this job and I'll cover the rest of your shift. I'll let the manager know, and your friends in there won't ever have to know."

"Oh thank you! Thank you thank you thank you thank you thank you!" The purple unicorn excitedly said, quickly darting out of the building, carrying the paper with her unicorn magic after swiftly snatching it out of the pink pegasus's mouth. After calming down and quickly exiting the district, Twilight scanned through the request form, spotting the name of her new client: Jet Set.

"This should be the right address..." Twilight thought out loud, standing outside the front gate of a rather large mansion. He sure does live up to his name, The mare thought, pressing a button, labeled 'Doorbell', near the metal gates. After a short tone coming from the speaker below the pressed button, soon a voice spoke to her:

"Upper Crust Residence."

It sounded like one of the same stallions from her birthday party, which she had feared. What if he recognized her? Sure, he seemed to be on good terms with Rarity, but where did that leave her? She gulped hard, then spoke into the speaker. "I have a request form from Mr. Jet Set."

"Ah, Fancy Pants's escort-pony services?"

The mare nodded, then suddenly realized that speakers can't actually transmit nods. "Yes," She admitted, waiting for a reply. Soon the gates produced an clicking sound, slowly opening up for the escort-mare. "Thank you!" She hastily spoke into the speaker a final time, quickly trotting her way up to the elaborate front entrance, velvet double-doors with gold-encrusted door handles meeting her gaze. The double-doors creaked open for her, Jet Set eying her from inside. "Well...I wasn't expecting somepony as gorgeous as you. Fancy Pants has really outdone himself this time," The pale blue unicorn with short, black wavy hair admiringly stated. Twilight could only blush and smile, feeling his gaze scan her frame.

"What might I call you, madam?" the stallion asked, much to Twilight's relief.

"Twilight Sparkle..." The mare replied.

"Hmm, sounds familiar. Now is not time for chit-chat, though. Come, I'll show you to our 'play room'."

AN: Just a head's up...this next scene or two might be a bit squicky. And by that I mean if you can't handle the image of a pony wearing a diaper, go on and skip ahead. Originally, I was going to write off this scene entirely and just describe it later in the story, but I felt that showing the scene, rather than telling it, would create more of an impact. You have been warned, though if you happen to pop any boners, just remember to thank me later.

When the unicorn mentioned a 'play room'...he was disturbingly true to his word. Odd that the pony had decided a foal's toy room was the right place to get it on, though if it meant getting out of an awkward situation Twilight wasn't one to complain. "One thing before we begin..." The stallion said, clearing his throat as he eyed her outfit. "While its nice, I'd like you to change into something more...fitting." The mare tried to stay positive, as bucked up as this situation seemed right now. As Jet Set pointed her to a closet, she sagely trotted towards it. "This is too weird...," she woefully thought to herself, opening that hot pink door, only to find an array of adult-sized baby outfits.

"I know this might seem strange..." Jet Set chuckled at the pony, Twilight fighting an urge to snark back at her client. "Trust me when I say that you'll grow to enjoy this, though. I'll give you a few minutes of privacy. Once you're done, just knock on my bedroom door. You'll...probably know what to do, then."

Sadly she did know what would happen next, trying to conceal her horror as she watched the client exit the play room. Once that door was closed, she groaned in embarrassment. "Nopony else would have to know about this. Whatever happens in here...stays here. At least its not scat..." The mare trying to swallow her dignity then quickly stripped off her escort uniform, trotting up to one of the outfits dangling on a wire hanger. "If I sneak out now, it'll give Fancy Pants a bad rep...that and I kinda feel bad for the guy. I mean, with an...oddity like this..." Her hoof reached out and touched the diaper, slowly feeling its texture with crinkling sounds protruding from the diaper. "There's probably only so few ponies that are into...this....ugh! Quick and easy, Twilight. Just make it quick...and easy..."

AN: No seriously, you've been warned.

Closing her eyes, she grabbed the diaper with her unicorn magic, lifting a hind-leg up as the garment slide up her leg, up to her waist. Grabbing hold of the diaper with a fore-hoof, she slowly slid her other hind-leg into the diaper, then taped it down tight with her magic. It wasn't the worst feeling in the world...just a confusing mix of odd comfort and disturbed. Opening her eyes, a mirror only added to that feeling, along with a bit of irony in that the diaper was a shade of pink that complimented her coat and mane. Letting out a disgruntled sigh, she used her magic to strap an equally pink baby bonnet onto her head. With a gallop, she forced herself out of the room, hearing each little crinkle of her diaper as she made her way to the master bedroom, indicated by the set of double-doors. She hastily knocked.

"Ah, there you are," Jet Set's voice called from inside the room. "I'm in the mood for a bit of roleplay, though; nothing Oscar-worthy. Just sorta talk like a toddler. It just kinda fits, you know?" Twilight didn't reply, but pressed a fore-hoof to the door, slowly pushing it open. No really, how the buck does one reply to that? 'Just sorta talk like a toddler'? Great advice, Jet Set... She snarked inside her head. She bit her lower lips, trotting up to the stallion as he laid down on his Calihornia-king-sized bed. "...Something wrong, dear...?" The client asked concernedly.

"Uh..." The mare muttered out, her teeth letting go of her lower lips. "D-Dada...?" She felt her voice grow a higher pitch as she uttered the childish word, sending a chill up her spine in anxiety. That gave him a grin, though Twilight didn't know why she wasn't puking her guts out from the uneasiness rapidly growing inside of her.

"Yes, little one?" He cooed to the mare.

"Dada..." She repeated herself, slowly climbing onto the bed, still looking tormented. The other unicorn didn't know whether it was an act or not, seeing how uneasy she looked, but played along with it.

"Awww...don't you worry, pumpkin. Dada's here for you." His words oddly comforting, Twilight felt herself soften up, crawling up to the client as he wrapped a fore-leg around her. "What have I gotten myself into?" the mare thought, feeling his lips plant kisses along her cheek and forehead. She closed her eyes again. What else could she do? Call him Dada again? When did the actual sex start?

"Dada's gonna make you feel all better..." He whispered into her ear, feeling his hoof slide down and rub at her belly. After a few more belly-rubs, she unconsciously cracked a smile, then felt the diaper start to loosen around her waist. Darting her eyes downward, his hoof traveled down, rubbing at her pussy. "Finally, we're getting somewhere..." she thought, squirming and gasping out at the attention to her lower lips. "Thank Celestia that damn thing's off, too!" "Hmmm...you feel very dirty, don't you? Naughty girl..." He chuckled, nipping at her ear. "I'm gonna clean you up..."

"O-Okay Dada..." The purple unicorn replied in her 'toddler' voice again, prompting the stallion to then crawl down to her revealed crotch. His tongue lapped at her folds, making the mare squeal out in pleasure. She had to stay consistent, her moans and gasps sounding more foal-like, though it gave her a weird feeling in her stomach.

Spreading her legs out more, Jet Set then slipped his tongue inside her cunny lips, rubbing that muscle against her pink walls. "Mmmm...more...!" Twilight moaned out, though began to wonder if she was starting to warm up to this somewhat incestuous roleplay. Did that make her some kind of freak? "Isn't that a bit insulting to Jet Set, though?"

"Mmmf...so dirty..." The unicorn muffled into her pink lips, moaning audibly as his tongue continues to explore and lick inside of Twilight. "Focus, Twilight," she had to remind herself, letting that muscle dance inside her inner walls.

"Dada..." The mare moaned out yet again, clear pre dripping out from her vagina. "He at least knows how to give oral..."

Jet Set then pulled away from her dripping folds, licking his lips as he sensually cooed to the mare, "My tongue just isn't enough...I'll need a something else to 'clean' you."

His cock was rock hard from the taste of her pussy, and her acting wasn't half bad either. He prodded that member at her lower lips, resting his fore-hooves along her shoulders. "Do it, Dada~" Twilight beckoned Jet Set, his cock then immediately penetrating her pussy. With another squeal, Twilight felt the cock thrust inside her pink tunnel.

Her hind-legs stuck out in the air, then wrapped around the stallion's body and pulled his body closer to her's, the throbbing dick pushing deeper inside of her. "More....more...ahh...!" Twilight moaned out, closing her eyes shut and feeling a sudden kiss from the stallion. Their tongue soon danced and intertwined, both ponies exchanging moans into each other's mouths. Pumping faster and harder, Jet Set felt his throbbing meat leak its pre-cum deep inside of her, tempting him to ravage the mare even more. He's getting close... Twilight thought, starting to near her own orgasm as well.

"Almost...ahh...there..." The unicorn stallion groaned out after breaking their Prench kiss, grunting out and biting at his lower lips. His cock could explode at any minute now, but he wanted to last just a bit longer. Those tight vagina walls clenching around his member begged for him to cum, the mare blissfully crying out to the stallion.

"Dada...Dada...!" Suddenly, Twilight embraced Jet Set tightly, loudly moaning out as her folds sprayed out her clear cum. Ropes of hot spunk collided and mixed with the cum, the male unicorn tilting his head up as he unloaded his sperm into the lavender pony's body.

After their orgasms, both ponies warmly cuddled in their afterglow, Twilight loosening her grip on the stallion. "Oh yes...that was just superb, Miss...Sparkle..." The colt huffed out. Twilight nodded, gazing deeply at the stallion on top of her. "You have no idea how much I needed that kind of relea-"

Just then, the doorbell rang. "...I'll get that," He said with a small chuckle, climbing off of the lavender pony and slowly sliding off of the bed, hooves gently touching the floor. He trotted up to the monitor speaker near the bedroom door, pressing a red button as he said into the speaker, "Jet Set and Upper Crust residence."

A voice that soon sobered the mare right out of her afterglow replied through the speaker, "This is Rarity. You commissioned me for a suit, remember?"

To be continued!