Bridles and Corsets

Twilight tried to hide her panic from her client, trying to stare blankly as the conversation went on. "Shoot, I need to find a way out of here. I can't have Rarity seeing me like this..." she thought, seeing Jet Set look over at her again. "So, as I was saying-" He began to say, but then the unicorn abruptly cut him off.

"I'm sorry, but I think I need to be heading off soon. You know how it is; business is business," She nervously spit out with an antsy grin on her face.

Jet Set seemed concerned, asking the mare, "Oh, why don't you stay for some dinner, though? I'm sure it won't cut too much into your sche-"

"No thanks! Thanks for the offer, though. And trust me, I'd love some dinner with a handsome, rich, and...uh...kinky pony like you," Twilight then said, cutting him off again with a very slight, flirty flutter of her eyelids as she tried to persuade the stallion to let her leave. Jet Set blinked again, caught off-guard by the mare's anxiety.

"Well, if you insist..." He said with a small sigh, waiting for her to leave the room. The purple unicorn nodded quickly, making a gallop for the bedroom door, fore-leg extended out as she reached for a door-handle. Swinging the door wide open, Twilight gasped as she saw the white unicorn's hoofsteps, or at least what she thought was her hoofsteps. The mare didn't have time for second guesses, though.

She gulped and scanned the hallways for an escape route. "I could go for the 'play room' and hide out in there. That might be too close-by, though...Jumping out of a window would be worse, seeing as I'm on the third floor..." She planned all she could at the moment, but decided to bolt into a nearby room across from the master bedroom. The mare, through her mad dash, managed to get out of her client's sight, hiding herself in what seemed like a walk-in closet of sorts.

Her back was pressed against the door, nervously listening for those hoofsteps again. Even though she was hidden, her heart still raced, possibly from the rapid rendezvous. The pony took some deep breaths, slowly resting both pairs of hooves onto the wooden flooring she stood on. "Don't blow your cover, Twilight," the unicorn thought, ear pressed to the door. "Just wait for the right time to come out."

Twilight was able to pick up Rarity's and Jet Set's voices after calming down a bit. She was even able to hear their conversation:

"Good to see you, old friend," Rarity happily say to the stallion.

"Ah, you too. You didn't have to come all the way up here to see me, though," He replied.

"I say, making a lady wait? How uncouth!" The mare joked, Jet Set joining her in a laugh.

"I apologize then. Although..."

Twilight felt her heart skip a beat at that. "Oh no...no no no no no! This is bad!" She worried to herself.

"...you were interrupting something," the male unicorn continued.

"Oh, I...was?" The white unicorn asked in concern. "You never said anything when I rang. I mean, if its something private or something I shouldn't know about, I can just head back downstairs."

"No, its nothing to worry about for now," He calmly replied. "I don't even know why I brought it up, come to think of it."

There was a short pause after that. Now would've been a good time to examine their facial expressions, but that would involve peeking. Peeking was not a smart move in this case, so all she had for now were their voices.

"Alright then," Rarity responded, accepting the stallion's response. Their conversation continued a bit longer afterword, but Twilight didn't think much of it. She was just happy that her friend didn't have to know the mare was working as an escort-pony.

She waited for the sound of their hoofsteps to disappear before peeking open the closet door, scanning the hallway. The unicorns seemed to be a safe distance away now, Twilight slowly opening the door and sneaking out of the utility closet. "That was too close..." She sighed to herself, hugging the walls and quickly stealthing her way to the 'play room'. "Now I just need to grab my clothes and-"

The door quickly closed behind her as she entered the room. "Miss Twilight Sparkle...I thought I recognized you," her client's voice called the mare out. She froze mid-step, sweating bullets as her head slowly turned around, meeting the stallions's gaze.

"Well...there's a reason that-"

"Oh, I know why you didn't formally reintroduce yourself to me; don't worry about that," He chuckled, slowly trotting up to her. Twilight's nerves relaxed at that, though she still felt tense around his presence right now. He continued after a pause, "I'd like to know why you've decided to work for Fancy Pants's Gentlecolt's club, though."

"...Its a long story," The lavender pony replied, her head slumping towards the floor. "Essentially, Princess Celestia assigned me to this task."

"Is that so? Odd choice for her to appoint to her number one student..." He chuckled, resting his fore-hooves onto her back. His lips then leaned forward to nip at her neck playfully, a semi-erect penis rubbing up against her underside. The mare tensed up again with an audible gasp, but tried to subdue her fight-or-flight instinct; she knew better than to blow her cover, and the only thing between her and her secret assignment being exposed to one of her close friends was about seven inches of cock. After a few seconds of grinding, the colt pulled away from her backside, grinning slyly to himself. "Just do what I say and I'll think about keeping your little diaper fetish a secret. Now stay still for me."

The mare complied, feeling the soft diaper from before slide up onto her lower body, groaning at the crinkling noises it made as it slide up her legs and hugged her waist. "Good," Jet Set said, patting her diapered rump, then ordering her to turn around. Slowly turning around, her nervous gaze was met with his erect member almost staring up at her from his crotch. "I'm sure you wouldn't mind a nice drink of 'milk' right now," Jet Set sensually suggested to Twilight. The mare slowly nodded, having no other option, really. "Drink all you want then..." He cooed to her, brushing at hoof at her head.

"Okay...Dada..." She forced out from her mouth, then wrapped her lips around the equine dick, tongue swirling along the head of the stallion's meat. Being in the business of prostitution, a simple blowjob shouldn't phase her; the fact that she was doing it to cover her tracks had put pressure on her, though. That, and she had to wear that damn diaper again. "I really hope this is the only way he gets his rocks off," The mare thought, moaning and bobbing her head onto the rock hard member. "If Jet Set is only doing this to humiliate me..."

"Oh yes...mmm...you want your milk badly, don't you Sweetheart?" The stallion groaned out to her, Twilight muffling a 'mhm' onto the cock, sucking harder on his throbbing dick. "Focus, Twilight. You need to focus..." Closing her eyes, the purple unicorn bobbing her head up and down faster, a bit hurried in her quest for semen.

"F-Fuck...you're desperate..." The stallion chuckled, panting out to her as his hips thrusted against her bobs, both his hoofs grabbing her cheeks as he worked his cock down her throat. Trying to relax her throat, the escort-mare winced at Jet Set starting to throat-fuck her, but went along with it. "If it means Rarity doesn't have to find out..."

"This feels so good...! Ahh, get ready for Dada's 'milk'!" The client moaned out loudly, pre-cum profusely spilling out from the pulsating penis penetrating her throat. Gagging on the ravaging cock, the mare's head not even bobbing anymore as Jet's dominance took control of her maw. Her eyes were rolling into the back of her head, whimpering and moaning as she tried to gasp for a breath. Her throat was then hilted into, ropes of seed shooting down her esophagus as Jet's cock was balls deep down her throat.

Once the rush of spunk emptied into her belly, Twilight opened up her eyes again, growing wide as she spotting the door had been opened. Then what her client said next froze her up again. "Well...what a interesting time you've chosen to join us, Rarity."

The white unicorn blinked, the rest of her body now just as tense as Twilight's. "Uh..." Was all that would come out of the snooping mare's mouth, taking in the scene before her.

"...So, this is the...'one little thing' you had to take care of...?" Finally escaped her mouth after long seconds of awkward silence that seemed to last an eternity. The stallion let out a grin, pulling his used member out from the lavender mare. Twilight's body escaped its prison of awkwardness as she gasped and coughed, some semen dripping out from her lips as her throat felt the air inside the room entering her lungs again.

"R-Rarity..." panted out the escort-mare, staring depressingly at her friend, concerned about Rarity's opinion on the matter.

"Indeed. Your friend here is a prostitute, by the way," He smugly said to the white unicorn, taunting and embarrassing the mare. "Maybe you two should have a chat while I head downstairs," He suggested, penis growing flaccid as he trotted his way out of the room, leaving the two mares alone in an awkward silence.

After Twilight had slowly rose to her hooves, she glanced down at the ground, shuffling her hooves nervously. "I...uh..."

"Let me guess," Rarity spoke up, trotting closer to Twilight, lifting the purple mare's chin up with a hoof. "This is part of Celestia's orders, right?" The currently diapered pony nodded slowly, watching her friend give a reassuring smile in return. "Well, I'm sure there's a perfectly good explanation for this, correct?" Rarity replied, letting go of the pony's chin and watching her give a small smile.

"Its a long story," The lavender unicorn said, then cleared her throat. "It all started earlier today..."

"...So then he convinced me to put another diaper on and suck him off. That's when you came into the scene and...well, here we are."

"Oh Twilight, I wish you had told me sooner," The white unicorn admitted with a small giggle.

"Well," Twilight replied, having changed from her 'baby' outfit back into her escort-mare's uniform during her explanation. "There isn't really an easy way to explain why I'd ever be in this situation."

"I suppose so," Rarity giggled.

"I'm surprised at how well you're taking this, quite frankly," Twilight admitted, rubbing at the back of her head.

"Twilight, you should know me better than that!" She scoffed in a lighthearted manner. "Just because I seem like a judgmental snob sometimes doesn't mean I'd downright disdain a pony like you just for following the Princess's orders. Even though prostitution has a bit of a bad reputation, I don't have anything against it. To tell the truth..." The white mare leaned in closer to her friend, speaking in a softer tone. "I was an escort-pony once."

Eyes wide in surprise, the lavender unicorn nearly gasped. "You were?!"

"Yes, and understandably I don't delve much into the subject," Rarity sighed. "It was before you came to Ponyville, actually. I wasn't doing so well when I first started my fashion career, and there just happened to be a...very kind gentlecolt who offered me a loan and promised a few future customers as well. All I had to do was suck in my pride and...do a few 'favors'." She added emphasis, making a hoof-quote gesture. Twilight blinked, still somewhat in shock, but nodded understandably. "Now," the white mare added in a more serious tone. "While I don't mind you being an escort-pony, I feel that Jet Set's actions were a bit uncalled for. Wouldn't you agree?"

"You mean the diaper thing...?" Twilight asked.

"No, coercing you into an embarrassing act, then rudely mocking you," Her friend corrected her.

"Oh, right..." The mare chuckled nervously. "Maybe we should leave that to Fancy Pants."

"Hmm, black-mailing and extortion would seem like a better option..." Rarity said, pondering a revenge plot, but then received a glare from Twilight. Escaping her train of thought, the white mare sighed in disappointment and replied, "Then again...two wrongs don't make a right, and that might only serve as more trouble." The escort-pony smiled again, trotting towards the door.

"I think now's a good time to leave," She happily said, Rarity giving a nod as she followed her friend downstairs.

"Spike~" Rarity called out into a lavish living room, spotting the boy lounging on a leather couch, boredly sipping some tea.

"Huh? Are we leaving now?" Spike asked, setting down the tea cup and hopping off the couch.

"Why yes," She happily replied, then asked, "Where did Jet Set go, by the way?"

"I dunno, something about a business meeting," He said, heading towards his crush. "Thank Celestia I get to leave this boring place, though!" He chuckled.

Twilight felt it was odd that Spike wasn't in shock seeing her in harlot's apparel, asking the dragon as they walked towards the front door, "So, you're not surprised that I'm like this right now?"

"Like what?" He bluntly asked, looking over at Twilight. "Fancy Pants already told us that you were working for him."

"What?!" Twilight exclaimed in a flabbergasted manner.

"Well..." Rarity said, covering Spike's mouth. "Perhaps I did spot a certain pony in Fancy Pants's Gentlecolt's club and felt a bit...curious." She grinned skittishly, pushing one of the double doors open.

"You know," the lavender mare added, the trio walking towards the front gate of Jet's mansion. "I think a better question to ask is why you let Spike anywhere near a Gentlecolt's club."

"Well, I couldn't just leave him outside, and the doorkeep didn't mind at all. Besides, he knows better than to gawk at other mares when he's around me," She reasoned, teasing Spike with the nudge of her elbow. Spike blushed, chuckling at the tease. Twilight let out another sigh, but let it go for now. No reason to get mad at a sympathetic pony like Rarity.

"I can't believe I got this on audio!" Jet Set cheerfully said, smugly chuckling to himself, listening to the heard footage that had been recorded from one of his mansion's many security recordering devices. He leaned back in his office chair, sipping some Earl Grey as he watched the white unicorn's reveal for the third time. "Oh Rarity...you underestimate me~"

To be continued...