Bridles and Corsets

AN: Before you say anything in the comments section, I am spelling Owloysius's name right. According to the MLP Wikia, it's a pun on Aloysius Bertand, the name of a french poet.

Also, Prance = France, and prench = french. I know it sounds kinda dumb, but the whole FiM universe is filled with horse puns anyway, some more lame-sounding than others.

Dear Princess Celestia,

I didn't expect to send you my first report regarding the joys of sexual intimacy this soon, but once I arrived in Canterlot, I met up with a Mr. Fancy Pants, who just so happens to run a 'Gentlecolt's Club'. There I interviewed one of his more prestigious workers, a Mrs. Fleur de Lis, about her job as an escort. A transcript of our conversation will be attached with this letter.

What was also unexpected was the free 'gift' of oral sex I received from her near the end of our interview. I would describe her technique as 'experienced' and 'thorough'.

I must admit that I was previously too nervous to act out or comprehend the promiscuity you urged me to conduct. In Laypony's terms, I had stage-fright. Fleur's sudden embrace and tongue-action seems to have helped me with my nervousness. That, and I have now volunteered to become one of Fancy Pants's temporary escort-ponies.

Wish me luck,

Twilight Sparkle

Back at Twilight's Library, Spike heard a knock on the front door. He had put down the book he was reading, Rocket Fire: Space Extraordinaire, and quickly made his way to the door, opening it to see a familiar orange earth-pony. "Hey, Applejack! Glad you could make it!" The small dragon happily said to the farm-mare.

"Howdy there, sugarcube," Applejack replied in her usual farm-pony accent, trotting into the tree-home. Setting her cowpony hat on a hat-rack near the doorway, she then reached into one of her saddlebags and pulled out a ripe, juicy apple with her teeth. Throwing the red fruit to Spike, the mare asked, "So, any news from Twilight? How's that trip to Canterlot going?"

"Actually," the dragon replied, catching the apple with his mouth, then swallowing the fruit down in one gulp. With a gulp, and a small burp, he continued: "I haven't opened up the scroll yet. I kinda wanted you and the other girls to come on over so that everypony can hear all of it at once. I wouldn't want to let anypony feel left out, y'know?" With a grin, the earth-pony let out a nod, her eyes wandering around the library.

"Well, I guess I did get here a bit early. I don't mind waiting, though," Applejack said as she sat herself down on the floor. "So, do you miss Twilight being around?"

"Sometimes, but its not the only time I've been home alone like this. Besides, Owloysius can always keep me company, even if he doesn't say anything other than 'hoot'," The baby dragon said, making his way over to one of the bookshelves as he put away the copy of Rocket Fire: Space Extraordinaire. "When do you think the others will get here?"

"Heck if I know," Applejack replied with a chuckle. "Pretty soon I hope."

Soon enough, Applejack and four other ponies, two of them pegasi, one cyan, one a pale yellow, one a pink earth-pony, and another a white unicorn with a curly, purple mane, formed a semi-circle in front of Spike, watching the dragon assistant open up the letter. With a clearing of his throat, he reads to the mares:

"To all my friends in Ponyville,

As I'm sure Spike has told you, I've taken a small trip to Canterlot under the orders of Princess Celestia herself. She's requested that I don't share the specifics of the current quest I'm on, so all I can tell you is that everything's going great so far, and that none of you have anything to worry about. I will be staying in Canterlot for an indefinite amount of time, unfortunately.

I'll be trying my best to keep in touch with you all, and once my project is complete, I'll be making my way back to Ponyville in no time! I can already tell that Pinkie Pie is planning a 'Welcome Back, Twilight!' party right now..."

The room filled with giggles. Spike then continued:

"I'm sorry I can't give you girls any more details, but I'll make sure to write you all a letter whenever I can. I have to go now, but I'll have a letter sent by tonight.

Yours truly,

Twilight Sparkle"

"Why does the Princess want to keep this a secret again?" Rainbow Dash, the cyan pegasus with a rainbow mane, asked the purple dragon.

He replied with a shrug, "I haven't a clue. I mean, what could be so personal to Twilight that only she and Celestia would know about it?"

"Maybe she's secretly being trained to become a ninja!" The pink earth-pony then chipped in, karate-chopping the air.

"Oh Pinkie," Rarity, the white unicorn, replied with a sigh. "How do you come up with such ludicrous conclusions? Besides, it's probably something more political, like sabotaging some sort of anti-Celestia terrorist organization, or maybe stopping a political opponent of her's from taking her place on the throne!" She then paused, blinking a few times before chuckling out nervously. "Then again, I am just speculating."

After a few more seconds of awkward silence, Applejack reassured the mares, "Well, whatever the reason, we shouldn't be getting too worked up over it. Twilight's probably got a good explanation for this whole fiasco anyhow."

"I agree..." The yellow pegasus said in her usual reserved tone. "She'd never lie to us if something bad was happening...right?" She suddenly showed some concern after saying that last word. "I mean, I just hope she's okay..."

"We all do, Fluttershy," The orange mare said to the pegasus. "And I think we should give her some privacy, y'know? Now, how about we all get a bite to eat?" Everypony agreed, standing up and calmly heading out of the tree-home.

The last pony to leave, Rainbow Dash, turned around and asked the dragon, "Hey, why don't you come join us?"

Looking around the array of bookcases, he then grinned to the mare. "I don't see why not!" He said excitedly, quickly walking towards the pegasus. "It's not like I have anything better to do. Besides, Twilight said that I could always hang out with you guys if I was bored."

"Sounds cool." Dash then took off quickly, announcing to her friends, "Last one at Sugarcube Corner's a rotten egg!" With that, Spike and the other ponies tried to keep up with the cyan tomboy as they galloped their way to the bakery and sweets shop.

Meanwhile, in Canterlot, the lavender unicorn had arrived to a second-story loft just south of the town center, double-checking the address that had been given to her on a small piece of paper. I hope I'm not late, She thought to herself, knocking on the front door. Waiting for a response, she adjusted the choker on her neck with her unicorn magic. Not surprisingly, this was the first time Twilight had worn a Prench maid outfit, especially one with such a small skirt covering her rear end, and low cut top. 'Sexy' clothing never made much sense to her anyway. I mean, if ponies don't normally wear clothing for the most part, what was the appeal of something that seemed 'revealing'? Sure, clothing is typically worn to formal events and such, mainly just for ponies to look nice. She wasn't even complaining too much about the design of the maid outfit, actually. It just bothered her that-

"Uh...can I help you?" a male voice said to the unicorn, abruptly breaking her train of thought. Blushing some, the mare let out a giggle to the fairly handsome unicorn.

"Ehehe...sorry. You wouldn't happen to be Head Strong, would you?"

"Yes, that would be me," he replied, "You wouldn't happen to be...wait a second..." Suddenly, the orange colt with straight, medium-length brown hair examined the mare more thoroughly. After a few seconds of scanning, Head Strong let out a gasp. "It's you! Twilight!"

"You...remember me?" The confused mare asked.

"Yeah, we used to hang out after school during Magical Kindergarten, remember?"

Twilight's eyes widened, letting out a gasp as the name Head Strong finally triggered something in her mind. She remembered a colt her age that was almost always getting picked on by some of the fillies in their class. Once she had stood up to the bullies and nearly got into a cat fight with them, the two almost instantly became best friends. All the memories of them being the best of friends way back when gave her a warm smile as she followed Head into his flat. "I heard you had moved down to Spurfield and got into a school for sports-ponies." Twilight said, sitting herself onto one of Head's living room couches. "How did that work out?"

"It's a long story," The colt said, scooting in next to her on the couch. "Basically, I kinda lost interest in magic, even though I was still pretty decent at it. I felt like I wouldn't be getting my cutie mark any time soon, even though my parents wanted me to be the next big scientist or wizard so badly. I secretly started reading sports magazines and comics just because I thought they looked cool from the covers, but reading about their accomplishments in athletics and sportsponyship...I think my eyes glistened every time I saw some soccer-pony or hoofball star appeared. I think I almost had a colt-crush on both Deep Swimmer and Lightning Runner at the time...am I rambling?"

Twilight, blushing again, shook her head. "No, go ahead. I mean, I am your escort for the night," she said with a giggle.

Head Strong started to blush in return, but then nodded and smiled back at the unicorn. "Anyways...I ended up being an ace soccer-colt at that school, and even got a chance to play for the Fightin' Spurs. I didn't make the team, though...but that's when I coincidentally found my current job: teaching P.E. and coaching the Junior Canterlot Soccer Team." Head Strong then pointed to his cutie mark, a soccer ball and whistle. "So...how did you end up an escort?" Head had been hesitating to ask.

"Well...you know I'm the Princess's protegée, right? She sent me down to a small town called Ponyville so that I could learn the 'Magic of Friendship' as one might call it. But now, she's sent me on a mission to research the 'Joys of Sexual Intimacy'," The lavender unicorn answered, sitting back in the comfy seat.

With a raised eyebrow, Head inquired, "So she's making you do reports on Pony Sociology or something?"

"You could say that," Twilight replied. "So...you like girls in maid outfits?" The mare asked, leaning in to the other unicorn, trying to be flirty. He just nodded, rubbing a hoof against the back of his neck. They both then gazed into each other's eyes, Twilight's grin giving a subtle sensuousness to it. Fleur had helped her with this trick, seeing as colts favored more flirty mares than shy ones, go figure. (AN: Fluttershy is an exception to this rule)

"I'm not...coming on too strong, am I?" Twilight cooed, her hoof placed on his nearest thigh. It had only been yesterday since she temporarily moved to Canterlot, but being trained under the other escorts' wings helped her learn how to be more 'slutty'.

Since it was working so far, she aimed for first base, her lips slowly closing in to peck the colt's. He accepted the kiss, even quickly turning it into an open-mouth, full on tongue wrestle, almost like her and Fleur's first kiss. After their tongues danced for a bit, Twilight asked her client, "So...do they call you Head Strong for a reason?" Realizing that that sounded a bit weird for a pick-up line, she tried to correct herself. "As in...you know, down there..."

With a short laugh, he simply pecked her lips again and nodded, spreading his legs for her. Quickly maneuvering between his legs, her tongue touched the tip of his already semi-hard erection, slowly lapping at its base. Sitting back on the couch, Head moaned out to the unicorn, "Oh yes...I love the feel of your tongue, Twilight..." (AN: And before you say it, yes, she's giving head to Head)

Accepting the compliment, her lips then wrapped around the head of his cock, suckling on it softly, moans escaping from her muzzle and onto the equine dick. Hearing Head Strong start to pant out in pleasure, Twilight bobbed her head up and down on his member, slurping audibly on the member, eyes closed. Her only focus was making the client cum. Slurping up the pre-cum leaking out from his cock, Twilight could feel that equine member throbbing inside her mouth, Head resting a hoof on top of her head, pushing his meat deeper down her throat.

This posed a problem. For the most part, Twilight knew about blowjobs and how to give them; She didn't learn that from Fleur or any of the escort-mares, but from a sort of Pony Kama Sutra she had glanced over just before her trip to Canterlot. She wasn't completely clueless when it came to certain sex positions or slang either. Her only problem was experience, or lack thereof. Just as his meat touched the back of her throat, her gag reflex kicked in, making her gasp and pull away. Coughing a bit, the mare paused from the initial shock of her body thinking she was about to choke.

"Ah...Twilight...are you okay?" Head Strong panted out, petting the unicorn's head as she opened her eyes, nervously looking up at the colt.

"Mmmmmf..." She weakly groaned onto the member. Slowly pulling her mouth away, she then adds, "I'm sorry...I didn't mean to...uh..."

"It's okay...I didn't think I was that big, though..." He joked, the mare cracking a small smile.

"Well, I hope that were the case...but the fact is that...well, this is...was my first time giving a blowjob," Twilight admitted. "I've only been on this 'Joys of Intimacy' task since yesterday."

With an assuring nod, he then extended his forelegs out for a hug. The mare accepted the embrace, climbing onto his lap, feeling that slick cock against her pussy. "I still want to make you cum...." Twilight cooed out, rubbing her warm lower lips against the equine member.

"I know..." chuckled out Head Strong, lifting up the mare just enough so that his cock was in position, ready to fuck the lavender unicorn's virgin pussy. Feeling the hard dick then slowly penetrate her folds, Twilight closed her eyes, her inner walls started to clench around his member as it thrust in and out of her body. "Yes...yes...! Oh yes...!" The librarian pony gasped and moaned out, her forelegs wrapping around his neck and upper torso. She felt her hips buck down onto his crotch in rhythm, his horse colthood thrusting faster and throbbing hard inside her cunny.

"Harder...harder! Fuck me harder, Head Strong!" The mare cried out. Head Strong was nearing his orgasm, those tight walls driving him to climax earlier than he expected.

"I'm almost there...oh Celestia..." Head groaned out. The bucking colt then heard the lavender unicorn's wail of pleasure, her pussy hole squeezing at his penis as her opaque cum splashed onto his crotch. The soccer-pony then grunted and moaned out as ropes of his hot seed shot deep inside her body.

The librarian-mare then collapsed onto Head's body, panting out onto his shoulder, her grip around his body loosening. "H-Head Strong...that was...fantastic~" The seemingly entranced pony softly moaned out. She felt dazed again, though not exhausted. Basking in afterglow, her muzzle nuzzled against his cheek. Head nuzzled back, embracing his companion for the night, rubbing her back with a hoof.

Soaking in a hot bath, Twilight heard a knock on the door. She opened her eyes, giddily calling out to the door, "Come on in~!" Head Strong slowly opened the door, blushing a bit as he saw the bathing unicorn. With a smile, Twilight said to her client with a happy sigh, "You've already had sex with me. I don't see why you should be hesitant towards me taking a bath right in front of you."

"I guess you're right," Head Strong replied, trotting up to the mare and leaning in to peck her nose. "You know, once I found out you were an old childhood friend of mine, I thought having sex with you would've been awkward. Now I stand corrected, Miss Sparkle."

"Oh please," She giggled, blushing lightly, "Just call me Twilight." Just then, a thought came into her head. "If it's not too much to ask, can you tell me why you needed an escort? Nothing personal, really...it's for my report to the Princess."

He then grinned, letting out a low chuckle. "Oh, nothing special...I just need a little release now and then. That and masturbation just doesn't cut it for me most of the time."

"Then why not get a marefriend?" Twilight asked, sitting up from the hot water.

"So you want me to go out with a mare just so I can have sex with her?" He joked.

The librarian scoffed, then giggled at her client, shaking her head at him. "Well, it sure is nice seeing you again, Head Strong. Come to think of it, your name doesn't exactly fit you." Head raised an eyebrow, asking the mare, "What do you mean? You do know what the word 'headstrong' means, don't you?"

"Yes," The lavender pony replied, almost scoffing at him. "But usually ponies that are headstrong seem more arrogant or aggressive than you are. You're actually a very nice colt who just so happens to be determined about what he wants with his life. If you'd stayed here in Canterlot...maybe we could've been lovers."

They both blushed at the notion. After a pause, Head asked the bathing pony, "Are you...usually this sweet and affectionate post-sex?" Twilight then shared a laugh with the colt, almost falling out of the tub. It was odd, but they were acting more like spouses than old friends right now, possibly because of the sex.

Maybe sexual intimacy really does bring ponies together.