Login

Gentleman for Mares

by Demon Eyes Laharl

Chapter 1: Spitfire's First Gentleman

Load Full Story Next Chapter

It all started from an idea, born from a newspaper article of the Equestrian Times when they interviewed Lyra Heartstrings—a unicorn that became well known for being the first pony to be in a relationship with a human being—as she spilled the beans.

She was quoted, “And I love his fingers. They reach places nopony could with their hooves alone! And I’m not talking about just ‘tucking’ you know. I mean in general. The way they touch your coat, massage your hooves... yes! A-ma-zing!”

The words were taken as Gospel. Wheels were set in motion. The idea was quite simple: if humans were potentially the next best thing since sliced bread, why not share the joy to every mare for a fee?

That’s when Gentlemen for Mares was created.


I knocked on the door gently and stood back. Trainers had told us that even if the demand for the job was there, ponies were still not used to the tall bi-pedal nature of humanity. A few still considered us too alien, with our smaller eyes or sharper teeth. Being an omnivore in a country where the majority of the population were herbivores tended to inspire a little fear with the locals.

There was a rustle, and the sound of metal hitting wood slowly grew louder. I smoothed the slight wrinkles on my black coat and gray slacks. I hoped my brown shoes were presentable.

The door opened, revealing a pony with orange coat and a fiery mane and tail (it literally looked like flames!). Her head reached my chest on all fours though I knew she would overtake me in height if she stood on her hind legs. Her first action was to take a deep breath as she spotted me, her eyes brushing over my features, notably at my hands and... oh, cute. She tried so hard not to stare too long.

“You’re early,” she greeted, her voice quivering slightly. I noticed her wings began to slowly flex upwards and downwards, a telltale sign that she was trying to get herself ready for some late night frivolities.

“I wouldn’t keep a lady waiting,” I replied back, smiling. I almost showed teeth. Never show teeth, unless they ask for it.

“Come in. Um, do you have a name?” she asked as she entered her hotel room, motioning I follow her inside.

I ducked under the door frame, and replied, “My name is Wingman. And yours?”

“Spitfire... and Wingman huh?” she paused, and repeated the name, rolling the call name in her tongue, looking downwards.

I didn't like that name. The way it originated was a story with much sighs and embarrassment, but the earth pony mare that handed out the call names apparently knew what she was doing. Spitfire liked it enough, which was really the important part.

The pegasus looked at me. “And aren’t you awfully well-dressed? All considering.”

I had to remind myself that she was new to this. It wasn’t so strange. Almost all my first time customers thought that once a Gentleman arrived at the door, it was time to hit the bed in all conceivable ways, only to be taken aback. Her inexperience would give me an opportunity to change her view. That was definitely the fun part. Oh, yes. She was certainly going to have an enjoyable night.

As the boss is fond of saying, ‘A happy customer is a repeat customer.’

So, I went down on one knee, and opened my hand, palm upwards and towards her. She blinked, confused, before she placed her front hoof on top of my palm. I slowly encapsulated it my fingers, enjoying the biting coldness of her horseshoes as I gently kissed her hoof.

“Miss Spitfire, I’d be honored if you would grace me with your company for dinner.”

“Oh... oh my,” was all she said.


How long ago was it? Five years ago, I think. The world was abuzz as the skies literally opened up. Satellites all over the world went ablaze as an anomaly appeared in the middle of the Pacific Ocean, just east of the Philippines. For weeks, news all over the world interviewed scientists who gave, at one point, hourly updates of the mysterious energy output and water displacement. Soon afterwards, a small land mass had formed.

The UN sent scientists and journalists to investigate the anomaly. They were aboard a US carrier escorted by a few destroyers, and waited for days before they had First Contact.

I believe I was still continuing my computer studies when the news came in; Earth’s first contact with aliens, they had said. They explained that the land mass formed in the ocean was no bigger than a small island, and apparently has finally stabilized. No one knew what caused it, but it relieved the scientific community as there was a lingering fear that whatever the anomaly was, it was going to get bigger and bigger until it covered a continent. Some said, even the whole world.

Then, it appeared. A pony with wings, cyan coat and, oddly, a rainbow-colored mane and tail was flying around the patrolling helicopters and boats, twirling in the air in great bursts of speed and exuberance.

I remembered my friends and colleagues laughing with wonderment. We expected humanoid figures with big grey heads and eyes. What we got was a pegasus, a creature believed to be a myth, doing what looked like flying stunts.

Humanity called their first alien contact Rainbow Streak.

More surprises came when more aliens showed up. Whispers of excitement and worry came about as another pegasus, this time with a yellow coat and pink hair showed up, apparently trying to talk to Rainbow Streak. The latter seemed to ignore it, as it twirled a few more times in the air, and it moved its hooves in a very human-like motion as if to signal everyone around to watch it do a few more moves.

The third pony also made an appearance. A winged unicorn with a purple coat, dark purple mane and tail (both with pink streaks), seemed to pop out of nowhere. Like the second alien, it tried talking to the first one before finally, all three disappeared into nothingness.

It was a week later when another huge revelation left humanity speechless once more. Two winged unicorns appeared from the sky, and much larger than the last three equines that appeared before. One had a white coat and the other one with dark blue coloration. The former’s mane and tail were the colors of the morning sky, while the latter's had colors of the starry night sky. They introduced themselves as Princess Celestia and Princess Luna.

Surprisingly, they spoke good English, although the latter spoke it in an antiquated manner.


“And let me introduce the Princesses of Sovereign Nation of Equestria, Princess Celestia and her sister, Princess Luna!” the UN spokesperson announced, giving way to the two royal equine.

Their presence was received favorably, as representatives of many countries stood up from their platforms and clapped.

Celestia acknowledged them, nodding to each side slowly. Once the clapping died down, she cleared her throat and looked surprised when it was heard from all around. She stopped for a moment, and looked at the metallic phallic tools in front of her.

The UN Representative seemed to whisper something to Celestia, and the white Princess looked impressed.

“Oh, astounding. Microphones,” she declared with a smile.

I remembered chuckling at her reaction, watching the whole thing from the TV.

“Apologies, but I’m a bit new regarding technology,” Celestia started. “As said, I am Princess Celestia, and it warms my heart to receive your welcome...”

She began explaining a brief history of their country, cultures, and even a brief introduction to magic, with Princess Luna demonstrating a few simple spells. It was not far off to say that such demonstration had stilled the world in awe and silence. She also explained the mysterious events that had occurred weeks ago.

Apparently, one of her students, also another Princess named Twilight Sparkle, along with a few other gifted unicorns, had been experimenting on viable stable teleportation methods as a means of mass transportation from one part of their country to another by creating linked wormholes. It was a means to solve logistical problems caused by raiding parties of Diamond Dogs.

Diamond Dogs. Yeah, they must be Bowie fans.

Instead of succeeding in linking two wormholes, though, they just succeeded in punching right through the Time-Space Continuum. The wormhole they were working on opened up here on Earth, connecting the two universes.

Don’t ask. I’m pretty sure they explained it all, but the only image that pops up in my head was that they were building something akin to a bypass that apparently shot straight through dimensions.

Yeah. I still don’t know how the hell that happened.

Princess Celestia explained that they would have a full write up of their world, named Tellus, as the equines, or ponies as she called her citizens, were not the only sapient beings of their reality. She was also open to questions.

Most were basic, we-need-to-know-you-aren’t-hostile questions and my respect for Princess Celestia grew as she answered them all in a level-headed manner. She was also happy to demonstrate a few more basic spells, and advised that they were open to talks regarding cultural exchange.

The highlight of the day for me though was the last question.

“Are we allowed to visit Equestria soon?”

Celestia blinked in surprise, and then gave a slight smile. “Of course. However, take note that there are risks in exposing oneself to foreign elements. For your safety, I can devise a potion which will fully transform you into ponies before entering Equestria.”

For the second time, the world may have stood still as the whole UN went deathly silent. Princess Celestia looked confused for a moment. It would have been chaos a few seconds later if it wasn’t for Princess Luna gently shoving her sister aside.

“Listen not to our sister’s jest. Of course, all is welcome to Equestria.”

The UN representatives looked at each other, breaking out into murmur. Some laughed. Celestia looked somewhat disheartened.

“They didn’t get the joke?” she whispered to her sister, though picked up by the microphone.

“Sister, please, ‘twas far from a decent jest. Thou remember doing the same thing, almost costing us the Gryphon alliance a thousand years ago?” Princess Luna whispered, her lips minimally moving to no avail, as everything she said was picked up by the microphones. She waved at the clapping UN representatives. “Just wave and smile.”

Humanity heard. They chuckled out loud and relaxed, realizing that First Contact was over, and it did not end in Armageddon.


The sun was setting when we arrived at the restaurant. It was a modest establishment, if one is to judge in human perspective. It lacked the detailed carpeted floors, fancy ceiling chandeliers, warm wall lights, and even the gilded patterned wallpapers one usually found on Earth. But judging the way Spitfire’s eyes widened a bit, nodding as we were ushered to our table, it must have been the fanciest place in the city.

“I hope this pleases the lady,” I advised, offering my hand again to the pegasus. She accepted and I assisted her to her seat before I made way to my own.

It took a moment before I could find a comfortable spot to relax. Pony tables were lower than the human equivalent, and their seats didn’t have those backrests (they were basically just a mound of hay covered in cloth).

Spitfire giggled. “Why, I never expected this, really,” she started.

“Your first time, right?” I asked gently.

She blushed, and placed her front hooves on top of the table. She looked away slightly. “Fleetfoot was... generous in her praises. She was the one that convinced me to give you humans a try. I was really nervous, you know? I think I took a bath twice or something, and when you asked me out for dinner, I didn’t even prepare to—”

“Hush,” I whispered while slowly reaching for one of her hooves and gently squeezing it. “This is your night, Spitfire. I’m just going to make it as enjoyable as I can.”

I gave her a wink and she chuckled.

The waitress came in, handing over a menu. She gave me a funny look, I but paid her no mind. This was Spitfire’s day, and nopony else’s. Besides, I was just glad she was slowly relaxing, never mind that her wings still twitched slightly.

I didn’t take the menu. Instead, I advised the waitress I had ordered ahead and gave her my call name. A few minutes later, a unicorn server came in and began to magically lay down a spectacular platter. In the center was a variety of chosen greens tossed in dressing, and surrounding it was a bed of hay fries, which, strangely enough, were baked potato strips—basically, french fries.

That in itself should tell you the difference between horses back on Earth and the Equestrian Ponies.

And completing the platter was the different types of sandwiches. All in all, it was a very generous serving, as it should be, considering that it took almost half my commission to set everything up here.

“And our finest cider,” the server advised, magically grabbing a classy metal ice bucket stand filled to the brim along with two bottles of cider. He also levitated two wine glasses to our table, and popped the cork.

I noticed Spitfire’s eyes widening continuously with every item served on the table. I couldn’t help but chuckle. In turn, she looked at me, her eyes scrunched in confusion.

“This is quite a spread,” she whispered.

“I hope it’s to your liking.”

She seemed to giggle. “You’re not just fattening me up before you eat me, are you?”

Wow. Did she really leave an opening like that? I whispered, “Well, there’ll be plenty of that later, I assure you.”

Spitfire’s mouth opened in shock with her wings drooping downwards. Her eyes widened, and I could have sworn the background chatter just went dead silent. It took a moment, before I realized my mistake.

“Um, Spitfire, you do know I didn’t mean it literally,” I said, trying to put my best calming and soothing voice, raising my hands slightly.

She shook her head, and then smiled. “Of course not. Fleetfoot would have told me otherwise,” she said. She stole a few glances at me. I’d like to think she was staring at my mouth. “Um, Wingman, by the way, what did you mean by it?”

I raised an eyebrow. I motioned her to get nearer, and we both leaned down the table as I whispered to her ear exactly what I meant. In detail. She gave a gasp, and almost sat right up, her cheeks blossoming scarlet, wings fluttering at her side.

“You’d do that?” she asked in whisper. “Not a lot of stallions would...” and she trailed off.

“I’m not a stallion,” I replied, and reached for her hoof. I let my fingers run over her coat delicately before lightly squeezing it. “I’m a Gentleman. And for tonight, Spitfire, I’m yours.”

Dinner was a pleasant affair. The salad was the right mix of differing flavors; from the bitterness of the Arugula, to the sweet tangy taste of the dressing. I avoided the flower sandwiches, but absolutely loved the egg and vegetable ones. There was no meat, of course. It was a sacrifice I was willing to make while working on the job here in Equestria. Even off-work, there was a limited stock on what ponies would find acceptable to serve.

As a general rule, whatever meats they served in Equestria were the same type of meats they would sell or cook for Gryphon dignitaries and guests. Pork seemed to be most abundant and commonly served meat, though I heard the Gryphons found it too fatty. They favored hunted game like mice and other animals that were abundant in the large forest area surrounding the country.

Spitfire didn’t talk much, but that was fine. I was pretty sure she was slightly overwhelmed. The poor mare probably didn’t normally get dates like this and I wasn’t being mean, arrogant or insulting. I’ve been told that a lot of ponies were overwhelmed by their first date with humans as we were practically a mythology for them.

So I did what any guy would do to maintain some equilibrium—I talked about a lot of my life back on Earth. She listened raptly as I described to her what a beautiful place it is (once you get past its grimy parts) and the friends I left behind as we pursued our own careers.

“Wait, so you’re some sort of com-pewter guy?” Spitfire asked, roughly rolling the foreign word on her tongue. “That’s the thinking machine, right?”

“Yup, Bachelor of Science, Information Technology. We call it IT, though,” I replied, taking a drink.

“There was heavy recruitment of engineers and technology specialists years ago,” Spitfire commented, her hoof going to her chin.

I took another swig and let the cider wash over my throat. It didn’t have the effect one would have when drinking whiskey, but I wasn’t spoiled for choice. I remained silent as I waited for the obvious question to pop up.

“How did you end up doing, uh, whatever it is you’re doing?” Spitfire asked curiously.

I remembered as I stood in front of an off-white desk, hearing the apologetic voice coming from a pony with cat-eye rimmed glasses as she stamped on a parchment. I watched through misty eyes as she shook her head, trying to console me as I felt my throat dry and my head shaking slightly in shock.

“I was too late,” I replied simply. “Equestria had already an abundant supply of humans with engineering and tech backgrounds. By the time my number came up, they said they didn’t need me anymore.”

Spitfire looked crestfallen. I am always impressed by the way the ponies were empathetic of other creature’s plights, no matter how alien they looked in their eyes.

“At least you’re enjoying your time here,” Spitfire smiled, and then blinked. “You are enjoying your time here, though, right? You’re not like, you know, sort of held against your will?”

I laughed, and shook my head. “I’m having dinner with a beautiful mare. I am enjoying my time here very much.”

She laughed in return, blushing once more. She looked at me and smiled. “So, Wingman, how long have you been here in Equestria?”

“A good year.”

“Then you must know the Wonderbolts,” she said.

“Oh, I’m a fan,” I replied. “Tight body suits, impressive wings, amazing airplay; what is there not to love about the Wonderbolts?”

“Any favorites?”

I smirked. “Well, I really like this one Wonderbolt with blue wings and purple mane.”

Spitfire blinked, and then smiled. “Soarin’? Why on Equestria is he your favorite?”

“Have you seen that stallion eat pies? Enviable.”

Spitfire blinked, and raised an eyebrow as she took a drink from her cider. She was lost for a moment before I made slight licking motions with my tongue, and she laughed so hard, she had to cover her snout with a napkin as she began to cough a fit.

“That’s horrible!” she exclaimed after she had controlled herself.

“Made you laugh,” I said. “It mustn’t have been that horrible.”

“It was,” Spitfire giggled.

“In all seriousness, though, I have a soft spot for their captain,” I said, refilling her glass.

Spitfire nodded her thanks, and smiled. “Well, that captain’s days are numbered with the addition to our new recruit.”

“Rainbow Streak?”

“I’m sorry, Rainbow Streak? No, you got it wrong. Her name is Rainbow Dash,” the mare advised.

“Um, yeah, I know her name,” I scratched the back of my head. “I just tend to call her Rainbow Streak because that was the name that we gave her when the portal to Equestria appeared. She was actually the first pony, the first pegasus to appear on Earth and made a show of doing barrel rolls, and a few aerial stunts that left streaks of rainbow in her wake.” I smiled at the memory.

“I heard about that,” Spitfire smiled. “I heard she was almost shot down though...”

“Well, it was understandable. There it was, a mysterious small island popping up on the barren sea. Those that were sent to investigate feared the worst,” I paused. “And then, out pops a pony with wings, trying to show off. I think the only reason why no shots were fired was the fact that the situation was so ridiculous. Imagine, a pegasus doing stunts while cannons and gun barrels were aimed at her, and she had no idea she was in firing range. To think she was trying to get more attention as her hooves were going up and down, as if asking us to cheer for her as she did more stunts.”

“Oh that’s definitely Dash. I could imagine her saying,” and what she did next was an imitation of Rainbow Dash’s voice as she raised her hooves, “‘Come on, cheer already! No? Okay, let me try the Los Pega feint! What? Okay, how about the Triple Somersault Wing Clip?’”

I laughed. That was a really good imitation. “Maybe she was about to do her move... what was that, the Sonic Rainboom?”

Spitfire nodded.

“Yes, the Sonic Rainboom until her friend told her that she was probably frightening the poor humans,” I chuckled.

“I don’t know if I find that funny or frightening! Humans and ponies fighting because of a Sonic Rainboom,” Spitfire shuddered, and then giggled.

“She has quite the fans on Earth,” I said. “She’s also somewhat delegated as a symbol for sexual freedom. There’s still quite a few humans wondering whether she’s a lesbian or bi-sexual.”

“Les—? What?”

I tapped my chin, trying to remember the term. “I believe the term lesbian means filly-fooler in your tongue. A bi-sexual is one who is sexually open to both male and female.”

Spitfire scrunched her face in a confused manner. “Why would they think she is one?”

“The rainbow mane. Back at home, the rainbow color is considered a representation of homosexual pride,” I paused. “You do know what homosexual means, right?”

“It’s the filly-foolers and... the like?”

I ignored her discomfort at the end. “Yup. And her appearance stirred real movement among the groups. Her human fans are still trying to figure out if she, uh, tucks that way.”

Spitfire laughed. “You need to learn more filly terms. As for Dash, well, her human fans will be disappointed but Rainbow Dash has found her one true love.” She looked up. “It’s the sky she flies. It’s the wind beneath her wings. Her love for flying will be reason why one day she will replace me as Captain of the Wonderbolts. One day when I’m old and can’t fly as good.”

She had that forlorn look on her face. It was as she had accepted that fact, yet dreaded the day would come. I said nothing for a moment, and left her alone on her thoughts for a minute before I gently touched my glass to hers. She looked at me questioningly.

“A toast to our future retired Captain, though I am pretty sure by that time you’ll still be a pretty mare in my eyes.”

Spitfire smirked. “You overdid it, but I’ll toast to that anyway.” And she raised her glass, and we both drank the wonderfully chilled cider.

Once she had set her empty glass down, her eyes went straight forward, as if drinking in the image of the human date she had paid to accompany her tonight. Her smile became more pronounced as her wings slowly began to stiffen.

“So, what was that about eating me, Wingman?”


It was not my first time being shoved roughly inside a hotel room, nor was it my first time being manhandled. Or was it ponyhandled? At this point, I don’t think I cared.

Spitfire used her front hooves and pinned me down on her couch, her wings now standing fully erect behind her, spread almost vertically upwards. She was breathing a bit heavily as her mouth tried to unbutton my shirt, but instead, I cupped her cheeks and kissed her on the lips, letting my tongue explore her mouth slightly as she returned the favor with gusto, favoring licking over my canines.

There’s a technique in making sure kissing a pony goes as smoothly as possible. Their lips felt like a normal human’s but their tongues were definitely longer and thicker. They tended to drool more, but if the pony maintained personal cleanliness, they would taste as neutrally as any human woman.

It was the snout that really caused most of the problems. It clashed pretty badly with the shape of a human’s face, and one always had to approach on an angle to make sure no one hurt anyone or anypony.

I remembered my training and let Spitfire’s tongue explore me as much as she wanted. I let my fingers run over her mane and began using my digits to stroke at a few spots behind her ears and neck. She practically melted on top of me.

“Get your clothes off,” she said huskily as she disengaged from the kiss. “I’ll clean up.”

“Yes, ma’am,” I replied with a bit of heat in my voice.

Her hooves lingered on my chest for a few moments before she grudgingly left the couch and walked away. I slowly removed my shirt, and heard the tell-tale clanging of metal. She probably removed her horseshoes. By the time I was working on my shoes and pants, I saw Spitfire making her way to the bathroom and heard the shower a few moments later.

I shivered as a chill encompassed my nakedness. I slowly made my way to the bathroom, and took a peek. Spitfire was behind a semi-transparent curtain and judging by the steam, she was starting off with a warm shower. Hadn’t she said that she had already taken two baths before dinner? I found it endearing and wondered if maybe it was time I helped.

I slowly drew back her shower curtains, earning a small gasp from Spitfire.

“Wingman, what are you—?”

“Hush,” I said, placing a finger on her snout. I grabbed a bottle of liquid soap and opened it. I spread an adequate amount on my hands and rubbed them to lather, its scent spreading in the stall. It was smaller by human standards, but quite generous for ponies. I still took care as I stepped inside just to make sure we were both as comfortable as possible.

“May I?” I asked.

She took a moment before she nodded.

I used my hands and fingers to slowly spread the soap evenly on her coat, making sure to keep a steady pace. Her breathing slowed as I felt her shiver under my touch, my fingers running through her ears, mane, then went gently down her legs. I went up again as I gently rubbed her very stiff wings, and slowly wrapped my arms around her stomach. I think she held her breath as I washed her underside, making sure I massaged her shoulders as well before going to her flanks and slowly washing her tail.

The water was already washing off most of the soap when I knelt down behind her. I rubbed her flanks a bit as I said, “Spitfire, don’t buck me please.”

“What are you talk—”

I kissed her exposed marehood. She almost buckled down, losing control of her forelegs, but kept her hind legs up and steady.

“Oh, oh!” she moaned.

I continued to administer kisses on her lips, feeling them wink as I slowly inserted my tongue in and out of her. My fingers explored the untouched parts of her labia, spreading it slowly as I looked for her clitoris. Her wings began to flap erratically as I inched closer, and once I felt the slight nub, I heard her panting.

“Celestia, oh Celestia!” she almost screamed. She hadn’t felt anything yet.

Slowly moving myself beneath her, I slowly began to lick her clit, causing all kinds of commotion. Her hind legs began to buckle, threatening to sit on top of my face as I licked her sensitive nub in circles of differing directions. Finally, I wrapped my tongue around it, and slowly slithered up and down while at the same time, inserting my two fingers inside her, slipping in and out in tandem.

She muffled her scream of ecstasy with her foreleg as she began to reach her orgasm, almost collapsing on top of me. I paid no mind, reinforcing her backside with my free arm as I increased my pace, enjoying her loud moans and the warm splashing water from the shower.

She finally gasped as she went still. I could feel her powerful contractions with my fingers as she took a step forward and collapsed, her soft coat made its presence known to my growing erection. Her increased breathing pace created a wonderful friction between her coat and my member, but this was not the place.

Slowly lifting myself up, I freed my erection and closed the shower. Spitfire looked at me, her gaze going from my eyes to my groin as she tried to lift herself. One of her wings flapped, grazing my manhood slightly.

“Come back here,” she said huskily. She was finally on her able to lift herself up, and touched my manhood with her front hoof. Without the horseshoes, it felt like those soft pads in cat’s paws, except it moved with unbelievable dexterity, creating a feeling of grip not unlike a suction cup.

Oh god, that felt good. I retreated a bit farther, smiling slightly as I began to exit the bathroom. Spitfire growled.

“Oh no, you are not leaving me alone in this state,” she said with a warning tone. She stood up. “I want you. Now.”

“In time, my dear Spitfire,” I replied, leaning forward and kissing her lightly on the lips. “I’ll do anything you want... if you catch me first.”

I scrambled out of the bathroom, leaving the shocked and steaming Spitfire in the bathroom. It was not my best dash, and it wasn’t supposed to be. The aim was not to escape, but tease her, keep her wanting. I also needed some time to make my way to the room. The bathroom seemed like a great place to go at it in stories, but trust me, the narrowed walls and items poking out of it was a disaster waiting to happen.

I heard a frustrated growl behind me and a rustle of stiff wings as the mare tried to chase after me. I was pretty sure if her wings were more responsive and not as stiff as they were now, she would have caught up to me by now. She was the Captain of the Wonderbolts. It was virtually impossible to escape her.

The inevitability caught up to me in the bedroom. Spitfire finally got in range and jumped at me, pinning my shoulder on her bed with her front hooves. She smiled as she looked at me in the eyes. She lowered herself, and gently licked my lips before she kissed me again.

She collapsed on top of me, making sure she didn’t suffocate me as she rubbed her stomach on my hard member, earning her a few gasps. She giggled with a wicked tone as she continued exploring my mouth and battling my tongue.

She lifted her head and smiled as she increased her rubbing. “How does it feel, Wingman?”

“Amazing,” I gasped as I felt as if all the hair of her coat was rubbing antagonistically on my sensitive member, creating an unbelievable wave of pleasure. “Oh, Spitfire.”

She slowed down, earning a groan from me. “You won’t waste your erection on my coat, Wingman. I want you inside me."

“Any position you want to try?” I asked.

She opted to do a belly to belly and placed herself at the bottom, spreading her hind legs wide. I thought it was pretty daring, considering how nervous she was from her expression. Deciding to start slow, I lifted her right hind leg and kissed her naked hoof, loving the gentle suction feeling around my face while my free hand massaged the other.

I then slowly kissed upwards, going up her leg, my free hand following the same pattern on the other leg. Then, I gently went over her beautiful yellow marehood, kissing around its edges, and giving it a slight blow. She groaned as she tried to push herself forward, but I moved on, kissing gently on her stomach, kneading her teats slightly before suckling them a bit.

I continued my way up, kissing her chest, my free hands now massaging her wings that lay straight and flat on the soft bed, and climbed up to her neck. Spitfire growled.

“Inside me. Now,” she declared in bated breath.

I didn’t say anything. I just kissed her again on the lips before I entered her.

“Oh Celestia!” she screamed.

I built a rhythm, going in and out of her while her vaginal walls were trying to their hardest to suck me in. I explored her mouth with my tongue as my hands began to increase their pace. I began to pinch certain areas in her wings, further increasing the contractions, making my manhood swim in the waves her tightening and moist walls produced. I grunted, feeling the pleasure building as I increased my pace.

Spitfire was shouting out, demanding I go faster and faster. I was on the brink, but so was she. My fingers began to massage her wing tips, which were now super sensitive with all the ministrations I gave her whole body, tipping the scales to my favor.

Her whole body stiffened as I felt her tighten around me, and I too felt everything explode. I screamed as I felt the pressure finally give, the dam breaking, the walls crashing down. I continued to pump as I squirted inside her, screaming slightly louder with each pump before I finally shuddered and collapsed on top of her, taking deep ragged breaths.

We stayed in that position, enjoying the warmth of each other’s bodies. I murmured as I gave her coat a few flighty kisses before Spitfire mumbled out something and turned and faced me. She weakly nuzzled my lips before she gave a content sigh.

“That was... oh my.”

I just hugged her, enjoying the feel of her warm coat on my naked body.

We stayed in peace for five minutes, before she blinked.

“Um, Wingman, I do get to keep you for the whole night, right?”

I chuckled. “Until Celestia’s light, I’m yours.”

“Oh good,” Spitfire giggled. “I’m going to enjoy this.”


The better part of the night was filled with grunts, sweat, and tongue fighting. The sensual dance I had with Spitfire lasted until four hours before sunrise, leaving her in an exhausted state. I wasn’t faring much better, either. We ended up in bed in a tight hug, enjoying each other’s presence and body heat until sleep overtook us.

I woke up when I felt the sun on my skin. I blinked a few times and heard Spitfire snoring softly beside me, mumbling something in her sleep. I smiled, pecked her gently on the cheek, and made my way out of the bed as smoothly as I could.

I dressed up and got a piece of parchment, wrote a simple goodbye and folded it. I took out a card that had the Gentlemen for Mares shield and logo, and wrote 'Wingman' and my Gentleman Identification Number on it before placing it inside the parchment. I then left it on the table near her side of the bed before I quietly got out of the door.

Exiting the hotel, I was greeted by the early-rising ponies going about their business. I felt some eyes going to me, and I ignored them as best I could as I approached an awaiting chariot.

The gilded door frame opened up, revealing a bespectacled unicorn with a white coat and pink mane/tail. She gave me a slight smile as she motioned with her hooves to approach and sit right beside her, hooves hovering over a cutie mark that consisted of two connected silver rings.

She was my handler, Ever Ring, or Eve as I called her. And yes, handler. Not the other word.

“Happy customer?” she asked.

“I’d like to think so,” I yawned. “I know you warned me, Eve, but wow. She was almost like an earth pony mare. Please tell me I don’t have any requests for this afternoon, because I’m beat.”

“I’ll make the arrangements, Harry,” she replied. She magically closed the door and signaled the pegasus chariot-pullers to begin their ascent. “How is Miss Spitfire? Did she treat you right?”

I nodded. “She is a perfectly behaved mare, though she was under the assumption I’d jump right at her in the beginning. I may have corrected her view on that.”

She ruffled my hair slightly with her hoof before I gently shoved it off. I gave her a mock glare, and she smiled in response.

“Relax Harry. Time to get you home.”

I yawned again. “I’m going to sleep, so please don’t mind if I crash into you.”

“I hope you don’t mind if I dodge then,” Ever Ring replied.

I just chuckled before I felt my eyelids close.

Next Chapter: The Enduring and Adaptable Gentleman Estimated time remaining: 6 Hours, 13 Minutes
Return to Story Description
Gentleman for Mares

Mature Rated Fiction

This story has been marked as having adult content. Please click below to confirm you are of legal age to view adult material in your area.

Confirm
Back to Safety

Login

Facebook
Login with
Facebook:
FiMFetch