A Helpful Hoof

The following two weeks were a whirlwind of activity, both for Mayor Mare and Anonymous. May stayed busy with her routine affairs, while Anon’s newly acquired job kept him busy. Often times, he’d act as a courier for May, hand-delivering important documents or correspondence to the ponies in town. Heck, she’d even sent him to pick up a package from a zebra in the woods once! All told, he honestly enjoyed it, since it allowed him to meet new ponies and get a fair bit of exercise.

Twilight, true to her word, had paid Anon two other short visits. While she hadn’t ascertained who or what had sent him to Equestria, she’d periodically appear with a list of questions about his world. He didn’t mind, since she was always pleasant, so he happily obliged her. Upon her third appearance, she’d brought her assistant, Spike, with her. The runtish dragon was surprisingly witty, and the two quickly hit it off, leading to another potential friendship in his newfound homeland.

As far as Anon’s integration into life in Equestria, it was unusually smooth. Working in the town hall gave him ample opportunity to meet and interact with the citizens of the village, while also letting him grasp the ins and outs of how Ponyville functioned. The strangest thing, for him, was just how quickly he’d acclimated to the multicolor equines of the land. Sure, they were slightly different than humans, but that wasn’t a bad thing.

Darn near everyone was friendly and got along with one another. Theirs was a simpler world, one without the omnipresent strife and conflict of Earth. There was no social media, no news outlets blaring scandals or political faux, or the seemingly endless drama that humans suffered through. Honestly, it was like a breath of fresh air, and one he’d grown increasingly appreciative of.

Anon’s daily activities had taken on a simple, but pleasant routine. After waking up, he and the mayor would go to work, trotting off to the town hall together. Once the office closed, they’d return home or, on occasion, go out for a meal together. Sure, it may not have been the most exciting sort of setup, but it filled him with contentment. For the first time in a long, long time, he was starting to feel like he belonged.

As for Mayor Mare, well, she was deeply enjoying the company. After living alone for a number of years, having someone to share her home with was a refreshing change of pace. She found herself looking forward to their stroll to the town hall, their genial conversations together in the evenings, and his pleasant company as a whole. Sure, some days were busier than others, but every afternoon, without fail, they made time to chat over tea and a meal.

Although she may not have been aware of it, the townsfolk of Ponyville had begun to take note of how close the two were growing, but not in a negative way. No, everypony was actually glad she’d found some companionship, not to mention the help she was getting around the office. All in all, both of them were happy and their bond was growing stronger by the day.

After Anon’s third week in Equestria, on a brisk Saturday morning, Mayor Mare awoke promptly at six and shuffled off to the bathroom to begin her day. As much as it pained her to admit it, her routine was painfully mechanical. After brushing her teeth, she trotted off to the kitchen, to set a pot of coffee brewing. As usual, she’d wait to start breakfast until after a cup of joe, and it was Anon’s turn to cook anyways. Fetching a load of his laundry from the dryer, and neatly folding it for the man, she trotted off to wake her guest.

Making her way to his room, May knocked on the door. “Anon, it’s time to get up,” she called, giving another rap on the frame. Under normal circumstances, she wouldn’t have intruded, but he was a notoriously heavy sleeper. Considering how comfortable they’d gotten with one another, and without hearing any signs of him stirring, she let herself in. Curled up on the bed, with a sheet loosely draped over his frame, Anon lie dozing. He was rather handsome, although she couldn’t put her hoof on exactly why. Slowly, she examined the man.

His limbs were well built and, if she had to guess, easily comparable in might to a large stallion’s. His torso, while shaped differently than a ponies, was adorned with a pair of nipples, each an off shade of color, as opposed to the rest of his hide. Speaking of which, the only place on him which seemed to have much hair was his head. As her gaze drifted down his body, her face went flushed, as she noticed a bulge at his groin. Lying on his back, and pressing against the thin blanket, Anon was sporting a bit of morning wood, or so it seemed. His rather unique physiology, in comparison to an equine’s, filled her with a burning interest. The fact that most of the denizens of Equestria walked around buck naked was a fact of life, but this human seemed to take great care in concealing himself. Bearing that in mind, she felt slightly ashamed whilst gazing at his veiled privates.

Suddenly, Anon groaned, causing May to start. “I...I just wanted to say that I have some coffee going. H...here,” she stammered, hastily setting his freshly laundered clothes on the mattress, before turning an about face and trotting out of the room.

Dreamily looking over, Anon rubbed his eyes. Looking between his neatly stacked garments and the fleeing pony’s rump, he smiled. “Thanks,” he called, slowly swinging his legs from the bed. Wearily, he stood and began dressing himself, spurred by the smell of brewing java.

Making his way through the house, and into the kitchen, Anon paused. Standing on her hind legs, May was reaching for something in the cupboard. The position gave Anon a tantalizing look at the mare’s tush and back, both rather shapely, given her age. He looked up, just as he heard her clear her throat, and froze. At some point, she’d taken note of the attention, and decided to let him know he’d been caught.

“Well,” May began, hopping back down, “I see someone’s feeling well this morning.” Though she came off as being collected, her pulse was racing. It had been quite some time since a stallion had given her that sort of look. Now, she couldn’t be one hundred percent sure he’d actually been ogling her behind, but it sure looked like he had been. Having retrieved a second coffee mug, she proceeded to the percolator bubbling on the oven range.

“S...sorry, I didn’t mean to be rude,” Anon grumbled, plodding over to the table to have a seat. As close as they’d grown, despite her being a different species, he didn’t view her as an animal in the slightest. She was a grown, capable, and independant woman, regardless of what she looked like. As such, he’d come to respect her dearly, both as a friend and a roommate.

Silently, May poured them each a steaming cup of java, while she digested the unexpected turn of events. If Anon really was interested in her, physically, it may be worth exploring. She had grown increasingly comfortable with the man, so she saw little reason not to explore how he viewed her.

“Anon, could you come help me for a moment?” Mayor Mare humbly asked. As a simple earth pony, carrying two mugs would be a bit tricky, and she saw no reason he couldn’t help himself. As the man approached, and leaned over to take his mug, she gently placed her hoof over his hand. Through all her life, she had learned that the direct approach was often the best option, so she acted accordingly.

“D...do you really find me attractive?” May murmured, refusing to look him in the eye. It wasn’t that she would actually mind, if he did — in fact, quite the opposite. Over the last few years, she’d tried her hoof at the dating game, and always seemed to find herself lacking. Heck, she’d even gone to Manehatten for a singles’ mixer a few months ago, but nothing had come of it. Everypony only saw her as what she was; the mayor, and little more. Anon was different though — as far from ponykind as possible — so she may have a chance with him.

“I…” Anon started, taking a second to formulate a response. The question had caught him woefully off-guard, especially since he’d only known her for a relatively short period of time. He couldn’t deny that he had found himself more and more interested her. She was sweet, doting, and deeply cared for her citizens, all traits he found admirable, but something else had been gnawing at him. Thought it was subtle, he’d actually noticed that he was increasingly captivated by her. Be damned if he could explain his reluctance to act on it, yet he’d been hesitant all the same.

With his lack of reply, Mayor Mare disengaged. She laughed, removing her hoof from his hand, as she moved towards the table. “It’s alright, I was just joking,” she chuckled, attempting to defuse the awkward situation. What was she thinking, asking something so brazen? She was old — older than a great many mares in Ponyville. Why would Anon, a strapping young man, find any interest in her?

“I do…” Anon blurted, turning to face her and causing her to freeze. “You’re a wonderful woman and, to be honest, I can’t understand how you’ve stayed single for this long,” he added. To hell with it, if he was going to be stuck in Equestria, he may as well be genuine with himself and with her. She’d stuck her neck out for him, given him a home, and was the only pony brave enough to come to greet him, upon his arrival, so she deserved a sincere answer.

Shakily, May set her coffee on the table. She couldn’t bring herself to look at him, not because she was afraid he was lying, but because she was afraid he might actually be telling the truth. “Y...you’re joking…” she sputtered, unwilling or unable to turn around. He couldn’t really mean it, could he?

Silently, Anon strode to her side and knelt. “No, no I’m not,” he muttered. Gently, he placed his hand on her cheek, and turned her to face him. “You’re a beautiful young woman, and anyone would be lucky to be with you,” he added, smiling sheepishly at her.

“Even you?” May countered, her voice catching in her throat. As much as she tried to fight it, tears welled up in her eyes. The question, while spontaneous, caused her to realize something: in his time with her, she’d grown deeply attached to the man. More than a coworker, more than a friend, she realized she savored her time with him. Having him around, and helping him adjust to his new life, had been deeply rewarding for her; add to that the fact he reciprocated her appreciation, and she was quickly growing attached.

“Especially me,” he unquestioningly replied, running his fingers through her snow white mane. As the admission passed his lips, their eyes met. Their world, in that moment, was one another. A man from a far off world, and a mare who had resigned herself to public service; each alone, in their own way, until that instant. Without a word, he leaned in and gave her a kiss.

Feeling the man’s lips meet her own, something within Mayor Mare broke. It was like a piece of a puzzle falling into place, a piece which had been left wanting for so long that she’d nearly forgotten about it entirely. The floodgates opened, and tears streamed down her face, as she wrapped her forelegs around his neck; but he wasn’t done yet.

Pulling away, Anon softly wiped May’s face. “I’m not sure if this will work, but I’d love to be with you. I couldn’t think of a more lovely mare to be with,” he whispered, struggling to maintain his composure.

May leapt forward, tackling Anon to his back, as she locked lips with him once again. His coffee cup clattered to the floor, spilling its steamy contents, as the their bodies collided. Her heart was a maelstrom of emotions; joy of their confession for one another, fear for what may come, anger at herself for waiting so long to speak with him, but most of all, hope shined through it all. His arms wrapped around her, holding her tightly, as they kissed. He was giving her what she wanted, what she needed, for such a long time, and she couldn’t be more thankful.

Holding her head with one hand, and her back with the other, Anon’s tongue warred with May’s. It was a focal point for them both, the magical instant where two beings discover happiness with each other. Even if it was fleeting, or if it really didn’t work out, that moment was theirs and theirs alone. The passion of their embrace was beyond reproach, as the man held the mare. Carefully, after freeing one hand, he pushed himself up, while being careful to cradle her to his chest. Holding her tightly, he stood, as they continued to make out.

Slowly, May’s affections were drawn lower, as she peppered kisses down his neck, over his collar, and to his chest. His hands crept to her rear, leaving his fingers to firmly wrap around one buttock. Her heart thundered within her chest, while their bodies slowly became intertwined. A single bead of nectar crept from her marehood, creeping past her entrance and between the globes of her rump.

The sensation of moisture on Anon’s finger’s stoked the fires of his desire. It wasn’t until his erection was painfully tenting his pants that he noticed just how worked up he was getting. Steadily, he moved a digit to May’s pronounced lower lips. As he caressed her marehood, she sinfully lipped his nipple.

Even though neither of them had begun their day with anything raunchy in mind, their passionate admission had resulted in a rather heated moment. The catharsis of being open, expressing how they felt for one another, had ignited something within them. This wasn’t some lustful display, no. This was the apex of passion.

“Bedroom,” May breathed, feeling him toying with her entrance. Sweet Celestia, she hadn’t been this turned on in ages. Rocking gently in the man’s arms as he carried her to her room, she continued to quietly kiss and worship his chest. While she’d never been this close to him, she had to admit, he smelled quite lovely. His hide, while unfurred, was soft and warm against her cheek. In a matter of seconds, she found Anon’s movement slowing, as they entered her chamber.

Carefully, Anon lowered May to the bed. Lying her supine, he hovered over her, kissing his way down her body. He’d never done it with a horse, so he was acting on instinct, but she certainly didn’t seem to mind the attention, given how she was contentedly humming. As he passed her waist, he paused and took a second to appreciate what he was about to get into. Velvety, darkly tanned flesh covered her meaty marehood. It didn’t look all that different from a human woman’s; at least, he thought it didn’t. As he leaned in, it opened slightly, allowing her clit to bulge forth. Caught by surprise, he looked up to her.

“T...that just means I’m excited,” May cood, blushing slightly. She shouldn’t have expected a human would realize what winking was, but she was still a bit embarrassed. The position Anon had her in was somewhat odd, although not uncomfortable. One of the benefits of being on her back was that she could easily watch what he was doing, a stark contrast to the typical standing position of equine coitus.

He shot her a devilish smile, as he brought his face to her loins. Any question of what he was intending was immediately dispelled, when he dragged his tongue through the silken folds of her marehood. May gasped, caught unprepared for his oral ministrations. While she’d read and heard about stallions eating out mares, she’d never been lucky enough to experience it herself, and the sensation was divine.

Kneeling at the side of the bed, Anon wrapped his arms around May’s hind legs. Gradually, he pulled her to himself as he serviced her. The taste was interesting — slightly citrusy and salty, with a subtle, grassy undertone. As he lapped at her nethers, periodically caressing her clit with his nose, her thighs closed around his head. Her fur was delightfully warm and soft, and her smell was wonderful. Sensing movement, Anon found a hoof gingerly pressing the back of his head.

“A...Anon,” May whimpered, pressing the man’s visage deeper into her loins. It was incredible, unlike anything she’d ever experienced before. The way his fingers caressed her hind legs, how his tongue teased and caressed her sex, and the deep, masculine hums he was making, it was all quickly becoming too much to bear. “I...I want you inside of me,” she pleaded, yearning to experience everything he had to offer. Her request caused Anon to slow, as his countenance appeared from betwixt her quivering thighs.

Ponderously, Anon stood and undid his pants. Pulling the garment down his legs, his manhood sprang forth, standing proudly as a testament to his arousal. Thankfully, the bed’s height allowed him to assume a standing missionary style position, without much trouble. Holding May’s hip with one hand, and guiding his tool with the other, he tauntingly glid it over her her snatch. His teasing didn’t last long, considering he was aching to bury himself in her. Lining himself up with her entrance, he looked up.

“Just tell me if it’s too much,” he quietly said. She nodded, signalling him to continue.

As Anon pressed forward, allowing his member to penetrate her, May sighed. The shape, while slightly different from a stallion’s, was far from unpleasant. Granted, she’d only had a moment to appreciate a view of it, before it slipped inside of her; it had a rounded head, vascular shaft, and a girthy base. She winced slightly, as he bottomed out, kissing the entrance of her womb. Not only was he rather sizeable, but it’d been quite a while since she’d gotten any action. Mercifully, he took note of her discomfort, and gave her time to adjust.

May’s marehood was surprisingly warm and juicy. Anon chuckled, as he was reminded of a childhood fairytale. Not too warm, not too snug, but just right. Resting within her confines, he gently caressed her belly. Yeah, he could definitely get used to the whole fur thing. While he gave her a moment, he admired her figure. Interestingly, it was the first time he took note of her bosoms. Two fleshy mounds adorned her lower abdomen, each with a lone teat. Allowing his hands to wander downward, he massaged them each, before delicately running his fingers over her nipples. May groaned in response, causing him to look upward. “So, are you ready?” he tenderly asked. She nodded, and Anon started to move.

Steadily, Anon withdrew from May’s depths, before he plunged back inside. A throaty moan escaped her, as she looked up at him. Relaxing herself on his thrusts, while flexing her pelvic muscles on his backstrokes, she did what she could to reciprocate, but it wasn’t easy. Her body rocked gently, and her breasts swayed in tune with the impetus of his movements. It was lovely, and the sensation was heavenly, but she wanted more. Without a word, she waved him closer.

Seeing the mayor motioning for him, Anon leaned in. Their position, along with the height of the bed, allowed him to do so without interrupting their lovemaking. Wrapping one hand around the back of her head, he locked lips with the mare, while continuing to rut her. Steadily, his thrusts increased in speed and force as he embraced her. As fate would have it, the past few weeks had all led to this moment. Two individuals, each alone in their own way, had stumbled across one another and found solace. Strange though it may seem, they gave each other something that they each desperately needed.

“H...harder,” May whimpered, momentarily breaking their kiss. Immediately, Anon obliged her, pistoning himself with gusto into her sex. Clamping her hind legs around his hips, she bucked up to meet his thrusts. She was getting close, she could tell. The culmination of pleasure was welling up within her, inexorably building to a crescendo. Sneaking one hoof around his neck, their tongues intertwined. She could taste herself on him, the cloying and slightly sour taste of her nectar lingering within his mouth, yet it wasn’t disagreeable.

Sensing himself teetering on the edge, Anon pulled away from her face. “I...I’m getting close,” he wheezed. His body was on autopilot, leaving him to jackhammer away at the pony beneath him.

“Inside,” May mewled, desperate to feel her interior bathed in his seed. She was desperate, teetering on the brink of climactic release. Her thighs trembled uncontrollably, and her heart was racing a mile a minute, as she started into the oblivion of rapture. Suddenly, Anon hilted himself and grunted. Ever so slightly, her entrance expanded, as a torrent of cum surged through his manhood and into herself. The influx of his essence pushed her past the brink, and she climaxed with cataclysmic force. A scream of ecstasy escaped her, as she howled to the heavens in carnal bliss.

May’s marehood seized around Anon’s cock, virtually milking every drop of sperm from his throbbing length. She writhed under him, adrift in a sea of pleasure, as he filled her. Panting, he brought his face to hers, passionately kissing her, as they rode out their orgasm together.

After what felt like an eternity, they each pulled away and looked deeply into each other’s eyes. Panting, slick with sweat, and lost to post coitus stupor, they smiled at one another. Neither knew exactly what to say, having just breached the interspecies barrier for the first time, until May started to giggle. The laugh was infectious, causing Anon to laugh in turn. Whether through the sheer absurdity of the deed, the potent cocktail of neurochemicals, or both, they each found great amusement in the moment.

“To think, an older mare like me could wrangle a young stud like yourself,” May tittered, still keenly aware of her partner’s manhood entombed within herself.

“Honestly,” Anon began, leaning in and giving her a peck on the cheek, “I’m surprised a young guy, like me, could keep up with you!” As their laughter slowly died, their eyes met. Brushing the now exceptionally frazzled hair from her eyes, he gradually hauled himself from her confines. “Well, that does it,” he sternly proclaimed, scooping her up in his arms.

“Does what?” May inquired, a bit confused by his statement. Glancing around, she realized they were headed towards the bathroom. While it was true they were in dire need of a shower, she hadn’t expected him to be such a gentleman.

“Can’t have the mayor of Ponyville looking like a ragamuffin, now can we?” Anon countered, cocking an eyebrow and giving her a cheeky grin.

“With a wonderful assistant like you keeping an eye on me, I’m sure I’ll be fine,” May remarked, hugging his neck.

Though neither of them realized it, they’d found something truly special. Thus, it was the start of a wondrous and loving adventure between a mare and her man.