The "Boyfriend Experience"
"Y-yes...oh, darling yes! Cuuuuhh....I'm c-cumming...!" Rarity moaned while bouncing elegantly along your member. Moments later, her swollen marehood bathed your crotch in sticky, yellowish love. After several ear-splitting orgasms her session was nearly up; it was a good time to finish things.
"My Princess...I'm close." you grunted, feeling the all-too-familiar tingle of fresh sperm struggling to explode forth.
"Inside, my Prince, inside!" Rarity implored, massaging your aching glans with delicate inner strokes. It didn't take much, and with a groan of satisfaction, you allowed your orgasm overtake you. Rarity bit her bottom lip, permitting only a ladylike whinny to escape as she felt your copious seed flood her walls. Her insides tugged at you with a desperation that belied her modesty; you stuffed her to the brim. It's how she usually liked it. Finally, after all was said and done, the mare rolled herself over to lie alongside you. Luxurious perfumes and musky orgasms mixed to create quite the aroma within the fashionista's bedchambers.
"M-my goodness. I shall never grow weary of such...intensity." Rarity fluttered her tired eyes. Your mind was already on other things.
"I'm happy you enjoyed the lovely evening along with my services, Miss Rarity."
"Mmm...back to 'Rarity' already, eh? I suppose that our time together grows short." she reluctantly floated a hefty sack of golden bits from the nearby dresser your way. You've already begun to don your clothing, and stuffed your semi-erect manhood back into your trousers.
"Thank you, Miss Rarity," you took the bag from the air. "I remember that there is a 'Gala' Event coming up for which you'd like to schedule for."
"Quite. There's a little tip in the bag for you, should you be so kind as to save the date."
"Certainly, Miss Rarity, although the gratuity is not necessary." you bowed in a rather Princely manner, still shirtless. As always, Rarity ate it up. The Element of Generosity loved her royalty fetish, and always tipped well.
"Curse the fact I must be so set-back with work; I'd hire you for the rest of my estrus." Rarity tittered, walking you to the chamber doorway whilst your cream oozed steadily from her nethers. "I look forward to our next rendezvous, my 'Prince.'"
With a courteous smile and a nod, you buttoned the last of your shirt, left the bedroom and showed yourself out of Carousel Boutique. The brisk night air met you well. Not too cold, yet not too warm...how the pegasi did it, you'll never know. Eight hundred bits in varying denominations, plus a few extra, jingled at your side. Your mind wandered to your well-booked itinerary. Sure, you gave yourself the next two days off, but the following evenings afterward would prove to be some of the busiest, should this month's heat cycles play out on schedule. Sipping a hand into a pocket, you absentmindedly brushed against a note you had hastily stuffed away. You fished it out, the same scrappy, hoof-written letter delivered earlier that day to your cottage home.
'I'd like to hire your services. Let's meet tonight by the Ponyville central fountain at 8' PM to talk. I have bits and a clean reference. Look for the mare with the rose. -S'
While you usually did receive initial contacts via mail, you've developed quite the clientele base already. Normally, such letters would be disregarded, but you had the time, and everything seemed to play out well enough to allow you to be free. Considering the safe area proposed combined with the allure of mystery, you decided to show up. Leisurely, you strolled to the fountain, but upon your arrival, you found yourself to be the only person there. Well, you didn't see any ponies around, anyway...
Glancing at your watch, you checked the time: 7:57. You stood at the fountain, and took a bit from your bag from Rarity. Casually, you flipped one bit with a thumb. It spun lazily in the air before landing in the water with a "plop". Almost as if on cue, a shadow emerged from the other side of the fountain. Looking left and right, a mare gingerly stepped out into the streetlight. She was...smaller than you anticipated.
"Hey."
Her orange fur bristled in a startle before she realized you were there as well; a nervous face slightly brightened.
"H-hey..."
Your eyes scanned the mare over after you heard her youthful voice. She certainly appeared grown enough, but still slightly foalish in demeanor. A scruffy violet mane creeped from her skull, brushed upwards slightly to avoid her timid eyes. Tangerine tufts were flecked with bits of dirt, standing out from her rough coat. A tiny pair of wings were pinned tightly to the foal's back, and seemed slightly underdeveloped at the joints. Not to mention she didn't appear to be eating quite well; her gaunt body spoke for itself. You doubted the poor thing even had enough bits to cover fifteen minutes, let alone the price for a full night with an exotic escort of your caliber and exclusivity. Tucked behind her left ear was a single red rose, slightly wilted at the ends.
"....ahem...." you cough slightly to break the silence and say your name.
"Oh? Oh! I...I'm Scootaloo." the filly stuttered. "You're the...human?"
"In the flesh." you say, almost unable to contain a chuckle. "I'm going to guess you're the 'S' who wrote me the lovely little letter."
"Mmmhmm."
"Your reference?"
"R-Rarity-"
You raised an eyebrow in question.
"-'ssssss sister." Scootaloo scuffed a hoof along the pavement.
"...Sweetie Belle?" you questioned, rather shocked. You certainly haven't entertained her; you might want to have a chat with Rarity about what details she shares with her little sister.
"W-well, we saw you walking out of the Boutique one night, and I might have said you looked...sexy. You know, just some pre-estrus talk! Sweetie talks with Rarity all the time, and says I should give it a try..." Scootaloo's hoof traced the same circle over and over. "She says you'll do...fantasies?"
"I've indulged a mare or two, perhaps."
"Is there...anything you'd be unwilling to do?"
Now it was your turn to get nervous. Although you never showed it, you were always careful when approached by new clients, as it was always a roll of the dice if they were to have some outlandish request. Despite sticking to the wealthier, Canterlot-based mares, you still encountered your fair share of those with...eccentric fetishes. It made you rigidly enforce your referral system to help weed out the nuttier ones...which this young mare could have possibly still been.
After a brief pause, you decided to humor her.
"That all depends. I like to consider myself open-minded, but there are certain lines that I must draw."
"Oh...ok." the filly gulped. "I...I'd like...w-would you be..."
You mentally braced yourself for the worst.
"M-my coltfriend?"
Not expecting such a reply, you catch yourself before your jaw drops.
"Certainly you know what I do, correct? Most mares don't approach me looking for an 'emotional' tryst." you explained. "Certainly a fine, mature foal such as yourself can find an alternate means of obtaining a stallion?"
"No." her bluntness was almost tragic. "I haven't had the best of luck with...relationships. Not even back in school. Not even with earth ponies or gryphons or minotaurs or even...my idols. I figure, why chase after something that doesn't really exist? I'd break a lot of scooters trying. Why not find someone cute and clean and just pay them? Even...even if I have to p-pretend."
Her resolve waned at the last word, tears beading at the corners of her eyes. You've been street-wise enough to know when you were being played, and although some rich-types used tears before, the little pegasus in front of you shone with genuine honesty.
"Well then," you whispered gently, careful not to sully the mare who mysteriously tugged at your heartstrings."I'm sure that we can work on someth-"
"R-really?!" her fragile wings buzzed, venting her anxious energy before she recomposed herself. "I mean, th-thanks. So I was thinking, when were you free?"
You sighed internally, knowing that the next forty-eight hours were your only allotted "vacation time".
"I suppose I'll be free tomorrow evening, should you be as well."
"Totally!" Scootaloo nodded her head with youthful exuberance before slowly developing into a more nervous expression. "O-oh...I was wondering how much would, um, having a coltfriend...cost?"
You knew this would eventually come up.
"Well, I normally charge about eight hundred bits per night, and occasionally give discounts depending on the number of consecutive days and frequency I'm 'requested' by familiar clients."
"W-wow..." the poor mare's face dropped into a somber frown as she shuffled nervously. "What if...how about if it was just lunch or a walk in the park?"
There went your damn heart again; you force yourself to believe it was the spicy food Rarity had prepared for you earlier as an "aphrodisiac". Surely she deserved something a bit more than just that.
"Don't worry about it. I'm sure that we'll just...take it as it goes?" you gave a comforting smile, unable to stop the waterfall of mouth-words that seemed to spew forth. The act seemed to perk up Scootaloo quite noticeably.
"D-do you mean it? For real?" Scootaloo's voice hitched once, as if unwilling to allow her enthusiasm to rise any higher for fear of being rejected yet again.
"Yes, for real. I'll pencil in one adorable orange filly for the..." you paused to ponder an appropriate name. "...the 'Boyfriend Experience'."
"Oh...oh wow!" Scootaloo's heart felt like jumping from her ribcage. She finally had a genuine date, and with the cute human from town. "Ok, ok. Hang on a second..."
Scootaloo fiddled with her mane as if she'd almost forgot something. Gingerly, she pulled the little wilted rose from her violet hair and trotted over to you, presenting the asymmetrical flower with pride.
She cleared her throat briefly.
"T-this is for you, my...boyfriend." she paused at the last word, repeating the term you phrased earlier.
Touched, you allowed only a gentle smile and nod before accepting the delicate treasure.
"Tomorrow then. Meet me back here, around 4:30. We'll grab something to eat near the park, and perhaps one of the shows, before we head back to your place."
"Right. My place." her enthusiasm seemed to falter only slightly.
"I'm sure it's just fine." you gave her a sympathetic look, trying to convey your understanding of her circumstances without directly saying anything. "I'll be spiffed-up a bit myself, but nothing too fancy. Look for the man with the rose."
A grin an a subtle wink finished your terms. Scootaloo was all too agreeable, and with a spring in her step, trotted away to prepare.
...but not before casting a whimsical glance over her shoulder to wave a hoof at you once more. You matched her, and eagerly awaited your shared "date night" with cautious optimism; it felt unlike any other expectation in recent memory. Your mind wandered from the possibilities to your current need to deposit your bag of bits at home; you strolled off into the peaceful night.
~*~
The sunny park hummed with the activity of an average Ponyville day, albeit slightly slowed with the approach of supper hour. Since you arrived early, as was your usual custom, you decided to do a bit of pony-watching. The same fountain, the same cobblestone, the same townsfolk; you wondered what they'd think of you if your profession were to become public knowledge. Multiple cafes ran the end of the park before reaching the store of the tow proper; each stand competed for the prime selection of hungry trail-goers. You run a hand down the piping of your waistcoat, savoring the subtle nuances of texture against your fingertips. Another Rarity original; you surely "thanked" her well for the generous attire those many moons ago. The rose Scootaloo carefully guarded sat snugly in the shallow pocket over your heart, jealously guarded by a linen cloth square and speaking volumes of your greater-than-friends demeanor. Smelling the delicious aroma in the air, your stomach began to express its desire as your companion wandered into view.
Scootaloo certainly looked more groomed than your first encounter; perhaps she was in a nervous rush that day? Her mane looked well combed, and her hooves well washed. A gentle breeze carried her gaze to the fountain; that's when she noticed you. With a smile brighter that Celestia's sun, she approached with a foalish speed. Her previously dusty coat, once dirty with flecks of earth, now shone as if juicy tangerine. She couldn't wait to begin the date.
"You're here! So awesome!" she shouted, almost giggling in a suddenly not-so-tomboyish tone. "What should we do first? Walk in the park? Go see the lake? Talk abou-"
"Eat." you interrupted with a chuckle, eliciting a slight blush from the over-excited mare. "I've been peckish ever since the smell of cooking soybatter hit my nose."
"Oh? Oh! Sure! I, um, figured I'd eat a bit of food at home, you know? To save some, uh, time."
You knew she was lying. She either didn't eat lunch at all, or was simply saving every last bit she could. Fortunately, you have Rarity's tiefgeld to play with; you set aside some just for the occasion. You figured: 'Why not treat the mare a bit?'
"Are you sure you don't have any room? What sort of boyfriend would I be if I didn't offer my 'marefriend' something to eat before our stroll, hmm?" you teased her, running your hand through her fresh-smelling mane. Almost immediately, Scootaloo rolled her slender neck into your firm touch, her nerves subconsciously starved for tactile affection. You push back gently in order to keep proper balance.
"W-well I guess I can eat a bite or two." Scootaloo's rough voice softened, her mind still riding on the pillow that was your casual touch. Reluctantly, her attention turned towards the selection of foodstuffs. "Those pancake things smell pretty good."
"The crepes?"
"Uh, y-yeah! Crepes. That's what I meant." she ruffled her wings before resting them lightly along her back.
"Sounds good to me. Let's go." you motioned to your side, but after many awkward seconds, Scootaloo simply remained in her original spot. "Scootaloo?"
"Yeah?" the filly smiled expectantly at you.
"Don't you want to trot side-by-side like a proper couple?"
"Mmmhmm." she nodded her head, her soulful eyes never leaving yours. You motioned a few more exaggerated moments before she finally noticed your arm waving her close. "Oh! I'm, uh, n-not used to some signals quite yet. Sorry."
You shook your head, placing your hand along her withers and pulling her against your thigh. Oh, if the Canterlot Elite you've escorted could see the social awkwardness of your charge. However, you found her foalish honesty and demeanor to be rather refreshing in a way you didn't expect. Side-by-side, you strolled towards the heavenly smelling open-air cafe. You felt Scootaloo's weight leaning against your outer leg, and suppressed a smile. Most mares enjoyed walking close to their lovers, but the little orange filly took "cling" to a new level. Still, her innocence was inspiring.
Before long, you reached the nearby corner cafe, still in fair view of the glistening fountain and the becomingly lush Ponyville park. Asking for one of the outdoor couples' tables elicited a small giggle from your 'date' as you were shown to a rather minimalist, yet scenic, sitting arrangement by the hostess. Taking your respective seats atop rustic cushions along the white metal fencing, your waitress approached. The menu, although brief, was certainly appetizing; you ordered your favorite item. Scootaloo took longer to order, not sure if she wanted to request something cheap in or something actually filling. Upon your instance, she placed an order for a hearty daffodil sandwich with a side of lavender crepes and some pumpkin soup. As the waitress trotted away, the young mare looked back towards you, anticipating some sort of interaction that belied her social inexperience. You settled for getting to know the filly better; what made her tick?
"So I notice you don't have a cutiemark." you stated plainly. "Aren't you a bit old for that?"
"Oh, uh..." she appeared rather unnerved by your opening question; perhaps you were a bit too blunt.
"Let me rephrase things. Most mares your age usually have one by now, and I'm usually able to infer something about their careers from it. What is it that you do for income, or for your talent?"
"Hmm, well, I usually do a bit of part-time repair work on the local scooters. Most of the younger fillies and their parents know that I ride, so for a few bits, I set their foals up with something safe or help fix some of the broken ones." she smiled softly. "It's not much, but it gets me by."
"I thought I saw you scooting around town before. Speaking of transportation, I've never seen you fly. It is unusual for pegasi to have earthen jobs; what inspired you to work with scooters?"
Again, the foal's features drooped, taking you heart down with it. Instantly, you remembered your observation from last night: her undeveloped wing joints.
"I...can't fly." Scootaloo stared at the table, her gaze leaving yours for the first time since you sat down. "No matter how hard I try, I just...can't. My wings just buzz. I never had any parents that I know of to instruct me, and never had many pegasi friends growing up. Sweetie Belle and Applebloom, my only two friends from back in school...they don't have wings. One day, I discovered a scooter with a chipped push-board just thrown beneath our 'clubhouse'. I patched it up a bit, and just....took off. Feeling the wind against my wings, spreading my feathers apart, it was just...wonderful. I guess after that, I relied on the feeling of riding a scooter to feel like I was really 'flying'. There have been times when I've put down the scooters I've acquired to practice again, daring to defy my stupid, weak wings....but every time my body betrays me. A free clinic I went to gave me a physical, and some unicorn doc said I have winged muscle and joint dysfunction probably caused by 'traumatic birth'. But it's okay, I guess...at least on my scooter, I can dream."
The mare finished her story with her gaze towards the park, wistful eyes distracted by a single bluejay soaring through the breeze. Although you appreciated hearing her touching revelations, a part of you was disappointed in yourself. This should be Scootaloo's time of happiness, not one of reminding her of her physical flaws.
"I think you're one amazing rider." you changed the topic, throwing some earnest enthusiasm into your voice. "Those tricks I've caught you doing around town are something special."
"Really? You've seen me ride? Did I look cool?" she seemed to perk up slightly.
"Totally cool. I've even heard others commenting about your daredevil nature. I think it's amazing how you can risk taking so many spills and still have such a pretty face." you winked with a silly, flirtatious smirk.
"Oh, shut up." Scootaloo chuckled with a smile, her tomboy mannerisms hinting through her guffaw.
"Just calling it how I see it."
Before long, your waitress returned with your food. After politely placing the delicious dishes and drinks in front of you, she left you both to your meals. Scootaloo stared at the assortment with almost comical fascination; her prehensile lips moistened with hunger. Laughing, you encouraged your date to dig in, which she did so with abandon. Slurping down the zesty soup, munching on the soft crepes, taking healthy bites of her crisp sandwich...your normal Canterlot 'dates' would have had heart attacks. Taking a taste of your own scrumptious food, you both shared the warm silence. As you both finished eating, Scootaloo's mouth was littered with pumpkin and flower petals.
"Allow me." you reached out towards the confused filly with a napkin, wiping her lips clean of any excess food. Removing the obstructive cloth, you revealed her beaming smile, once more filling your chest with a gentle tingle. However, it wasn't long before the topic of scooter-riding continued, which your date was all too happy to now talk about.
Despite being quite grown, Scootaloo remained a foal at heart. With the salt shaker, she illustrated her 'stunts' for you with erratic hoof motions along the tabletop. After a particularity challenging leap over the pepper shaker, your waitress returned with your bill. Taking it, you gave the filly another reassuring look as you deposited the bits inside...plus a decent tip for the salt "scooter" which seasoned the once-clean table. Stepping around the gate to the outside, you both made your way towards Ponyville park, past the ever-flowing fountain, and along the path of trees and flowers.
~*~
It was still quite sunny out, albeit the rays were beginning to wane. Ponies filtered out from the area, their faces full of sleepiness and contentment at another summer's day successfully lived. Perhaps the smaller presence in the park would provide your "date" with a bit more social comfort? The leaves from the neatly groomed trees whispered in hushed tones with the wind, almost as if commenting on the peculiar pair of human and pony that graced their midst. The welcoming path narrowed, forcing Scootaloo to press close once more. The shadows of tall trunks blurred together; a natural cloak of privacy. The new topic of conversation settled on your human presence in a world of equines.
"So what does a human do in Equestria?" she asked, silently relishing the support of your waist along her lower neck.
"Not much." you answered frankly. "My fingers don't match unicorn magical dexterity, my brute strength doesn't compare to that of earth ponies, and it goes without saying that I cannot fly."
"Oh? I'm sorry! I didn't mean to make you feel bad, honest!"
"Hah, you didn't. I was well aware of things when I came; it's hard to make a living without special connections or talents in human society as well. Fortunately, I have...abilities...that other species of mer might not be able to offer to ponies, or at least not in the caliber I can provide."
"Ahhhh, I get it. You can fuck really good, huh?"
You were almost taken aback by Scootaloo's lack of subtlety, and mentally stumbled.
"I, uh..."
"Nah, don't worry. I get it." your date shrugged. "I knew what you did from Sweetie, who knew what you did from Rarity, who I guess knew from...uhh..." her mind wandered off in question. You found it an appropriate time to address that very topic.
"Listen, Scootaloo, I can't have this becoming something...public. It is something that I'm good at, but I'm afraid as to what might be thought of me, should I find gainful employment in a non-sexual sense. Besides, even though pony society seems quite tolerant, I'm not sure how many mares might want a long-term, open relationship with a man who has been...around...so much."
"I wouldn't mind..." Scootaloo whispered inaudibly as she continued to listen.
"Given that, I'd appreciate it if you kept this our little secret. I still get the occasional 'wow' from a visitor or two who come from out-of-town, but for the most part, am no different from the other panoply of species making their lives within pony society. Perhaps the hardest part is being alone. Emotionally. I'd say that it is easy to fulfill the sexual fantasies of others, but difficult when your own involves settling down with a lover you can trust."
"I understand...all too well, actually. A-about fantasies and how they don't always come true, I mean..."Scootaloo caught herself. "If it means anything, I appreciate you being open with me. It's really something special, ya know? Something that a boyfriend would do..." she finished with a gentle blush.
Walking into the center of the sparsely populated park, you found yourself thinking about what the young mare had said. It was certainly a more personal tangent than you'd usually allow. Perhaps you could attribute it to the promised "experiential" factors? Your train of thought was interrupted by the sounds of a tired bow being pulled across taut chords. You hardly noticed where you and your filly had wandered. The local Ponyville strings group must have just finished up their performance; there didn't seem to be any other ponies around. A rather gruff trio of older stallions placed their well-worn instruments away, one at a time, testing each to ensure their chords would hold.
"Hmmm, looks like we're a bit late for a song." you rustled Scootaloo's mane as you both walked close to the shoddily-prepared bandstand.
"Nah, that's okay." Scootaloo shrugged. "I had fun taking our time talking while walking though the park anyway. "
"Hey there, friend. You n' your gal can always catch us next week." the pudgy bassist chimed in, laying his bow flat.
"Yeah, s'not like this guy's gotta mare o' his own ta spend the weekend with, huh?" the unicorn violinist critiqued his partner with a friendly jab. The third player, a mustachioed pegasus, only chuckled at his friend's expense.
"Funny, funny, Tuner. Rib me infronta the young couple."
"Funny thing is," you interrupted, drawing their combined attentions " I'll be out of town for awhile. I was hoping that I could take my marefriend here for a quick show in the park for a proper goodbye...and to tip the talent, of course." your palm jingled a few glimmering bits. "But if there's really no time, I suppose we could turn back."
Scootaloo only gave her best theatrical pout-face. You weren't sure who found it more adorable, you or the music crew.
"Well, when you put it that way..." the stallion sized his bow with a hoof. "I think we's got time for one more song, eh guys?"
"Yeah. For a tip." Tuner chimed in.
Rolling your eyes, you flipped a few bits with a thumb into the pony's open instrument case.
"Nifty trick, friend. Now yous two sit back, and we'll play a little somethin'."
"Something romantic, if you would. It's a special night." you quipped, flipping an additional bit atop the growing pile. Scootaloo only squealed softly with delight at the comment. With a curt nod, the bassist lifted his instrument as you and your mare took a seat on the plush grass. It wasn't long before the trio was ready once more, and after a brief pluck, began to play.
From the very first note, you could feel Scootaloo exhale. It was almost as if the music, slow and somber, eased the tensions from the mare as she melted across your lap. Watching the stringers play, one of your hands subconsciously ran underneath her mane, brushing across the ocean burnt-orange fur with each stroke. The song really was quite well performed considering such amateur players, and it reminded you once more of the stark contrasts of what you're normally "treated" to by other clients in Canterlot. A gentle breeze blew across the field, carrying the music through the rustling leaves. Scootaloo reflexively snuggled into your stomach, and although was not chilled, found every reason her mind could imagine to pursue your masculine warmth.
You pulled the filly close, and decided that you preferred the current experience over anything Canterlot could possibly give.
Eventually, the delicate song ended, and the band began to eagerly pack their things.
"Ohh, my stiff back. I can't stand on two hooves and hold this dang thing for so long no more..." the bassist shuddered. "Yer both a cute couple though. Glad we could play fer ya."
"Yes, n' glad for the bits." Tuner snapped his tattered violin case closed with a bit of magic.
"Yeah..." Scootaloo turned her head, breathing your scent slow and deep. Her half-lidded eyes settled on the rose in your breast pocket. "A cute couple..."
"It would seem we're both a bit...sleepy." you caressed her violet mane once more. "You gentlecolts have a nice night."
"Heh, yous too. Don't go havin' too much fun." with a huff, he lifted his instrument onto his broad back, and marshaled his companions towards the path leading out of the park. Left alone once more, your strong arms snaked comfortably around her chest and neck.
"Is someone getting tired?" you cooed softly.
"Nuh-uh." Scootaloo foalishly rubbed her face into your shirt before looking up into your eyes. Silently, she pleaded that you wouldn't leave. Although the sun had finished setting during the musical performance, you could easily see the passion in her eyes reflecting off the moonlight.
"Well then, how about we spend the remainder of our time together over your place, hmm?"
Scootaloo winced briefly at the idea.
"You sure? It's not really...fancy."
"I understand. Fanciness really isn't a factor to me, though. Surely you'd like to show your boyfriend where the coolest mare in town lives, hmm?"
For an instant, her mind flew to none other than Rainbow Dash before she understood your meaning. She glanced down in thought, rustling her tiny wings while weighting the options of bringing you back "home". It was where she was keeping her bits, after all, and she eventually decided that it would be best to finish the evening there.
"Alright then. Let's head back, and I can show you my, uh, scooters."
"Sounds fun." you whispered near her cheek. Your hot breath contrasted well with he cooling night air, causing the filly's ear to twitch in arousal.
"Y-yeah!" she fluttered her tiny wings as she stood, pulling you up with her teeth by the bottom of your shirt. In an instant you were both off into the dim trees once more, on yet a different path, heading in the direction of Apple Acres and the border of the Everfree.
~*~
Walking between the trees, you were reasonably surprised to see a slender dirt pathway form as your eyes caught flak from the dusty trail. Finding your way through Sweet Apple Acres at night seemed challenging, but Scootaloo seemed to know where she was heading. You were surprised anypony lived so far out towards the wilds. Eventually, after stepping around a particularly thick oak, you saw a humble wooden shack nestled tightly amongst the foliage. When compared to the towering trees and plant life that spilled from the Everfree, the dwelling looked all the more demure.
"Here we are. Casa de Scoots."
"It looks quite homely." you commented, looking over the adorable little chimney pipe jutting awkwardly from the roof. "Did you build this yourself?"
"For the most part. I...had a lot of help from Applebloom. She's handy with tools 'n stuff. It's her special talent. The Apple family chipped in some quality barn wood too, but I furnished it all myself." her petite wings buzzed with pride.
"Passion for rustic home decor, hmm? Well then, I'd love to see the inside."
The tangerine filly nodded her head, biting her lip in an excited blush as she nudged you forward toward the dwarf-like door frame. Bending over, you followed the young mare's wishes and stepped into the single-room "home". Inside looked far cleaner than you anticipated, and rather uncluttered...apart from the pile of scooters to be fixed near the entryway. You supposed that she didn't have the luxuries necessary to worry about that issue, though. Fortunately, there was more than enough room for you to properly stand; it appears she'd organized her residence by separating her possessions and utilities into various corners. A simple cotton futon laid in in the northern-middle of the room, no doubt where the humble mare slept.
"Let me give you a tour! It's what a super-cool marefriend would do, anyway." she waved a tiny forehoof around in the air.
With a nod of your head, you allowed the mare to direct your attentions.
"Over here's my cooking corner, where my wooden stove is with a few cans and containers. Over there is my 'repairs' corner for old scooters, and over there is the, uh, 'rest of my stuff' corner where I keep things I find around town..." Scootaloo had a genuine smile, showed her pride at sharing herself with you. The filly really did take life in-stride, making the best of things as she went. Still, her situation tugged at your emotions. She was so happy with so little, and it was admirable. Glancing over to the "rest of Scoot's stuff" corner, you saw a few bottles of perfume and a cracked hairbrush precariously balanced atop a small nightstand.
Lilac.
"That's a lovely smell for a mare." you complimented, reaching out and pulling Scootaloo close once again to take a whiff of her mane.
Her ears twitch once from the touch of your nose; so adorable.
"Y-yeah...Sweetie Belle sometimes gives me her sister's old beauty supplies, and any perfume bottles that are almost empty." she admitted while a soft smile. "You know. 'Cuz she's cool like that and I, uh, hate wasting stuff."
"It's alright, Scootaloo. I understand. You can always be open with me." your arms squeezed tighter, pulling her close to your chest. "I know you asked for a few things from Sweetie Belle to fancy-up a bit for tonight."
"W-well, I might have, just a bit..." her voice cracked slightly, again so unused to being caressed. Rolling to your left, you both fell atop the slim mattress with a shared 'poof'.
"Ooph."
You bumped your head against her surprisingly hard pillow, lifting your noggin up rub it slightly with a palm.
"Oh, those are for you." Scootaloo reached behind her pillow, almost as if an afterthought. From beneath the well-worn linen, a dirt-etched sack emerged in her little hoofs. The sack jingled, and you immediately knew what was inside.
Bits.
You had nearly forgotten that this was a 'charged' experience.
"I got pretty dirty digging these up yesterday, but they're worth it so spend a perfect fantasy night with my...boyfriend." her tomboy voice wavered once again, feeling the mist of the 'date' waft away with the winds of reality.
You weren't about to let that happen; the filly deserved her perfect day. You set the bag aside, being careful not to disturb any further dust from scattering across the futon.
"Is...is it enough?" Scootaloo asked, knowing the bag must have felt far too light.
"It's fine."
"Are you sure?"
"Positive."
Truth be told, bits were the last thing on your mind. You wanted to see the young mare smile again.
"You know, Scootaloo," you began, splaying yourself out as best you could despite the cramped setting. "You've been calling me your 'boyfriend' all day, but don't special someponies usually kiss each other to show it?"
Immediately, the young mare's face went red.
"Y-yeah, they do."
"So what are you waiting for? Give me a little kiss..." you whispered flirtatiously with a wink.
Shaking her head up and down vigorously, Scootaloo ruffled her wings once before clenching her eyes shut and leaning towards your lips. A nervous pucker ran across her features, and she nervously pushed her foalish pillows against your own. After a concrete second, she quickly pulled herself back. It was a rather delicate peck, although the extent of her pursed lips thinning-out felt more like a 'rub' than a genuine 'kiss'.
"H-how was that?" she spoke breathlessly, suddenly quite unsure of herself. "I'm not really used to kissing, let alone kissing, uh, humans."
"Not too bad. But I think we can work on a few things. Open your lips and mirror me."
"Okay!" Scootaloo obeyed, leaning closely and staring with a rather foal-like enthusiasm.
"Open your lips, as if begging the word 'awesome', and stop at the 'aw'..." you began to demonstrate. "Close your mouth and open it slowly, pulling slightly at the air. Yes, now close your eyes, gently, without squinting. You don't want to feel any tension in your brow; feel only with your lips..." your fingers reached out, combing through Scootaloo's mane and settling at the base of her skull.
"Now feel me close. Feel how near our lips are. Feel how warm our breath is together. Experience the kiss like cool drink of water."
"Yeah..." her sweet breath flooded your nostrils, her wings slowly rising.
"Now, until you feel my head pull back slightly," you close your own eyes, your lips now merely millimeters away from the filly's. "let's begin."
Gently, you pushed Scootaloo's head forward, eliciting a surprised "eep!" from her lips before they were sealed shut. Almost as if an expert from the start, her pressure waxed and waned, pulling and pushing your lips against hers. Despite you being the experienced kisser, Scootaloo's lips were far more prehensile than yours, and she reflexively massaged against you. Little huffs of breath escaped, only to be caught in the heavenly back-and-forth of making-out that Scootaloo had only dreamed of. Slowly, you pulled your neck back and broke the kiss.
"That...that was...oh, Sun..." Scootaloo's eyes remained closed, her wings outstretched and twitching.
"Well, I figured you'd like that." you couldn't deny your own arousal. While you had been self-conditioned to experience a degree of 'desire' when in bed with a mare, laying down inside Scootaloo's shack brought you a whole different feeling of warmth.
"Can we do...other stuff, too?" her eyes fluttered open, darting to your growing erection.
"We can, if you feel comfortable with that." your shaft ached to be free of your pants, but you allowed your filly to dictate the tempo.
Scootaloo bit her bottom lip in thought. It had been far too long since she'd been bedded, and the circumstances were...far less than ideal. After only a second, Scootaloo marishly shoved her snout into your crotch. Rapidly, she snorted air against your fabric in a tell-tale need to have them off.
"Woah, easy now." you laughed. "Let me help you out a bit..." you removed your waistcoat first, careful to fold it in a manner that didn't damage the wilted rose in your pocket. Next, you undid your shirt, one button at a time, before loosening your belt. Taking off your shirt, you tossed it playfully over Scootaloo's head. By the time she dug herself out of the confusing garment, you laid bare before her, a comforting smile spreading along your face. However, it wasn't your face that captivated Scootaloo. At the moment, all of her attentions were focused on your uniquely human phallus.
"Wow!" she darted forward, almost causing you to flinch backwards in surprise.
"Enjoy?"
"It looks so...it looks so..." she gently nuzzled you near your testicles. "...hot."
To your surprise, her little tongue slid out from her lips and delicately lapped against your skin. The warmth of her saliva caused you to shudder.
"Hey now, shouldn't this be all about you?" you chuckled.
"I thought good marefriends always liked to lick their boyfriends?" Scootaloo looked up with an innocence that would have been far more convincing if she wasn't so eclipsed by your shaft.
"That may be so, but it doesn't prevent me from doing this in return." you said, lifting the filly with ease and spinning her around flank-first.
"Wh-what are you...ohhh..." she panted softly, feeling you brush her tail aside to access her already well-moistened netherlips. You ran your tongue over the surface, and marveled at the sweet flavor of youth and age mixing with maturation. Her little button winked rapidly, longing to feel the roughness of your taste buds. You obliged, and were rewarded with a rich stream of mare-pre splattering into your maw. Spicy and warm, you drank your filly's sexual fluids with ease.
"Looks like someone's already ready to go, huh?"
Scootaloo wanted to respond, but her mind was lost to the sensations of lust and longing. After giving her clitoris a final tease with the tip of your tongue, you flipped her around once more. However, before she could react, you gave her a gentle peck underneath her chin.
"So then, would you like to do it like this? Most mares enjoy riding on top more than they realize."
After shaking her head back into reality, the filly took pause to think about your offer.
"W-well, I think it'd be fun, but I wanted to do something a bit more..."
"Familiar?" you finished the sentence for her. Scootaloo simply nodded, closing her eyes gently. Wanting to give her an experience that she would enjoy, yet one she was also comfortable with, you complied. Slowly, you repositioned yourself and your lover in a more traditional mating position: mare standing, stallion from behind. Her forelegs rested on the futon, while her hind legs stood firmly on the ground. Your hard member throbbed impatiently against Scootaloo's hindquarters, but it would have to wait; you wouldn't start until the young mare was comfortable.
"Better?"
"Totally."
Slowly, you leaned over her spine and stroked the feathers of her goose-down wings. Her calm breathing was occasionally punctured by a gentle squelching noise as her marehood winked steadily. Ever-erect since the first kiss, the filly's frail wings stretched proud, and felt silky smooth against your touch. Although were accustomed to grooming pegasi in the past, the experience with Scootaloo was something unique altogether. Despite flinching from your delicate touch against the nubs of her wing joints, Scootaloo felt herself moisten further. She let out a soft "coo" as you began your massage.
"You have very pretty wings." you spoke softly, preening the mare's tiny feathers one at a time. "They're so-"
"No." Scootaloo whispered harshly, shattering the once-tranquil atmosphere. "You...you're not supposed to lie to me. Good boyfriends don't lie about their mare's stupid...crappy, wings..."
"You're right. Good boyfriends don't lie." you stretched your torso so that your head was near her own. Swiftly, you gave the corner of her mouth a kiss. "...and I didn't lie when I said your wings look pretty."
A dumb grin shakily crawled across Scootaloo's face as you resumed your previous preening. A tear of surprise threatened to spill from her violet eyes.
"Thank you..."
One by one, her feathers were made straight. You removed a bit of natural feather dust with an occasional flick, and used a forefinger and thumb to unroll a growing feather from its waxy cocoon. Scootaloo's breathing became more and more rapid with arousal. Eventually, she couldn't wait to have you a moment longer.
"C'mon...oh, please...I just..." she begged with a gruff, yet foalish, squeak. You knew what she meant, and lined your aching glans up with her sex. Pushing forward with a soft test, you were rewarded with yet another stream of mare-pre splattering the length of your shaft the moment your crown made contact. She scraped the sheets once with a forehoof, snorting in anticipation. Her tight lips dilated in a desperate invitation to have you. With a slow, methodical thrust, you braced your hands near the base of her wings and began to enter during a wink.
"Ohhhhhh....ohhhh...." Scootaloo moaned, her tomboyish voice raspy within the stagnant air of her little shack. You took your time, breathing deep and savoring the delightful vaginal massage that only a mare could offer. Reflexively, her narrow canal pulled you inch by inch until you were fully inside her carnal embrace.
"Does it feel good?"
"Mmmhmmm!" Scootaloo nodded frantically, adjusting to your girth.
"Then let's begin, my sexy little filly." you smiled with confidence while kneading her underdeveloped wing-nubs. Slowly, you began to pull back. The experience of emptiness was nearly agonizing for the mare who'd been so sexually and emotionally deprived. But she knew you'd fill her once again; and so you did. Thrust after thrust, you began to gently contact her rump with your thighs. A quiet "smack" echoed against the wooden walls with each push. Closing your eyes, you relished the tactile sensation of breeding. Although instead of sinking into lust, your psyche soared with a mysterious emotion that lifted your heart higher and higher with each passing second.
"Scootaloo..." her name danced off your tongue.
"Ohhh, fuck..." was the young mare's reply, feeling your pulsating heat claiming every crevice. Her little wings buzzed once in an attempt to vent her pent-up desire. A lewd squelch was followed by a loud splatter as yellow marecum poured rapidly from her stretched sex. You didn't miss a beat, and continued thrusting.
"Mmm, enjoy all you like, my marefriend. We can buck all night."
"That a challenge?" Scootaloo's competitive side flicked through as she licked her lips.
"Try me." you egged her playfully, thrusting slightly harder. Scootaloo would have responded, but was sent reeling by the shape of your pronounced glans scraping her tender insides. She was content to snort air in a rather marish fashion before squeezing you tighter and tighter.
"Ohh, yesss..." you groaned, unable to deny Scootaloo's particularly velvet-like marehood. With a symphony of moans and squelches, you brought the mare to one orgasm after another. Eventually, the floor and sheets were slick with the filly's excretions. Panting, she could feel your sperm building inside your shaft. She imagined your load of heavy cream churning within your testicles. Little did she know that your mind was already demanding it's release; your climax rapidly approached.
"Scootaloo, I'm getting pretty close." you grunted, a bead of sweat dripping from your nose. From the unbelievable ecstasy of her youthful slit, your shaft began to ache for relief from the agonizing pressure.
"G-give it to me, like a good marefriend gets from her boyfriend...like a real couple. You...m-me...please, fill me up, all the way up." Scootaloo's words came in a rapid waterfall, her mind unable to filter fantasy from reality. She wanted to drown in both your essence and passion.
You wouldn't deny her.
The first spurt was long and fierce, bringing pangs of primal pleasure as it filled the young mare. Rope after rope exploded out from your buried glans; your throat bellowed a deep, masculine groan of relief. Scootaloo was in a world of her own, as pleased to hear such lewd groans as she was to feel each spurt of sperm flooding her tight tunnel. She couldn't take the combined experience, and yet another orgasm ripped through her trembling bodice. With a whimper, she silently prayed to the Sun the moment would never end. Eventually, your contractions became less intense, and your manhood's last expulsions found home within the overstuffed filly. A sigh of pure satisfaction slipped Scootaloo's lips. She fell forwards onto the futon with a not-so-gentle "pomf", and was soon followed by you next to her.
Basking in the afterglow, you both held one another. In time, your breathing slowed as you still bathed one another with breath. Reflexively, the young mare snuggled up against your sweaty chest. She savored the shared smell of your efforts along with your human musk.
"That was great." she whispered, closing her eyes. However, a small frown began to form on her mouth. "Does this mean...you have to-" you silenced her with a lingering kiss.
"I'll stay the night, but I need to get home in the morning for some important preparations."
"Awesome." she whispered. "Don't forget the bits."
"Don't worry about the bits. Just let me hold you."
"Okay." her eyes remained shut, but you could tell there was happiness dancing within them. You pulled her close, and decided that it would only be fair that she fell into the best sleep she could on the best night you hoped to provide. It didn't take long for Scootaloo to fall asleep, her well-bred marehood still radiating warmth and seeping your virile seed. Examining her home once more, you looked from her broken scooters to her little stove to her petite form, still clenching your arm the best a mare could manage. You joined her in slumber; your adorable, tomboy, foal-at-heart Scootaloo.
~*~
Sunlight met your eyes and teased your lids open. Looks like you awoke at the usual hour; your internal clock was accurate as always. It didn't take long for you to remember your important Gala and Canterlot preparations, and although you wished you could linger, knew you had to go. Untangling yourself from the gently snoring filly, you observed her shudder reflexively as you left her side. It pulled at your heart; you accepted your feelings.
Slowly you donned your clothing, making sure that your little red rose was still snug within the waistcoat's pocket. Walking quietly to the door, you almost forgot the bag of bits sitting at the side of the bed. Picking them up, you felt their weight. It couldn't have been more than two hundred or so. Being careful not to jingle them, you placed the dirty sack atop Scootaloo's perfume dresser in plain view. With an about-face, you silently made your way to the doorway once more. You looked over your shoulder, and saw Scootaloo still slumbering peacefully. Even against so much adversity, the young mare managed to find happiness where she could. In the end, she wanted you not for sex, but for a feeling of love and acceptance; it was a feeling you empathized with. Even all of the bits you saved from escorting could not buy the feeling of genuine attachment you both shared last night. Your brain's gears began to turn; Rarity and the rest of the Canterlot set would be quite displeased if they could divine your current musings.
"...."
You easily made up your mind.
"I'll be back, my little Scootaloo. My little marefriend." you could almost swear the mare's mouth flickered with a small smile.
The creak of her shack's door was the only sound of your departure; you stepped out into the forest towards home to plan the rest of your week...
...and your early retirement.
