Doug watches with growing excitement as Fluttershy trots inside, her tail swinging back and forth enticingly. He doesn't think she means for it to sway in such a seductive manner, the shortened length barely brushing against the ground, except without any of Rainbow Dash’s split or dirtied ends. Except it most certainly is enticing, and he can’t help but wonder how many of her innocent comments are actually such.

She glances back, and Doug can’t quite avert his eyes in time, instead meeting hers with a pleasant smile that he hopes isn’t too leering. Not that he can really make out anything, same with many of the ponies, but his intent must have been obvious because she blushes as she picks up her pace. He notes, however, that she doesn’t tuck her tail between her legs, but instead perks it up just a little higher.

It’s not that her demureness has been frustrating, by any means. He’s comfortable with the slow pace that feels a lot more like a budding relationship than the other mares’ roller coaster. Or maybe a drop tower is a better example. At least it hasn’t been a carousel ride, going nowhere. But the prospect of finally breaking past the barriers the mare has set up is more than a little titillating.

He likes the mare. She’s cuter than the already cute ponies, at least to his eyes, but she doesn’t flaunt that beauty or see the need to doll it up like Rarity. She’s happy being her, or at least seemed to be before. Has she been secretly harboring a desire like Rainbow Dash to improve on some aspect of herself that bothers her?

He muses on this as he enters her cottage, seeing another healthy smattering of nuts piled on the oven. Fluttershy is hard at work shelling them with more intensity, hoof cracking each on the first go. It’d be great except she’s pulverizing the seed inside. Every time she has to pick the shells out she sniffs, visibly excoriating herself.

“Do you have a pair of pliers?” Doug asks as he sits down, forcing himself to not snatch the mortar out of her hooves and pick the crushed seeds out himself.

“Um,” Fluttershy says, glancing upwards at her room. She thinks through her various tools, at least the ones they don’t borrow from the Apples. “N-no.”

“A hammer will work,” Doug prods gently, a light tickle to Fluttershy’s ear. Her muzzle purses as she glances down at the remaining seeds. “Don’t worry,” Doug reassures. “I’ll help.”

“Okay,” Fluttershy says quietly, just the smallest hint of shame, trotting off to grab the hammer from its spot in the other room. She returns to find Doug lining up a long row of nuts along her stone hearth. She wings him the hammer, and he holds it loosely in one hand. Her eyes widen as he holds the nuts with two of his sensitive fingers. It’s not like she hasn’t seen him use a hammer before, but that’s always been with nails that poke up well above his fingers.

“Um...” Fluttershy hesitates, her hoof going to her muzzle. Doug glances at her as he raises the hammer, waiting for her objection. She points a hoof at how the nut barely crests his fingertips. “A-aren’t you afraid of hurting yourself?”

“Well, sure,” Doug says as he brings the hammer down solidly on the walnut. It wouldn’t have been hard enough to hurt something, at least seriously, if he missed. The shell splits with a satisfying crack, and he rips the two halves apart to expose the seed inside. “It’ll hurt - and only hurt - if I miss. But pain is a pretty good teacher, and after awhile you get tired of hurting yourself and start to get better.”

“I-I suppose,” Fluttershy says, shying down. She watches with ever widening eyes as he goes down the line of nuts, swiftly separating shells from seed and sweeping the remains into her trash can. “Would you say my, um, performance earlier was p-p-painful?”

Doug mildly chuckles to himself, though cuts off as he sees the hurt expression in Fluttershy’s eyes. “Truthfully?” He offers her a chunk of walnut, the hand then scratching at her head. “It was pretty feeble.”

Fluttershy nods along, resigning herself to the tears that follow. Her eyes close as her body trembles, and if not for his hand at her head she would have bolted upstairs and hidden away for days. Or at least until her animals need more food, but they know where her stores are. Except that hand is there, and he’s smiling at her, she finds the contact invigorating.

“I-I guess,” Fluttershy says. She takes a deep breath. Doug may not need her to be an assertive mare, but that doesn’t mean she has to feel like this! “Um,” she continues, looking up to meet Doug’s eyes. He merely pops another nut in his mouth. “Rarity says you like r-role playing games, right?”

“I do,” Doug easily responds. “Wait. Do you mean like D- Ogres and Oubliettes, or in the bedroom?”

Fluttershy’s eyes go wide like a plate with a single nut for a pupil. “E-e-” she hyperventilates for a second before getting herself under control. “Either.”

“Well, I guess my answer is the same,” Doug says with a gregarious smile. “It’s been tough getting everypony together, though. Plus, Rainbow Dash isn’t exactly thrilled with the idea of a game centered around books, and Applejack is quite busy, so it’s mostly just been little one-shot type things with Rarity.” His smile turns questioning as he cocks his head to the side slightly. “Are you… comfortable with the idea of roleplaying in the bedroom, though?”

“I…” Fluttershy gulps before forcing herself to nod.

“And, that’s where you want this to go,” Doug says carefully, watching the mare’s every reaction.

“I told myself that after ten dates I would make a decision,” Fluttershy says, finding an odd bit of courage to keep talking. “And I… I want to do this.” She glances at the front door to the west. “I already asked Applejack to join the herd.”

“I’m impressed,” Doug compliments, rubbing his hand into her mane. “That takes a lot of guts to make a decision like that.”

Fluttershy’s chest swells, her head pushing past his hand to beam at him.

“I want you to be happy,” Doug says, himself more than a little elated, “and I’m glad you made the choice.” He takes a deep breath, quelling the rising desires inside him. “Now, you wanted to get better at role playing, yes?”

Fluttershy nods fervently.

“I want to hear you say it,” Doug commands. He speaks bombastically, “I want to get better at role playing!”

“I want to get better at role playing!” Fluttershy echoes with a giggle.

It wasn’t more than her normal speaking voice, to most ponies a whisper, but Doug is willing to let it slide. “Good. Now, we’ll need a name for this new mare you’ll be playing.”

“Umm…” Fluttershy stammers. “Mareau?”

“That sounds like a porn name,” Doug says with a chuckle. “Mare-o-o-oh!”

“Oh, no, not like that!” Fluttershy says with an appalled shake of her head. “With an ‘a’ ‘u’!”

“Alright, we can go with that,” Doug says with a sly wink. Fluttershy giggles coyly, covering her muzzle with a hoof. “Now, what makes this Mareau special?”

“Um. She’s a doctor.” Fluttershy nods confidently. “Dr. Mareau. And she likes helping animals!”

“Just a vet?” Doug says, his hand rubbing at his chin thoughtfully. “Or is she special in some way?”

“Ooh, I know!” Fluttershy leaps to her hooves, fervidly pacing about the room. Doug is more than happy to pop nuts like popcorn as she continues, “She wants to help animals interact with ponies, so she uses her kindness to make them smarter!” She cackles. “She’s the mad master of Malevolence! She has a secret lab underneath, um, the library! And she uses her stare!”

“Malevolence?” Doug echoes as Fluttershy bounces around, fixing various objects with her most baleful stare. It doesn’t have much of an effect. “That sounds like a villain’s name. Like Maleficent, the kicker of puppies!”

“Oh, no!” Fluttershy explains. “It’s, um, using Kindness magic to alter somepony or something else’s mind to something else. It’s not evil, no more than any magic. Even if the name doesn’t sound very nice!”

“Okay,” Doug says, playing along. “That’s a very noble goal! But now, we need some downsides. Some quirks of hers, or faults.”

“Oh. Hmm.” Fluttershy pauses for a moment, then her face lights up. “She’s very good at her job, but she’s really demanding!”

“Both of herself and anyone she interacts with,” Doug says with a nod. “What else?”

“Um, she’s very busy. Because there are so many animals that need helping!” Fluttershy begins searching through her shelves, finding little items she hides in a wing. “So she’s really, um, curt with everypony. No nonsense! And she’s very exact, too!”

“You’re really getting into this,” Doug says, both overwhelmed and turned on by her abundant energy. “Now, who should I be?”

“Um,” Fluttershy says as her movements come to a pause, “C-can you just be ‘Doug’ this time? And meet me upstairs?” Fluttershy motions with a hoof.

“Sure,” Doug says with a reassuring smile. He takes the stairs two at a time. It wouldn’t be his first time in Fluttershy’s bedroom, the single room dominating the upstairs, but certainly the first time with illicit intentions. He pauses at the top of the stairs to see Fluttershy slip into the side room.

He makes his way straight to her blue double bed, large enough for two ponies as long as they are very comfortable with each other. Everything from the quilt to the headboard is decorated in a butterfly motif, same with the wallpaper and shelves. Curios and books line the walls, along with a chest at the hoof of the bed. The bed itself is raised, which makes it comfortable for him and high for most ponies; but, being a pegasus, perhaps that doesn’t bother Fluttershy as much. Though there aren’t any cloud pillows that Rainbow Dash insists on using any time she stays over at the Apple farmhouse.

He idly ponders what she’ll do in preparation for this. Or, since she had time to see Applejack, did she see Rarity as well? Who knows what kind of tips the fashionista gave her, or some sort of negligee? He’s quite hard at just the thought, already at attention.

Not five seconds after laying on the bed, his hands clasped behind his head, does a yellow pegasus mare force the door open with a hearty crack of her hoof. Her pink mane is done up in a tight bun, more severe and intimidating than he thought possible. Her face seems gaunt; perhaps it’s just how the manestyle stretches her skin, or perhaps from the neutral glare that could have been carved from stone. She spots a tailored double buttoned ivory lab coat, the kind with an ornamental set of ebony buttons on the right side of the chest. The front pocket holds three pens with a blue, black, or red butterfly on the cap. The coat stretches past her flanks, leaving her wings uncovered, and her tightly curled tail pokes out the end.

Her voice is deep, yet feminine, commanding in a soft tone that carries easily. “I am a busy mare,” she states dispassionately, a swift and efficient trot taking her to the side of the bed. Her gaze sweeps over his body, not lingering on any particular spot, yet gives the impression that she misses nothing. She hops up on the bed, hooves not seeming to care where they land, and Doug hastily scoots to the side to make room for her. “What assistance do you require?”

“Um,” Doug says, a bit caught off guard by the complete lack of excitement. How mechanical are they going to be? He motions to himself with a slight smirk. “Well, Doc, I was hoping you could take a look at this.”

“Hmm,” the doctor rumbles, less as a question and more as a method of filling the silent void. A wing casually reaches out, tilting his cock this way and that. She studies it with such intensity Doug feels like she could draw every vein and bulge from memory. Her wing pulls the skin back, revealing his head, then smoothly strokes up and down.

Her grip isn’t tight, nor loose, and Doug finds himself enjoying the motions, much like his own hand. None of the other mares use their hooves, and Rainbow Dash hasn’t used her wings like this, and he’s thinking he needs to rectify that tomorrow.

“Surely you are aware of what a vivisector can do with living things, yes?” Dr. Mareau asks, her wing steadily beating faster. She nods to herself, turning back to study the cock in her feathery grip. “We could make it bigger.”

Doug gulps. Assuming he gets out of here in one piece.

But then he sees how the eyes of the yellow doctor grow wide, just slightly, as her pupils shrink by the same amount. She clears her throat, attention turning back to him. “But you are already big enough, yes?”

“Sure,” Doug says, forcing himself to laugh. Somehow the idea of cutting up his junk, even if it works, doesn’t sound very appealing.

“Mm,” she grunts out, sounding agreeable. Her head drops down, wing still moving, her muzzle encapsulating his cock.

Doug groans as her tongue flicks across his head, then the small opening at the end. A happy coo escapes her throat as she licks again; his precum must be delightful as she keeps going, her head bobbing up and down. After every few strokes she pushes her muzzle even farther, taking half his length, while her wing beats even faster.

His hands reach to her head and grip her as tightly as her mouth is gripping him. Her eyes go wide as his hips push, a worried look up at her stallion. Even as her wing pulls away he keeps pushing, happily letting his full length drive into her. Her wing goes to his chest with a light, hesitant touch. Yet she doesn’t push back, or pull away. His reassuring gaze calms her, and she lets her mouth relax around his member. It feels wonderful, taking his mare like this, and the corners of her muzzle pull to a wide smile as she takes him again and again.

As he gets close she gently pushes away, a trail of spittle running from her muzzle to the tip of his cock. “T-that was a-acceptable,” she says shakily, tongue cleaning the little bits of drool leaking out. She gulps, her stern demeanor returning. “But I am a busy mare, and I cannot waste time on idle pursuits.” She stands, facing the head of the bed, and stares at him.

“You got it,” Doug says eagerly, attempting to pull a hind leg across his body. He stops when she clears her throat, a flick of her tail making her intentions clear.

Doug frowns to himself as he kneels on the bed. There’s a bit of give in the mattress, and he much prefers the laying down positions to what they call pony standard, or some sort of standing doggy style. Still, it’s not uncomfortable, and a quick finger spread of the long hairs covering her marehood shows Fluttershy, or Dr. Mareau, to be thoroughly soaked.

His cock slips inside easily, the tip penetrating her tight, quivering walls. Yet he meets a bit of resistance at the same time as his mare shrieks in pain, her front half dropping to the bed.

“You okay?” Doug asks immediately.

Her hoof reaches back, but not to push him away. Instead a light tug draws him close, and he tenderly complies, slowly forcing himself in against her extremely tightness. The pegasus mewls softly, her eyes clenched shut, but he continues, his hands doing everything they can to soothe the mare with tender strokes and light squeezes of her rump.

“You got this,” Doug reassures as he gets halfway in, slowly pulling out. “You’re doing great.” He frowns at the bit of sticky redness seeping out of her marehood. He connects the dots as he pushes back in, getting two thirds of the way this time. “You still have your hymen?”

“N-n-not any more,” Fluttershy ekes out, the pain that used to be overwhelming morphing into a dull throb. She smiles as her stallion - and that’s how she sees the human behind her, now steadily moving in and out of her - keeps pushing her limits, ever attentive to her needs. She slowly loses herself as her walls loosen, allowing him full access to her innermost depths.

It doesn’t take long for her to stand back up with a heady grin. Her muzzle must have felt amazing for him because he’s already at his limit. She moans loudly as her stallion ejaculates inside her, dropping down to ponyloaf with him still inside her.

“That was great,” Doug says as he pulls out.

“Mm,” Fluttershy says, hopping up to the door. She sheds the lab coat, giving him a confident grin. “C-can we do it again?”

“With Fluttershy this time?” Doug says, partly between a question and a command.

Fluttershy nods eagerly, tossing the lab coat away.

Next Chapter: Ch. 92 - United in Dream Estimated time remaining: 3 Hours, 16 Minutes