Fluttershy and Alexander

by NullOne

A Proposition

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Alexander’s front door opened, and to his surprise, it was Fluttershy.

“Hey, Fluttershy. Didn't expect you back here today, how was your get-together?” he said.

“Oh, it went, uh, great. We talked a lot, did you know Twilight is going on a cruise?” she replied. It was really incredibly embarrassing, but she couldn’t tell him that part and tried to talk about some other part.

“No, I did not…” he said. Something was off, Fluttershy was nervous, his modified senses let him see her heart beating faster and her body reacting to her mental state. “Well, don’t just stand in the doorway. Come in and warm up. I’ll even make something for dinner if you want.”

“T-that’s okay, we had a big lunch. But thank you for offering,” she said. She was having trouble keeping her composure. Just ask him. “I, uh, wanted to talk to you. If you don’t mind.”

“...Why would I mind talking to you? Is everything OK?” he said. Alexander knew something was off now. They had gotten over the awkward talking stage of their relationship already, so her struggling to talk to him was a big red flag something was up.

Fluttershy was crashing and burning, she couldn’t keep herself calm enough to ask him outright, she just couldn’t. “S-sorry, that’s not what I meant. Can we… relax together?” What am I saying? He’s going to think I just want sex or something… She blushed from the thought. It wasn’t how their relationship usually worked. But wait, could that help? I shouldn’t… but he’ll be more relaxed and I can ask him then.

Alexander wasn’t buying it. For a moment he dropped his warm expression, going into the default detached professional one that he always had around others. “You are free to spend your time here however you wish.”

“O-okay, yeah, can we… go upstairs?” she said, not fully picking up on his shift in tone.

“Sure...” he said.

He started leading her up the stairs like she wanted, he didn’t want to push her too much on… whatever it was, but this was worrying him. He wished she’d just talk to him about it.

Okay, this is the plan. Calm down, have some, uh, sex, and when he is nice and relaxed I can ask him. No problem, she thought as she followed him.

“Here we are,” he said, snapping her out of her thoughts. They’d reached the guest room already.

“Oh, um, I guess I’ll get ready then,” she said.

Fluttershy moved toward the bed and put her forelegs up on it… this seemed oddly familiar, but she payed it no mind.

Alexander on the other hoof, did notice the similarity to their first night… except it was somehow more awkward. That was it, he was going to get her to talk. That was what he decided, but first…

He took of his glasses, vest and tie. Then he moved to mount Fluttershy. Usually he prefered seeing her face to face, or at least being in a more personal position with her. But he would be able to exert more control like this, so he went along with it.

As he climbed on top of her he caressed her back and wings with his forehooves, he wanted to ease her body, at least a little. She was so tense, whatever was bothering her was really getting to her.

Feeling him mount her and massaging her back and wings pulled her from her thoughts again. It felt nice, but something was off too. He didn’t seem very excited. Maybe this was a bad idea?

This whole thing was a mess, neither of them were very into it at the moment. Alexander had to order his penis to get hard so he could continue on with this little farce, hopefully it went better once they started… and once he got some answers.

He lined himself up to penetrate her, but immediately noticed a problem. She was barely wet, if he tried with her this dry they'd both be in pain. So he started rubbing at her with one of his hooves, she barely responded to it, but it was working a little.

“You’re really tense, is everything really OK?” he said.

“Y-yeah, it’s fine, just keep rubbing,” she said.

He’s getting worried… or is he getting suspicious? It’s not good either way… she thought.

Well, so much for that attempt, he thought. He was hoping she’d talk to him, but it looked like he was going to have to be a bit more forceful about it.

She was worked up enough now that he should be able to get in there without causing too much pain. Best to take it slow just in case.

He lined up again and pressed his tip against her entrance, she was used to taking him now, so it didn’t have as much trouble stretching open for him. But it was still tight, and the lack of lubrication meant it was a slow grind to get even the tip in…

Fluttershy bit her lip, the rough penetration was giving her flashbacks to her bad attempt at riding Alexander that one morning. It was pinching and stinging on the way in, her inner walls gripping too hard for any pleasure to really build up.

He didn’t bother going all the way in, he needed her to be slicker before he really started, so there was no point. Instead, he pulled out and started popping his tip in and out of her, stimulating her clit with it.

That worked better, she was starting to moan softly now, and she was getting wetter. So he gave a proper thrust to test her out, and got a small yell in return. Her insides were still gripping to tight, but she was slick enough to get into, just had to do it softly.

Alexander rocked his body slowly, working his shaft a little deeper each time. She was starting to enjoy it, her breathing settling as she relaxed, and she stopped gripping him as hard, letting him reach her depths easier.

Now that they were getting a good rhythm going, he said, “So what did you want to talk about anyway?”

Fluttershy went right back to gripping him too hard. It felt like she was trying to crush him, and he couldn’t thrust anymore without risk of hurting her, confirming for Alexander that it was this that was causing her odd behavior.

“I-it’s nothing rea-” she didn’t get to finish. Alexander shoved himself into her as far as he could go, past his medial ring and everything. Then he pressed his body down on her, forcing her into the bed and pinning her to it…

“Fluttershy…” he said.

Yeah, this was a bad idea… She murmured under him, she knew how frustrated she must be making him, but she wasn’t expecting this…

His voice was surprisingly calm. “I know you are nervous about something, which is why I want you to just tell me about it so we can actually enjoy this together, OK?”

She hesitated under him… What if he doesn’t want to meet my friends? He doesn’t mind Pinkie, but that’s because of who she reminds him of. What if he doesn’t get along with the rest of them?

But she realized doing it this way was only making it worse. If she dragged it out like this any longer he might actually get angry with her.

“Okay… my friends want to meet you, and I’m supposed to convince you to go along with it…” she said.

“Oh, is that all? Why were you worried about such a simple thing?” he said.

“S-so you don’t mind meeting them with me?” she said.

Alexander didn’t mince words, “Of course I mind, but if it’s important to you I can do it anyway.”

Fluttershy sighed in relief. She had expected his reservations, but she should have just told him anyway. She’d been so worried about his response that she’d ended up leading him on instead. This whole thing had been so awkward…

Alexander leaned over her head and gave her an upside down kiss…

That got her attention, she lifted her head so they could share the kiss more easily, their tongues meeting together as it deepened. After they were done Fluttershy felt a bit better.

“...Thank you,” she said.

“You looked like you could use some cheering up,” he replied. “Now, where were we?” He lifted himself off of her and started thrusting again.

She let out some surprised moans, but she didn’t mind. Now that she wasn’t so worried she could actually concentrate on the sex. The first thing she did was start working him, tugging and pushing at his cock with her inner walls in time with his thrusts, her pussy squelching more loudly as it gripped him.

Now we’re getting somewhere, he thought. He started using big, deep thrusts, making sure to give her clit the attention it always craved with his medial ring.

She was starting to moan more deeply and gasp in excitement as he pushed into her, his tip dragging roughly across her walls till it met her womb.

She wanted to give as good as she got and started humping back, pushing her body toward him as he thrusted.

He was impressed. She really wanted to keep up with him… Guess I’ll have to step it up then.

He started thrusting harder, making her gasp and writhe as he slammed into her. He was actually lifting her off of her hind legs with some of these thrusts, Fluttershy moaning loudly when he did.

...That actually gave him an idea.

Fluttershy found herself being pushed forward onto the bed, with her hindquarters being hiked into the air so she couldn’t touch the floor with her back hooves.

When she looked back to see what Alexander was trying to do, she saw him placing one of his hind-legs up on the bed, giving him a higher, and sharper, angle to thrust into her with.

He locked eyes with her as she looked back at him, and with a knowing smirk, slammed himself into her.

She screamed out in ecstasy and her pussy gushed all over his shaft. The new angle caused his thick dick to grind even harder against her clit, and his tip to almost painfully drag through her insides. She wasn’t ready for this new kind of pleasure.

He kept thrusting in this new position, watching her moan wildly into the bed. Her wings snapped open under him, and her dangling hind-legs twitched in satisfaction and kicked at the bedside.

She struggled to keep up her part, but every thrust made her body lock up on her. She tried to at least clench on him, but even that was difficult with the quickly building pressure in her gut.

He was doing a bit better, the angle was keeping him from going too fast, so he had time to adjust to the feeling of it. But he could feel a pressure building slowly anyway, and he wanted to push her over the edge first.

So without warning he sped up, shaking the bed with the new speed and force. Fluttershy could barely take it, she was digging into the bed with her forehooves, trying to stand her ground and push back as the bed creaked under them. But his response was to punish her clit with his ring even more, which was more than she could take…

She cried out as the sensation hit her, her body quivering as pleasure shot through her in waves. Her tongue lolled out as she moaned through her climax, her pussy clenching and gushing as he kept pounding her into bliss.

He was really starting to feel it now, she was tightening on him even as she was getting wetter, the combination of sensations driving him to his own climax. He did his best to keep going as he flared, his cock pulsing as it sprayed cum across her walls.

She felt that wonderful heat again, her insides plastered with his seed. It was filling her, trying to find its way into her deepest places. With her ass in the air it couldn’t escape either, not without overflowing first. So she writhed there on the bed, feeling it slowly flood her…

He slowed as he dragged his flare back and forth, but didn’t stop, he should be able to keep going like this. She hadn’t overwhelmed him this time, so he had stamina to spare.

Fluttershy panted and moaned on the bed, she was slowly coming down from her ogasmic high, but Alexander was doing his part to keep her up there for as long as possible. His slower thrusting keeping her pleasure going without over-stimulating her to unconsciousness.

When she finally caught her breath enough to speak, she said, “That... hah, was a… ahh, great idea,” with her face still buried into the sheets.

“Thanks, I try,” he said, nonchalant.

She giggled between moans. “Anymore... Ideas?” she asked, before blissfully giggling into the bed again.

She was kidding, but she suddenly found herself being hefted into the air. Alexander lifted her off the bed entirely, flipping her body upwards as he stood up on his hind-legs. Her back now against his chest, he gripped the knees of her own back legs and held them up, pressing her into him.

“Whoa, what are you doing? Is this… a new position?” she said. She was mildly startled, but he seemed to have good balance, and could hold her up easily.

His breath hit her neck as he said, “Not just that…” He started walking on his hind legs to a different part of the room, the part with the mirror…

When her eyes caught their reflection in the mirror she almost gasped. She knew how much he was stretching her, she could feel it after all, but being able to see it so clearly… she was enthralled by the reflection.

She could see everything in this position. His thick red cock, the lips of her pussy spread tight around it, her clit winking with excitement. It was a sight to behold, and it made her face red with excitement and a tinge of embarrassment. It was so… lewd.

He started to lift her up slowly, dragging himself out of her inch by inch. Her eyes widened at the sight, his shaft pulled at her insides, exposing some of her pink inner lips, his ring catching on her clit, pulling it out into the open. The rest gliding out of her so smoothly it sent a shiver up her back, until finally, his tip pulled at her entrance.

All she could do was stare at it in the mirror, it was so big compared to her, she could see how much it stretched her… and wondered how she took it, and if she could somehow take even more.

She watched his cum leak out of her and dribble down his shaft, it reached all the way down to the unclaimed part of his cock she couldn’t take, and dripped off of his balls onto the wooden floor below… and then she felt her body drop.

His shaft vanished into her in an instant as he slammed her down, going right past the ring and pressing his tip hard against her womb. She cried out from the sudden jolt of pleasure, but tried to keep her eyes open.

“Again…” she said, her voice quiet, and enraptured.

“Of course,” he said.

He lifted her up and down, slowly, methodically, with big strokes so she could see everything.

She moaned softly, and her wings fluttered. But all she cared about was the vision in the mirror. She could see her belly lightly rise and fall with his penetrations, he was forcing her insides to make way for him, and the thought drove her crazy. That he could fill her so… what would it look like if he was even bigger? Thicker? Would she bulge around his girth? Was that even possible?

She came to her senses just enough to realize she wasn’t helping. That wouldn’t do. She started squeezing him, pulling, tugging and pushing at him, anything to enhance their pleasure together. He took it as a sign to pick up the pace.

She was really bouncing now, her whole body being tossed up and down on his wonderful cock. Her tongue lolled, and she moaned freely without a care. All the while keeping her eyes on the mirror. She was making a mess, with every bounce she seemed to gush on him in appreciation of his efforts. It was starting to form a nice wet spot on the floor, and it was only going to get bigger if they kept this up…

It felt like he had been doing this for an eternity, just rhythmically bouncing her on his shaft. Her voice echoed off of the walls, driving him on and on. Until he felt it again, that tell-tale feeling before the peak. All it did was spur him on harder…

She was lost in a haze, she could feel her body heating up, burning even. She was reaching another climax… she almost didn’t want it, she wanted to watch him work her body forever. But it wasn’t to be. As her back arched, and her voice left her in a breathless moan, she tried as hard as she could to keep watching… and then she saw it. He flared inside her, and it pushed out her belly, which rippled up and down as he continued bouncing her. It was beautiful, the sight of it combined with the heat of more cum drove her right into a secondary orgasm on top of the first.

Her vision blurring and unable to resist any longer her head tilted back, finally taking her eyes off the mirror…

Alexander grunted, he was spent. His forelimbs ached, his cock was giving its all and then some, painting her inner walls white and sloshing cum all over the floor. He had to stop. Slamming her down one last time, he felt some final spurts from his member, and then it was over. Nothing left to do but shuffle over to the bed and collapse…

Once they hit the bed, he let go of her hind-legs and wrapped his forelegs around her midsection. Her body was still twitching, and her pussy still clenching, making him huff from the pleasure it brought. At least he was still conscious. She was out, her breathing ragged as her body tried to catch up on lost breath. But soon, her breathing calmed, and he embraced her tightly as he thought about what she had asked. It would be a chore, that much was certain… but she was worth it. That was his last thought before nodding off, his cock still buried inside her.

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