Fluttershy and Alexander
The First Time
Load Full StoryNext ChapterAlexander had been courting the shy pegasus for a while now, and it looks like it has been worth it. Because now, well, now they were heading to the second floor of Alexander’s little clinic to get intimate for the first time. Quite a turn of events all things considered, especially since it had been Fluttershy of all ponies who had worked up the courage to ask for it. Alexander had not wanted to push her to fast after all, but to hear her ask first, that really threw him for a loop. Now all he could do was oblige the lovely mare, and give her everything she wanted and more if he could. And so he led her into the guest room, which to his slight embarrassment was actually better furnished than his own room, which was spartan at best.
Well, at least it will get put to good use, Alexander thought as they entered the room. As they settled into the room Alexander took off his glasses and put them on top of a drawer in a corner of the room, then he started removing his tie and vest. Fluttershy was busy staring at the bed in the opposite corner with a bit of trepidation in her heart.
We’re really going to do this? she thought.
Almost as if to answer that thought Alexander asked her “Everything OK?”
She almost jumped out of her skin at the sound, but was able to compose herself and turned to look at him as she answered, “Y-yeah, this is fine. I-it’s a nice room.” A nice room? she thought. What am I thinking, what am I saying? The shy pegasus was having a bit of trouble keeping her mind straight. But as she looked over the stallion before her, those thoughts got replaced with a much different sort. He was taller than the average stallion, and he was fit too. He had strong lean legs, with his forelegs in particular having noticeable shoulder muscles. He wasn’t bad to look at, that was for sure.
She was pulled from her thoughts, and her staring, by his voice. “Well, if everything is OK. Let’s get you ready.”
“Oh! OK.” Was all she could say as she turned from him and walked slowly up to the bed in the corner. She looked up at the windows above the bed, letting plenty of natural light into the room. And all she could do was gulp and bring her forelegs up onto the bed, readying herself to get mounted for the first time. She had no idea what to expect, she was too shy to approach most stallions, especially during estrus season. She spent so many of those seasons away from everypony but her animals, and they couldn’t exactly help her with this problem could they? Is that why I’m doing this? she thought. Did she want to know what it actually felt like so bad that she was willing to do it with the first stallion that had shown real interest in her?
She didn’t have time to keep doubting herself, as she felt Alexander’s fore hooves on her hips. This is it, we’re really going… she half thought, before finding herself being flipped through the air and landing with a gasp back-first on the bed. Before she could even fully react to what just happened Alexander was over her. His hooves at her sides and his eyes looking down into hers, she was stunned.
His face was calm, and with a soft voice he said to her “Now why would I want to take you like that?” He moved one of his fore hooves up to caress her face “When we can do it like this so I can look at your beautiful face?”
Fluttershy had no reply; all she could do was keep looking him in the eyes, speechless.
In response Alexander let out a soft chuckle, and brought her face up a little as he leaned in for a kiss. She made no attempt to resist and let their lips meet with barely a sound. They shared that tender kiss for a moment, their eyes closing together. And then it was over, Alexander lifted his head from the kiss and asked her “Better?”
“Yeah…” was Fluttershy’s near breathless answer. If she still had any doubts they were surely gone now. This stallion would trait her right; she knew it in her heart. And that’s when she felt his other hoof caressing its way down her body, she almost looked down to follow its path, but before she could Alexander lowered his head down so that he could kiss at her neck. Unable to look, she could feel as the hoof found its way to her maiden breasts first. He rubbed and teased at them for a moment, getting a feel for their form and electing a soft cooing sound from Fluttershy as he did. They were small breasts, but firm and perky, with soft nipples that begged to be teased. But there was more to be done, so after feeling over those lovely breasts one last time, he once again sent his hoof further down. Just below those breasts was the hoof’s goal, Fluttershy’s maidenhood.
As the hoof glanced across the upper lip of those soft folds Fluttershy couldn’t help but let out a quiet gasp. Alexander didn’t stop at a glance, without hesitation he pressed his hoof up against those lips, earning another small gasp. He started to rub up and down the lips, intent on getting her nice and wet for the main event. Speaking of which, his shaft had started to show before he even got done with her breasts, and now that he was playing with her pussy it was getting hard fast, forcing him to step back from the bed a little and stop kissing at her neck. Fluttershy took notice of this, and wanting to get a better look at what was happening glanced down. And there she saw it, this time she let out a gasp of surprise as her eyes widened. For Alexander there was no surprise to her reaction, after all, he knew exactly what he had between his legs.
All things considered Alexander wasn’t huge for his size; he was only above-average in length for his height, but he was very thick, and that was the problem. For a stallion of his height a very thick penis meant nearly four inches across, and asking any mare, let alone a petite pegasus mare like Fluttershy to take his large stallionhood was a bit much.
Which is why he couldn’t go any further without asking one more time, “Are you sure you want to do this?”
Fluttershy barely heard the question; she was too busy staring at his big red member. That’s going in me? she thought. A bit of doubt returning to her thoughts, but before she could doubt anymore she realized what he had just asked her and made herself look up to stare him in the eyes. Those eyes were soft and caring; he really did just want what was best for her. And that was good enough for her.
With a sudden look of determination and even a bit of assertiveness she said in a low, even sultry tone “Yes! I want it, I want you! So please, give it to me…”
With that Alexander smiled and pushed some of his hoof into her warm pussy, electing a moan from the eager mare. She was starting to get nice and moist, which was exactly what Alexander wanted. He removed his hoof from her lips and took hold of the top end of his now very hard member and placed it at her entrance. The tip was bigger than her whole pussy, he was going to have to stretch her one way or another and he knew it. He used his hoof to rub his tip up and down her soft folds in an attempt to get it as lubed up as he could by her juices, all the while Fluttershy herself was starting to breathe heavy in anticipation.
As he continued rubbing at her Fluttershy couldn’t help but wink in time with him, flicking out her clit to try and rub against his tip. Every time it happened she gave out a hushed moan, her clit had always been sensitive, or maybe her whole pussy was? She had never rubbed herself very deep, and was way too embarrassed to even think of getting toys to find out with. So she had no idea, but now more than ever she wanted to know, and the anticipation was driving her crazy.
Suddenly, Alexander spoke, “OK, here we go.”
Yes… was the only thing Fluttershy could think in response.
Alexander took his free fore hoof and used it to grab Fluttershy’s left hind leg and lift it up as he stepped closer, pushing himself against her a little as he repositioned himself. His tip was now pressed right up against her pussy and she could already feel it trying to spread her open. Back hooves now firmly planted, Alexander started to push forward, putting a heavy pressure on her entrance. Slowly, achingly, her pussy started to stretch out and around his thick tip until it caught at the lip of his flare, the thickest point of his penis head, and the last thing separating them.
Alexander knew what he had to do; he moved one of his hind legs a bit closer to the bed for more balance, he took his fore hoof from its hold on his member and placed it at Fluttershy’s side. And then, as he glanced up and into her eyes, he gently rocked his body forward. Just like that, the tip popped right into her tight pussy, getting an almost yelping moan from the demure mare in response. Fluttershy’s insides burned, it was only the tip but she could feel just how wide he was spreading her, and she knew he wasn’t done, that he had to keep going now.
She breathed deep and braced herself; she even wrapped one of her fore hooves around the leg he had placed at her side, ready to pull and push with him. She could do this, she wanted to do this.
Alexander, seeing her ready herself, started pushing again. He didn’t pump in and out, not yet, he just applied a steady pressure forward. Slowly, her insides started to give way to that pressure, his thick shaft reaching deeper and deeper as it spread her wide open. Every grinding inch drew a shuddering moan from her.
His rod was so hot, and as it sank deeper into her she could feel that heat more and more, and his heartbeat, she could feel it pulsating through his rod now. It didn’t even hurt, there was a little bit of stinging as parts of her that had never been touched were opened up, but the heat soothed it away as it went, leaving nothing but a throbbing pleasure.
Finally, after what felt like forever, Alexander’s tip pressed up against something inside her, just as his medial ring was starting to press against her outer folds. He stopped pushing, knowing what he had reached, but it took Fluttershy a moment to realize exactly what it meant. He had reached her cervix, the entrance to her womb. In a daze she hadn’t realized just how far he’d gone into her, she looked at what remained outside her, and then looked down at her belly in amazement. He had to be buried nearly eight inches into her… And it felt wonderful.
She let her head fall back and closed her eyes. As she breathed she tried to clench around the gloriously thick monster inside her, and found that she could barely clench at all. There was almost no give left inside, turning her clenches into pitiful little twitches around his girth. And now she knew that there was no going back, even if she wanted to be with another stallion now, or even just use some toys, they would have to be just as big and thick as this to match what she was feeling now.
But that was fine, because she didn’t want another stallion, she didn’t want some silly toys, she wanted him, she wanted Alexander!
She lifted her head and opened her eyes so she could lock them to his, and nearly panting the words she said to him “Make me yours.”
Smiling, Alexander started to pull out of her, his tip dragging hard on the way out as he did. Fluttershy let out a long drawn out moan as he did, her insides closing up in absence of him and feeling so empty for it. She wanted him back in, wanted to feel that pressure again, he didn’t fail her. As soon as his rod was close to coming out of her, he sent it right back in at a nice smooth glide. He kept that calm smooth pace back and forth up for a while, being careful not to slam into her cervix, not just yet anyway.
Fluttershy was panting for real now, sweet little moans escaping her mouth with every thrust and movement. She could feel shocks of pleasure going up her spine; he was hitting so much of her that it was all she could do to keep her voice quiet. She had already lost any control of her clit, which was winking uncontrollably now, trying to rub itself harder against that glorious shaft and doing a damn good job of it, causing her to start gushing a little. She could already feel a climax building because of all the stimulation and he hadn’t even picked up the pace yet.
Alexander could see Fluttershy struggling to maintain even a little composure below him and it was starting to get to him. The sounds she was making, the way her body shuddered with every movement, and her warm juicy pussy wrapped so tight around his shaft. There was no way he could maintain his own finesse very long like this.
He wanted so badly to slam into her, to hilt inside her and not stop pumping till he passed out on top of her. But he didn’t want to hurt her either, and he was sure shoving her womb into her lungs would hurt just a bit. What he could do though, was pick up the pace and really start working her over. So he started speeding up a little, and even let himself slam into her a bit.
Fluttershy’s pussy was on fire now, with pleasure pulsing up and down her body without end, and she had given up trying to stay quiet once he’d started hitting into her harder. He was even hitting her cervix with some of his thrusts now, forcing an almost yelping sound from her.
That should hurt right? was the half-formed thought going through her head when he did that, but if it did hurt she didn’t notice or care.
In her bliss addled mind there was only one thing she wanted, “M-more.”
That did it, as soon as Alexander heard her say that word he lost some of his control and ended up shoving himself into her hard! His medial ring grinded right though her entrance, with his dick tip slamming right into her cervix, pushing her whole womb deeper into her. And that was that, it was all she could take. As his thick medial ring pushed its way into her it absolutely crushed her sensitive clit, rubbing against it so hard that she hit climax instantly and could do nothing but yell out a loud deep moan that actually caused Alexander to stop dead in his tracks.
As Fluttershy’s moan slowly died down and she started to catch her breath, Alexander couldn’t help but wonder what just happened. Curious, Alexander looked down at where they were joined and started to pull out slowly. As soon as his medial ring started to tug at Fluttershy’s clit she started moaning again, and Alexander noticed this. He kept pulling slowly, using his medial ring to pull and force out her clit while spreading her lower lips wide, and getting a long stuttering moan out of her for his trouble.
With her clit forced out he brought his fore hoof from her side over so he could tease it a little. The results were exactly what he expected; as soon as he touched her perfect little pearl she started moaning more.
“Looks like someone has a sensitive little love button.” He said with an almost mischievous tone, and with that he replaced his fore hoof where it had been, with Fluttershy re-grasping it with her own fore hoof immediately.
“P-please keep going.” She nearly pleaded with him.
“Oh don’t worry; I’ll give you as much as you want, always.” He said back, and as he popped his medial ring out of her, he got ready to prove to her that he meant every word.
Alexander plunged his thick meat, medial ring and all, right into her. She moaned hard and even gushed on him a little. He wasn’t going to stop there, now that he knew just how much she enjoyed getting that precious clit of hers rubbed on, well, what else was he supposed to do?
He started to rock his body and hips back and forth again, but this time in short little thrusts that were just enough to pull and push his ring in and out of her. He was going to grind that clit until she was cumming non-stop, and oh damn was it working.
Every breath out of her was a loud strong moan now, and the stallion had no intentions of stopping, in fact, he was speeding up. He was really starting to feel it now; he was building to an orgasm fast, and for good reason, at the pace he was going now he would be hitting that plateau any minute now. All Fluttershy could feel was pleasure slamming its way through her whole body faster than she could even fully register it, her wings spreading out as her body tries to ride this overwhelming pleasure to her next climax.
Alexander’s thrusts started to get a little sloppy as he neared that limit, but he didn’t stop, he couldn’t, no way! Finally, gritting his teeth, he hit his climax and started to paint Fluttershy’s inner walls white as his cock head flared in size, somehow stretching her even more. And as that hot cum hit her insides and she felt him expanding inside her, that petite, demure, little pegasus was thrown head over hoof into a massive orgasm as she screamed her head off in pure bliss… And it didn’t stop, why wasn’t it stopping? It probably had something to do with the fact that Alexander was still going!
Even as he sprayed rope after rope of thick cum into her, some of it going right into her womb, even as his dick flared, he just kept pumping big long strokes in and out of her. His flare dragging, grinding against every last inch of her walls, his cum gushing and splashing out of her in spurts. He prolonged her orgasm for as long as he could, making sure she got more enjoyment out of this than she could ever want.
When Fluttershy finally started to come down from her pleasure high, she could still feel a stirring and warmth in her belly, Alexander had stopped cumming, but he was still slowly thrusting away at her, mixing their juices together and spilling some of it all over the edge of the bed. As her eyes regained focus she saw him staring down at her, just like he always had been all this time.
“W-what happened?” She asked, still groggy in the afterglow.
“I think you passed out for a moment, we might have overdone it a little.” He said to her with a light-hearted chuckle.
“O-oh my!” She said in reply, a little suppressed. She had gotten pounded unconsciousness… Totally worth it! She laid her head back, closed her eyes, and just relaxed in the afterglow while Alexander just kept gently pumping away at her.
“How long are you going to do that for?” She asked with her eyes still closed.
“For as long as you want me to beautiful.” He replied back.
“Hmm, is that so?” She said more to herself than to her lover.
“In that case, give me another five minutes of gentle treatment and then…” She told him.
“And then?” He asked back.
Fluttershy lifted her head and with half-lidded eyes and the most sultry tone she had, said to him, “Then, I want you to pound my ‘love button’ till I scream all day long.”
Alexander was struck speechless by that, his mouth even hung agape a little. But then he got a big almost predatory grin on his face as his heart started to race.
This was becoming one of the greatest days ever, and they were just getting started…
Next Chapter