I’d planned this out for days, how I could bring up the idea of a date softly, or perhaps ask her to go shopping with me and attempt to elongate the day so I could spend more time with her. As quiet as everypony thought I was, I knew that with the right pony I could finally come out of my shell. Though some of my friends had tried to push others on me, all those failed dates had left them shaking their heads and muttering, “Fluttershy, what will we do with you?” under their breaths. Months ago, I’d realized who that special somepony was, but it was a hard sweet to swallow.
The way her flanks slightly jiggled when she bounced across town, or how her incredibly flouncy mane highlighted the curvature of her neck those perfectly lit afternoons spent by the lake. When I closed my eyes, I saw her smile, so inviting and warm. I knew I had to do something. Even if she rejected me, I knew that being so sensitive, I couldn’t keep these feelings to myself. I needed her to know, no matter what, how greatly I cared for her, and if she cared for me too. That’s how I ended up quivering in the doorway of Sugarcube Corner, mentally preparing myself to take the biggest step I’d ever needed to take. The scent of the pastries that filled the air gave me slight goosebumps, the cherry aroma filling the room around me, calling me forward. With tiny steps, I inched my way to the cashier’s counter, my heart beating against my chest like a rabbit’s foot.
Subconsciously, I fluttered my wings slightly as I peered past the register and looked for her, her very name making my already quickening heart fall into double-time. Closing my eyes, I called out quietly, “Pinkie?”
A few seconds passed by before I heard the party pony call back, “Fluttershy!” Her voice was muddled by the clangs coming from the closed-off kitchen, and I heard a pan clang on the metal counter before the sound of too-fast hoofbeats approaching all too quickly. My eyes widened as Pinkie stood before me, sugar sprinkled slightly on her nose and the smell of pastries strong around her. She gave her signature smile and I felt my face flush.
“Well, hey there! What can I do for you?” Pinkie asked, her inviting, blue eyes sparkling in the bright fluorescents of the store. I looked away quickly at the fear of falling into daydreams, one of my favorite pastimes. I knew that I had to think quickly and formulate my sentence in seconds, but I couldn’t help looking at her face for a few more moments, imagining her lips pressed against--
No. I had to start somewhere, and that was here, and I had to do this. Taking a breath, I fluttered my wings once more and cast my eyes to the floor. “Well, Pinkie, I was wondering if, maybe, perchance, you’d sometime like to, well... go on a date?” I looked up slowly, prepared to see Pinkie’s beautiful face looking down at me and her face in horror. My heart thudded against my chest and I shook as my eyes finally met hers.
The smile that flooded her face made me feel weightless. “I’ve wanted to ask you that for aaaaaages!” she laughed, prancing slightly in her spot. “Want to go now? I just finished the last batch of pastries Mrs. Cake wanted me to make while she and Mr. Cake are out on that big cake-pastry-escapade down in Appaloosa, actually.”
I let myself smile back as I realized what had just happened. “I, erhm, yeah, that’d be great, Pinkie,” I grinned, biting my lip and looking upwards. Rarity showed me this in a magazine, it’s a really attractive look, I remembered, trying to flutter my eyelashes.
“Are you okay, Fluttershy?”
I looked back to Pinkie to see her with one eyebrow cocked as she tried to contain her laughter at my expression. “I already think you’re cute, you don’t have to try and impress me,” she snorted in her completely-forthright way. “Let me just run upstairs and get some of this baking stuff off my hooves.” With that, she hurried upstairs to her loft room, leaving me to try and act as though I wasn’t staring at her plot the entire way up.
Shifting my hooves on the hardwood floor, I listened as the water turned on upstairs and my imagine was left to run wild. I knew she was in the shower, the warm lather of her soap running down her flank, twirling across her chest and dripping off her stomach to the cool tile under her hooves. I wished I could be under her, the warmth of her dripping down and covering me--
I shook my head and tried to come out of my daydream as I heard the faucet shut off upstairs and the tiny pitter patter of hooves echo throughout the vacant store as Pinkie walked about. Suddenly, I was struck with nervousness as I wondered if I looked okay. Quickly, I smoothed down my mane, letting the bottom curl just so, biting my lip. If I’d known this would all play out today, then I’d have prepared myself much better. To calm my nerves, I walked around the store and looked carefully at all the displays, trying to focus my attention on something else than the fact that Pinkie was wet and rubbing a towel across her body.
“Fluttershy?”
Pinkie’s call bounced around the empty room, and my ears perked up at the sound of her voice, slightly sing-song and full of energy. “Yes?” I called back, trotting to the bottom of the staircase to hear her better.
“I need your help for a second--can you flip the lock on the front door and come up here?” she asked, poking her head around the corner, her wet mane flopping about. Nodding quickly, I tried to contain a smile as I walked back to the door and flipped the lock on the door with a flip of my muzzle. It all felt so mysterious, and I was surprised to notice that I had no inhibitions to going up. Slowly, I walked to the stairs and ascended quietly, taking each step carefully, anticipation growing as I got closer.
I walked into Pinkie’s room, so used to doing so from being friends for so long, and was surprised to see Pinkie Pie standing there, still dripping wet. It wasn’t as though I was seeing her indecently--in reality, we were always walking around naked. But here, with every part of her open for me to see and in such a private place as her bedroom, she seemed even more... sexy than I’d ever imagined she could be. I was a pony known for her timidness and shy nature, but I knew what I wanted--I was trading shy for sexy, no matter what it took.
“I saw a spider over in the corner and I’m scared of them, and you’re like amazing with ‘em, so can you escort it out?” Pinkie asked, biting her lip and tilting her head so her wet mane stuck to the side of her head. I felt an involuntary shift in my gut as she did so, but I agreed and walked to the corner Pinkie pointed out. With every step, I made an effort to shake my flank slightly, and I could feel Pinkie’s eyes moving over my cutie marks and down my tail. I found the spider, a tiny little thing, and bent down to put my muzzle next to it, raising my plot high in the air so Pinkie could get a good look.
Whispering extremely quietly, I asked the spider, “I’m hoping to get something from that... sexy mare back there, so could you please leave for the time being, sir?” The spider looked at me, winked one of its multiple eyes, and scuttled off, climbing out of Pinkie’s bedroom window within moments.
Pinkie clapped her hooves happily and asked, “How’d you do that?”
Blushing, I replied cooly, “My special talent requires taming animals and,” I took a pause to look her up and down, “making them feel extra good.” I lowered an eyebrow as I took a few steps closer. “Need to keep getting ready?”
Pinkie’s normally pink face blushed red. “Well, um, I’d be fine if we just...”
“Stayed in?” I finished, as she closed the gap between us. I felt my heart begin to race and took a deep breath. I’d wanted this so long, and I knew she was, and would always be, my special somepony. I deserved this. She deserved this. I lowered my head slightly and she moved hers closer until our lips timidly met, strangers getting to know each other. We kissed for a moment before breaking apart, our eyes wide open and staring at each other.
Pinkie, for once, was speechless. I took the opportunity to kiss her again, deeper than before, our lips moving in rhythm. We moved closer, our chests against each other, her slight dampness cool against my burning coat. Slowly, Pinkie slipped her tongue in my mouth and I was caught with a sudden smile. As my lips closed around her tongue, I slid it against the roof of my mouth, flicking mine against hers and sucking the warm muscle. Slowly, I let her tongue return to her mouth and immediately slid my own tongue in, kissing her deeply as I did so, playing back-and-forth with her as we moved in motion.
I kissed her harder still, sucking her tongue against mine, rubbing them in a faux fight as saliva began to glisten on our lips. The more we kissed, the more the odd feeling in my groin expanded, feeling like a weight, anchoring me to this moment. Pinkie seemed to know what she wanted, and as we kissed, she guided me slowly onto her bed, still frenching as we leaned against her balloon-patterned quilt. My eyes were shut tightly, savoring every taste I got of her, but I knew I had to come into reality for this to keep going.
Slowly, and in what I hoped was a seductive manner, I slid my eyes open to see Pinkie doing the same. Gently, she took my hoof and we suited ourselves better on the bed, angling myself at the bottom half while she took the top of the mattress. My tongue lolled slightly out of my mouth, a stream of saliva still linking us together, as she looked at me with one eyebrow cocked. As she took a hoof and rested it on the inside of my thighs, pushing my legs apart, she giggled. I grinned too, as she took her other hoof and started to rub my torso, my smooth yellow coat running under her like silk.
“Are you still okay with this, Fluttershy?” she asked, her hoof falling from my torso to my cutie marks, exciting the butterflies on my flank. I kissed her deeply in response, and we broke apart suddenly, Pinkie’s hoof moving quickly from my thigh to my marehood, already wet. Gently, she stroked it, watching my expression before continuing. My tongue lolled further out of me and my eyes met hers, urging her to continue. This was the last thing I’d expected to happen today, but it was the thing I wanted the most.
Slowly, I slid my back down against the quilt, fully lying on my back as Pinkie sat before me, still rubbing my slit teasingly. She took her hoof away, the wetness glistening on it, and teasingly slid it into her mouth, licking me off of herself. With a flirty smile, she said, “You’re pretty sweet.” With that, she realigned herself to lay face-first, her hooves resting against my thighs as she moved forward. My head fell backwards as she moved into me, her tongue running the length of my marehood, slowly poking in as I sighed.
She moved up to my clit, flicking it with her tongue and sucking it slightly. I felt a jolt in my hips, but Pinkie kept working, taking more and more of me the further she prodded with her tongue, eliciting moans with every thrust. As she went, she became more forceful, and I could feel my face burning red. My hips began to push into her face, wanting her further and further inside of me, and I could feel my groins ache and become tighter and tighter before a shudder overtook my entire body and Pinkie began to lick up the gift I’d given her.
“I love sweet things,” Pinkie moaned, lapping up my cum. She looked up at me and edged up, coming to kiss me. I obliged happily, tasting myself and her at the same time, the entire experience making me lightheaded in a wonderful way. Still, a tiny bit of me couldn’t believe this was really happening--but I didn’t want to think about that, nor anything except for the beautiful girl who I was sharing this amazing experience with. As Pinkie finished and pulled her head from my marehood, I locked eyes with her again. I slowly sat up as she turned around and presented herself to me.
Working myself into a comfortable position, I brought my head closer to her own marehood and placed my hooves along her cutie marks, rubbing slowly in circles and eliciting soft pants from her. She was already slick, and as I brought my mouth against her, I timidly tasted her. Unsurprisingly, she was sweet, and with a slight smile I set to work. Slowly, I pushed my tongue into her marehood, moving it in circles and pulling it out only to give her clit a flick or two. I moved my hooves to push her legs further apart, wanting to get as much of her as I could, Pinkie moaning the entire time.
I planted my muzzle against her marehood and started to suck slightly, moving my tongue against her lips and pushing them apart, pushing my tongue as far inside of her as I could and then withdrawing, bringing Pinkie’s legs to shake slightly. I didn’t want her to cum just yet, though, so with a sneaky smile I withdrew from between her legs, teasingly looking up at her flushed face.
“Fluttershy, I,” she began, letting out a groan, “I--want--”
I silenced her with a strong kiss, knocking her flat against the bed as I now lay on top of her. Carefully, I pulled away from her, looking into her dazzling, light blue eyes and feeling my heart soar. “I don’t want this to end right now, Pinkie,” I explained, rubbing my hoof on her chest in a slow massage. She smiled in understanding, settling against the bed.
“Do what you will with me, Fluttershy,” she giggled, spreading her legs apart under me. “You know how to take really good care of... things.” Slowly, I maneuvered off of her and lay back down on the bed once more, aligning my spread legs opposite hers, both of us openly exposed to each other. I moved forward on my elbows, placing my marehood against hers and eliciting a squeal from both Pinkie and myself. I needed us both extremely slick for what was coming next, so I moved against her harder as she resisted, the lips of our marehoods becoming intertwined and wrestling each other. Every time my clit hit against her thigh, I couldn’t help but gasp, the surprise flooding my hips with feeling.
I looked across at Pinkie, who had her eyes shut tightly in concentration, and knew she was getting extremely close to her orgasm. As I pulled away from her warmth, I asked quietly, “Do you have any... equipment, Pinkie Pie?”
With a traditional Pinkie Pie smile, she answered, “Open my bottom dresser door.” I got off the bed and trotted to the dresser, pulling the drawer open quickly and scanning the contents. I was shocked by the amount of toys she had--my eyes quickly found what I’d been thinking of, though, and I called for Pinkie to close her eyes. I pulled the long, double sided plastic from the drawer and hip-bumped it closed.
“Am I your first, Pinkie?” I asked, sitting back down on the bed and sticking one end of the dildo in my marehood gently, making sure it was securely in me before I approached her. “It’s okay if I’m not.”
Pinkie cleared her throat. “You’re the only one I’ve ever wanted to share this experience with. Those toys were for, well, practice. I didn’t want to scare you with any blood, you know.” I giggled as my heart leapt, her show of compassion being the final stroke to this picture of she and I that I’d painted all these years.
I moved forward and spread her legs further, bringing the plastic up to the right level. I placed it gently at the entrance and, after a slight moan from Pinkie, thrust it into her. Her eyes flew open at the sudden intrusion, and I lay back down. The more Pinkie moved, the better it became for me, and vice versa. She collapsed into moans just before I did, both of us rocking our hips and penetrating each other deeper and deeper. It became a competition, who could love harder than the other, and with each thrust, our combined moans mingled with each other, fighting for volume.
“Flut--ut--”
“Pi-iiiiiii--”
I felt my second orgasm hit in the middle of saying her name, and pushed the object further than I’d ever expected with the new wave, bringing new noises from her as I felt her orgasm also hit, shocking me and in turn shocking her once again. We both lay there, pink and yellow splayed out with no hinderance, for a bit, listening to each other breathe and allowing our heartbeats to calm down. Eventually, I climbed up into Pinkie’s arms, and as we lay there intertwined, I felt safer than I had in ages. We didn’t need to talk, just listen to the birds outside singing a quiet lullaby to us as we each fell asleep in our love’s arms.