Red Shoe Diaries: Equestria

Dear Red Shoes,

Most ponies think that having a foal-sitter available is a win-win for everypony; except for the sitter, of course. Parents get a night on the town, older siblings have an excuse to go out with friends, and the sitter is left to handle the cranky, tired foals. But if you think about it, the sitter gets a free meal, extra bits to spend, and plenty of quiet time when the foals are put to bed.

And, if you're really lucky, you also get to spy on the older sibling that always seems to have nowhere to go when you're around...

As Friday nights go, it had been a pretty typical evening for me. Come home, do some homework, freshen up, and head to the Sparkles' house to foalsit while they attended a board meeting at the Canterlot Observatory. For most ponies in the senior class at Canterlot High, this would sound a like a punishment worse than a three-hour lecture from Mrs. Harshwinny. But for me, it was no problem at all. Twilight was the easiest foal-sitting assignment I had ever had; she rarely misbehaved, ate all of her food, and seemed more interested in her dad's book collection than her huge bin of toys. In fact, the only time she'd ever get cranky is if I put her to bed without reading at least two stories to her - and tonight she was insisting on three.

I had just left her room to grab a book from the downstairs library when I noticed a light coming from the door at the other end of the hallway. "Hmm... I guess Shining Armor is still up."

I had first met Shining when I transferred to Canterlot High two years ago, and while we were friendly with each other, most of our conversations occurred when I came over to foalsit his little sister. He was Captain of the Hoofball team and by far the most popular pony in our class, so you'd think he'd run out with his buddies the second I showed up, but Shining was different. He'd often stay home to play with little Twilight, or tidy up the house while his folks were away. Sometimes he'd just come downstairs and chat for a bit, just to get his mind off of his homework. He was really quite charming - and he had looks to match the charm too. The smooth voice, the bright blue mane, those broad, toned flanks... It was easy to see why every mare in school wanted to be with him, myself included.

I shook my head to regain some focus before creeping down the hall, stepping gingerly to avoid the two creaky spots in the wooden floor. Shining's door was all but closed, with just the thinnest ray of light glowing through the gap between the door and its frame. I thought I could hear him talking as I drew near the door, and I guess my curiosity won out over my manners, because instead of turning around, I stopped and leaned my ear close to the door...

"My Dearest Cadance- No, that's too melodramatic. Hmm... Dear Miss Cadenza- No, no, no; that sounds like a form letter..."

I quite literally had to bite my tongue to keep from gasping out-loud. Surely, I misheard that. My rational side insisted that I had misheard Shining's voice, and added rather emphatically that eavesdropping on other ponies was beyond rude. But I had to be sure. Even the possibility that I had heard that correctly was just too tempting to ignore. I cast a muffling spell on my hooves and leaned in as close as I dared.

"Come on, think Shining, think! You know what you want to say, just say it!" He paused then, and I could hear him tapping a hoof on what I could only guess was a desk or table of some kind. I had to remind myself to breathe while the seconds ticked by like hours.

"Alright, no fancy stuff; just stick to what worked before." I heard a quill clink against the side of an ink well and he began to think aloud as he wrote. "To the mare with a heart of gold..."

Oh stars, it's true! I thought as my eyes went as wide as dinner plates. Shining Armor was the pony leaving love notes in my locker the past couple of months. He could have had any mare in the school that he wanted - probably more than one if he was so inclined. Yet here he was writing love notes to me... It was almost too good to be true. I knew that if I stayed there too long I'd be discovered, or Twilight would start calling after me. But he kept talking, and I could only keep listening.

"I think about you nearly all the time, yet it is only through these letters that I have been able to express my feelings. Thoughts of you occupy my mind all day, like the most beautiful of distractions..."

My pulse grew quicker with each word from his mouth, each scratch of quill on parchment.

"Yet I am almost afraid to know what you'd say if you knew the truth. What would you do if I told you that I long for much more than just idle conversations between classes?"

I was stunned; not only was he behind the letters, but he was serious. He wanted me. My heart was hammering in my chest; it took all of my willpower to stop myself from running in there and kissing him without a single word. But I knew if I stayed much longer, Twilight would start crying, and I'd be exposed in an instant. I reluctantly turned away, but before I stepped back, I heard his voice one more time.

"Could you even look at me if I told you that visions of you - of us - fill my every fantasy?"

I glanced back at the door and smiled. Oh, I could, Shining. And then some.

My heart began racing the minute I heard Twilight's bedroom door click shut behind me. She had insisted that she could make it through a third book, but as I expected, she fell asleep only fifteen minutes into Starswirl: the Lost Chapters. Satisfied that she was sleeping soundly, I quietly made my way down the hall to Shining's room. The light was still on, but I couldn't hear anything else as I pressed an ear to the door once again. My rational side was yelling at me on the inside, trying to talk me out of going in there, but my heart - and my haunches - would not be denied; not after what I had learned earlier. Before I could second-guess myself, I took a deep breath and nudged the door open.

Shining was still at his desk, presumably still working on that same letter. I stood there for a moment and watched as his quill danced across the parchment, secured gently in the glow of his magic. I couldn't see his face, but I could tell he was deep in thought. The quill never stopped moving for an instant, as if he were pouring out his every thought onto that piece of parchment. Still, I couldn't just stand there all night. Shining has questions, and I'm more than happy to give him an answer...

"Hey, Shining." He nearly jumped out of his chair as he turned his head, and when he saw me, his jaw about hit the floor. "C-Ca- Cadance? Oh, hi! Wh-what are you doing, er, wai-" He was stammering a mile-a-minute as he tried to hastily stuff a pile of parchments and some ink into a drawer at the same time. It was actually kind of cute, and I couldn't stop a small snicker as he flailed about for a moment. "S-sorry, I just wasn't expecting you. I thought you'd still be reading to Twilight."

I chuckled a bit at that. "I was, actually, but she fell asleep. Happens every time she asks for three stories."

"You really are great with Twily, you know," he said as tried to shove the last few pieces of parchment into his desk and turned his chair to face me. "You're almost the unofficial big sister now, as far as she's concerned."

"Aw, thanks." I crossed the room towards him, trying to hide my true intentions behind an innocent smile. "Really though, Twilight's a joy to watch, and your parents are super easy to work with. I really can't see myself foalsitting anywhere else now." I stopped and looked straight at him.

"Especially not when my secret admirer is only a few rooms away."

His breath caught in his throat and for a moment, he just sat there with a dumbstruck look on his face. "Wa- wait, how did you? You know? But, I never told a soul! How did yo—?"

"By all rights, I shouldn't have known, Shining." I jumped in before he went completely off the rails. "I was going downstairs to get a book for Twilight when I heard you talking in here. I know I shouldn't have, but I kind of sneaked down the hall and listened for a moment..." a pang of guilt flashed through me as I spoke, "and I guess I heard you thinking out loud as you wrote a letter."

I could see him nearly shaking as he sat there, still dumbfounded at the situation. Finally, he just sighed and slumped down in his chair a bit.. "Cadance, look, I... I'm sorry. Really, I am." "W-when I left that first note, it was kind of on a whim, you know? Like a flash of courage that's gone as soon as it arrived. But when I didn't see you storming through the halls demanding that the pony responsible come forward, I- I guess I thought I could try another... Then another, and another after that." He gave me a weak, almost sheepish grin. "I guess I got carried away."

I stepped closer and placed a hoof on his shoulder to calm him. "Sorry? Shining, what are you sorry for? You meant no harm, and the notes were actually really sweet."

He stopped and looked up at me again. "They were? Y-you really liked them?"

"Yes, of course!" I replied. "And to be honest," I added with a grin, "I had always hoped it was you behind the notes."

Surprise mixed with joy in his eyes as a huge smile crossed his lips. "Well, that's... Wow... I-I'm not dreaming this, am I?"

"I don't know, Shining..." I darted forward and kissed him before I could even think twice about it. "Does this feel like a dream?"

He took my hoof in his and drew me back towards him, our muzzles coming within inches of touching. He raised his other hoof and brushed a lock of my mane from my cheek as he stared straight into my eyes. "If this is a dream, I don't want to wake up." He caught me in a slow, passionate kiss, and I eagerly melted into his embrace. His hoof slid further up my cheek to brush the tip of my ear, and my knees nearly buckled in an instant. This state of bliss continued for a few more moments before the need to breathe became to urgent to ignore, and I reluctantly broke the kiss.

"Shining, th- that was incredible," I panted.

"Y-yeah," he replied with a hurried breath of his own. "Even better than I had imagined it."

"Speaking of which," I said with a wicked grin, "what else happened in these fantasies of yours, hmm?" His eyes widened for a moment at that.

"Well, lots of things, I guess. But, do you really want to hear about all of that? I mean, that'd be a bit weird, right?"

Little did he know, more talking was the last thing on my mind now. "You're right, I don't want you to tell me about them..." I gave him a smoldering look as I stepped forward and sat in his lap, placing my hind legs to either side of the chair and my forelegs around his neck. I leaned up and brought my lips to within inches of his ear before dropping my voice to a bare whisper.

"I want you to show me."

The words had barely left my mouth when he kissed me again. I offered no resistance to him, and eagerly opened my lips to his probing tongue. His large but smooth hooves wrapped around my back and squeezed me even tighter against him as our tongues danced around each other. A few more moments passed before the kiss ended, leaving us both panting and out of breath.

"Oh, stars... Shining... I-I want this so badly, but—"

"My parents won't be home for two more hours, if that's what you're worried about," he replied with a devious smile.

He was about to lunge for another kiss when I stopped him with a serious look. "That's great, but we're not alone in the house, you know." Unfortunately, I had a point there, too. Getting Twilight to go back to bed if she woke up would be a messy affair, but that would pale next to explaining to Night Light and Velvet why their daughter heard ponies yelling and screaming in her brother's room late at night. A million ideas raced through my head, but finally, one stuck - and it was as much a stroke of genius as it was irony. "Hmm... Let's play the quiet game then."

Shining barely stifled a laugh. "Seriously?"

"Shining, if it can work for a hyper-active foal, surely it can work for two horny high-schoolers, right?" I traced a hoof down his neck and onto his chest. "Unless..." My hoof traced further down his belly until it just brushed the tip of his member, "you don't think you can do it." I saw his horn light up for a second, followed by a soft click as his bedroom door closed. He turned back to face me and I swear to Luna, the look in his eyes could have melted the sun. Whatever inhibitions I had left in me were thrown to the wind as I kissed him once more, and it didn't take long for the heat between us to build into an inferno. A sheen of sweat was already matting our coats as our hooves and tongues roamed freely together; we had barely begun, and already the urge to whimper and moan in pleasure was nearly overwhelming.

The mutual pleasure - and the involuntary silence - was getting to Shining as well, and when his quickly growing erection brushed against my barrel, I broke the kiss and buried my head in the crook of his neck to muffle a long moan. The feeling of his member against my barrel, coupled with the hooves that were now tracing circles around the base of my unfurled wings, nearly broke me right there. I shuddered helplessly as the fire in my core spilled over, sending rivulets of arousal running down my thighs.

We were both quivering, panting messes, but still we stayed silent, excising our moans of pleasure in any other way we could think of. I shifted my weight further into his lap and began toying with his ears, taking special note of the way he twitched every time I'd nibble the tip of his right ear. I heard the barest hint of a moan escape his lips as I ran my tongue in circles around the base of his horn - a devious trick that he quickly repaid by squeezing a hoof in between us to brush my soaked marehood.

My every nerve was on fire as raw desire raced through me like a tidal wave. Shining was fully unsheathed now, and I didn't need to see him to know he was well-endowed for a unicorn. I felt him shift beneath me, and I barely held back a wanton cry when his length slid along the edges of my outer lips. I threw my head back and stared right into his eyes while I began to rock my hips back and forth, sliding his erection against my soaked lips over and over again.

I was so close it was unbearable, and I had no idea how much longer I could hold out. He must have sensed it too, because he suddenly dropped his hooves from their position around my waist and gripped my flanks like a vice. He pulled my hips forward to allow his full length to slide through my soaked lips, and the moment he touched my exposed clit, my body was sent hurtling towards the edge. I rocked my hips faster and harder as my orgasm built inside me, and it was only sheer force of will that kept either of us from screaming out each other's names.

His body began to shudder beneath me, and I knew he was close too. He pushed my hips again, but this time I pushed back and ground my marehood against the base of his cock while his tip pressed directly into my clit. The twin sensation drove us both over the edge, and I buried my tongue in his mouth as orgasms ripped through both of us. I could feel his cock spasm against me as he spilled his seed across my stomach, and that only drove me further into bliss as I rode out wave after wave of my own orgasm.

When we finally came back down, I leaned back and couldn't help but chuckle as I looked between us. We were both covered in cum and sweat, our manes were messed up terribly, and Shining's chair was in dire need of a cleaning. I leaned up and kissed him again, and he gave me a devilish grin.

"So, when are you scheduled to foalsit next?"

These days, I get a lot of questions from young ponies about what they can do to earn a few bits during the summer or on weekends, and I always recommend foal-sitting as a great option. It may not always be the most glamorous job in the world, but it can be very rewarding.

And the benefits are outstanding.