My Dear Silver

Alright, what is happening today? First Fluttershy, the most shy pony in Equestria, had a DATE for Hearts and Hooves day and now Diamond Tiara is asking for my HELP?! The Diamond thing is not as confusing but FLUTTERSHY?! DATE?! Wow she is really improving. Note to self: 'Meet stallion she is going out with tonight and make sure he is good enough'. Don't want Flutters to be heartbroken. As for Diamond Tiara... well, let me explain.

2 MONTHS AGO

I was strolling through Ponyville and making sure everyone was at peace. That was sort of my job around here. If ponies broke into a fight, I had to stop it. Mind you I'm usually left in bruises but its worth it to see smiles on their faces in the end. But she was another case. I saw 3 fillies backed against a wall (A unicorn, pegasus and earth pony) and I went up to talk to them and see what was wrong. From the looks of it, tears were flowing down their cheeks and straight onto the ground where to no surprise, there was a puddle. But as soon as I closed the distance between me and the fillies, another one showed up. And let me tell you, she was pisssssed! We stood there staring at each other until I spoke up.

"Who are you?"

"Diamond Tiara, daughter of Filthy Rich" She said in a snooty tone.

Oh no. I have encountered Filthy before. He always spoke highly about his daughter but he and I both knew she was trouble. Why today of all days when NOTHING was going wrong did she have to show up? Celestia... if you can hear me... h-help!

"Well could you please move, I need to-" I was cut off

"Back off! Were playing a game and we don't need you bothering us!" She snapped.

"Doesn't look like it," I said, approaching her, "Now step out of my way!"

She jumped a bit at the last part. But nonetheless she just continued standing there. What is wrong with this filly? Is she always this way? Either way, it's time to finish this.

"Why don't you ju-" She tries to say before being silenced with my hand.

"Walk. Away!" I yell.

As if for one split second anything I said wasn't going in one ear and out the other, she started walking off with her head down. Did I hurt her? No time to ask. I walk over to the 3 little ones against the wall.

"Hey, are you ok?" I ask, sincerity in my voice as they look up.

It seemed they were hurt really bad. The white unicorn had cuts up and down her legs and a gash right in her side. The orange pegasus seemed to have broken a wing and had a black eye. The yellow earth pony was the worst. She had her front hoof sprained and cuts all over. And to top it all off, she seemed to have bruises all over her head.

"Y-yea" The unicorn filly spoke up first, "Thanks... uhh..."

"Anonymous. Most people just call me Anon." I speak in a sorrowed voice, "Who are you three?"

As the unicorn and pegasus stand up, they help the earth filly to her legs and held her up.

"I'm Sweetie Belle..." The unicorn starts

"...I'm Scootaloo..." Next the pegasus

"... And I'm Apple Bloom!" The earth filly finishes, "And together we are!"

Nothing could prepare my ears for the rupture they were about to have.

"THE CUTIE MARK CRUSADERS!!!!" They boom at the top of their lungs.

... Ow, my ears...

"Well, you're welcome guys. Why don't you head on home." I say with a smile

"Alright." Apple bloom says, thankful, "Thank ya kindly for helpin' us out there!"

"Don't mention it." I wave them off.

As they head their separate directions, I head over to the cafe. All that problem solving makes me hungry. I hope its not to crowded today, otherwise I'm not gonna get a seat. As I reach the pavilion holding the cafe, I notice that filly again... Diamond Tiara. S-shes crying? I honestly do not want to do this but...

"Hey..." I say to her.

She looks up at me. Tears still filling her eyes. Is it just me or did she get sadder when I appeared?

"W-w-what do you want?" She says, stuttering to get her words out, "Just leave me alone..."

As much as I wanted to take that offer and stroll right outta there... my gut just sat there. Sometimes I hate it when my helpful side takes control. Kill me now...

"Not until you tell me what's wrong!" I say. She may be a bully but she still has feelings (Though at first she only showed anger)

"Dad left me home alone without a word. Then when I went out I lost my temper... I didn't meant to, I swear!" She said, sincerity in her voice, "Then you showed up and made me feel like a complete jerk... so I left."

Oh... My... God...

How is this a thing? How is she showing emotion other than anger or joy for herself?! Could it be shes just lonely? I know she has one friend but seriously, this can't be the Diamond Tiara I was told about. Was it?

"Come on." I get up and gesture for her to come.

"W-what?" She asks, still stuttering.

"I'm watching you until your father comes home." I say as I force a smile on my face.

She doesn't seem to be upset anymore. She seems almost... happy! She leads me to her home and immediately I think to myself 'Wow... you got flutters beat house wise'. As we enter the house she gestures she is hungry. I go and fix her up a nice sandwich and she eats it pretty quickly. Time went on and she seemed to warm up to me. I guess she isn't such a bad filly after all. As night falls I put her to bed and head downstairs. I took a seat on the couch and started dosing off. 5 minutes later I feel something curl up in my lap. Diamond must have quietly made her way down here without me noticing... clever girl.

But to this day she makes me insult her or swear every time we meet (She had a 'Reputation to keep') and when the coast is clear from other ponies, she comes up and talks to me.

PRESENT TIME

All my thinking about my first encounter with Diamond kept me busy enough to make it to the shadow under Rainbow's house. I whistled out to her and almost instantly I see her burst out the door. She sees me and lifts me up to her house, gently putting me down on the cloud (Twilight helped me with that one).

"Hey Anon, what's up?" She says, cheerful.

"Nothing much, what's up with you dash?"

"Just getting ready for tonight." She says, blushing.

And just as those words settle in my mind, I know that I'm babysitting tonight. But, knowing my sheer stupidity, I ask anyways.

"You got a date?" I mumble.

"Uhhh... yea." She asks, worried, "Why?"

"Oh it's nothing." I say, a bit disappointed, "Have fun."

She took that as the sign to bring me back down to the ground. Head low to the ground, I start off back into town, as a single thought flies through my mind:

"I'm watching a kid for Hearts and Hooves day...."

I walk through town and notice that most of the stalls are closed except one. I walk over to it, still a bit down after what happened. I remembered I had a small amount of bits in my pocket and maybe there was something here to cheer me up.

"Good day, Sir" The stallion behind the stall spoke up, "How may I assist you."

I look around his stall and notice something that catches my eye. It was a beautiful spoon with a purple gemstone placed in the tip. For some reason, this made me a bit happier. As I point to it, I speak up.

"How much for it?" I ask, confident I had enough.

"35 bits."

I reach into my pocket and pull out my bit pouch. I place 35 bits onto the counter and he gives me the spoon and a nice box to put it in. A smirk comes across his face.

"Is this for your special somepony?" He asks, slyly.

"N-no... I don't have one..." I respond, head down again.

I continue walking into town, depressed at what he had asked. I guess I just had to get used to the fact that I would be single for a while. As I approached the mansion Diamond Tiara lived in, I thought about asking someone else. But as soon as the thought came it was gone again. I placed 3 loud knocks onto the mansions front door. A cheerful little filly was there to answer the door.

"Come on in, Anon!" She said, merrily.