Dr. Whooves' Diary - A Derpy Romance

by Sergeant Snuggles

Rating: teen
Tags: Comedy, Adventure, Derpy Hooves, Princess Celestia, Doctor Whooves, My Little Pony: Friendship is Magic, Romance
Length: 1169

A series of pages that Dr. Whooves wrote in his diary, explaining his difficulties of winning Derpy Hooves' heart.

This is a story that is about Dr. Whooves on his quest to go on a date with Derpy Hooves.

The story is written like Dr. Whooves is writing in a diary, yet the third chapter isn't.

Rated T for sexual references and I think a few swear words.

This is my first fimfiction and I just wanted to say, don't be all that hateful.

Published 2014-12-18 01:30:04 UTC
Last updated 2014-12-18 01:30:04 UTC

Day 10 - The Big Date

As Dr. Whooves woke up on the tenth day, he checked his Diary.
He decided that he felt better enough, and alot less crazy, that he would go and visit Derpy.
Not without breakfast first, he decided to cook himself eggs as he was feeling an eggy kind of mood.

As he finished his eggs, he decided to make a smoothie, that is what he did.
He unloaded some caramel, chocolate, blueberries, vanilla flavour and milk into the smoothie machine, pressing the "Smoothify" button.

As he finished drinking his deliciousness, he decided it was time to man up and go see Derpy.
It was bad enough that he made her cry, he must confess his love for her.

So Dr. Whooves set out for the jewelry store, located nearby.
If he was going to confess his love, he needed to do it right.

As he arrived, he ran inside and used all his Bits for an engagement ring.
He then quickly set off for Derpy's house, knowing that love was in his heart.

As he reached Derpy's house, he knocked on the door.
He quickly got down to one knee (Can ponies do that?) and Derpy opened the door.

Derpy noticed Dr. Whooves at the door and was about to close the door when she saw it...
A sparkling diamond ring, she was shocked.
"Derpy, will you marry me?" was all that Dr. Whooves asked.
She pulled him inside and kissed him, "Yes!" she yelled.

A wild day of snuggling ensued.

Author's Note

Now that was certainly a big day.

Hopefully you enjoyed this fimfiction and I hope to see you, the reader, on another story, maybe?

Well as always, constructive criticism is always wanted, accepted and appreciated.

Day 1-4

-Day 1-
-Afternoon-

Dear Diary.

Today Derpy gave me a diary, that would be you.
She said it would "help" me but I don't need helping with anything, maybe it is to help me write but I am truly not sure.
For breakfast, I ate pancakes.

Sincerely Dr. Whooves.

-Day 1-
-Night-

Dear Diary.

My feelings keep growing for Derpy, I think I may be in love.
I'm tired, goodnight Diary.

Sincerely Dr. Whooves.

-Day 2-
-Morning-

Dear Diary.

Today I am going to ask Derpy on a date.
Wish me luck.

Sincerely Dr. Whooves.

PS. I ate a muffin for breakfast, it was yummy.

-Day 2-
-Night-

Dear Diary.

I chickened out at the last second, I feel depressed.
Goodnight Diary.

Sincerely Dr. Whooves.

-Day 3-
-Morning-

Dear Diary.

Today I was invited to Canterlot by Princess Celestia, I feel excited.
I shall wear my finest clothing.

Sincerely Dr. Whooves.

PS. I ate waffles for breakfast, the syrup was nice.

-Day 3-
-Afternoon-

Dear Diary.

Princess Celestia had to cancel the invitation due to a storm, guess I can't wear my fancy pants clothing.
Derpy and I are going to lunch, hopefully I have the courage to ask her to a date.

Sincerely Dr. Whooves.

-Day 3-
-Night-

Dear Diary.

Derpy and I had lunch, it was fantastic.
I had a salad and she had a basket of muffins.
Diary, I'm in love...
Okay, I am tired, goodnight Diary.

Sincerely Dr. Whooves.

-Day 4-
-Morning-

Dear Diary.

Today I will confess my love to Derpy, I finally have the balls to do it.
Pancakes for breakfast, yummy they were.

Sincerely Dr. Whooves.

-Day 4-
-Afternoon-

Dear Diary.

I finally confessed my love and asked Derpy for a date... She said yes to go on a date!
Well... I didn't say I loved her, that would be awkward if she didn't love me back.
We have planned our date and we shall have it in 6 days, the 10 day anniversary of you, Diary.

Sincerely Dr. Whooves.

-Day 4-
-Night-

Dear Diary.

Goodnight.

Sincerely Dr. Whooves.

Author's Note

Dear readers.

I hope y'all enjoyed this fimfic, it is my first one and I am very proud of it.

Please do not be hurtful towards me, if you want to be hateful atleast be constructive with it.

Sincerely Sergeant Snuggles.

Day 5-9

Day 5-9

-Day 5-
-Morning-

Dear Diary.

I wanted to ask if you could talk back, is it even possible?
Probably not, guess that is just my wishful thinking.
It would be easier to ask advice if you were able to talk back, can you?
I guess I'll take your silence as a no, but anyway...
I had pancakes this morning, I ate them with lemon and sugar.

Sincerely Dr. Whooves.

-Day 5-
-Afternoon-

Dear Diary.

I sent Princess Celestia a letter, asking if she was able to set up a big night for Derpy and I.
I am awaiting a reply, I just want to set up a big date for Derpy and I.

Sincerely Dr. Whooves.

-Day 6-
-Morning-

Dear Diary.

I was tired last night, so I wasn't able to put my writing in you.
Princess Celestia still hasn't replied yet, kinda stressing out over it.
I ate a hay sandwhich for breakfast.

Sincerely Dr. Whooves.

-Day 6-
-Afternoon-

Dear Diary.

I hope you don't mind but I ripped out a page from you and drew a picture, sorry.

Sincerely Dr. Whooves.

-Day 6-
-Night-

Dear Diary.

I have alot of uneventful days, not much enjoyment.
Note to self: Get off ass and do something.

Sincerely Dr. Whooves.

-Day 7-
-Morning-

Dear Diary.

I have planned things out today.
First I must go to the joke shop and get jokes to write down better jokes, then I am off to Canterlot to see what the deal is with Princess Celestia.
Long day ahead...

Sincerely Dr. Whooves.

-Day 7-
-Night-

Dear Diary.

I am pissed off, I went to see Princess Celestia in Canterlot yet when I got there, the Princess just said "I do not negotiate in pony relationships, have a nice day."
Now I only have 2 days to plan the big date, how will I do this?
Ugh...Well atleast I got a good joke, want to hear it?

(Silence)

Right you can't talk...

Did you hear about the guy who ate 1000 cans of baked beans? He had a fart attack.

(Silence)

Did you like the joke?
Diary, did you like the joke!?

Ahhhh! I am going insane!

Sincerely Dr. Whooves.

-Day 9-
-Morning-

Dear Diary.

Shit!
I slept all day yesterday, it is one more day until the big date and I don't have anything planned!
Well Diary... I am off to break the bad news to Derpy.

Sincerely Dr. Whooves.

-Day 9-
-Night-

Dear Diary.

Derpy cried for ages, I counted 6 hours.
I guess no big date...
Uh... Diary, what do I do?
Right...

Sincerely Dr. Whooves.

Author's Note

How did y'all like Dr. Whooves descent into madness?
Do you think he will get a big date?
Only time will tell!

As always, constructive criticism is always wanted, welcomed and appreciated.
Just don't kill me...