Twilight: "Hey Shepherd! How was your meeting with the Princess?"

Shepherd: "Pretty exhausting, but productive. I had to spend the night though: Geez, you guys gotta invent cars. And roads. Or flying cars."

Twilight: "Dash thinks you're sleeping with the Princess, you know."

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Consider this a rough draft...
- - -
So, our lovely mares and Shepherd had to go and try and get a dragon to leave the area around Ponyville. His 'nap' might last for a century, and the smoke he emitted would make it unlivable. However... Fluttershy was terrified of the prospect of confronting a dragon.

Frankly, so was Shepherd.

Fluttershy: "Um... I mean... Maybe we could just... Just move the town?"

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Nightmare Night, and Shepherd is chilling out and enjoying the festivities.

Dash: "Hey Shepherd! Eh? Who are you dressed as?"

Shepherd: "I'm the Doctor!"

Dash: "Doctor Who?"

Shepherd: "Actually the Eleventh but..." At Dash's blank look, he sighs "Nevermind."

Dash: "Anyway, you look like... A dork! Especially with that bow tie!"

Shepherd: "Bow ties are cool, thank you. I was just going to go see Fluttershy."

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Shepherd has finished his morning training with Chewie. He walks up to his house, where the Elements of Harmony are relaxing in his backyard.

Shepherd: sigh "Why do you always hang out in my backyard?"

Pinkie: "You don't change your locks often enough!"

Dash: "Wow Pinkie. Just going out with that?"

Pinkie: "It's a joke, silly! Shepherd knows this!"

Applejack: rolls her eyes "We also brought food and booze."

Shepherd: "You're immediately forgiven."

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Meanwhile, in the Crystal Empire...

Cadence: "Oh dear. You're telling me that Luna and Celestia have been overthrown?"

Sunburst: "That is indeed what has happened, Your Highness."

Cadence: "By Shepherd?!"

Sunburst: "Yes! We're also invited to his evil wedding to Fluttershy."

Cadence: "Wait, it actually says 'Evil Wedding'?" She examines the invitation "So it does. Ooh, I love the font!"

Sunburst: "Yes, it's very well done."

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One human and a few ponies had thwarted Chrysalis' brilliant (In her mind) scheme to take over Equestria and get an everlasting source of love. It was infuriating that a weak creature with no magic at all could be instrumental in defeating her!

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The Dark Emperor Shepherd was sitting on the throne, giving Applejack a very thorough and pleasing bellyrub, while Raven Quill ran him through his itinerary.

Raven: "And after the press interview, you will give your State of Equestria speech to Parliament."

Shepherd: "Wait, I have to make a speech?"

Raven: "Of course. The Princesses were meant to give the same speech, but since you are in power, you must do it."

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Shepherd looked down upon the Pelennor Fields, as the Rohirrim charged upon the armies of Mordor. He smiled, almost grimly, as the Riders of Rohan rode to sweep the orcs heroically.

He blinked, as Twilight appeared next to him.

Shepherd: "Eh?! Twilight?!"

Twilight: "Ah, I'm sorry Shepherd. I was experimenting with a dream walking spell Luna taught me... I can leave if you'd like-"

Shepherd: "No, no... It's okay. Anything to help you grow in your education, I guess."

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During the clean up of the Changeling assault on Canterlot, Shepherd finds a Changeling body near some rubble. He kneels down, looking upon the Changeling. Luna trots up alongside him.

Luna: "... What are you thinking, Shepherd?"

Shepherd: "I don't know. What do you think I am thinking?"

Luna: "Despite this being our enemy, you feel sad at his passing?"

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Starlight Glimmer and Shepherd go to try and make peace with the Changelings...

Shepherd: "Hello Queen Bug-Pony! I am here with Starlight Glimmer to try and make peace."

Chrysalis: "Oh, are you? I find that interesting-"

Shepherd opens his coat, revealing a strange device strapped to his chest.

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Shining: "You know... Shepherd, I know it's a tall order but I want you to date my sister."

Shepherd: "I... Wha?"

Shining: "You've been keeping her from destroying the planet. We're clearly going to need you to keep doing that."

Shepherd: "That's going to be a full time job!"

Shining: smiles "There are a lot of perks and benefits?"

Shepherd: "In other words it's way too good to be true, like any dream job."

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Twilight: "You can't do this! The power of love will overcome your hatred! You love us like... Like Juliet loved Hamlet!"

Discord!Shepherd: "My love is irrelevant and Juliet didn't love Hamlet! She loved Romeo!"

Pinkie: "Ohhh! Right! Hamlet loved Helen of Troy!"

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Twilight groaned as she read through the latest form she had to review. She drooped deeply as her tired eyes focused on the lines of the text... But they were beginning to swim before her.

"Nnnngh... No... Gotta keep... Going," she mumbled.

Shepherd sighed and picked Twilight up. She began to squirm.

"Nnnnoooo! Let me go! I have work to dooo..." Twilight moaned. Shepherd shook his head and carried her to her bedroom. He kicked open the door, walked in, and set her down on her bed.

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Twilight Velvet: "So. You're our future son in law?"

Shepherd: "Well we haven't gotten that far-"

Twilight Velvet: "Make us a grandfoal! Right now!"

Nightlight: "Go on! Now!"

Shepherd: "Why exactly are they so pushy?"

Twilight: "Ugh, they were like this when I had my first heat."

Twilight Velvet then uses her magic to push Twilight and Andrew into her daughters’ room, and locking it from the outside.

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Shining Armor slowly came to, and took quick notes on his situation: His horn had a magic resistant ring around it, he was tied up, and he was sitting in a chair. No doubt he was about to be interrogated and tortured by the Evil Dark Emperor Shepherd.

Shepherd: "Oh hey, he's coming around!"

He opened his eyes to deliver a spirited declaration that he would never break and Long Live Celestia and Luna... And his declaration stalled out as he perceived his surroundings.

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Twilight: "Shining... You know... One day, you will... I mean, Cadence is... Is immortal. And you're-"

Shining: "I know. I'm not. I'm fully aware of it."

Twilight: "Then... Then how do you-?"

Shining: "By cherishing every moment with her. And living to make our life together have meaning, and love."

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Shepherd: "Princess Celestia, I need to ask you a question."

Celestia: "By all means, my knight. Ask away."

Shepherd: "It... Seems kind of weird that a lot of mares find me... You know... Attractive. As in sexually. I am a completely different species, after all."

Celestia: "Well, outside of the fact you are brave and a hero of Equestria."

Shepherd: "Yes, outside of that."

Celestia: "And your hands are delightful to be touched with."

Shepherd: "Okay, sure-"

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In the future, Shepherd, now an old but badass looking man, fell asleep... And then woke up in front of an Earth pony with orange fur, purple mane and tail, and a big smile.

Shepherd: "Urgh... My head... What the hell happened...?"

Sunny Starscout: "YES! IT WORKED! THE MAGIC WORKS!"

Shepherd: "I... Who are you?"

Sunny Starscout: "Oh! Uh, hello! I'm Sunny Starscout! I'm trying to reunite Equestria! And you must be The Shepherd!"

Shepherd: "THE Shepherd?"

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