After a long day's work on the Apple farm, Shepherd and Big Mac head off to a little part of the orchard. Applebloom watches them go and looks up at her big sister.

Applebloom: "Hey sis. What do stallions do after work anyway? Ain'tcha ever wondered?"

Applejack: "Ah know jest what they're talkin' about Applebloom, and it ain't nothin' fer a filly like you to hear!"

Applebloom: "But-!"

Applejack: "But nothin'!"

Applebloom: "Awwww...!"

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Dash: "I bet you that you can't catch Twilight with a book."

Shepherd: "I... Why?"

Dash: "Because it would be funny."

Shepherd: "And the stakes?"

Dash: "... Twenty bits."

Shepherd: "You're on."

And so...

Shepherd: "Hmmm... I need to be really diabolical about this..."

He puts a book entitled "DON'T READ THIS BOOK" under a box held up by a stick

And hides

And waits

Dash: Hiding with him "She won't fall for it."

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Andrew Shepherd, sole human in Equestria, was doing some work on a mare's boiler when the Cutie Mark Crusaders trooped up with a question. He looked over at them with a raised eyebrow.

Shepherd: "Huh? What do you mean 'who raises and lowers the sun on my world'?"

Applebloom: "Well, who does?"

Scootaloo: "We have a school report due on the Princesses, and so we thought maybe writing about alien princesses would get us an A!"

Sweetie Belle: "Which we really need!"

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Shepherd: "Why did I end up here and not someone more qualified to analyze all this magic stuff? Like Neil deGrassi Tyson? Or Michio Kaku? Or Michael Collins?"

Twilight: "Who?"

Shepherd: "He was the third astronaut on Apollo 11."

Dash: "The guy who didn't land on the moon? Why him?"

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Andrew Shepherd, the only human in Equestria, was sitting at an outdoor cafe waiting for his marefriend to trot up. And trot up she did, looking nervous and anxious and worried.

Shepherd: "Hm? Twilight, what's wrong?"

Twilight: "Um... Er... Remember when I said that our species were incompatible and we couldn't conceive?"

Shepherd: "... Yes?"

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Shepherd was rummaging around the ancient human libraries, helping the Pony scholars to categorize much of what had been incomprehensible to the alien equines. He was writing down notes on a notepad as he went from storage room to storage room.

Shepherd: "Okay... Door 117-Gamma. What do you have?"

He entered the room. Inside was a stone. Embedded in this was a sword.

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In the Ancient Human Archives...

Twilight: "You know, you really overreacted. It's just a sword. It doesn't carry any more meaning than you assign it."

Shepherd: "This from the alicorn princess! You have no idea what that stupid thing could do! It'll make me grow a beard!"

Twilight: "What's wrong with a beard? I think you'd look good with it."

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After Shepherd had managed to recover from his fainting spell, he began hugging Twilight tightly.

Shepherd: "I'm-We're-We're gonna be-We're pregnant!"

Twilight: "Y-yes! Yes we are!"

Shepherd: "Holy crap! Holy... Wow... We're... How?!"

Dash: "Don't you two know how sex works? Sheesh!"

Shepherd: "I didn't mean that! I meant-How do our genetics work?!"

Twilight: "Well, um... I'm still working on that. I did ask Princess Celestia."

Shepherd: "And?"

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*Andrew Shepherd was sitting with Princess Luna in Golden Oaks library, as they drank tea and sat in awkward silence*

Shepherd: "Uh... So..."

Luna: "... We understand if you still fear us, Shepherd."

Shepherd: "Fear? No, no, nothing like that. I will admit I'm... Wary, but I'm getting over it. After all, it wasn't your fault."

Luna: *sighs* "That is what everyone tells me. But it is difficult to separate yourself from the monster you became, after so long."

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Shepherd: "Dash? I'm picking up a theme with your Daring Do fanfics."

Dash: "That they're all awesome and amazing?"

Shepherd: "... Nooo. Try again."

Dash: "That they're all awesome?"

Shepherd: "No."

Dash: "Good?"

Shepherd: "No."

Dash: "Okay?"

Shepherd: "No."

Dash: "Readable?!"

Shepherd: "Not even a little. No, what I noticed was that you reach a scene promising sex and then you just have the characters hugging a lot before falling asleep."

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After all of this, Shepherd is finally feeling much more steady. He and Twilight are cuddled up in her castle on a couch.

Shepherd: "So... It feels a bit rushed... And not very romantic, but-Will you marry me?"

Twilight: *giggles dorkily* "I-I will!"

Shepherd: *kisses her* "Mmm... Wow. I feel a lot less terrified now that I've asked."

Twilight: "Well I was going to insist on it. I mean, you have no idea how hard my mom's been riding me about-"

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In the Human Archives, Shepherd is again, against his better judgement, helping the Ponies understand human culture. Today's artifact isn't ancient or mystical looking at all, to Shepherd's eyes...

Twilight: "I mean, it's so bright and garish and it shines! And it came with this magic staff! Did it belong to a wizard from your world?"

Shepherd: *laughing* "Not likely! No, see, this is..." *He turns the clothing in his hands and laughs some more* "Oh my God! It's a Dolemite suit!"

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Celestia has gathered the Main 6 and her sister in a private meeting, leaving Shepherd to just wait around, doodling in a notebook. At last the doors open, and Shepherd looks up.

Shepherd: "Hey girls. What was the meeting ab-GAH!"

He is caught in a massive seven pony hug.

Dash: "How did you survive?!"

Fluttershy: "You poor thing!"

Rarity: "Those beasts!"

Shepherd: "I... What?!"

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*It is night. Andrew and Fluttershy are sitting in a tree, gazing up at the gorgeous starry sky*

Andrew: It's gorgeous...

Fluttershy: *sighs* Y-Yes... I was afraid of the night when I was little.

Andrew: Me too, you know. When I couldn't get back to sleep late at night I'd wander my house because I was too afraid to stay in my room all by myself.

Fluttershy: *She nuzzles him* Mm... I would have gone with you. Then we wouldn't have been afraid... *She smiled*

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Twilight: "What is one way to be friendly to other beings?"

Shepherd: "Don't kill them."

Twilight: "That was not what I was going for and is an extremely low bar to set but I'll allow it."

Shepherd: "Literally the first thing I met when I got here tried to kill and eat me. That's pretty much the human experience before we became dominant predators, actually."

Twilight: "Buuut you still made friends to overcome these obstacles, right?"

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Deep in the Everfree Forest, in the ancient ruins of the Castle of the Two Sisters, Shepherd was being held against his will and demanded to do the most unholy things to his new "Mistress".

Namely... Give her belly rubs and emotionally validate her.

Shepherd: *Sighs as he keeps rubbing the happy Nightmare Moon's belly, as she lounges in his lap* "Who's a good destroyer of worlds? Who's sooo much better than her sister?"

Nightmare Moon: "ME! I AM! YESSSSS~!"

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Fluttershy and Shepherd were out, enjoying watching bats snag insects under the summer moon. Both sat on a blanket, Fluttershy in her human form. She is snuggled against him, one of her wings wrapped around his shoulders as he held her close in his arms.

Fluttershy: "... Shepherd?

Shepherd: "Mm?"

Fluttershy: "... If Twilight becomes a princess... She'll be immortal."

Shepherd: "I... Well, yeah. Functionally, I suppose."

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This morning... Twilight was in the best mood her friends had seen her in since her coronation
She practically sang her way through their morning meeting around the Friendship Table
She had helped Spike bake cookies
She was glowing!
Twilight: "And that concludes our report on the Bugbear incident-Great job, Dash!"
Frankly it was a little creepy to some of them
Her being that cheerful and happy
Rainbow Dash: "... Okay, what happened?"

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Hooray! I got fanart by the wonderful Sipioc!

Just wanted to show it off.

Pinkie Pie: "SHEPHERD!"

Shepherd: "ACK! How did you get into my closet?"

Pinkie Pie: "I snuck in!"

Shepherd: "I locked my doors and windows."

Pinkie Pie: "I picked the lock!"

Shepherd: "And I put a baby gate on the stairs."

Pinkie Pie: "That was fun to get around!"

Shepherd: "Okay... And now onto the better question: WHY did you get into my closet?"

Pinkie Pie: "To surprise you, silly!" *Blows a party horn*

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