What If... the Trickster never reset the Timeline? (Part 1)

So, back in the Mystery Spot review, I had proposed the theory of what might have happened if the Trickster hadn't reset the timeline at the end of the episode, forcing Sam to live in a world without Dean and with seemingly no way to bring him back. Then, I'd said that it was a question for another day.

A little over a month later, we have now finally reached that day... for the first part of the tale, anyway.

So buckle in... and ponder the question... what if?

By the way, major spoilers for later in the show follow on from this. So, if you haven't watched further in the show than my reviews have gone, turn back now.

Got it? Okay... what if? Let's do this.

From MadCap's Couch - Supernatural: "No Rest for the Wicked"

"CARRY ON MY WAYWARD SOOOOOOON!"

Okay, so... first off... 150th From MadCap's Couch! Party hard! Second, weird choice for a Valentine's Day episode, but here we are.

Hopefully, it's not a bloody one.

Huh, Jensen?

Huh?

You get it?

Do you get it?

DO YOU GE-

From MadCap's Couch - Supernatural: "Time Is on My Side"

Look what I've become
The nightmare that she should fear
Is the father you left alone

Here we are, the penultimate episode of Season 3.

Recap time!