Author's Note: E/O Drabble Challenge. The word was "road trip". Two unrelated drabbles. Don't know why but I seem to be thinking about angsty stuff at the moment. Usually I take a merry approach. There's no laughter in any of these. Title of this drabble collection meant to be from The Sinners' song Heading South - great lyrics.

Disclaimer: Their blood is not on my hands.

Word count: 100 in each.

Spoiler warning: First one is set after Lucifer Rising 4x22 and second one after The End 5x04.

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Road Trip to Doom

The Winchesters were driving fast and purposefully toward Bobby's - a teenager possessed by a Roman vengeance spirit screaming in the trunk. The hysterical fear in his screams and desperate poundings made Sam moan, and Dean didn't understand why. They were helping the kid! But Sam remembered another road trip, with Ruby and a terrified woman whose blood he'd drunk. "You'd think we're about to kill him" Dean muttered. Sam drew in a sharp breath: "Pull over!" Responding to his panic Dean quickly obeyed and his brother fell out vomiting. The vengeance spirit howled louder as Sam started sobbing helplessly.

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Road Trip to Hell

The Winchesters continued their separate road trips, but Sam didn't do well on his own. Without Dean to help him leave bad stuff behind every fresh failure and lost life eat away at him. When the Croatoan virus showed up, and Dean again rejected his company, Sam drove off a cliff. But the only angel that showed up was Lucifer, and Sam followed the promise of an end to their sufferings. Castiel told Dean and watched Sam's brother disappear for Alastair's apprentice. It made him abandon faith. In the wake of three souls' separation and pain the whole world shattered.

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---There was a third one but due to valid concerns that people acted out of character I have omitted it. And good riddance--

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Got inspired by The Tribble Master here but then got carried away. If someone is missing an angsty muse please come get it, I don't want to feed it.