Gabriel waits anxiously at the bar. Is Sam going to come? He knows that threatening him into it probably wasn't his smartest idea, but it's the only way he could get Sam to agree to come. He was never going to risk his brother's life over something so stupid. But what if he backs out? What if Dean found out and won't let him go? He went through way too much trouble to risk losing his chance.
Gabriel glances at the clock. One minute. He's supposed to be here in one minute. Most people would have been here by now. He would have assumed Sam wouldn't risk being late when Dean's life is on the line. He has no idea that Gabriel couldn't care less about Dean and that he just wants to talk to Sam, so shouldn't he be warier of being late than he is?
He taps his foot nervously. Is he getting stood up? Gabriel wouldn't put it past him. It's not like Sam was dying to come. He wouldn't endanger his brother, though. Gabriel knows that much. They just established this with that last trick. Sam has to come. Right?
As soon as the clock strikes seven, Sam sits next to him, a look of existential dread on his face. Not quite the reaction Gabriel was hoping for, but he can work with it. As long as Sam is here, it's okay. He'll make the most of what he gets.
"Hey, Sammy," Gabriel says with a grin. "You came."
"Of course I came," he snaps. "Now let's just get this over with. I'll give you an hour."
"Two," Gabriel counters.
"One and a half," Sam says.
"I think it's hilarious that you're under the impression that you're in a position to request a compromise," Gabriel remarks.
Sam glares at him. "Fine. Two hours, and I'm out of here."
"That's the spirit!" Gabriel says with exaggerated joy. "What's up, Sam? Anything fun happening?"
"Right now? No, not at all."
Gabriel smirks. "I guess we'll just have to make it fun."
Sam rolls his eyes. "Yeah, good luck with that."
Gabriel frowns at his brush off. It's hard not to notice his rigid posture. It's like he's preparing to take off at the first sign of trouble. He probably is, knowing him. He definitely wouldn't believe the Trickster is looking for a social call, but that's really all it is. He's just lonely. No one wants to hang out with the Trickster, and he's getting bored of having to create his own company out of thin air. Bikini babes obeying his every wish gets boring after a few thousand years.
"Hey, relax," Gabriel instructs him.
"I'm at a bar with the Trickster. Yeah, relaxation isn't really in the cards."
"Aw, come on, give me a chance!" Gabriel pleads.
"I gave you a chance," Sam replies simply. "Then you killed Dean. A hundred and three times. I'm not too big on giving you any more chances."
Gabriel's frown deepens. This is so not how he was picturing this going down. "Please?" he says, more of a question of whether that will work than actual begging.
"Your puppy dog eyes aren't gonna work on me," Sam tells him.
"Well, I could never do them as well as you," Gabriel allows, recalling the moment he decided to bring Sam back to that Wednesday. He really wasn't going to, but Sam just looked so sad. He knew Sam was miserable, and even he had stopped enjoying it ages ago, but looking him in the eyes was his breaking point.
"Seriously, man, what do you want?" Sam asks, exasperated.
"I want you to give me a chance," Gabriel repeats. "For the next..." he glances at the clock, "hour and fifty-eight minutes, just try to forget about me killing your brother. Please?"

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Reading Between The Lines (Sabriel)
FanfictionSabriel is the weirdest crack ship Supernatural canon has ever seen. And yes, it's canon. The Trickster brings Dean back from the dead, but for a price. He isn't asking for much. Unlike a demon, he's got no use for souls. He just wants some company...