Loopholes and Long Shots

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Sam gave his brother the entire Oliver saga as they sipped their coffee. Dean's head shaking grew progressively more pronounced along with an ever increasing amount of sheer disbelief. "You know, we have had some pretty crazy times but wow, man, just wow," Dean finally said when Sam's story came to an end. 

"Yeah, I know. Who'd of thought coming back from the dead repeatedly would seem the more believable story?" 

"Oliver really never catches a break does he? Poor guy," Dean leaned back in his chair, the other presence totally faded from view as he tried to process everything Sam had told him. "Well, the most logical thing would be to turn this Merlyn guy over to this League. Right? If he's the one that has them all hot and bothered once they have him the heat should be off Oliver and his sister." 

"One would think." 

""The first thing we should do is to talk to Dig, find out why he's letting Oliver do this alone," Dean said. "That and figure out where Oliver is headed. Maybe we can convince Dig to head him off." 

Sam shook his head, "Oliver's almost as stubborn as you are. Dig would probably have to take some serious steps to keep Oliver from going through with this plan." 

"Wait, has he left the country yet?" 

"Not sure, " Sam shrugged, "I can text Felicity and ask. Why?" 

"We could call him, see if we can't talk him down." 

The fact that Dean offered that gave Sam some hope, which quickly came crashing down when he thought of how a call from them butting into Oliver's business could backfire on Felicity and Dig's friendship with Oliver. "Um, probably not the best idea. If we called out of the blue and told Oliver that Felicity had just spilled all this to us he's not liable to take that too well and Felicity would probably be pretty pissed at us too." 

Dean raised an eyebrow and half shrugged with his left shoulder, "Anything we do to help is going to end up with Oliver finding out we know. Felicity had to know that when she called." 

"True, I guess." 

Dean pulled out his phone, punched a number and it started ringing, "He may not even answer," he said as he put the phone on speaker.

"Dean." Oliver's voice was much more empty and resigned then they remembered. "Not a good time, I'm just leaving for a business trip." 

"Yeah we heard," Dean replied, "Going off to hopefully not get yourself killed on some random island. By the way, what is it with you and remote islands anyway?" 

There was silence from Oliver's end, and it stretched long enough that the brothers thought Oliver had hung up on them. "Felicity?" He finally said. 

"Now don't get mad at her," Sam said, "She called us because she's worried and scared that you won't make it back." 

"Plus it sounds like things have been pretty tense there lately," Dean added. "You sure you're making the best move here? Taking the blame for someone else's act doesn't usually end well."

"I appreciate the concern," he said in an tone that rivaled the Arctic, "On both her on your parts but this is the only way to keep my sister safe." 

"Uh huh," Sam wasn't the least bit affected by Oliver's tone. "So you're not worried about how she's going to take it if you get killed? You don't have issues with Merlyn helping her through that?" 

"My sister, my choice, stay out of it." Oliver ordered then hung up. 

"Remind you of anyone?" Sam asked. 

"Shut up," Dean grumbled, then hit another button on his phone.

"Dean? What's up?"  A weary Dig asked after the third ring.

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