How would my fellow escapist's outwit Death?

[WittyInfidel]

Keep a loaded pistol ready...

(Incarnations of Immortality: On a Pale Horse reference. A woot for Piers Anthony.)

 

[Wing Dairu]

Why do I need to outwit him? He's my father in law. Nice guy, but kinda stubborn.

 

[topwomble]

I'd guilt him into killing Glenn Beck instead.

 

[Imperioratorex Caprae]

"Who wants to live forever?"

 

[SadakoMoose]

Oh my god look it's Sioxsie!
Where?!
*run!*

Or...
Ok so, Autographed copy of Tinderbox and that another 3 decades right?

 

[Madara XIII]

J.D Style.
KICK EM IN THE JUNK AND RUN!

I'd strike a Deal

Grim Reaper: I've come for your wretched and dark soul
Me: Hey listen dude! If I can help get you Fidel Castro and Osama Bin Laden, I'm off the hook for good ok?
Grim Reaper: hmmmm... Fidel is about to bite the dust soon and I've been looking everywhere for Osama......
Me: so? what do ya say?
Grim Reaper:....Add Miley Cyrus, Bieber , and that Skank Ke$ha and you're good...
Me: Sweetness >

And that's how I got sent on my mission from death to drag the souls of Justin Bieber, Miley Cryus and Ke$ha to the dark pits of Hell.


*grabs Scythe* Now If you'll excuse me I'm late for an appointment....Gonna be a Change in Reapers.... HehehehGAHAHAHA!!!

 

[Not G. Ivingname]

He asks to play a game? I will pick tic tack toe.

Since it is quite easy to force a tie, just tie with him into frustration.

 

[Macgyvercas]

I would outwit death a la XKCD. Observe:

Spoiler

 

[ecoho]

ill hide behind my grandmother, she scares him

 

[TheRightToArmBears]

I think the only option we have is to rape death.

 

[demoman_chaos]

Challenge him to a match of Deadliest Warrior the game and hope I get an insta-kill headshot (won't be too hard with the Viking's BS double spear chuck).

 

[Souldemon8]

Offer him a glass of my nice homemade cold refreshing lemonade and while I'm preparing his glass slip in some benzo. Of course after the Angel of Death is knocked out on my couch I steal his scythe and cloak and ransom them back to him for immortality, and of course an escape clause (sudden heart attack when I'm fed up with living forever). All that's left after that is to enslave the free world.

Spoiler: Step 2:

 

[kotorfan04]

I would just ask him if he needed any help with the Reaping, I would probably enjoy being an assistant Grim Reaper for a few millenia. Nice work you get to meet a lot of people and of course there is the travel. I don't understand this fixation with people cheating death after all: WHAT CAN THE HARVEST HOPE FOR, IF NOT THE CARE OF THE REAPER MAN?

 

[Sinspiration]

OOOH! OOOH! LOOK! *points in a random direction then runs the opposite way*

 

[Blind Sight]

Poor reapers, I can't imagine the benefits for their job being very good. Apparently photocopyers are very good at distracting them:

 

[TheRealCJ]

I'll commit suicide as he comes to take me.

See, that's rather counter-productive.

 

[TheRealCJ]

Challenge him to a game of chess.

He always forgets how the horses move...

 

[Sn1P3r M98]

I think the only option we have is to rape death.

It appears I have been ninja'd.

 

[Reynard Wrecce]

Well I have to beat him at a game right?

Well, I will make sure I have something on me everyday which I eventually will stop noticing it's existence and it will say THE GAME. Death will see this, lose the game, I win.

That is a powerful, powerful plan!
I'd be stuck with something like...movie trivia quiz? I'm going down.

 

[Ekonk]

And hope he's not voiced by Christopher Lee.

Discworld?

OP: I guess I won't. I mean, sure, I'd love to live a good 900 years enhanced by technological implants and biological modifications, but there comes a time when it's time to go to the eternal hunting grounds.