Okay, so I found this prompt on Tumblr about how Death meets each of the boys and I just had to write my own version. Kindaangelic has the original (and best) posted on Tumblr. At least I think their post was first. But, I know this idea has been done way more than once.
Chapter 125: Death is Not the Beginning
Alfred
Death stood there on his post atop his ferry that transported the souls across the river into the afterlife. Death cringed as the father of the Bat gracefully approached. It was when people like the old man approached that Death truly hated his job. They deserved to be in a better place but it was hard explaining to them that they couldn't go back the way they came.
"I trust you here to take me to my eternal home," the old man stated.
Death nodded slowly and awkwardly. "I am."
"Well, I am afraid that isn't happening today. I shall return when the time is right."
Death watched in surprise as the old man gracefully turned on his heel and left. Death cut his loss that day. He would surely have a Bat in his ferry soon enough. They were always on the brink of death.
Bruce
Death shrieked just as a dark figure dressed as a bat appeared out of nowhere. His scythe slipped from his bony fingers as the black figure growled.
"Gotham needs me."
Death squeaked, "I… I have to take you-"
"No."
"But, I'm Death and you're dead."
"And I'm Batman."
The Bat clearly didn't care. The next second, a smoke bomb was dropped and the Bat was gone. Death tried to slow his racing heart.
Dick
Holding tightly to his scythe, he allowed a soft smile to cross his face as one who had escaped death far too many times approached his ferry.
The young man spoke, "Um, hi… I think I took a wrong turn and somehow ended up here. Can you tell me how to get back?"
"There is no mistake, Richard John Grayson. It is time for you to move on. Don't you wish to enter Heaven?" Death replied.
Dick's face fell as a single tear rolled down his cheek. "I… I don't understand. It's not supposed to be time yet. I have to see Jason graduate high school, Timmy is going to change the world, and Damian doesn't even know how much I care about him. I'm not going to see my little brothers grow up. And Bruce… this would kill him. What about Alfred? I can't hurt Alfred like this. What about Babs? And Kori? My friends will be so crushed. Please, there has to be a way to go back… just for a little while. Please. I promise I'll come back but I just can't go right now."
Death clutched at his shriveled heart just as Dick released his ultimate weapon; the puppy eyes. It was a losing battle.
"Go then. Reclaim your life. Just go back the way you came," Death grumbled.
Dick sang, "Really! Oh my God! Thank you!" while giving the deity a hug.
Death watched the acrobat retreat into the distance. Damn. He had just allowed another Wayne to escape his clutches.
Jason
The hooded figure watched in absolute horror as the second of the Bat's sons leisurely strolled towards the ferry. Why was it always him? Why couldn't it be any of the others?
"Oh shit! Not you again!" Death exclaimed.
Jason smirked with a shiteating grin plastered across his face. "Did you miss me?"
"Are you actually going to get in the boat this time?" Death sighed.
"Does Heaven have cigarettes, beer, a shooting range, and strippers yet?"
Death resisted the urge to roll his eyes. Why did it have to be him?
"We've been over this before several times! You're not going there!"
"Then I guess we don't have a deal," Jason replied.
With a flip of his middle finger, the second son turned on his heel and left to return the way he came in. Out of nowhere, the boy suddenly stopped. Jason turned around without warning and shot a single bullet into the side of Death's ferry. Death crossed his arms and scowled as he started sinking into the river.
Tim
Death rolled up his sleeve to reveal the face of his Rolex watch. How was it even possible? How can he possibly be late? Death even had time to patch the hole in his ferry from Jason's latest visit.
Arriving three hours late, Timothy finally arrived carrying a cup of coffee in one hand and a cell phone in the other.
"Timothy Jackson Drake, you-" Death began before Tim held up his finger signaling Death to stop talking.
"Not now, I have to finish the paperwork for the Starbucks I started down here."
Death blinked several times before shouting, "You can't create a Starbucks down here! And how are you even on a phone? There is no internet!"
"And now both exist. You're welcome. Let's go. I have a lot to do when we get where we're going."
Death watched in shock as the third son of the Bat seated himself in the ferry and continued to furiously type away at his phone. Long story short, Tim was banned from dying for a very long time due to trying to create a monopoly in Heaven.
Damian
Death struggled to maintain his grip on his white chocolate mocha in one hand while dragging the net containing the struggling baby of the Bat in the other.
"I demand you release me at once! My father will hear of this!"
Death succeeded in getting the bound boy wonder into the boat. Damian, on the other hand, was completely unwilling to go anywhere. A knife suddenly started sawing through the net.
Death cried, "Stop that! I have to have one of you! Besides, Heaven has all the kitties and puppies you could ever want!"
Damian seemed to think it over as a low growl suddenly filled the entire cavern. Even the sound of the river running seemed to stop. All the hairs on the back of Death's neck seemed to stand straight up as he slowly turned to see the Bat directly behind him.
Death opened his mouth to reluctantly explain the situation but never go the chance as he was suddenly punched right off of his own ferry into the river. As Death emerged from the water, he caught the image of the Bat dragging his son back the way they came in.
"But, Father! The kitties and the puppies!"
Am I the only one that hates Rebirth right now for having Bruce beat the shit out of Jason and for changing his outfit, having Grant Morrison cancel Hal Jordan and the Green Lantern Corps, and screwing up Tim and Dick. Honestly, where's the brotherly bonding I was originally promised?
