Unfortunately, Scootaloo died while performing a stunt. Fortunately, her trip to the afterlife wasn't as scary as she expected.

An entry for the May 2021 Original Pairings Contest. Proofread by SockPuppet.

"Oh the things I do for Equestria"
Iron Shield and his long time partner Midnight Moon are newly inducted agents in the Equestrian Secret Service. Their mission, to find out who would attack the Equestrian Royals. For Iron and Midnight life has never been more exciting. Casinos, Clubs, Alcohol, money and MARES.

Death's job is simple. When somepony dies, it's up to him to make sure they pass on smoothly. Equestria isn't that large, and so his job is normally simple. A few here and there aren't ready to move on, and he helps them as much as he can. For him, life, or whatever it is you want to call it, is simple. Until Princess Luna, the only living being who can freely acces his little office, shows up with a request.

After all, Twilight is an alicorn now, and certain pieces of paper need to be filled out.

Twilight Sparkle has led a good life. She's become a princess, been on lots of adventures, made a lot of friends, and read a lot of books. A pity the books don't love her nearly as much as Twilight loves them, or she might not have been killed by one. But it's alright, this skeleton fellow talking to her seems nice.

Twilight Sparkle has led a good life.

Her death may be even better.

At least she has books.

A crossover with the Discworld series.

Pre-read by RTStephens, The Albinocorn, and FanOfMostEverything

Bargaining; it’s a stage in the grieving process where there’s hope that somepony can avoid a cause of grief, possibly even to reverse the tragedy that’s occurred like bringing somepony back from the dead. However, such bargaining is fruitless. After all, Most ordinary ponies can’t just bargain with death to get back their loved ones. Twilight Sparkle isn’t an ordinary pony though.

Pinkie Pie has a decent life, all things considered. Working at Sugarcube Corner, throwing parties, saving the world, making friends. She had a pretty good run. But when she comes face to face with the Grim Reaper and her own demise, she definitely doesn't want to let go. So she does the only thing she knows to do to avoid death itself, and challenges him to a game for her life.

But even if she wins, did she really escape death, or is she not out of his grasp yet?

The cover art was a commission courtesy of waxraven.