UPDATE: I just published an e-book on the Order of the White Scorpions on DMs Guild. When I built my own Rogue Assassin I decided to create a full profile of the White Scorpions Assassin’s Guild to give more colour to my hitwoman, complete with guild history, power structure, current grandmaster, favoured killing methods, initiation ceremony and motto.

By communicating with your DM you will get ideas about how your assassin can fit into their world and their adventure, as well as how they might fit into the party, and you in turn will give them plot hooks that can shape the story you will be building together. In all cases you should consult with your DM… if you’re spying on your fellow players for example do you need to present yourself as something else and hide your Rogue abilities? Or in the example where you were raised as a child by your guild, do you at first represent the guild loyally (until at least 3rd level when you complete your training) before starting to have doubts about the life you were groomed into? This could be a great story development which you could play out. Have you reformed your ways (for those starting at 1st Level this could be a bit problematic as you don’t technically become an Assassin until 3rd Level)? Are you between contracts and in need of some fast cash (if so, why… do you owe someone important a big debt?)? Has an NPC sent you to spy on your fellow players? Have you been sent adventuring by your guild to get some real world experience? Or maybe you’ve rejected and run away from your guild training (let’s hope they took it well!)? Once you’ve answered that question you also need to consider how then you ended up with your fellow player characters, as an adventurer. Maybe they are a spy or secret agent, who just happens to be particularly good at drawing a dagger across the throats of those who stand in their way – more in the mould of a medieval James Bond. Consider as well that your character doesn’t have to be a 24 carat pure Assassin. The first question that you have to ask yourself when creating an Assassin is how did they get into the killing game? Are you a cold-hearted bastard who considers that if everyone has to die at some point, why not make a profit from it? Or are you a principled killer: a vigilante who only deals death to those that have it coming to them (in your humble opinion)? Are you a religious killer… dedicated to the fatal work of your deity? Maybe you were trained since childhood by an Assassin’s Guild to be an agent of death – killing has become an instinct to you, perfected by your perverse upbringing.

Let’s look first at the roleplaying aspect, because hey, this is a roleplaying game after all, and whilst rolling dice is fun, the RPG pay off usually comes when we successfully breath life into our stats sheet… The Character Side of Your Character Backstory

How to become a half dragon 5e