Courtesan  Image

Your clients always say you have a silver tongue and you know how to use it. For years you have dedicated yourself to being the most sought-after character in the city. You know what makes people tick. What they want and how they plan on using you to get it. After years you have seemingly mastered this trait becoming one of the most influential people in the Politics of the land. 

When people tell you their secrets, they aren't opening up to you by themselves nor are you prying them open like a rusty chest. Like the world's greatest thieves with locks, you use finesse and accuracy to maneuver the feelings and thoughts of another until...*click*...they spill their dirtiest, most private secrets. Sometimes in your bedroom...sometimes in their's. 

 

 
Skill Proficiencies: Persuasion, Performance
Tool Proficiencies: Disguise Kit 
Languages: Languages of your two favorite clientele: Elvish, Dwarvish or Draconic 
Equipment: A set of your finest clothing, a key to your room at the Brothel (proving your status as a courtesan as well as giving you a free place to sleep and rest), a memento of a past lover (a small locket with a faded picture inside, a small expensive ring with a family crest worn away from use, or a set of glass earrings with a letter etched into both), a detailed list of your clients and secret details about their lives, a disguise kit (that you have used both inside and outside the bedroom), a pouch containing 25 gp. 
 
Feature: Connected

Every lord and lady has heard of you (even if they pretend they haven't). Your name and your employer open even the most stubborn door. You have unrequited access to most noble houses and estates, excluding those who break the city's rules. Being on the wrong side of the law is bad for business. You also have access to locations deemed off-limits or illegal due to your knowledge of guardsmen's habits or their superior's interesting tastes. 

If you need money, men and women of any noble house will gladly grant you money in their pocket; either out of the kindness of their hearts, the promise of an owed favor, or special services only you can provide.

 
Suggested Characteristics

Courtesan's are beautiful creatures that have mastered the politics of the upper-class without actually joining them. They wear the mask of the alluring and attractive provocateur, but under the mask the person is rarely so gorgeous. They are sometimes plagued with guilt or self-hatred for what they have done or what they have let others do to them. On the other hand, they can also enjoy what they do just as much. 

d8 Personality Trait
1 Beauty is vital to me and must always be maintained.
2 Despite the nature of my job, I am always happy and carefree.
3 I hate who I am but I love the power/wealth it affords me.
4 Everyone always pays: in Gold or Favors. The more I have of both, the better I'll be.
5 Everyone is a potential client. Everyone has secrets that I want.
6 I drop names wherever I go. It makes me look important and gets the people to notice me.
7 I prefer to work in the shadows. The less people see of me and the more they hear of me, the more powerful I'll become.
8 I've been poor and I've been rich. I'll never be poor again.
d6 Ideal
1 Wealth. I want to be rich and powerful. I will not let either go without a serious fight. (Neutral)
2 Charity. I want to use what I have to make the world to be a better place than when I came into it. (Good)
3 Power. I will use my station in life to mold the world into the cold reflection I have to experience each day. (Evil)
4 Love. I am here to make everyone feel good around me. I want to please people. (Chaotic)
5 Advancement. I want to become a noble myself and become a part of the society I was not born into. (Lawful)
6 Change. The world isn't going the way I want. I will rise above the rest and ensure my vision is the only vision. (Chaotic)
d8 Bond
1 I long to see a lover from my past. My life is half of what it was without them here.
2 My Madame made me into what I am. Focused me into a tool that I enjoy very much being. Without her, I would be lost.
3 Those who I can call friend or family are worth protecting with my life.
4 I would sooner part with an arm than one of the juicer secrets I hold.
5 I grew up in this city. It's people feed and clothe me. I will give back to them what I can.
6 The Brothel is my home. I would sooner burn the city down than part with my home.
7 My clients are key to my livelihood. Protecting them in any way possible must be paramount.
8 A client once stole from me when I was younger. Now that I am better equipped, I look forward to making them pay it back with interest.
d8 Flaw
1 I am willing to put others lives on the line so that mine can be easier/better.
2 After being in the upper-class so long, I have no idea how to function among commoners.
3 I am wild and passionate, even when it is too my detriment.
4 If I start to feel like I am getting attached to someone, I will leave them so not to run the risk of hurting them.
5 If I'm not calling the shots, I don't really care who is.
6 Everyone is a possible mark. If your not me, your going to be an enemy at some point.
7 I am reckless with my person. With what I've endured over my life, I don't really see a reason to be careful.
8 If someone makes me look less than perfect around the Lord and Ladies, I will never forgive them.
 
Variant Courtesan : Spymaster

It took you years, but you are now the head of the most profitable brothel in the city. Men and women of all classes and creeds come to your establishment to pay homage to your finer tastes in both atmosphere and people. As men and women filter in and out of the building, you hear things. Men whisper in their sleep and women speak under their breath. Even the most tight-lipped client find themselves spilling their secrets after a night with one of your employees. 

As you accumulated wealth you have seemingly accumulated the greatest wealth of secrets in the city. Using both of these you have crafted a small ring of "entrepreneurs" who operate on your behalf; taking advantage of this mountain of knowledge you possess by either adding to it or adding to your coffers. This is very profitable for you and the City Watch who not only enjoy your establishment but find their pockets heavy when you operate. 

 
Variant Feature: Spyring

You have access to two different spies. These can be used as messengers, shopping assistants or faces of your organization to keep your identity a secret. They do know your identity but are willing to die to keep your part in the business a secret (if you wish).

Your spies won't follow you into danger or take part in spelunking into any caves or dungeons, however they can be dispersed together to anywhere in the world to pull off an operation or mission that you could do alone. This includes targeting specific people in society, regardless of rank, and uncovering all of their secrets as well as any weaknesses they might have. Most of this information, you conclude, is not all gathered in the most legal manner. 

If either of these spies are killed, you can replace them with members within your organization. It takes one month to train each replacement and a cost of 1000 gold. They can only rejoin your services by you personally (or a surviving spy) contacting them in your Brothel. 

 
Courtesan  Image

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