Duelist

 You're an expert with a dueling weapon and your reputation precedes you. Many towns and counties have known your feats of arms and many a noble family has reason to admire or hate you for it. Be it for honor, for sport, to settle gambling debts or to face the consequence of your seducing a high-born, you seem to have a knack to find yourself at dawn settling differences with your opponents in the middle of a field somewhere, and you've become quite good at it. So good in fact, that you regularly bring the wrong kind of attention to yourself and often have to leave a city or estate before the local authorities show up. 

You may have a proud, but generous and romantic spirit (or maybe a vicious and violent disposition, making this just another excuse to kill), a taste for games of chance and the finer things in life, a good knowledge of the nobility and history of the great families of the kingdom, a functional grasp on heraldry, as well as a few other skills, including some less savory abilities. Your occupation can be that of teller of tall tales, a charming rogue, a disgraced aristocrat , a wandering ex-soldier with a past to forget or a revenge to take, an artist with a taste for adrenalin, or a more sinister executioner type: in all of these cases, you're a fighting man or woman, with a somewhat rebelious and adventuring streak and a string of dead and/or wounded in your wake.

Skill Proficiencies: two skills from the following:  Intimidation, Insight, Sleight Of Hand, Acrobatics,  History,  Deception,  Medicine

Tool Proficiencies: One gaming set (Dragonchess, Dice, Playing Cards or Three-Dragon Ante) or Thieve's Tools, Forgery Kit, Disguise Kit or any other craftsman's kit.

Languages: One humanoid language of choice 

Equipment: An Explorer's, Diplomat's or Entertainer's Pack, one hand-weapon of your choice (preferably martial or finesse weapon), a set of either carftman's tools, Thieves' Tools, Forgery / Disguise Kit or gaming kit, a healing kit, one brooch or keepsake, and a pouch containing 15 gp.

Suggested Characteristics

 You have your own motivations and dueling code of honor, that some respect but few completely understand. Your motto: "Woe To The Blooded... And To Hell With The Stakes !"

d8	Personality Trait
1	I am always calm, no matter what the situation. I never raise my voice or let my emotions control me.
2	I always have a plan for when things go wrong.
3	I never turn my back on anyone. Ever.
4	I don't mind making a few new enemies, or get rid of a few old ones, even if it puts me in danger.
5	I am incredibly slow to trust. Those who seem the fairest often have the most to hide.
6	I don’t pay attention to the risks in a situation. Never tell me the odds.
7	I can't resist a man's / woman's charms.
8	I blow up at the slightest insult.

d6	Ideal
1	Honor. I don’t duel those who obviously can't match my mettle. (Lawful)
2	Freedom. Chains are meant to be broken, as are those who would forge them. (Chaotic)
3	Charity. I earn/take from the wealthy so that I can help people in need. (Good)
4	Ambitious. I will do whatever it takes to climb socially. (Neutral)
5	Bloodlust. The song of the sword and the smell of hot blood are my only joys in life. (Evil)
6	Justice. There’s no point in killing for sport. I rather wound than kill when duelling. (Good)

d6	Bond
1	I’m trying to pay off an old debt I owe to a generous benefactor.
2	I'll carve my way back to the one(s) who killed my family.
3	Something important was taken from me, and I aim to take it back.
4	I will become the greatest duellist that ever lived.
5	In my early days, I once had to kill an innocent man during a duel. I hope I can redeem myself for it.
6	Someone I loved died because of I mistake I made. That will never happen again.

d6	Flaw
1	I am very quick to take offense and/or love to provoke others into a fight.
2	When faced with a choice between revenge and my friends, I usually choose revenge.
3	I will take unnecessary risks to fulfill my word if I accept a challenge.
4	I have terrible nightmares and a very light sleep.
5	I have a fondness for low living: I drink, whore and gamble, often in excess.
6	An innocent person is in prison following a duel that I won. I’m endebted to his family.