You’ve made your bones on games of chance, and one day your games crossed the line into something far more serious. You might have played for your soul against a Fiend, matched wits with ancient forest Fey in a riddle contest, or rolled dice with the fabled Mister Crossroads.
Characters who live by their wits, such as rogues and bards, find the call of a crossroads gambler appealing, though anyone could find themselves in the position of playing for stakes higher than they could ever imagine... or pay. A spellcaster who conjured the wrong entity may find themself a gambler. The desperate who sought out a mysterious figure to throw dice and match wits for power or salvation can find their fates bound to the crossroads.
- Feat: Feat: Fate Gambler
- Skill Proficiencies: Skill Proficiencies: Deception, Insight
- Tool Proficiencies: Tool Proficiency: Choose one kind of gaming set
- Equipment: Equipment: Choose A or B
- (A) Gaming set (same as above), caltrops, fine clothes, fine wine (bottle), 23 gp
OR
- (B) 50 gp
Crossroads Gambler Trinkets. When you make your character, you can roll once on the Crossroads Gambler Trinkets table instead of on the normal starting Trinkets table.
1d6 Trinket
- 1: A lucky coin made of a strange material, such as green steel or bone
- 2: A battered, blood-stained six of hearts playing card
- 3: A torn journal page of a long-missing gambler who was hopeful to win their fortune from a being they describe but fail to name
- 4: The preserved foot of a rabbit, owl, or weasel
- 5: A six-sided die that somehow seems to have too many 2s when closely examined
- 6: A silver-plated ivory chess rook
| d6 | Crossroads Gambler Story Threads |
|---|---|
| 1 | Someone you thought was a friend tricked you into making your bargain. |
| 2 | You’ve found that if you go too long without making a wager, your luck starts to turn sour. |
| 3 | You only feel alive in the midst of a contest. |
| 4 | You lost your bet, and you’re on the run from the thing surely coming to collect. |
| 5 | Someone close to you made a wager and lost. You |
| 6 | You’ve been gambling for a long time, and you’re tired. Now all you want is a way out. |
Previous Versions
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9/29/2025 2:31:55 AM
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9/29/2025 2:41:14 AM
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9/29/2025 2:45:00 AM
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9/29/2025 2:58:47 AM
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9/29/2025 3:02:21 AM
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