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source needed27784 safe2271520 artist:leex3 applejack208269 fluttershy269532 pinkie pie266265 rainbow dash291286 rarity226147 twilight sparkle371850 g42130435 adventuring party56 comic140787 dice635 doujin1852 dungeon master66 dungeons and dragons1584 japanese10321 mane six38981 pony next door65 tabletop game353 translation3051

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Spiritus Arcane
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Wallet After Summer Sale -
Not a Llama - Happy April Fools Day!
The End wasn't The End - Found a new home after the great exodus of 2012

(Going by Pathfinder/D&D base classes only)  
AJ: Ranger  
Dash: Monk(of a race that can fly)  
Pinkie: Bard  
Rarity: Wizard or Rogue with points in fashion related skills.  
Fluttershy: Druid
mathprofbrony
Nightmare in the Moon - Had their OC in the 2024 Derpibooru Collab.
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Roseluck - Had their OC in the 2023 Derpibooru Collab.
Elements of Harmony - Had an OC in the 2022 Community Collab
Twinkling Balloon - Took part in the 2021 community collab.
Friendship, Art, and Magic (2020) - Took part in the 2020 Community Collab
Wallet After Summer Sale -
Friendship, Art, and Magic (2018) - Celebrated Derpibooru's six year anniversary with friends.
Birthday Cake - Celebrated MLP's 7th birthday
The End wasn't The End - Found a new home after the great exodus of 2012

I wrote up a cowboy class, actually. (Called it the vaquero, ’cause why not.) BAB as rogue, saves as fighter.
 
Had a mount. Normal animal but he was good at training it.
 
Wild empathy, animal affinity, some riding feats and mount feats.
 
Rope tricks like a sir. Lassoing, hogtying.
 
Come fights, he works with his fists (gets IUS), bolas, knives, shortsword (believe me, the Bowie knife qualifies), handaxe, crossbows (including the pistol crossbow, of course – in fact, later he can fast-draw). Can wear leather and hide armor, free to take proficiencies if he wants. Gets Mounted Combat a short ways in, of course.
 
 
Never got a chance to try it in a game, but I thought it’d be pretty cool.