Okay i just did this one for funsies lol, i absolutely love to dig in the lore of things, and welp, the pillars have very interesting stories in my opinion. But made some headcanons for them! <3 Also, didn't included Starswirl since i already have my headcanons for him uploaded.
Mistmane: Mom friend™. I have the headcanon that she was actually the daughter of a forest spirit, that explains her magical abilities, and her flowing hair (most of them are involved with plants so..), and was later adopted by her parents. She may have gave up her youth (i like to think that she gave away her youth, not only her beauty, and aged pretty quickly), but is still young at heart. Spends most of her time with Starswirl. At the time of being dragged to the limbo, she was 65.
Rockhoof: I absolutely love him, i find him so funny. Just darkened and made his colours more natural, and added more fur to his…vest?? QWQ. He and Mage Meadowbrook get married in present day (from what i have seen in the comics he has a crush on her, and i think it's cute! Warrior and Healer couple? YES). Dragged into the limbo at the age of 31
Flash Magnus: Nothing really changed with him,i think he is one of the most balanced designs of the pillars, added more scars. Is an ancestor of Flash Sentry. Was dragged into the limbo at age 27
Mage Meadowbrook: Made her colours more natural, i feel like they throwed a lot of colours here and there when making her qwq. Dragged into the limbo at age 24.
Somnambula: My favourite legend!!! I headcanon her to be somewhat of a child prodigy, rescuing and becoming the prince counselor at age 14 (without romantic feelings of course). She was dragged into the limbo when she was 17.
Stygian: He is the adopted son of Starswirl, rescued from his village when he was a little foal. I think he had very weak magic, and that he just wanted to fit in with the rest of the pillars. He wasn't hungry with power, he just wanted to be accepted. Was imprisoned in Limbo when he was 18
I didn't really like that these heroes had these common works when they came into the present day, so they all live in the palaces of the princesses.