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drowningkeyborad · 3 days

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De Rolo Kids Headcanons

Disclaimer: These headcanons have no set timeline in the CR universe. I just like to keep them safe in my back pocket.

Vesper De Rolo

The oldest child

Part of me thinks that she has some mild case of ‘Only Child Syndrome’. For a while, it was just her, Percy, and Vex. Then the twins came along. I don’t think there is a canonical confirmed age gap, but given that Vesper is about 30 in her last canon appearance; I ballpark the age gap between her and The Twins at about 9-10 years.

She’s the oldest child AND eldest daughter… so that’s a lot

Her white hair comes from Vex being pregnant with her while she was a Champion of The Dawnfather.

Paladin Class. Worships the Dawnfather and can often be found by the Sun Tree.

Vesper and Vax’ildan II bond over their respective faith practices.

Takes after both her parents in the best ways. But this can also backfire.

Spends most of her free time reading or painting. Her preferred reading material is non-fiction and history.

She’s just as unhinged as the rest of her siblings, but tends to keep it out of the public eye better than the others.

Loves painting. Like REALLY loves to paint. Her room looks like the inside of Rapunzel’s tower in Tangled.

Yeah, turns out those paintings were linked to oracle powers–

Anyway– that means she’s off on an adventure! She likes to take her siblings with her, when they’re old enough. Leona and Vax’ildan II are her favorites to travel with.

Despite the 9-10 year age gap, Vesper and Wolfe bond over being the ‘Eldest Daughter’ and ‘Eldest Son’ of the De Rolo family.

Gwendolyn and Vesper have a very close relationship, despite having the biggest age gap of all the kids. They share a love for history and fashion.

Has no real interest in politics, but given the order of her birth, she pays close attention in the case she might have to replace her Aunt Cassandra’s seat.

Heavy Weapons AND Heavy Armor girlie!! Will smash your skull in and look cute while doing so.

Wears her white hair in a messy side braid. Just like her mama <3

Wolfe Kristoff De Rolo

Contrary to most headcanons I’ve read about him; this boy is his father’s son. The Einstein of the new generation.

Demisexual

Definitely found old blueprints of Pepperbox and thought “I could do better”. And he did.

Fighter/Artificer Multi Class

Acts the most ‘Noble-like’ out of all his siblings.

Will throw money and his family name at all of his problems. (“My father will hear about this.”)

“I’m gonna k*ill myself.” – Wolfe, at any minor inconvenience

The most sought after bachelor in Whitestone. Weekly, Percy and Vex are approached by other nobility with the proposal of a political marriage of Wolfe and their own heir. If it’s not nobility; it’s townspeople trying to catch the inventor out of his Workshop to ‘get to know him’.

Wolfe has threatened to Crash Out if either of his parents even considered one of the offers.

Very well-versed in both engineering and politics.

Accidentally invented the Printing Press at the age of twelve… He was trying to make a stamp for his dad and it just got out of hand.

Took a really nasty fall when he was younger. Probably climbing on something he wasn’t supposed to. Resulted in a broken arm and busting his head open.

Has a scar on his forehead from the fall. His brown hair turned white where the scar meets his hairline.

Big into hair & skin care. Always has lotion on his person at all times.

Dresses like Percy in Vox Machina Origins. Thigh high boots people…

Take the demon-murdered family-torture trauma from Percy, keep the brains, add a healthy noble upbringing, and tune up the cockiness by ten; ya get Wolfe.

Hear of Hearing! Boy is around heavy machines and gunfire all day. Sounds like he’s yelling most of the time, but his family knows it’s because he cannot hear them.

Learned Sign Language because of his hearing loss.

Has to spray Gwendolyn with water like a cat to keep her out of his Workshop.

Jealous of how free spirited his twin sister can be. He wished he could naturally let go of his worries the way Leona does.

Leona De Rolo

Middle child. Literally. Between Wolfe being two minutes older than her, then followed by Vax’ildan and Gwendolyn– Leona is smack in the middle.

A bi queen

She loves hunting, target practice, etc. Anything to get a bow in her hands.

Thick-ass glasses and she HATES them! They’re so annoying when she’s trying to hunt/fight in the rain or snow. Still has a deadly aim though.

Very competitive. She’s the reason the De Rolo family can’t have a game night.

Fighter/Ranger Multi Class

Good fucking luck trying to tame her lion’s mane of hair. Vesper, Vex, and Gwendolyn have all tried to help her tame it, but it just gets put into a messy ponytail/bun/braid.

Very much a tomboy. Takes to wearing suits and more masc-leaning clothing. Hasn’t worn a dress or skirt since she was like seven years old.

Wolfe has even commented on how she pulls off suits better than he does.

She would never tell him, but that compliment has stuck with her for years.

Often has to push/tackle her twin out of harm's way because he’s hard of hearing.

She and Vex bond over their shared love for the woodlands. There was a time the two of them were camping together, and Vex opened up about her own twin brother. That was the first time Leona had ever seen her mother cry…

She silently vowed to never let something like that happen to Wolfe.

Doesn’t care much for engineering like her father and twin, but she will willingly listen to them ramble on about whatever rabbit hole they’ve both fallen into.

A small, dark part of her is jealous of Wolfe and how he seems to be admired by everyone. Everywhere.

Will kill anyone for looking at any of her siblings in a way she doesn’t like.

She and Vesper travel together the most out of the siblings. Sometimes they’ll go on separate journeys and end up meeting in the middle anyway.

Leona and Gwendolyn love to pull pranks together.

Vax’ildan Frederick De Rolo

Trans.

Trans, and I cannot be convinced otherwise.

He 100% chose the name Vax’ildan.

He’s very quiet. Usually lost in thought or just observing the people around him.

Stares at people.

Really good perception (checks).

Cleric/Paladin Multi Class

Cleric of the Raven Queen… Yeah, Vex was real happy about that…

His family calls him “Danny” or “Freddie”. He understands that “Vax” is reserved for their dearest friend.

Wolfe calls him “Danny Boy”. It’s Vax’ildan’s favorite nickname.

Mama’s boy to the max. Vex, like all parents do, says she doesn’t have a favorite. But everyone knows it’s Vax’ildan II.

Vex was the first one Vax’ildan II came out to as trans. Then Percy, then his siblings, etc.

“Yeah, dude, we already knew.” “...What?”

Just like his uncle; Vax’ildan II had been/is watched by the Raven Queen.

When he accompanied Vesper to her faith work, he would often wander off and be found by the Raven Queen’s Shrine.

Ravens follow this poor kid everywhere. To the point that Leona has offered to shoot them on multiple occasions.

Fell through a frozen lake when he was about ten years old. It scared his family to death, and he was grounded to sleeping in his parents’ bed for like a month (Vex physically would not let him go.)

He tried to explain that he was “-following the guy in the raven cloak who had daggers.”

The reality of the situation didn’t hit him until a few years later, but he still felt no dreaded fear for when it happened.

The only one allowed to come-and-go into Wolfe’s workshop as he pleases. Likes to sit in the back and read his books.

I could write a whole book on this kid.

Gwendolyn De Rolo

Daddy’s girl 100%. It's canon.

The little game that Percy and she play during parties is just training her for trouble.

Rouge Class through-and-through.

Learns how to use a rapier from her Auntie Cassandra

Around the age of fifteen, she starts asking to go by just ‘Gwen’. It’s much less of a mouthful, and something about dropping the lengthy name took a weight off her shoulders.

The age gap between her and the rest of her siblings puts a little bit of a strain on things when it comes to relatability. What would an eleven year old Gwendolyn have in common with a twenty-six year old Vesper?

They all make it work though.

Aside from Vesper; Vax’ildan II is the next sibling that Gwen is closest to. No one else in the family has the same level of spying skills and likes to gossip as much as she does– except for Danny. They talk shit about other people all the time.

Danny and Gwen’s relationship is similar to that of Cassandra and Percy.

I can see her picking up bow skills from both Leona and Vex. Having her as a Rouge/Ranger multi class would be deadly.

Cuts her hair when she’s older and likes to keep in short afterwards

Can rattle off years worth of history of about any city/town/ceremony site she steps into.

Despite her family not seeing her as anything other than their sister/daughter; Gwen feels, in a deep part of her, that they look down on her for being a Tiefling. More so WHY she’s Tiefling.

She and Leona love to pull pranks on the rest of their siblings together.

#vox machina #percy de rolo #vex #vex'ahlia #de rolo children headcanons #vax'ildan de rolo #vesper de rolo #wolfe de rolo #leona de rolo #percival de rolo #the legend of vox machina #cr c3 #percy x vex #critical role tlovm #headcanon

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