I saw your "tell me about your dnd characters" post and didn't want to spam comments BUT one of my favorites of my characters is my half-elf arcane trickster rogue. Her backstory is she's a jewel thief that was hired out to do a heist with her partner-in-crime/lover, but the people who hired them knew that whoever touched the jewel would get imprisoned in it so her lover was trapped and eventually smashed, RIP (-- we love a good revenge motivator though)
She took the Crossbow Expert feat (can wield two hand crossbows, ignore loading, some other stuff you can Google -- I HIGHLY recommend it for ranged chars) and had sneak attack so she did hella damage at a high level. I rolled a nat 20 during the final boss fight of a YEARS LONG campaign and everyone at the table had to help me count the 20-something d6s. She delivered the killing blow on the BBEG with that roll -- very "and everyone clapped" of me, but that's exactly what happened and it was so satisfying lmao
My favorite part about her though is the fact that I was new to the group and literally session 1 the DM pulled me aside for a secrets/player consent talk to tell me that my character had contracted lycanthropy after a fight. He was really apologetic and was like "we can retcon" but I thought it was hilarious, so she became a were-rat. She'd shift into rat mode and hide in the bard's pocket to pop out for shenanigans/crime, and rather than cure her lycanthropy she kept it as an asset to her thievery π
first of all, love the backstory, i envy anyone who can come up with a compelling tragic past event that motivates their character going forward.
my friend is playing a rogue in our campaign atm, but i think he went for the thief archetype. but i've seen the powers of a sneak attack + a bunch of other halfling abilities.
the thing with the natural 20 delivering the final blow sounds dope as hell, i'm sure it was wild. i'm still waiting for my nat 20s to come through when it actually matters lmao.
i'm obsessed with your character contracting rat lycanthropy, i might need to mention that during my next session meeting. my dm tends to throw a lot of shit my character's way while being very apologetic about it but i also just take it with humor. a lot of the stuff my character goes through is pretty fucking funny too.
thanks for sending this ask btw!!! :)