Going to stick with a Shadow-touched Drow Warlock who can transform into a Shadow Daemon !!!
He's full of pride, being the chosen one and all... goes insane sometimes after communing with some alien extra terrestrial being... and likes fine elvish wine.
Soooo... Not ALWAYS evil... just Chaotic... tries to supress the evil inside him and remains Neutral where possible... HATES Drow females with a vengeance !!!
Any takers for speed dating ... or drinking buddies after a hard day communing with an Outer Plane ?
Yes he's wears a Skull helm (he has a long straw), it serves him better than revealing he's a Drow in public... and he is a snappy dresser in dark silken fine clothes and a hooded cloak, often gazes into a small silver hand mirror when he is alone.
@Miss Waterdeep would be a locale, there's a Drow exit point in that vicinity... nice place to visit the local night scene... amd have Chaotic fun !
Also... he shares the same Charisma as the more popular Paladin types... tall, dark, handsome... witty... and dangerously appealing.
HAS been known to disappear when the City Watch appear...