Pimpmaster of the Underdark, he is... Jarlaxle Baenre. Adorned with elegant sword and plumed hat, this mercenary scouts out his prey in style.

This is my favorite character in R. A. Salvatore's Forgotten Realms series, The Legend of Drizzt.
Jarlaxle also stars in his own antihero adventures in The Sellswords Trilogy.