Thanks! That guy on the left is a legionnaire from the Empire of Bracko.
I drew more of them here if you want to see more of it:
https://brett-neufeld.deviantart.com/art/Ashes-of-the-Red-Hills-679998293
Beautiful tavern scene. You have really captured that warm and golden sense of hospitality and camaraderie! Something you will never find at your local Perkins or Denny's Restaurant! lol
I'm guessing she lost the bet.
I really like the colour on this one. It has a nice earthy warm atmosphere which contrasts with our hero's melancholy mood.
Poor colleen :(
Maybe you like girls with glasses? ¯\_(ツ)_/¯
Getting drunk is a sin for them.
I drew more of them here if you want to see more of it:
https://brett-neufeld.deviantart.com/art/Ashes-of-the-Red-Hills-679998293