A DnD inspired rogue guy, taking shelter inside a tavern maybe, enjoying a mug of ale. Probably after a succesful thievery, judging by his coin pouch.
When in progress he was kinda starting to too much resemble Lucien Lachance from TES4: Oblivion, probably consequence of my recent abundance of playing the game. Not that there's anything wrong with Lucien, he's a hot babe, but I still added the stubble to avoid any misunderstandings and to take a small break from fan art.
Photoshop CS, ~4 days on/off.
EDIT1: Hopefully I corrected the horrible-looking hand. Took some time and extensive working with layers but I got it a bit better. Some detailing, like the lockpicks. I redid his mouth - something was wrong in his expression, it was a bit wonky.
I really like the expression, especially his eyes; a thoughtful, faraway look in the warm light. I keep staring at the eyes, all the detail in the face. Very beautiful.