Character: Blackjack (Syrax), some random dragoness.
On occasion Blackjack uses the Ring of Change which allows him to adopt human form... and originally this picture was just going to be of what he looks like as a human. Then I got influenced by the music I was listening to (and if you're not familiar with the lyrics at the top, insert the first word written on his vest in the blank). So here's some more characterisation:
Blackjack and Tiamat have a very 'on/off' relationship... here's one of the reasons why (and for those who need it spelling out to them: No, that female dragon is not Tiamat. And boy does Black' get in trouble later).