Here is a pic of blackjack and her dealer crazy. I got inspairation from an Avenged Sevenfold Song Nightmare. I know i might have missed a bit but still you get the idea and also i know this isn't my best work, but i had to do it. enjoy

Also the part of the song that inspired me was this part here:
"And I know you hear their voices
Calling from above
And I know they may seem real
These signals of love
But our life's made up of choices
Some without appeal
They took for granted your soul
And it's ours now to steal"
Blackjack, The Dealer, and Fallout Equestria Project Horizions (c) Somber
Fallout Equestria (c) Kkat
Nightmare (c) A7X
MLP FiM (c) Hasbro Inc, and Lauren Faust
Art (c) Me

It's got very good characterization though and some of the most epically awesome moments in any work of fiction I've ever seen. If you're willing to stick it out, the payoff is well worth it.
Also he:
-is a sword master
-lives in constant pain (that he thinks he deserves)
-has a very... complicated love life
-hears a voice in his head (who is actually him from a past life)
-said past self became famous for going mad and murdering everyone he loved
Like I said, kinda similar to Blackjack in a lot of ways.
and if ur link holds true i cant wait for the relevant dragonmount part... but that's spoilers.
And now I'm imagining Mat and Blackjack teaming up. And explosions. And alcohol. And explosions. And gambling. And did I mention the explosions?