Dark Dealer came out in 1995 but it has a 1980s vibe that makes it more fun campy than pretentious campy. The movie begins with the end of the wrap around story. Ray is being chased through some office building by a giant plasma globe. He escapes by entering the back room of an office. Instead of what he would expect to be an empty room, three men sit at a round table. Seems Ray has just joined in a game of Black Jack with the souls of two dead men and a demon dealer. Because yeah, why not?
Ray is told he did not survive the encounter with that giant electric ball and by joining the game, if he wins, he could win back his soul and be alive again. But since he just got there, he goes last.
The first man plays and with each deal, we flash back to the events in his life that brought him to the devil's game.
"Cellar Space" is the first man's story. He's a petty thug who's crimes are witnessed by a lone elderly gentleman who lives basically in a cellar. When the thug and his enforcer break into the man's home, to hide from the cops for a recent murder and apparently to eat all the man's food, they discover the old man is not an easy mark and will not be bullied into silence or cooperation. In fact, the thug and his enforcer would have been much safer with the police.
The second story is "Blues in the Night". Sam Burke is a brilliant blues musician but dies before he can become a big star. 30 years later, Phil Barton comes across a taped recording of Sam's music and decides to sell it as his own. Phil is a lawyer for a handful of decent albeit spoiled rock musicians but he wants to write his own music. The talent to do so is non existent so with Sam's genius hidden behind Phil's name, he scores big time. Sam is none too happy with that plan and returns from the grave to exact royalty payments out of Phil's hide.