One skill, several results

Hey everyone, got 2 questions, hopefully you can help me out.  They basically both involve how I would go about making one skill have several effects, either at random or based on the attack target.

1.)  One skill/Several random effects.

Lets say there's a skill called "Roll the Dice".  When used, it has a one in six chance of several effects.  Basically, the skill used never changes, but the battle animation and effect change depending on the random outcome.
Example:

Is there an easy way to go about making this?

2.) One skill/Different effect, depending on target.
This one's a bit more tricky but pretty important.  I'd like to know how to make a skill have a different effect depending on its selected target, as in in a whole new animation/effect depending on if you attack monster A or B, or heal Hero A or B.  And if possible, I'd like to extend this to standard weapon attacks, as in you'll see a different animation if you attack a flying monster as opposed to a grounded monster.
Example:

Any ideas anyone?  Thanks.

1. I love your mockups.

2. I think I have an idea on how the first one could work. You make the "Roll the Dice" skill and set it to run a common event. In the common event, you put something like this...


It's a rough make of it, but it does work. I hope this helps. I'm not entirely sure on how to make that second skill of your work though.