1.) To escape fatality, usually implying exceptional luck or daring.

2.) In RPGs, where resurrection spells may abound, may be said of a character who is killed and then restored to life. (Being raised as an undead is not cheating Death.) In some high-powered games, a character may forge a personal escape route from the Afterlife. Permanently neutralizing such a character is a quest in itself.

3.) Fafhrd & the Gray Mouser and Jack of the Lantern are two hero-stories that exemplify the theme of characters "cheating" an incarnate representation of Death. The moral differs, but in each case, the hero gains power over death/fate by tricking it.