Suggested by itcheyness (Image provided by esteban93)
The battle field is the shattered ruins of a city that is permanently near dusk.
Pride comes from the Full Metal Alchemist series. Shikamaru is making his first appearance on Factpile representing the Naruto series. Both of these fighters use the shadows as their aid (not for hiding but for offense). Both are very intelligent. The only difference is Pride’s shadows are how he attacks while Shikamaru’s shadow lets him control his opponent(s) if their shadows touch. But in a battle of shadows, can Shikamaru’s Possession Jutsu be able to control the Shadows of Pride? Can Shukamaru survive against Pride? Only this debate will find out.