diff --git a/data/monstergen.lua b/data/monstergen.lua
index 542883f..719d705 100644
--- a/data/monstergen.lua
+++ b/data/monstergen.lua
@@ -46,7 +46,8 @@ local behaviour = {
 	coward = 4,
 	sentinel = 5,
 	fire_demon = 6,
-	sorcerer = 7
+	sorcerer = 7,
+	assassin = 8
 }
 
 local stats = {
@@ -239,12 +240,23 @@ for i=1,#orcs do
 	orcs[i] = concat({ texturePaths.humanoid0, texturePaths.humanoid1 }, orcs[i])
 end
 
+local assassins = {
+	{ stats.misc,  1*16, 6*16, "A Reaper", behaviour.assassin },
+	{ stats.misc,  0*16, 7*16, "An Assassin", behaviour.assassin },
+	{ stats.misc,  1*16, 7*16, "A Royal Assassin", behaviour.assassin },
+}
+for i=1,#assassins do
+	assassins[i] = concat({ texturePaths.undead0, texturePaths.undead1 }, assassins[i])
+end
+
 local bosses = {
 	{ stats.boss, 16,  5*16, "The Hell Hound", behaviour.fire_demon, true },
 	{ stats.boss, 16,  23*16, "The Cleric", behaviour.sorcerer, true },
+	{ stats.boss, 16,  8*16, "The Shadow", behaviour.assassin, true },
 }
 bosses[1] = concat({ texturePaths.dog0, texturePaths.dog1 }, bosses[1])
 bosses[2] = concat({ texturePaths.humanoid0, texturePaths.humanoid1 }, bosses[2])
+bosses[3] = concat({ texturePaths.undead0, texturePaths.undead1 }, bosses[3])
 
 local platino = {
 	{
@@ -282,6 +294,7 @@ if(CURRENT_LEVEL > 0) then
 		enemies = {}
 		enemies = concat(enemies, undead)
 		enemies = concat(enemies, orcs)
+		enemies = concat(enemies, assassins)
 	elseif (CURRENT_LEVEL > 10) then
 		enemies = {}
 		enemies = concat(enemies, undead)
diff --git a/src/monster.c b/src/monster.c
index 82460d8..936a158 100644
--- a/src/monster.c
+++ b/src/monster.c
@@ -106,6 +106,7 @@ monster_behaviour_check_post_hit(Monster *m)
 			monster_state_change(m, SCARED);
 			break;
 		case GUERILLA:
+		case ASSASSIN:
 		case SORCERER:
 		case FIRE_DEMON:
 			break;
@@ -115,6 +116,48 @@ monster_behaviour_check_post_hit(Monster *m)
 	}
 }
 
+static void
+damage_surroundings(Monster *m, RoomMatrix *rm)
+{
+	Position roomPos = position_to_matrix_coords(&m->sprite->pos);
+	for (Sint32 i = -1; i <= 1; ++i) {
+		for (Sint32 j = -1; j <= 1; ++j) {
+			if (i == 0 && j == 0)
+				continue;
+			RoomSpace *r = &rm->spaces[roomPos.x + i][roomPos.y + j];
+			if (r->monster) {
+				int dmg = stats_fight(&m->stats, &r->monster->stats);
+				monster_hit(r->monster, dmg);
+				gui_log("%s takes %d damage from the explosion", r->monster->label, dmg);
+			} else if (r->player) {
+				int dmg = stats_fight(&m->stats, &r->player->stats);
+				player_hit(r->player, dmg);
+				gui_log("You take %d damage from the explosion", dmg);
+			}
+		}
+	}
+}
+
+static void
+sorcerer_blast(Monster *m, RoomMatrix *rm)
+{
+	gui_log("%s creates a magical explosion", m->label);
+	particle_engine_eldritch_explosion(m->sprite->pos, DIM(TILE_DIMENSION, TILE_DIMENSION));
+
+	damage_surroundings(m, rm);
+}
+
+static void
+assassin_cloak_effect(Monster *m, bool cloak)
+{
+	if (cloak)
+		gui_log("%s dissappears from sight", m->label);
+	else
+		gui_log("%s reappears, filled with rage", m->label);
+	particle_engine_fire_explosion(m->sprite->pos, DIM(TILE_DIMENSION, TILE_DIMENSION));
+}
+
+
 static void
 monster_behaviour_check_post_attack(Monster *m)
 {
@@ -124,6 +167,10 @@ monster_behaviour_check_post_attack(Monster *m)
 		case FIRE_DEMON:
 			monster_state_change(m, SCARED);
 			break;
+		case ASSASSIN:
+			assassin_cloak_effect(m, true);
+			monster_state_change(m, SCARED);
+			break;
 		default:
 			break;
 	}
@@ -163,6 +210,13 @@ monster_behaviour_check(Monster *m, RoomMatrix *rm)
 				monster_state_change(m, AGRESSIVE);
 			}
 			break;
+		case ASSASSIN:
+			if (m->state.stepsSinceChange > 5
+			    && m->state.current == SCARED) {
+				assassin_cloak_effect(m, false);
+				monster_state_change(m, AGRESSIVE);
+			}
+			break;
 		case SENTINEL:
 			handle_sentinel_behaviour(m, rm);
 			break;
@@ -382,31 +436,6 @@ monster_coward_walk(Monster *m, RoomMatrix *rm)
 	}
 }
 
-static void
-sorcerer_blast(Monster *m, RoomMatrix *rm)
-{
-	gui_log("%s creates a magical explosion", m->label);
-	particle_engine_eldritch_explosion(m->sprite->pos, DIM(TILE_DIMENSION, TILE_DIMENSION));
-
-	Position roomPos = position_to_matrix_coords(&m->sprite->pos);
-	for (Sint32 i = -1; i <= 1; ++i) {
-		for (Sint32 j = -1; j <= 1; ++j) {
-			if (i == 0 && j == 0)
-				continue;
-			RoomSpace *r = &rm->spaces[roomPos.x + i][roomPos.y + j];
-			if (r->monster) {
-				int dmg = stats_fight(&m->stats, &r->monster->stats);
-				monster_hit(r->monster, dmg);
-				gui_log("%s takes %d damage from the explosion", r->monster->label, dmg);
-			} else if (r->player) {
-				int dmg = stats_fight(&m->stats, &r->player->stats);
-				player_hit(r->player, dmg);
-				gui_log("You take %d damage from the explosion", dmg);
-			}
-		}
-	}
-}
-
 bool
 monster_move(Monster *m, RoomMatrix *rm, Map *map)
 {
@@ -644,6 +673,9 @@ monster_render(Monster *m, Camera *cam)
 	if (m->stats.hp <= 0)
 		return;
 
+	if (m->behaviour == ASSASSIN && m->state.current != AGRESSIVE)
+		return;
+
 	sprite_render(m->sprite, cam);
 }
 
@@ -653,6 +685,9 @@ monster_render_top_layer(Monster *m, Camera *cam)
 	if (m->stats.hp <= 0)
 		return;
 
+	if (m->behaviour == ASSASSIN && m->state.current != AGRESSIVE)
+		return;
+
 	if (m->stateIndicator.displayCount != 0)
 		sprite_render(m->stateIndicator.sprite, cam);
 }
@@ -664,6 +699,7 @@ monster_set_behaviour(Monster *m, MonsterBehaviour behaviour)
 	switch (behaviour) {
 		case HOSTILE:
 		case GUERILLA:
+		case ASSASSIN:
 		case SORCERER:
 		case COWARD:
 		case FIRE_DEMON:
diff --git a/src/monster.h b/src/monster.h
index e35d09c..da201fa 100644
--- a/src/monster.h
+++ b/src/monster.h
@@ -36,7 +36,8 @@ typedef enum {
 	COWARD,
 	SENTINEL,
 	FIRE_DEMON,
-	SORCERER
+	SORCERER,
+	ASSASSIN
 } MonsterBehaviour;
 
 typedef enum {