The word game!!

hydrocarbon

hydra.

serpent

snake

adam (he was tempted by a snake, along with wife Eve)

eve

Lilith

laylah (classical arabic; cognate to lilith, only in this case, it means "night")

lay

lie

pie!!

skye

heaven.

island

archipelago

arches

archers

bowyer

lawyer

rat

dormice

food (for romans that is)

pie

Pieman!

(Must stop watching Simpsons...)

Fictional

real

delusion

sane

Bane.

insane

wahnsinn (german for insanity)

crazyness

MADNESS!!

underrated

undergarments

panties

boxer

uppercut.

crew cut

Cashews

cash

exchange

exchequer

chancellor

leader

fuhrer. (no backroom behavior intended)

dux-bellorum

war.

battle

skirmish

melee

brawl

row'

boat

transport

transaxonia

saxon

anglo

Norman

Fresians

fresh

old

new

few.

many

Mice.

legion

region

place

palace

king

slave

driver

vehicle

car

carbuncle

bunko

bilko

Roger

doger