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Drop Letter - Add Letter

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Wound - Would

Would - Could
Could-croud
Croud - Proud

Proud - Round
Round - Hound
Hound-Undone!
Undone-doner
Tone-bone
Cone-hone
Hone -> Note
"Them ain't no militia, that's the Army of the Potomac!"
Note-tote
tote - toes
Toes-toss
Boss-slob
Lost - List

List-last
last -> late
Lett-tell
Till-sill
Sill - Will