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Yuletide
Emphasis
Alienate
ten years
WORD= 4 letters YET= 3 letters ALTHOUGH= 8 letters THEN= 4 letters RARELY= 6 letters NEVER= 5 letters
The first word is probably Grateful not enough info for the second word.
Tutelage
nonsense
Yuletide
Emphasis
Alienate
enormous
deserted?
forebode, forecast, foretell
doubtful, unsavory, slippery
Assembly/assemble
ten years