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Answer:
AGONIZE
Possible Questions:
Stew
Suffer
Struggle
Torture
Have trouble deciding
Wrestle
Lose sleep (over)
Rack
Fret (over)
Worry a lot
Try desperately
Struggle painfully (over), as a decision
Struggle painfully (over)
Really struggle
Put forth great effort
Ponder painfully, with "over"
Make a tough choice, with "over"
Have a hellish time deciding
Go through hell
Consider a tough decision, say