HARROW

to cultivate with a harrow

to torment or vex

/a cultivator that pulverizes or smooths the soil

TORMENT:
//the infliction of tortue

extreme pain or anguish of body or mind
SYN - agony

a source of vexation or pain

"His attempt to harrow his neighbor had failed since he had underestimated his strength."

"He would harrow his so-called friends until they would finally go with him to the movies."

"As he washed his hands of the blood the only thought he had was that he would no longer have to deal with the man who would harrow him on his walks to work."