Possible Results:
hubiera contristado
-I had saddened
Past perfect subjunctive yo conjugation of contristar.
hubiera contristado
-he/she/you had saddened
Past perfect subjunctive él/ella/usted conjugation of contristar.

contristar

Era como si la obra hubiera quedado suspendida. Empecé a sentirme alarmado y preocupado de que quizás algo hubiera contristado el Espíritu Santo.
The work seemed to be in a measure suspended, and I began to feel alarmed lest something had grieved the Holy Spirit.
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sleepyhead