| incarcerating(verb, adjective, punishing) |
| inflaming(verb, adjective, painful, paining) |
| irritating(verb, adjective, painful, paining) |
| penalizing(verb, adjective, punishing) |
| persecuting(verb, adjective, punishing) |
| punishing(verb, adjective, punishing) |
| racking(verb, distressing, disturbing, paining) |
| trying(verb, adjective, painful, punishing) |
| discomforting(verb, paining) |
| suffering(verb, adjective, sick, distressing, disturbing) |
| tortuous(adjective, distressing, disturbing, punishing) |
| torturous(adjective, pain, distressing, disturbing, tormenting) |
| anguished(adjective, sick, tormenting, stricken, hospitalized) |
| annoying(adjective, painful) |
| arduous(adjective, painful) |
| avenging(verb, punishing) |
| besetting(adjective, painful) |
| burdening(verb, punishing) |
| burdensome(adjective, painful, punishing) |
| castigating(verb, punishing) |