| abject(adjective, sad, unhappy, unpleasant, woe) |
| afflicted(adjective, bad, poor, unhappy, miserable) |
| bad break(expression, miserable, wretched, unfortunate, doomed) |
| behind eight ball(expression, miserable, wretched, unfortunate, doomed) |
| behindhand |
| blow chunks(adjective, sad, unhappy, unpleasant, woe) |
| broken(bad, poor, awkward, inappropriate, unfortunate) |
| brokenhearted(adjective, sad, unhappy, unpleasant, woe) |
| burdened(bad, poor, awkward, inappropriate, unfortunate) |
| calamitous(adjective, bad, poor, unhappy, miserable) |
| cataclysmic(miserable, wretched, unfortunate, doomed, unsuccessful) |
| catastrophic(unhappy, miserable, wretched, unfortunate, doomed) |
| clouded |
| crestfallen(adjective, sad, unhappy, unpleasant, woe) |
| damaging(bad, poor, awkward, inappropriate, unfortunate) |
| decayed |
| deplorable(bad, poor, awkward, inappropriate, unfortunate) |
| depressed |
| desolate(adjective, sad, unhappy, unpleasant, woe) |
| desolate heart(adjective, sad, unhappy, unpleasant, woe) |