| dolorous(adjective, upset, sad, gloomy, miserable) |
| ill-fated(adjective, sad, unhappy, unpleasant, woe) |
| ill-starred(adjective, sad, unhappy, unpleasant, woe) |
| misfortunate |
| poignant(adjective, upset, moving, sad, tender) |
| ruthful(adjective, mean, poor, low, sad) |
| scurvy(adjective, mean, poor, low, sad) |
| sordid(adjective, low, sad, unhappy, terrible) |
| star-crossed(adjective, sad, unhappy, unpleasant, woe) |
| disreputable(adjective, wretched, dishonorable, despicable, unfortunate) |
| doleful(adjective, sad, awful, gloomy, depressed) |
| heart-rending(adjective, moving, sad, tender, awful) |
| hopeless(adjective, sad, unhappy, terrible, gloomy) |
| inadequate(adjective, mean, weak, poor, low) |
| painful(adjective, inexpedience) |
| regrettable(adjective, wrong, unfortunate) |
| scummy(adjective, poor, miserable, disgusting, vile) |
| terrible(adjective, sad, unhappy, miserable, pitiful) |
| unlucky(adjective, sad, unhappy, unpleasant, woe) |
| awful(adjective, sad, unhappy, grim, sorrowful) |