| pining(verb, sorrow, sadness, grief, darkness) |
| piteous(adjective, sad, melancholy, sorrowful, mournful) |
| pitiful(upset, sad, melancholy, sorrowful, pathetic) |
| plunged |
| regretful(adjective, regretful) |
| regrettable(adjective, sad, sorrow, depression, woe) |
| relenting(verb, pitying) |
| remorse(noun, trouble, worry, distress, pain) |
| remorseful(adjective, regretful) |
| repentant(adjective, regretful) |
| rhino(adjective, sad, unhappy, sorrow, suffer) |
| rue(noun, trouble, worry, distress, pain) |
| sad-faced(adjective, sad, unhappy, sorrow, suffer) |
| sad-making(adjective, sad, unhappy, sorrow, suffer) |
| sad sack(adjective, sad, sorrow, depression, woe) |
| sadder |
| sadness(noun, trouble, discharge, worry, distress) |
| scrappy(difficult, critical, discontented, complaining, bearish) |
| shameful(adjective, regretful) |
| shedding tears(expression, idiom) |