| INSTIR | Serving a sentence, slangily |
| LIFER | A prisoner serving a sentence for a specified long period (5) |
| INSIDE | Popular team serving a sentence |
| COINCIDE | Agree with commander serving a sentence, say (8) |
| DOINGTIME | Serving a sentence (5,4) |
| PARACHUTE | An umbrella-like canopy deployed to slow descent through the air; or, serving a similar purpose, a downy pappus of a dandelion clock or a patagium of a flying squirrel (9) |
| TRACT | In anatomy, a region of the body containing a system of organs or tissues serving a particular function (5) |
| LADLE | From "load", as in a ship's cargo, word for a large deep spoon for lifting or serving a load of soup or sauce (5) |
| FELON | One serving a long sentence |
| CONVICT | Anyone serving a prison sentence (7) |
| INMATE | Person serving a jail sentence (6) |
| DOING | ___ time (serving a prison sentence) |
| TED | Kaczynski serving a life sentence |
| PAROLE | Release before serving a full sentence |
| AMANUENSIS | A fellow with various uses in serving a dictator (10) |
| TAGS | Electronic devices worn by offenders serving a noncustodial sentence (4) |
| TAKESUP | What the recaptured convict does in serving a longer sentence? (5,2,3,4,4) |
| VINEGARS | Serving a drunk a numbers of ciders, the fermented types (8) |
| MAKESUP | What the recaptured convict does in serving a longer sentence? (5,2,3,4,4) |
| OHENRY | Which American short-story writer honed his skills while serving a prison sentence from 1898? (1,5) |
