Will & Grace · S04E14
Grace in the Hole
Summary
While visiting Karen's incarcerated husband, Grace re-discovers a handsome high school friend who's also doing time in prison, and despite Will's advice, she's soon dressing up and visiting the inmate while dreaming of a life together outside the Big House. Conversely, a sympathetic Rosario chides Karen for not standing by her man â€" and bets her boozy boss that she and pal Jack cannot stay penned-up together in the same room for three days without harming each other.
Guest stars
- Brent Sexton as Prison Guard
- Shelley Morrison as Rosario Salazar
- Kirk Baltz as Glenn Gabriel
- Cheryl Bricker as Sheila Slovinski
- Steven Shaw as Judge