Yup. Unfortunately, it has only 10% success chance. 20% if your sim is very flirty. So, I'd avoid it.
Fun fact about pleading: there are 4 emotional pleads in the game:
- Demanding Grim to Spare the dying sim - can be done by confident sims. 40% success rate, 50% if very confident.
- Seducing Grim to spare the dying sim - :)
- Wail to Grim Reaper to spare the dying sim - can be done by sad sims. 30% success rate (33% for gloomy sims), 40% for very sad sims (36% for gloomy sims)
- Yell at death - can be done by angry sims. Always fails, so avoid it
So yeah, not the best option, but better than yelling. Demanding the Grim Reaper is the best option (as normal plead has 33% success rate).