Joking with your boss is risky to say the least. But if you do decide to take a risk and make a joke on your boss, there are a few safe options.
Jokes about politics, religion, nationality, or personal characteristics are best left out of the workplace. Instead, choose a light and harmless joke that won't hurt the boss's feelings.
For example, you might make a joke about a common problem that many employees face, such as: "Chief, I hope you have a bonus for surviving among us every day?"
Jokes about work and workplace events can be funny as long as they don't involve criticism or insults. It could be something like, "Chief, I'm so glad it's Friday, now I don't have to work twice as hard as usual!
Jokes that call for unity and cooperation can be very effective in improving team spirit.
Jokes with bosses can be risky, but if you do decide to make a joke, choose harmless and respectful humor that does not offend the boss's feelings or criticize his actions.
It is also important to keep in mind the context and mood so that your joke does not cause a negative reaction or misunderstanding. If you're not sure, it's best not to take any chances and keep your joke to yourself.