Answer:
Waggish:
adjective:
a. done in a spirit of good-humored mischief; playful.
b. like, characteristic of, or befitting a wag; roguishly merry; willing to make a fool of oneself, and fond of doing so to others.
Example sentences:
1a. At the roasting, waggish remarks were told about my boss.
2a. The comedian made waggish jokes that made me laugh so much, I cried.
3b. The kids waggish pranks got them into trouble.
4b. He was waggish enough to get the role of jester.