1. (social) breaking any rules or boundaries
2. (art) creative endeavors that break as many rules as the artist sees fit to break.
Transgressive artists have sometimes disagreed with their being called "artists", as the term has become quite overinflated, cliched, and pretentious.
Detractors of "
transgressives" have leveled the same charges at them.
My personal opinion added:
Transgression is not enough, but it's a real fuckin' good place to start. It should be done
any way you want it, but I like mine with a side of fun.