I have yes. On chin once at a meal, in my hair, on my neck, always good fun
I am not very close with mine. I see them rarely, they don't approve with my life choices and I struggle with their way of life, so to save a drama and blow out, we rarely speak or see each other. We're civil at least
Anal, done well, is an exquisite mix of pain, pleasure, and intimacy. Communication and trust is important, definitely, and a want to do it on both parties is 100% essential; it is not something to go a long with the appease the other.