NSFW suggestion made by @cavalier-rick

I didn’t reveal the person stepping on Jack so anyone is free insert whatever character they want in place and pretend they are stepping on Jack >:D

If someone asks you if you’re comfortable with X happening and you don’t know, remember that you don’t necessarily have to decide yes or no! Acceptable answers can include:

I don’t know but let’s try it and see

I don’t know but I don’t want to find out right now, but please ask again next time

I don’t know but go ahead and I’ll tell you to stop if i don’t like it

I don’t know but go ahead and then I’ll think about it for a few days and get back to you with my thoughts

I don’t know, can you tell me more about that?

I don’t know, can I watch you do it to someone else?

I don’t know, can I talk to someone you’ve done that with?

Then the other party can decide whether they are comfortable with your suggested approach.