If i knew you had a rule in place about flirting, then i’d remind you that you needed to fix it. Ultimately, though, if you were doing something i knew was against rules and would hurt you then i would tell. i would tell because if your Daddy cannot trust us together, then there is no reason to let us play together. And because i want you to be safe, so that means helping you be accountable to what you agreed to.
With all of that said though i think your Daddy seems really confident, comfortable with playfulness and sexuality overall, and i don’t think they would much care. Or that is my impression. i don’t believe in creating issues for anyone.
The short answer is yes, i would. The longer answer is that i may not always want to deal with new people, and i think that many resources already exist. i’m thinking you have some sort of plan, so yes, i’d help if i can.