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I find myself in the unsettling position of wanting to say very conventional things like ''An 18 year old boy only has one thing in mind.'' And then I feel bad. Older guys pick on younger, more vulnerable girls because it's harder for them to say no. They mostly spent time together at school, at lunch, or met before school for coffee. I told her that I wanted to meet him before they went ''out'' anywhere. Just make sure she knows that she can call you anytime and you will pick her up. That way she might talk to you about any things she doesn't know how to handle.
Talk to your daughter about different things that can happen when she is with him and let her know she can make a choice about what she wants to do. I also tell her if he wants to ''go farther'' than she does, she absolutely has the right to say ''no''.
When my daughter asked me when I thought a girl was ready to have sex, I replied ''when she's ready to handle a baby.'' We all know that every form of birth control has a failure rate, so I don't think it's too far out to talk about pregnancy.
A lot of oral sex goes on in dating, with definite health risks, loss of reputation, etc.
She is now 18, more mature and a fabulous person, looking back she says I was just a kid - what did I know that something like that would happen to me. I have a 16 year old daughter, though she is pretty easy, but I was a troubled 16 year old once (and I have also transracially adopted a child with challenges).
I guess that is what I would most emphasize: share with her your genuine concern that she make choices that support her and tell her that to that end you will set certain rules with certain consequences, but then acknowledge her responsibility for being the one who ultimately will make these decisions. PS - Alanon might be supportive for you as the parent, even if she is not using any substances, the issues are close enough.
So I must ask first: What is it that you hope to accomplish with your rules?
If you could, you might want to have a goal of get teen to stop having sex.
But you seem equally convinced that this is not achievable.