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Hi
It sounds as though your little girl has finally found her feet and is turning into an independant, rebellious person, ie a typical teenager, welcome to the club lol. I would say from my own experience of teens that the more you forbid her to see this lad then the more she will want to and she will start to go behind your back.
What is it about the situation that makes you so uneasy, afterall a 3 year age gap isn't that big and he is a teen as well, if she wanted to date a 40 year old married man then I could understand your reservations but unless this boy has done anything wrong then is it possible you are over-reacting a tad and perhaps judging him and his intentions before getting to know him? he might be very nice and they could genuinely have feelings for each other.
If it was me I would encourage him to come round to your house, get to meet him and that way you could have more control over the situation and there would be no need for any cloak and dagger stuff.
Your DD is 15 and it is natural she will want to go out both with friends and with boys, she is a teenager, not a little girl. Is there a reason why she is not allowed out in the evenings? I have a 14 and a 16 year old and they are allowed out as long as I know where they are going, who with, what time they will be back and if they are going to be late or need a lift then they must ring. I also expect them in at a reasonable time and if they have schoolwork then they are not allowed out until it is done. This has worked out for me.
My concern is that by perhaps being a little over-protective you are driving your DD into becoming more secretive and less likely to confide in you. You have to let them have some freedom and sometimes our teens make mistakes, but that is part and parcel of the learning curve.
Is it possible that your natural desire to keep your DD safe has led to you perhaps being over-strict and perhaps the possible shoplifting and the boyfriend are her way of trying to assert her independance. I am sorry if that sounds harsh, but sometimes kids from homes where the parents are quite strict will rebel in ways their friends from less strict backgrounds would not. You do have to trust your child otherwise the relationship will break down.
I would tackle her about the items though because although I think the BF bit is reasonably harmless I think shoplifting can be the start of a slippery slope and if she was to be caught she could get into serious trouble.
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