A parent talked with me recently wondering how to deal with her teen  who will not take no for an answer, not the first time, not the second  time, or the hundredth time.  Somewhere along the line, maybe way before  his teenage years,  this kid got an inkling that if he just kept at it,  there would be a crack in the ice. Maybe it starts with a "NO", then  moves to a "we'll see",  and then to a "if I see an improvement in  your.... we'll talk about it". Even though in your head it is still a  NO, you hope that by leaving the door a little open, your kid will leave  you alone. Kind of like when you used to put your young child to bed,  and you left the bedroom door open a crack. It made him/her feel less  frightened of the dark and sleep, and gave them the illusion that you  were still "open" and available to them.
 Teens are  extremely motivated to push as hard as they can to get what they want.  Perhaps you have that teen who as a younger child was precocious and  verbal, "your little lawyer". You may have unknowingly reinforced this  "spirited negotiator"because you were so impressed by their creative use  of language and persuasion. This child learns early on to impress his  parents with this prowess, believes in his/her power of persistence, and  in the end is able to achieve the goal, whatever it might be. When they  were younger, these negotiations may have been about TV or video game  time, or desire for a new toy or game, or wanting to stay up later,  fairly innocuous requests.  Unfortunately the request line now is for  permission to go to parties/sleepovers at potentially unsupervised  homes, or purchasing new technology toys whose benefits are only  additional distraction from tasks they already avoid like the plague  like homework and responsibilities, or wanting to go to a concert at a  venue 50 miles from home that doesn't start until 9 PM, etc etc etc.   Your teens persistence in the present is predicated on what has worked  for them in the past. Enter "pit bull".
Here are two  options. First, if this is an unequivocal no, no its not safe, no its  not practical, no... Then here is your "I get it" moment: simply state  the reason, say the "no", and say "I get you are disappointed, I know  you are angry with us, but this time our answer will not change. I know  you will keep trying to convince us differently, and that will piss us  off, but we are not changing our mind." Now here is the really hard  part, you need to be extremely consistent with this message without  re-engaging with the pit bull since this only energizes and enrages  them. When your teen follows you around the house, or texts you multiple  times within an hour after you have left the house, and continues to be  a royal pain in the a##, you need to literally walk away, shrug your  shoulders, put on your ipod earbuds, do whatever you need to do to not  re-engage in the verbal volleyball that will absolutely commence. Your  teen is going to see a new side of you, the you that won't be deterred  from a decision that you feel absolute about. This takes time and  practice! You will find this hard. Your teen will be mad at you, and  that is hard, but like all things in life, this too shall pass as soon  as a new request arises that you will be able to say yes to.
For  those requests for which you feel ambivalent, and may initially give a  knee jerk NO answer. This might help. Your teen is an expert in hearing  your ambivalence, and knows that this NO doesn't necessarily mean NO. So  rather than giving a knee jerk NO, take a moment and follow these  steps:
Step 1: Say to your teen: "I feel ambivalent about this, what do you think worries me about this?" Give them the opportunity to think this through for you.
Step 2: Say to your teen: "Yes those things do concern/worry me, what can you do to make me feel OK about them?" Make them have to come up with a plan that might help you make a decision.
Step  3: Say to your teen: "What will the consequence be if you do not follow  through?" Perhaps at this point you may be able to say yes with the  plan in place, or maybe even after you have heard their plan it is a NO.  (then follow previous plan above)  Hopefully your teen has done some  good work here and you will support giving them a shot at showing you  their ability to take responsibility for following through. After all,  this is what you are preparing them for. All the life decisions where  there are pros and cons. Helping them to figure out how to weigh out  actions and consequences, so that when you are not around and need to  ask themselves for permission, they will know what to do!
 
 
 
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