R. what I share with you may sound to easy, but it will take time. Do you feel he has become irresponsible? Your son needs to know that he is a valued member of your family. Children raised without a male influence tend to go outside of the bounderies. There is an organization called Thursdays Boys who may be able to help you website below. Read about it.
http://thursdayboys.net/AboutUs.html
Help your son to feel important and valued by having at least two meals with him, you can pick him up for lunch if breakfast is not a good time and at dinner and talk to him. Ask him if he plans to go to college, or if you all could take a vacation where would he want to go, or if he could pick any car to drive what would it look like and listen to him talk. Let him bring home a friend for dinner so that you can see what he sees in his friends. Then when you are both alone ask him what does he like about that friend and just listen. If you don't like his friends don't say so, just say something like I can see why he would want to hang around you! Your smart, handy at ___, a good friend who will always give good advice, say a good thing about your son. Get a grill and teach your son how to use it so that you can have some of his frineds come over and your son can be in charge of cooking the meat for hamburgers or hot dogs. Teach him proper temperature for burgers, how to light the grill, give him the important job so that he can began to feel useful. Fix his favorit or special dessert to share with all his friends. Introduce yourself to his friends and be cool but where they know they are guest at your house and intro small brothers as this is Tim's brother Jimmy. Be sure to set up a place for all of you to sit together out doors together. Plan a game of volley, soccar, or card game. If you can plan the evening you have a better chance of makeing the evening something your son would be proud of and you to be a part of. Set the rules such as no smoking, or drinking, or cussing but you say it like this. Sam I would appreicate it very much if you would please not smoke around us, second hand smoke is hazerdous to othes health. Can I get you some more dessett or another can of soda? Show them you care about them.
Now this is the most important idea. Do not tell your son what he can or can not do. Do not give him the 10 commandments of do's and don't. When he ask for something that you are tempted to say no to, negotiate with him. For example I'm going with my friends to the movies. Hey Charlie, that's great I'll drop you off and pick you up. Also before you go I need your help with a few chores. Why don't I fix us a harty breakfast and we can work together for a few hours before I have to drop you off. If he makes excuses, then say you decided we can work at this together or you can forfit your plans. I will need your decision after breakfast.
If your son lets you down; example he is not there to be picked up at the time or location you agreed to and did not call you to tell you that there was a change of plans. Refrain from being angry he expects that. Get it out of your system and when he comes home don't yell. Instead in a calm voice pull up a chair and explain the consequences. Since you did not do as your said you will not be able to go out for 2 weekends and loose phone privlidges. You can get your phone back when we can have a relationship based on respect and trust. Why don't you go to bed and think about it. He did not expect a calm parent who lost it. Instead you let him know what he did to loose his privlidges.
Your son needs a trust worthy adult. This is by far the hardest thing to find and I hope you can find the support form Thursday's Boys. Be fun, supportive, calm, patient and use the techniques above to assit you and I think you will see your son began to respond. Just don't lay the law on him that will send him into a tailspin and to his friends. Instead negotiate and make it a win win for each of you.
Well R. I hope this helps!