It was an okay way to get the job done. Until you are 18 and move out of your house, your parents have final say in what you do and don't do. Also, if something goes wrong, you'll need your core group of friends to hold you up and be there for you. If the answer is NO to any of these, you need to assess and try to rectify it.
And yes, I have been rejected. Ultimately God's plans are what will endure. So, I had to let him go as a friend and move on. In fact, it was four years after my friend and I created the above list before a guy asked me out.