I never tried to get caught in high school but as a junior in college I did try to leave some magazines laying around and also starting some conversations about like rick warren and obama which would kind of point my parents in that direction. However, it all failed. My parents had no clue until I told them. Parents see what they want to a lot of the time. If your parents don't expect it then they will be shocked at first. However, some hope for you, my parents, mom especially, is now getting into advocacy! She wants to march in a parade! Its hard to gage reactions but don't let that hold you back. Once you feel ready and feel like the situation and timing is right, just do it. Honestly when I told my parents the time didn't "feel right" i just decided that enough was enough; the lie was ultimately worse than the truth. My mom was relieved and she thanked me for telling her. She said she was sick of wasting time; i guess we were kind of on the same page.
That's what I think is the right time to come out - when the risks of coming out feel preferable to what you feel staying closeted.
Kind of ironic in hind sight, I guess the time was right. I guess what I was trying to say is that there wasn't a bolt of lightning that struck me and said, "Come out!" It was a process.
My parents knew ever since I was about 4, and liked to be called Joey. At least I think so. They know for sure now, but I'm pretty sure they knew previously. I didn't ever really try to get caught, but I didn't necessarily try to hide anything.