Agree with Ryan. Twisting yourself up in knots like this just reeks of desperation. I think it's far less desperate to be more nonchalant about contact and have a 'whatever will happen will happen" outlook. Truth be told, if he's scared off by you sending one text, then he's obviously NOT into you anyway....so you've got nothing to lose by sending it.
Also, your friends are really stupid. Do not ask them for any more advice.
Never regret anything that has happened in your life. It cannot be changed, forgotten or undone. So, take it as a lesson learned and move on.