Ok, well because you have obviously already made up your mind I won't take the time to tell the reasons of why not to ask him.
•Don't get your friends to ask him for you. That's just pathetic and shows you really don't care too much. If you are serious about this you'll just go up there and ask him- perferably when not many people are around whether you know them or not.
•Don't keep it a secret. Who knows, you may need help sometime from a friend/family member and if nobody's involved and knows what's going on it'll make it all the more painful.
•Ask your parents first- if they say no respect their opinion. They're here to protect you and trust me they know how it's like. They've been where you are whether you admit it or not.
•I wouldn't suggest kissing him- whether it be just a peck on the cheek- because you two will all ways want 'more'. Starting out a relatioship with already a kiss isn't good and bound to crash and burn.
•[This is good if you are thinking of dating now or not.] Set boundaries for yourself. Make up in your mind now that you won't kiss him till your *insert age/grade/circumstance/w.e here* so you won't be caught up in all the activity and forget who you are, what you are doing and how this will affect you, him and others.
I advise you to wait and create a strong foundation- but not a dating relationship, just as friends. If he says no now, you may be makeing a huge mistake in that you killed your relatioship. But if you wait and just become great friends you have a strong foundation and are both more mature then dating may be an option. Maybe you'll realize that you really don't like him like that and this is just a crush. ;]
As SK has said, if you parents have to drive you to a date you don't need to be dating.