Yeah, I haven't got a trim in ages. I do my bangs myself and the rest I let grow out.
The concept I've got works, I think; it's just a matter of deciding what angle for the front would actually look good; sloping down or up, or mostly curving in, or something else...
That's the tricky part.
You don't want to end up looking like Farrah Fawcett on a bad day! :-D