I always try and leave a millimetre or so between the skin and the O-ring but not necessarily the front flare, just to give the piercing some breathing room...I think it helps keep the moisture/dryness balanced and just allows crust and stuff to leak out a bit easier. Maybe you're getting a build up of stuff that's trying to escape?
What about some glass top hats? Nice wide front flare, only one O-ring at the back which you could loosen or tighten accordingly? I like glass for healing too....I looked around for threaded DF tunnels for my tragus before I got it punched and there's not really a lot out there that you could get in a hurry I'd imagine, plus they might be too restrictive also, the O-ring gives you flexibility.
Pierceoff have some I'm pretty sure, reasonably priced and you could have them by tomorrow if you order soon enough :)
EDIT: I'll even throw in a link:
***Link removed - Please do not link other body jewelry companies when BAF carries a similar product. Thanks! - Axon ***
....and get clear ones so you can watch what's going on as they heal...like a science experiment :)