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OP.... Sorry for your illness. I think it would be a waste of time and money trying to find a helmet that would work. A loose fitting one would create more problems than it's worth (in terms of safety). You already know that life can be short and your time is best spent doing what you love, with who you love. All the best to you....
What Northwood said is logical. I think the only way to get some relief would be to wear a helmet that is way too big and that wont be comfortable or safe. Ride without a helmet (didn't think I would ever say that) for the time being and hopefully you can get this tumor shrunk or removed.
Call Revzilla and discuss with Anthony. (Just for information)
Different companies make different shape helmets for different shape heads.
You will need to find out what your needs are, honestly.
Oval head, round head, may take a custom or "Modified helmet" to fit right.
Might help in your situation to have your wife measure your head front to back, and side to side. Good to know, may help in your search.
Good luck, and congrats on the quality wife!
Probably not the most favorite answer but why not just wear the helmet that isn't that bad in town and then nothing out on the road. I know if your traveling you would need one in other states but luckily you have some great riding were you are and no helmet law. As soon as I get in a state with no helmet law I stop and put the lid in the tour pack. What's the story with your brain tumor, should you even be riding a bike with something like that? Concerned about you and your wife's safety, not trying to be a smart ***. Is it anything that could be removed? I'm just asking because you say the only helmet that works for a little while is non DOT so it probable isn't going to help much anyways if you come off from the bike!
find a good shop that will let you experiment with the padded lining. Most helmet shells come in two sizes but you can change the padded liner for the fit you want.
Is it pressure on certain areas that hurt, or in general everywhere?
Some helmets have removable liners for cleaning. Also removable check pads, with replacements of different thicknesses to get the best fit.
If the issue is from isolated pressure, maybe being able to remove the liner or pads would allow you to modify them to reduce contact at specific spots?
Of course, there is the possible risk the helmet not being as safe if impact were to happen.
Also, dont look just at street helmets. Maybe a dualsport or offroad helmet, and remove the visor.
I have been riding for years and would never ride without a helmet. Each time I went down I was glad I had it. Each head is shaped differently, but you should be able to find one that fits. Check on this link and watch the sizing video. Be safe. http://www.revzilla.com/motorcycle-helmets
You didn't mention what type of helmet you're looking for; 1/2, 3/4, or full. Each one has it's own characteristics, good and bad depending on the individual. As stated previously, you need to understand how a helmet properly fits your own noggin. To cause more confusion manufacturers don't always follow a standard amongst themselves so a large from one could be an XL from another.
As mentioned before, go to Revzilla's site and watch the helmet videos or better yet find a local store that has a trained salesperson on helmet fitment. In my search for a helmet I read somewhere about a study on helmets that over 60% of the individuals reviewed did not wear the proper sized helmet.
A helmet should cradle your head so a lot of the manufacturers offer different sized inserts to help eliminate pressure points. I've also seen where individuals shaved the foam in specific areas to remove pressure points also, but I would be very careful if you go that route.
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