Sounds like you got it bad, but it is a known effect of undiagnosed and untreated celiac problems. I was only diagnosed last year at the age of 46, and am having all my teeth capped. After many years of having more cavities than normal, root canals, broken teeth, eroding enamel, etc. and being shamed for it by a family member who called me lazy it turned out to be part of the condition. I am a retired RN and know how to identify valid research. The research I read specifically identified poor enamel formation as a common problem associated with undiagnosed celiac disease.

I'm sorry you've had such severe problems. Hope you have relief from pain.

Ripleys_Cat

a related oral problem for celiacs is Aphthous ulcers aka canker sores which I've had my whole life.

There are certain triggers including sadly chocolate (see wiki on ulcers en.wikipedia.org/wiki/Aphthous_ulcer).

There is one desensitizing toothpaste that does not have sodium lauryl sulfate (which also causes aphthous ulcers) called squigle.
www.dentist.net/squigle-enamel-saver.asp

yep... history of dental problems...

I've just had ANOTHER tooth break last night and this morning typed in Celiac Sprue and Bad Teeth. WOW!!!!! I went to the dentist back in March to discuss dentures because I too have struggled terribly with bad teeth even though I have done everything I can to mantain good dental health! Root canals, annual cleanings, caps, crowns, you name it, I've had it all done. I am 47 years old and they just keep breaking away. I would of liked to of kept my teeth but at this point, I'm tired of having dental problems! My dentist was not even aware of Celiac Sprue or it's effect on dental health. At my next appointment, I plan on giving him some literature so he can be better informed for other patients as well.

You're not a lone in bad teeth problems. We figured out my gluten issues about a year ago, and it has explained so much. I am currently 28, and I have spent my whole life afraid of the dentist because it was always painful and emotionally damaging. My family, dentists, and oral hygienists alike never believed me that I brushed my teeth and all berated me about it.
I don't have a single tooth without a filling (about 50%) of my mouth is fillings), and I get more and more every year. I am currently drugged on ibuprofen until I can get to the dentist -- all my upper molars (as well as several other teeth) are causing me quite a bit of pain. I expect to get a few more root canals with a new tooth on top, and several more fillings.
I have found fluoride does no good, and studies show that it may in fact be more harmful than beneficial for most people. Sensitive toothpaste only worked for a short period of time, and I didn't like the feel of those chemicals in my mouth. Nothing helped so I gave up. If there was no difference in my teeth when I brushed and when I didn't, then why bother? The ever constant pain and sensitivity drove me to try and find a dentist who would pull them all out and give m transplants, but no one would.
Now, i have years of habit to unlearn and take care of what I have left in the hopes they might recalcify. Luckily, I have a wonderful husband who is loving and supportive and found me a good holistic dentist (who is unfortunately two hours away from us, but worth the drive). I don't know if it will help in the end, but at least I'm not traumatized and have a near panic attack when I visit him.