I did it for a full year on a mis-diagnosis. Turns out I was allergic to Dairy, not Gluten. The allergy symptoms are like 90% the same though.
I would say that living Gluten-free is more difficult than living Dairy-free. Living Dairy-free is hard, but I can buy Vegan or Kosher Non-Dairy food - those labels make shopping for Dairy-free foods much easier. Gluten is used in nearly everything and is a filler in an enormous array of foods. Eating out is nearly impossible, I'd almost say don't bother - you'll find gluten in the weirdest places, like in steak sauce. Although some restaurants do offer gluten-free items on the menu, iirc Outback Steakhouse has a few items that are Gluten-free.
What worked for me was learning to cook. George Foreman grill for meat, $30 Black & Decker electric steamer for veggies, and then find some gluten-free bread (or make it at home). Read the lablels on EVERYTHING you eat. After a month or so of doing it, you'll be able to scan ingredient lists really quickly and you'll have a list of "safe" foods you can fall back on, to ensure that you avoid gluten.
If it's an allergy you're preparing for, doing it now when you don't *have* to do it full-time will really prepare you well. I struggled with migraines, sleeping problems, asthma, sinus problems, bowel problems, you name it, and if I ate something I was allergic to, I was horribly sick for the next two days. So yeah, definitely start learning now and it will pay off later if you're concerned about an allergy! Use google - there are TONS of resources online, like gluten-free recipes, restaurants to find gluten-free food, lists of safe foods, etc.
