It is entirely psychological, but water or something please. I know I swallow larger bites of food than any pill, or handful of pills, I've ever taken but that doesn't seem to help.
I always drink water and can swallow any sized pill - EXCEPT vitamins. It's a mind over matter thing. My parents forced me to take liquid vitamins as a kid- Stinks, looks disgusting and tastes worse. I really have to psych myself up to take them.
Not a good idea. You may not feel it but a pill can get stuck in the esophagus then burn the esophageal wall or whatever it's called... basically, not good. Take your pills with water.
Nobody should swallow pills without water even if you can swallow them without water, it can burn a howl in your esophagus which you do not want to ever deal with, trust me.
I did that with beano a few days ago! It was the chewable kind - apparently you can take them like pills, but they're more effective if they're chewed/crushed up. But they taste like chalk so I sandwiched mine with a piece of garlic bread. It worked!
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