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anything past the 5th or 6th inch is all the same...it's getting it past your epiglottis that's the difficulty. after that point, size doesn't matter....and it isn't painful or uncomfortable at all (except for coordinating your breathing, which takes some time).
The gag reflex lessens over time....sometimes a weird angle will get me still....but it doesn't happen frequently.
EDIT: KNOCK OFF THE CHATTING ....take it to email if you need to flirt DON"T DO IT ON THE THREADS