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For help on this I went to an expert-a gay man. The trick here is to gradually relax your throat muscles as you take a little more in. And don't think about it blocking your windpipe or hitting the back of your throat. Then you will gag for sure.
The more you practice with it, then the quicker you can get your throat to relax.
And if he's starting to gag you, slow down. You control the pace-not him.
(On a sidenote, I wonder sometimes if the gagging doesn't turn them on....)
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