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He could be referring to a couple of things. He could mean that he is going to penetrate you as deeply as he can, possibly by going in as hard as possible, or by changing your or his positions to allow for the deepest penetration. Or, he could already be as deep in you as possible, and is referring to how deep his semen will go into you when he ejaculates.

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19y ago

What else can I help you with?