Don't Rush It-: You'd be better off slowly adjusting and accomodating to the experience over time rather than just numbing it and risking unperceived injury. It will just take a sensitive partner, some lubrication and slow progression, maybe over a few to several days. Just think "no hurry"--in the right situation it will actually promote meaningful communication and actually get you closer to each other.
Answered 3/18/2017
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