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Perhaps he's focusing too much on the objective, and not the journey. Making out is a time to learn all about her non-sexual hotspots -- Those which turn her on without a hand down the pants, or whatnot.
Focusing solely on moving forward is the error. Progress is good, but only when it isn't put above other things, like her level of comfort, eg.
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Numbing your bum before anal is like putting makeup on skin cancer.
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