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What is gain the upper hand?
Where you are able to happily grasp and retain a nice gal's "upper" hand --- i.e., the one opposite to her "lower" hand from the shoulder that she's lying on --- while stretched out on your sides at the beach or spooning her in bed.
Being allowed to gain the upper hand while spooning with a nice girl is always a pleasure; just remember to always employ the wrist-twist compromise to ensure maximum comfort for both of you.