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Please Touch It III 's definitions

Boston Watchman

To initiate a Boston watchman, you must be in doggy style with your girl facing a window. Simultaneously slip out while your buddy slips in without your partner knowing. As your buddy keeps getting it, walk outside and wave from a distance so your girl sees you through the window.
Totally pulled a Boston Watchman on Becky last night with my virgin friend Jake.
by Please Touch It III April 6, 2016
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