reverse-pickpocket

reverse +‎ pickpocket

reverse-pickpocket (third-person singular simple present reverse-pickpockets, present participle reverse-pickpocketing, simple past and past participle reverse-pickpocketed)

1. To slip something into someone's pocket or pocketbook, without their knowledge, as a gesture of generosity.
   • 2001, Gary Smith, Beyond the Game, page 78

     But when no one's watching he will slip hundreds inside palms and pocketbooks of poor people—reverse-pickpocket them—or bolt out of a car to help someone old hobble across the street.

reverse-pickpocket (not comparable)

1. Resembling or in the manner of a reverse pickpocket
   • 2008, Theron Hopkins, The 80-Yard Run, page 133:

     […] and then, as he passes behind his running back, who is crouched in the blocking stance that is a signature staple of the original draw play, he slides the ball under his outside arm and into his gut in a reverse-pickpocket move before continuing on toward the sideline and executing a melodramatically mimed toss downfield.

• reverse pickpocket