The expression to wing it, meaning to perform by improvising or with little preparation, comes from the world of 19th-century theater, where it denoted the work of understudies who stepped onstage and received prompting from the wings of the stage...
Jaggin around is a classic Pittsburghese term for “fooling around,” or “to poke fun or play tricks.” It’s likely related to jaggerbush, meaning a “thorny bush.” This is part of a complete episode.
The phrase I see you, meaning “I acknowledge what you’re doing,” comes from performance, and pops up often in African-American performance rhetoric. This is part of a complete episode.