Usher's My Way album and subsequent tour (1997–98) marked the breakout moment for one of R&B's defining artists of the late 1990s. The merchandise from this era captures a moment when R&B and hip-hop aesthetics were merging in ways that would define mainstream music for the following decade. Original My Way tour shirts are increasingly sought-after as 1990s R&B nostalgia continues to drive the vintage market.
Original pieces from the My Way tour typically feature Fruit of the Loom tags and the bold, colorblock graphic design characteristic of late-1990s concert merchandise. The dark colorways and oversized fits reflect the aesthetic conventions of R&B touring merchandise from this period.
Vintage R&B and hip-hop concert shirts have seen significant price appreciation as collectors who grew up with this music reach their peak collecting years. Usher pieces from the late 1990s occupy an interesting market position: plentiful enough to find but now scarce enough in good condition to command premium prices.
For collectors of 1990s R&B and pop merchandise, a verified original Usher tour shirt from the My Way era is a representative piece of one of the decade's most commercially successful acts.