It's on the fall/winter 2008 line, appearing at Sears. It is a double shirt. The Tee is light tan, while the longer sleeves are dark brown. The curling design is done in off-white, tan, & darker brown. Dynamic side-jumping Shadow looks quite good here, adding a splash of color to the primarily subtle tone.
Shadow has appeared in this pose before, however the large background pattern makes this one different. It's almost Baroque looking, with curls, ribbons, vines &, if you look rather hard, an angel or bird wing. The large detailed design covers most of the front, which keeps the shirt lively looking. It also has a variant, seen at right, in white. The white one has the same design, but in grays and charcoal rather than tans/browns. It is a short sleeve, in teen sizes.
A shirt with fake "Wanted Poster" from the old west. Shadow's reward is 100,000 rings for his capture. This isn't bad, so long as they don't get too cute with it.
This familiar design returns, but with a nice large size and quality paint. The design is repeated in different colors on different shirts, but usually not so large. This shirt is likely available with the same design, but in different colors, Winter 2006.
Here's another nice one. Shadow is in a flaming spade, for some reason. The name is bracketed with black tribal 'flames' for a dangerous look. There is glitter in the flames, but you can't see it, even on the close-up.
This shirt is a long sleeve variant of the black & blue tees on the Modern Sonic Clothes pages. It's identical to them in the main design (the red one, at least) except for possibly a change in the ink (looks glossy rather than glittery). The sleeve, however, has a bonus design on it of some kind, likely a Sonic head outline. (you can see a bit of it in the photo--SonicGear needs a better photo of the sleeve design.) It also has the "Top Heavy" star tag, which is a bit different from other previous shirts. Winter 2008. Photo discovered by Finalapocalypse.
This shirt is actually a variant on the "Complex X" little kids tee. They've got the same rocket-shoe Sonic design over the detailed "X" logo background, but made it larger and added it to a double shirt. The tee being navy/dark blue and the under being more of a slate-blue. This is made to fit teens, unlike the original shirt which came out first. Another good example of them spreading their designs around so that anyone who likes it, can wear it.