The shirts are very cool, but apparently not very well-made. Here they are, courtesy of Grognardia.
The D&D Basic Set advertised in the catalog is the just released 1981 edition, written by Tom Moldvay with cover art by Erol Otus. The images on the t-shirts on the top left are from Sutherland’s cover to the original Basic Set—written by M.D. and fantasy writer-promoter John Eric Holmes—from 1977.
I found the Grognardia post via the Original D&D Discussion forums. Zenopus, who writes a terrific blog “exploring the underworld of Holmes Basic,” posted a number of different photos showing the famous Sutherland red dragon, including this beauty:
It’s from the magazine Games Merchandising (a retailer magazine), and shows the TSR booth at the Hobby Industry of America (HIA) 1981 trade show. Dig the red Face logo chairs!