Hope this isn't belated, or maybe for the future.... Since he's starting out with the pipe, I'd always suggest buying small quantities of any one blend, like one tin, a pouch, or an ounce or two in bulk. This allows him to sample around. What he likes less, he should jar and try again later, since typically a smoker's tastes change and develop. For a second pipe, I'd recommend a Missouri Meerschaum corncob pipe, and specifically one of their special edition pipes with an acrylic stem that is more durable, still only about $25. See their site with other sponsors at the left of Forums. You might want to consider buying a pipe for yourself, to share the occasional bowl, if you and he would feel comfortable about that.