"Sure." Jack's rarely uncomfortable and even less so here where relaxation seems to be in the very air they're breathing, and he doesn't have the slightest problem with a teenager being in a sex shop. He might have reservations should said teenager hit on him, purely due to the massive age difference, but whatever the kid gets up to with people nearer his own age is perfectly okay with him!
The item he can't reach turns out to be a boxed-up pig tail butt plug. Jack hands it over with an amused smirk. "Here you go!"