Superboy #142 (1967)

Superboy Goes Ape! (Superboy, Beppo, Lana Lang, Pa Kent, Red Kryptonite / written by E. Nelson Bridwell) Red Kryptonite turns Superboy into a monkey (and then later an ape), and it turns Beppo into a human. Meanwhile, Lana is trying to expose Superboy's secret identity! The Shyest Boy in Town! (Superboy, Ma and Pa Kent, Lana Lang, Krypto / written by Robert Bernstein : reprinted from: Superboy #80) In this "Hall of Fame Classic," a school psychologist doesn't want Superboy to be shy any more, but that could blow Superboy's cover! Not only that, Superboy is asked to help Clark out! So what can Superboy/Clark do? Cap's Hobby Hints (by Henry Boltinoff)