Entry 2 senses Webster, 1913 Shaggy /shăg'-ē/ · Shag·gy · IPA /ˈʃæɡi/ 01 a. Rough with long hair or wool. 1. Rough with long hair or wool. “About his shoulders hangs the shaggy skin.” — Dryden. 2. Rough; rugged; jaggy. “[A rill] that winds unseen beneath the shaggy fell.” — Keble.