Scalawag/ˈskæləwæɡ/ Definition 1 of 2Pro Tip 1/3Colloquial Usage Used in casual conversations rather than formal speech or writing. When he hid my phone, I called him a scalawag. Pro Tip 2/3Playful Connotation Implies playful misbehavior, not serious wrongdoing. That scalawag always has a twinkle in his eye. Pro Tip 3/3Endearing Term Often used affectionately for someone who is mischievous. Come here, you little scalawag!