Entry 2 senses · 2 variants Webster, 1913 Rakish /(rāk"ĭsh)/ · Rak·ish · IPA /ˈɹeɪkɪʃ/ a. a. 01 a. Dissolute; lewd; debauched. 1. Dissolute; lewd; debauched. “The arduous task of converting a rakish lover.” — Macaulay. 02 a. Having a saucy appearance indicative of speed and dash. 1. Having a saucy appearance indicative of speed and dash.(Naut.)