Late 18th century; earliest use found in Sketches from Nature. From rakish + looking mid 19th century; earliest use found in Sandusky (Ohio) Clarion. From rakish + looking.
Definition of rakish-looking in US English:
rakish-looking
adjectiveˈreɪkɪʃˌlʊkɪŋ
Rakish in appearance.
adjectiveˈreɪkɪʃˌlʊkɪŋ
Rakish.
Origin
Late 18th century; earliest use found in Sketches from Nature. From rakish + looking<br>mid 19th century; earliest use found in Sandusky (Ohio) Clarion. From rakish + looking.