OpenEtymology

pretty-boy

UKˈprɪti bɔɪUSˈprɪti bɔɪ

Meaning

1n

A man or boy who is considered attractive in a delicate, conventionally handsome, and sometimes effeminate way.

2n

(often derogatory) A man who is excessively concerned with his appearance and fashion.

Structure

word structure
1
pretty
attractive
+
2
boy
young male

Usage

He was dismissed as just another pretty-boy actor with no real talent.

The magazine's cover featured a pretty-boy model with perfectly styled hair.

His teammates teased him for being a pretty-boy more interested in his haircut than the game.

Etymology

The compound "pretty-boy" is a relatively modern English formation, combining two native English words with straightforward meanings. "Pretty" underwent a significant semantic shift from its original Old English sense of "cunning" or "crafty" to its predominant modern meaning of "attractive in a delicate way" by the 15th century. "Boy" has consistently denoted a young male. When combined, the term initially described an attractively handsome youth, but over time, particularly in the 20th century, it acquired a frequent derogatory connotation, implying vanity, weakness, or an excessive focus on superficial appearance over substance. The logic of the term is transparent, directly linking the literal descriptors to create a new, specific social label.

Analysis

Structure
pretty (attractive) + boy (young male)=prettyattractive+boyyoung male

pretty: From Old English prættig (crafty, cunning, tricky), of West Germanic origin. In this compound, it functions as an adjective meaning pleasingly attractive. boy: From Middle English boy, boi, of uncertain origin, possibly from Old French embuié (fettered) or from a Germanic root. It functions as a noun meaning a young male person.

Pretty-boy Etymology, Origin & Meaning | wordDNA