different between unpretty vs unprettiness

English

Etymology 1

From un- +? pretty (adjective).

Adjective

unpretty (comparative more unpretty, superlative most unpretty)

1. Not pretty.
   • 1999, TLC (band), Unpretty (song)

     I wish I could tie you up in my shoes, / Make you feel unpretty too. / I was told I was beautiful / But what does that mean to you?

Synonyms

• unlovely

Etymology 2

From un- +? pretty (verb).

Verb

unpretty (third-person singular simple present unpretties, present participle unprettying, simple past and past participle unprettied)

1. (transitive) To make unpretty or less attractive
   • 2006, Leigh Montville, The Big Bam: The Life and Times of Babe Ruth:

     Vast gloom unprettied the features of Herman Ruth today when he gave himself to serious contemplation of the distressing futility of many things and how increasingly tough it's becoming for an honest feller to get along in this wearying world.

   • 2011, Ira Sukrungruang, Talk Thai: The Adventures of Buddhist Boy:

     I turned toward him. I wanted to unpretty Simon's prettiness—bloody his outfit, crush his nose, and knock out his teeth.

   • 2013, Marc Maron, Attempting Normal:

     I looked around and saw a blond woman wearing old-lady glasses and sitting by herself. It was her. The woman from the modeling spread. It's always a little silly to see pretty women trying to unpretty themselves with glasses.

English

Etymology

unpretty +? -ness

Noun

unprettiness (uncountable)

1. The state or condition of being unpretty; ugliness.