Translation:My boss always wears pretty dresses.
2018-11-06 The iTranslate app lists four synonyms for bonito—attractivo, guapo, mono, y lindo—but indicates they are really only used for people, not things. However, there are many places in the southwestern United States named (noun) lindo/a. I'm almost certain guapo is used exclusively for people. Additionally, a word for "beautiful" is hermoso/a. I think I've seen that one used for places as well as people.
I thought that 'llevar' was 'to wear' and 'usar' was 'to use'. Although from the UK, I am taught Latin American Spanish yet this has never been brought up in any of my classes.