Rich Hobo

a girl who is obviously from a rich family, yet insists on sporting a look that makes her seem like she lives on the street. Upon further examination, her clothes are revealed to be designer rags.

Girl 1: Oh, Jesus did you see Olivia? She looks like trash.

Girl 2: Yeah, but it's all Prada and Burberry (and all that shit)

Girl 1 : She's a rich hobo?

Girl 2: Are you fucking kidding me? She's the definition of Rich Hobo!

by Cool Moe D. December 7, 2009

Rich Hobo

A person who can look rich and homeless at the same time. For example, Snoop Dogg and Post Malone.

Snoop Dogg and Post Malone look like Rich Hobos

by Justin. Y June 19, 2020