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

Executive Hobo

A well dressed urban hobo that uses his better dressed and well kempt appearance to disarm those who they come upon before they panhandle a smoke, some cash or a beer from you.

"Wow man, that guy was an Executive hobo - I thought it was just some old guy hangin out in the park and making conversation but he asked me for one of my beers, some change and your Mom's phone number"!
I only gave him your Mom's number.

by Frank "Chili" Sanchez Hungwell September 20, 2006

Hobo Bagging

Hobo Bagging

1. To place your alcohol bottle in a brown paper bag.

2. To insult a person of dubious residential status

Are you "Hobo Bagging" that bottle of hooch?

by @JameySuede September 15, 2010

Hobo gifting

The art of stealing your freinds shit to give it to a hobo

"Joe you done with that drink? No cool here you go hobo" hobo gifting

by The3amigos September 23, 2016

hobo lemonade

When you are either too broke or cheap to order a real drink, you ask the waitress for a glass of water with a slice of lemon. You then squeeze the lemon slice into the water and add sugar to make hobo lemonade.

I wanted a soft drink, but this place charges $2.95. Guess my broke ass will be drinking hobo lemonade again.

by Shan-Wow January 3, 2012

hobo tan

The toilet-shaped hickey you get when you sit on the toilet for two long.

I was on the toilet so long i got a really bad hobo tan.

by General Ray November 17, 2021

War hobo

A Minecraft player who plays for the sole purpose of PvP and fighting. Always uses a netherite axe or sword with strength II potions and harming arrows available at all times.

Player: ur a war hobo
Player2: cringe

by apiots June 16, 2021