Okay, let’s get the obvious out of the way – being homeless isn’t easy. Not only are there the obvious problems of food, water, and shelter, but if you have spent any time living in a big city, then you know of the intense competition for your spare change.

Though humor isn’t generally the first thing many of us imagine when we think of homelessness, this list features a group of funny homeless people who defy the stereotypes. We may not know these folks’ stories and can’t even begin to imagine their circumstances, but the one thing that they all have in common is the unimaginable strength to keep smiling, no matter what.

1Met this cool guy at McDonald’s with a hilarious sign & killer smile

2A homeless guy on Bourbon Street trained his dog to play 'passed out'. I paid a buck for this photo

3How much do you think a homeless man could make doing this?

4This homeless man's sign

5Hipster or homeless? Level expert

6Homeless people of Vegas, you are hilarious

7I just gave homeless man money for the first time in my life, without even raising my voice

8We have all seen our share of comedic homeless people signs, but this is the funniest I have seen

9Homeless guy's make-shift facebook page

10Of all the homeless people's signs I read this weekend, this was the best

11Creative homeless guy. The reverse ATM

12Came across this homeless man in San Diego

13The homeless people in Austin, TX are a bit different

14The only homeless man I gave money to

15Homeless dog. Shut up and take my money

16Clever homeless sign

17The naked invisible man

18A modern-day homeless guy

19This homeless guy totally gets it

20I have no idea why I find this so entertaining


22At least he’s honest

23Will play Nietzsche-trivia for a dollar

24I’m glad he still has his sense of humour

25Damn ninjas


Please enter your comment!
Please enter your name here

I accept the Privacy Policy