Tag: Homeless (Page 3)

When's he's not playing a "that guy" he's actually their chaperone on field trips to the big city. Picture When's he's not playing a "that guy" he's actually their chaperone on field trips to the big city.
"I'm not dippin' into my Hello Kitty piggy bank for you, bitch. Getta job." Picture "I'm not dippin' into my Hello Kitty piggy bank for you, bitch. Getta job."
I should have majored in being homeless HotlinkI should have majored in being homeless
Homeless Guy does James Brown Video Homeless Guy does James Brown
"We befriended a homeless guy at Breakfast Club before the Purdue/Notre Dame game." Picture "We befriended a homeless guy at Breakfast Club before the Purdue/Notre Dame game."
"We always knew he would make it on TV some day." Picture "We always knew he would make it on TV some day."
Derrick Comedy: Shouting Homeless Realtor Video Derrick Comedy: Shouting Homeless Realtor Original
+500,000 views
Boston Drummer Video Boston Drummer
Can you guess which one is not going back to a house after being at the bar? Video Can you guess which one is not going back to a house after being at the bar?
Cardboard Capitalists by Top Shelf Sketches Video Cardboard Capitalists by Top Shelf Sketches
"After a long day of drinking and being rowdy at Preakness, my buddy paid a homeless black man $5 to take him back to his car." Picture "After a long day of drinking and being rowdy at Preakness, my buddy paid a homeless black man $5 to take him back to his car."
Homeless merman. Picture Homeless merman.
This one's free - your sign isn't funny. Picture This one's free - your sign isn't funny.
"Some homeless guy wandered into our cafeteria and for some reason had a target spray painted on his ass." Picture "Some homeless guy wandered into our cafeteria and for some reason had a target spray painted on his ass."
Passive Help Video Passive Help
+250,000 views
Dear Homeless Man On The Bus Article Dear Homeless Man On The Bus
Found him! Picture Found him!
He's asking for money and he's not even playing the guitar or anything? Picture He's asking for money and he's not even playing the guitar or anything?
Drunk in new orleans Video Drunk in new orleans
A twist on the cliche' and lazy homeless costume. Picture A twist on the cliche' and lazy homeless costume.
A professional dancer. Picture A professional dancer.
He needs three times as much money as he thinks he does - those women are going to want some drinks too. Picture He needs three times as much money as he thinks he does - those women are going to want some drinks too.
Asking for money next to the ATM - all beggars should be this clever! Picture Asking for money next to the ATM - all beggars should be this clever!
"Homeless crossdresser, Leslie, in Austin biting my sister's boob for a quarter." Picture "Homeless crossdresser, Leslie, in Austin biting my sister's boob for a quarter."