The key to being a successful homeless person is making a funny or ironical sign. Once you've made a great sign and earned enough money to have disposable income, the the next thing you need to do is find a homeless girlfriend who doesn't have any teeth. Then all you need is a Gatorade bottle, an iPhone and a 1970's issue of Playboy. Having a samurai sword doesn't hurt either. Link below for the 5o funniest homeless signs.
http://manofest.com/index.php?option=com_joomgallery&func=detail&id=3092&Itemid=58
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