Hmm...this post made me think of the Grapes of Wrath, Okie to Ca on a shoe string.

Nothing wrong with begging for money to finance a cycle tour. But please don't attach a 'charity' to it. Just plain dishonest and gives cycle touring a bad rep. Many churches will help travelers out with funds or places to stay overnight. I've been hit up several times by guys on bicycles riding through, and usually help a little. They're usually a little mentally wacky.

Frankly, sounds to me like your first concern should be to find some gainful employment, seeing as how you are nearly broke. Then, with your earnings, consider touring during your time off work.