what does "chipperdale"mean?
He heard him say, "I got news for you. Buck told me Oliver Hutto takened a boat from Jacksonville to Boston and figgered on bein' there a while before he shipped agin. He give Twink Weatherby money and she slipped off to Jacksonville and got on a boat and follered him. Lem's rarin'. He says do he meet Twink and Oliver, he'll kill 'em all two."
Jody heard his mother's bulk, turning, creak the bed.
She said, "Now if the gal's honest, why don't Oliver marry her and be done with it? If she's nothin' but one o' them leetle ol' chipperdales, why do he mess up with her?"
"I couldn't rightly say. Been so long sincet I was a young buck, studyin' on courtin', I disremember how Oliver mought figger."
"Anyways, he hadn't ought to of let her foller him that-a-way."

Question

what does "chipperdale"mean?
He heard him say, "I got news for you. Buck told me Oliver Hutto takened a boat from Jacksonville to Boston and figgered on bein' there a while before he shipped agin. He give Twink Weatherby money and she slipped off to Jacksonville and got on a boat and follered him. Lem's rarin'. He says do he meet Twink and Oliver, he'll kill 'em all two." 
Jody heard his mother's bulk, turning, creak the bed. 
She said, "Now if the gal's honest, why don't Oliver marry her and be done with it? If she's nothin' but one o' them leetle ol' chipperdales, why do he mess up with her?" 
"I couldn't rightly say. Been so long sincet I was a young buck, studyin' on courtin', I disremember how Oliver mought figger." 
"Anyways, he hadn't ought to of let her foller him that-a-way."

Answer

I cannot find this anywhere, but context suggests it has the same meaning as "chippy", referring to a woman of less than sterling reputation.

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I completely agree.  What is the point of learning language you are NEVER going to be able to use unless you find the tiny area of a country where people actually speak like this.

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I can barely understand this and I am a native speaker - I can't see what possible merit there is in studying a text like this - it really isn't going to help you to learn English that is going to be useful in everyday conversation.

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Why is everyone studying these poor examples of English text? They are riddled with misspellings, slang and old terminology. Few people actually talk like this. This seems counterproductive.

Given the context, it could mean dishonest, promiscuous or have some other negative meaning. Truthfully, I don't know for sure.