Unlikely, unless there are some particularly bad facts. However, it is a misdemeanor and jail is a a theoretical possibility so hire an experienced local criminal defense attorney.
How can you reasonably expect total strangers to answer that question? It depends on you, your lawyer, the DA and the judge. Petit Larceny is a misdemeanor punishable with up to one year in jail and as little as nothing.
Any response I provide is meant as a general view on the subject and is no way intended to be specific legal advice to any individual. If you wish specific advice, you should hire and consult with an attorney of your choosing.
You need a criminal law attorney. I hope you are not on probation for the first case. Search for a local lawyer here on AVVO by using the Find A Lawyer tab at the top of the page. It is free and easy to use.
This response is only a basic answer to your question and is not intended to be legal advise. It is your job to hire an attorney and to discuss the specifics of this question with him or her. I am not giving you specific legal advise and there is no attorney-client relationship created by my answer to your question. The choice of an attorney is an important decision that you must make and that choice should not be made upon adverting alone.
It is unlikely, but according to the law you can be incarcerated because the crime is a misdemeanor. Seek a consult with a criminal defense attorney. Best of luck.
I've been practicing criminal law in the Buffalo area for the last sixteen years, and I'd be happy to discuss your case with you. If these two arrests are your only prior arrests, then the ADA can probably be convinced to offer you a non-criminal violation, and the judge would hopefully grant you a conditional discharge with continued counseling.
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