You can wear almost anything to small claims court . The judge does not care what you are wearing .
Conclusion: Going to small claims court may be worth it for $500, but it will determine how you weigh your costs versus benefits. At a minimum, it is worth it to send a demand letter.
In New York City the Small Claims Court is a part of the Civil Court of the City of New York. It is an informal civil court where a person can sue another person or business for up to $5000 without needing to hire a lawyer.