How to determine proper, precise trademark classification for possible trademark application, if self-directed?

This website will help you identify the correct classification: http://tess2.uspto.gov/netahtml/tidm.html If you need extra help, the USPTO...

Can I still trademark what is rightfully mine if he hasn't been granted the Trademark yet? USPTOsays he is live,same as granted?

Yes, you can still apply for the mark but it will be blocked by the earlier filed application if the mark is in the same or a related class of...

Pending Motion for Summary Judgment at the Trademark Trial and Appeal Board Cancellation proceeding

Yes, you can file an action in federal court while a TTAB action is pending. In fact, I have done this in order to get monetary damages (since...

I want to use the original photo from a manufacturer catalog for a subsequent resale of some clothes I bought as a consumer.

I would agree with the other attorneys - best to take your own photos of the clothing you are re-selling.

I recently received an email from my isp regarding copyright infringement. Im not sure wether to ignore it or pay settlement?

I agree with the other attorneys - your first step is to hire an Intellectual Property attorney to discuss your best course of action.

Can I amend a trademark registration after the certificate has been issued

Unfortunately, you can never add items to a trademark registration after it has been registered. You will have to file a new application for those...

Yes, you would certainly open yourself up to liability using a celebrity's likeness.