Let me start off by saying that I am neither a provider not am I giving you professional advice.  Having said that, I think it is perfectly OK to put your night and weekend job on the IRS forms.  I don't think that information is shared on an interagency level.  The IRS just wants its money.  However, I can see how you're in a difficult position because what you do is not considered socially acceptable (although I find it perfectly acceptable).

I've used CPA's to do my taxes for years and years. Apparently, escorts pay their taxes because both of my CPAs have clients in the biz. Don't be surprised, in other words, if the CPA you choose doesn't bat an eye.

The irony would be thick if the same CPA has both escorts and Vice LE as clients. 8-) But then again, LE don't earn enough to use a CPA, and they probably don't declare their graft.

consultant---if you're ever audited they routinely ask for all your bank and savings statements so it is wise to realize your existing job might not support you being able to have all your investments.  I have a CPA who does mine.  I do receive 1099's from some of my clients once they get over the initial shock that I encourage them to send me one.  This only flies for the self-employed.  I have a dba on file along with a business license as a consultant. As far as I'm concerned this is a professional business and handle the financial side of it with due diligence in case I am ever audited I can prove my deductions  and clarify all income and what isn't income. It is difficult to make major purchases without a income tax return.