The correct term is "self-employed"; you would receive a 1099 only if your clients held up their end of the legal requirements and obtained your real name and SSN, then sent you a 1099-MISC at the end of the year if they paid you more than $600. Like that's gonna happen.
For people with no withholding, estimated tax payments are due on April 15 for the first quarter, and June 15, September 15, and December 15 after that.
How do you figure how much estimated tax to pay? Well, you can essentially do a tax return each quarter and pay that amount, but there's an easier way to avoid penalties for underpayment. If you pay the IRS at least 90% of the current year's eventual tax total OR 100% of your total tax liability from the previous year, you'll be okay.
If you consider taking the home office deduction, you should know that the IRS has a three-part test for determining the deductibility of all or part of your home’s cost: The part of your home used for business must be used exclusively for business, it must be used on a regular basis for business, and it must be your principal place of business. Many tax pros consider the home-office deduction to be an audit magnet, and I'd suggest that whatever marginal benefit you might derive from the deduction isn't worth the additional complications and risk.
As a self-employed individual, you must pay self-employment tax and complete Schedule SE. This will be 15.3% of the net income computed on your Schedule C, which is the schedule you use to report your business's income and expenses. (The rate is equal to the 7.65% you would have deducted from your check if you were an employee, plus the 7.65% that your employer would pay.) You can take a deduction for one-half of the self-employment tax on Line 27 of Form 1040.
Someone above suggested that your clothing would be deductible. That's true only if it has no other practical use outside your work -- uniforms can be deductible for some people who wear them, but business suits aren't.
I once worked with a tax accountant who said, "It's all deductible -- until they catch you." I'm sure many escorts don't comply with the tax laws and suffer no consequences. The one complicating factor in this business is if a client knows your real name and, for some reason, decides that the IRS needs to be informed of a potential case of tax evasion, you'll have some problems.
Originally Posted by Sir Lancehernot
Just wanted to expound a bit on Sir Lanchernot's sage advice:
With respect to the home office deduction, there is a back-end complication that should be considered. The deductions for home office use taken over the years to reduce taxes may not be too great in any single year, but will add up over time. When the home is sold, there is a corresponding offset applied that will lower the "basis" of the home purchased(what you have in it), for purposes of figuring gain on the sale.
In our current federal tax environment of a liberal exemption from capital gains on sale or exchange of principle residence, it may not be a factor for many of us. But should Congress revisit the issue.....