What is he, a tree?

Your better off letting some other claim him.

No sorry, here's to wishful thinking though.

YES, BUT CLAIM AS HEAD OF HOUSEHOLD, BUT ONLY IF YOU AND YOUR BOYFRIEND LIVE THERE.

It is possible to claim your boyfriend as a dependent based on dependency tests that must be met. There are four tests for a qualifying relative which, regardless of the name, is the only category your boyfriend may qualify as a dependent. Here are the four tests: 1. Not a qualifying child - a child cannot be your qualifying child or the qualifying child of anyone else. Your boyfriend probably meets this test. 2. Member of household or relationship test - They must live with you the entire 12 months of the tax year unless they are related to you. From the details in your question he meets this test. 3. His gross income must be less than $3,500 for tax year 2008. The definition of gross income is all money (unemployment benefits), services and property received that is not specifically exempt from tax. 4. You must have provided more than half of his total support for the year. Total support would include sources of tax-exempt income also. This includes items such as food stamps, social security benefits, welfare, housing, and veteran's nontaxable benefits. To determine if you provided more than half of his total support you need to take all support provided by you and compare it to the support he provided for himself to see if you provided more than half. IRS provides a worksheet to help determine support in IRS Publication 17, Your Federal Income For Individuals. It is on page 33.