Tax season is upon us. Around this time of year, many accountants and taxpayers are scrambling, trying to figure out the smartest and most creative tax deductions.

The Internal Revenue Code is jam-packed with all sorts of tax deductions. Some taxpayers have been creative over the years and come up with some truly crazy schemes to deduct expenses on their tax returns.

Here are five of the weirdest tax deductions approved by the IRS:

Keep in mind, these are only a few of the weird tax deductions that the IRS has approved. Of course, there have been even weirder deductions that were not allowed by the IRS. For example, an elderly man once tried to deduct his payments to sex workers (i.e., prostitutes) as medical expenses, showing literature that spoke to the “positive health effects of sex therapy.”

Nice try, but no.

Related Resources:

  • IRS Approved: 8 Crazy Tax Deductions (The Fiscal Times)
  • Best Tax Deductions for Professionals (FindLaw)
  • How to Deduct Coffee, Donuts as Biz Expenses (FindLaw’s Free Enterprise)
  • Browse Tax Lawyers by Location (FindLaw)

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