10 Craziest
Tax Deductions

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• 

  Trying to come up with extra deductions to pump up your refund? You're not alone.
  
  Over the years, your fellow taxpayers have beaten IRS in court on payments for many crazy things that most of us wouldn't dream of claiming.
  
  Click through our gallery to see what Kiplinger thinks are the oddest deductions allowed.
  
  Next: Pet Food

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• Pet Food

  Pet Food

  
  A couple who owned a junkyard were allowed to write off the cost of cat food they set out to attract wild cats. The feral felines did more than just eat. They also took care of snakes and rats on the property, making the place safer for customers. When the case reached the U.S. Tax Court, IRS lawyers conceded that the cost was deductible.
  
  Next: Moving Family Pet

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• Moving Family Pet

  Moving Family Pet

  
  If you are changing jobs and meet a couple of tests, you can deduct your moving expenses -- including the cost of moving your dog, cat or other pet from your old residence to your new home. Your pet -- be it a Pekingese or a python -- is treated the same as your other personal effects.
  
  
  Next: Trip to Bermuda

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• Trip to Bermuda

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  Trip to Bermuda

  
  Bermuda is a great place to schedule a tax write-off because business conventions held in Bermuda are deductible without having to show that there was a special reason for the meeting to be held there. That's a sweet perk. Attend a convention in Paris or Rome or Beijing, though, and there's no deduction unless you can show it made as much sense to travel abroad as to head to Pittsburgh.
  Next: Body Oil

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• Body Oil

  Body Oil

  
  A pro bodybuilder used body oil to make his muscles glisten in the lights during his competitions. The tax court ruled that he could deduct the cost of the oil as a business expense. However, the Court frowned on his deductions for buffalo meat and special vitamin supplements to enhance strength and muscle development.
  
  
  Next: Private Airplane

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• Private Airplane

  A Private Airplane

  Rather than drive five to seven hours to check on their rental condo or be tied to the only daily commercial flight available, a couple bought their own plane. The tax court allowed them to deduct their condo-related trips on it, including the cost of fuel and depreciation for the portion of time used for business-related purposes, even though these costs increased their overall rental loss.
  
  Next: Babysitting Fees

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• Babysitting Fees

  Babysitting Fees

  Fees paid to a sitter to enable a mother to get out of the house and do volunteer work for a charity are deductible as charitable contributions, according to the tax court, even though the money didn't go directly to the charity.
  
  
  
  Next: Breast Augmentation

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• Bigger Breasts

  Breast Augmentation

  
  To get more tips, a stripper with the stage name "Chesty Love" decided to get breast implants to make her a size 56-FF. A tax court judge allowed Chesty to write off the cost of her operation, equating her new, um, assets to a stage prop. Alas, the operation proved to be a problem for Chesty. She later tripped and ruptured one of her implants.
  
  
  Next: Landscaping

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• Landscaping

  Landscaping

  
  A sole proprietor who regularly met clients in an office in his home can deduct part of the costs of landscaping the property. The deductible portion is based on the percentage of the home that is used for business, according to the tax court. The court also allowed a deduction for part of the costs of lawn care and driveway repairs.
  
  
  Next: Free Beer

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• Free Beer

  Free Beer

  
  In a novel promotion, a gas station owner gave his customers free beer in lieu of trading stamps. Proving that sometimes beer and gasoline do mix, the tax court allowed the write-off as a business expense.
  
  
  
  
  
  Next: Swimming Pool

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• Swimming Pool

  Swimming Pool

  A taxpayer with emphysema put in a pool after his doctor told him to develop an exercise regime. He swam in it twice a day and improved his breathing capacity. The tax court allowed him to deduct the cost of the pool (to the extent the cost exceeded its added value to the property) as a medical expense because its primary purpose was for medical care. Also deductible: Pool-heating costs, pool chemicals and part of insuring the pool area.
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