Some TAX deductions

Here are some of the more creative deductions allowed, according to sources at H&R Block and the American Institute of Certified Public Accountants, and remember kids, don’t try this on your tax return without the supervision of a licensed professional.

Professional Losses

In 2007, the Tax Court ruled that Linda Myers could be considered a professional gambler and could therefore legally deduct all of her gambling losses (normally, the amount of gambling losses deducted cannot exceed the amount of winnings). Myers owned a trucking business where she worked 25-35 hours a week. But as a "professional gambler," she logged 40-60 hours per week in the casino playing slot machines and kept careful records of her hours and the amount of money she spent each day. She claimed she did not derive any enjoyment from gambling and considered it tiring work. The court ruled in her favor.

Deduction or Bust

If your body is your primary source of income--as it was for exotic dancer Cynthia Hess (also known as “Chesty Love”)--you might be entitled to deduct your “business expenses” or in this case, your breast implants. Hess successfully won her case against the IRS when the court ruled she could claim her size 56FF breast implants as a business expense because they could be viewed as a “stage prop.”

Claiming your Cat Food

In 2001, cat food was ruled as a business expense for Samuel and Carol Seawright, the owners of a scrap yard in Columbia, S.C. The Seawrights claimed the food was used to attract wild cats to keep snakes and rats away from their automobile salvage yard. The court agreed.

Music Really is Therapeutic

In 1962, a taxpayer was allowed to deduct the cost of a clarinet and clarinet lessons to correct a child’s “severe malocclusion” or overbite. The instrument was recommended as treatment by an orthodontist, thereby qualifying as a medical expense.

See Spot Move

Even the cost of moving your pet can be claimed as a moving expense. In 1966, the court decided the term "moving expenses" included the cost of moving a household pet.

Tax Breaks for Eating Organic

Before you go running to Whole Foods with this one, you'd better get a doctor’s note. In 1976, the Tax Court ruled that a taxpayer on a special, medically-required diet could deduct the cost differential between the cost of organic or chemical-free food and the cost of food that has been chemically treated, as a medical expense.