Strange but True Tax Write-Offs You Didn’t Know About

When most people think about tax deductions, they picture the basics: mortgage interest, charitable donations, medical expenses, maybe some business costs if they’re self-employed. But hidden deep inside tax codes around the world are deductions that sound so unusual, they almost feel like urban legends.

And yet they’re real.

Some tax write-offs exist because lawmakers never anticipated how creative (or specific) real life could be. Others were introduced to support certain professions, lifestyles, or economic behaviors. The result? A fascinating list of strange but legitimate tax deductions that most taxpayers have never heard of.

Let’s explore some of the most surprising ones—and why they actually make sense.

Important note: Tax rules vary by country and change often. Always consult a qualified tax professional before claiming any deduction.

tax deduction

1. Pet Expenses… When Your Pet Has a Job

For most people, pet expenses are strictly personal and not deductible. But there’s a twist: if your pet serves a legitimate business purpose, some costs may qualify as write-offs.

Examples include:

  • Guard dogs used to protect business premises

  • Animals used in breeding, farming, or agricultural businesses

  • Therapy animals used in licensed healthcare practices

  • Cats kept specifically for pest control in warehouses or shops

In these cases, expenses like food, veterinary care, and training may be deductible—but only to the extent that the animal serves a business function.

Why it exists: If an animal directly contributes to income generation or business protection, tax authorities often classify it as a business asset rather than a personal pet.

2. Job Interview Expenses (Yes, Even When You Don’t Get the Job)

If you’re actively searching for work in the same field, certain job-hunting expenses may qualify as deductions.

These can include:

  • Travel costs to interviews

  • Resume printing

  • Professional portfolio preparation

  • Employment agency fees

The catch? The job must be in the same industry as your previous or current profession, and in some countries, you must already have an established work history.

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Why it exists: Tax systems often recognize job searching as an extension of employment, especially when it’s necessary to maintain income.

3. Haircuts, Makeup, and Clothing… Sometimes

Normally, personal grooming is not deductible. But for performers, actors, models, TV presenters, and certain public-facing professionals, appearance-related expenses can be considered business costs.

Examples:

  • Stage makeup required for performances

  • Wigs or special hairstyles used only for work

  • Clothing that cannot reasonably be worn in everyday life (costumes, uniforms, branded outfits)

Why it exists: If the expense is strictly required for professional work and not suitable for personal use, it may qualify as a legitimate business expense.

4. Moving Expenses (Under Specific Conditions)

Moving costs are often assumed to be nondeductible—but under certain employment or business-related circumstances, relocation expenses may qualify.

These can include:

  • Transportation of household goods

  • Temporary storage

  • Travel costs to the new location

Why it exists: Governments want to encourage workforce mobility and reduce barriers for people who move for economic reasons.

5. Sunblock, Sunglasses, and Protective Gear

This one surprises many people.

If you work outdoors and are exposed to environmental hazards, protective gear may be deductible, including:

  • Sunscreen for outdoor workers

  • UV-protective sunglasses

  • Safety helmets, gloves, and protective clothing

Why it exists: When an item is necessary to protect health while performing job duties, tax systems often classify it as a work-related expense rather than a personal choice.

6. Professional Development… Even the Weird Stuff

Education deductions aren’t just for degrees or certifications. In many cases, unusual training expenses are deductible if they maintain or improve job-related skills.

Examples:

  • Voice coaching for public speakers

  • Acting classes for corporate trainers

  • Leadership retreats

  • Specialized workshops or conventions

Why it exists: Skill development directly supports earning potential, and tax authorities often recognize lifelong learning as a legitimate work expense.

7. A Home Office That’s Actually Legit

Many people think home office deductions are risky or impossible—but they’re actually allowed if done correctly.

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You may qualify if:

  • The space is used regularly and exclusively for work

  • It’s your principal place of business

  • You meet local tax authority requirements

Expenses may include:

  • A portion of rent or mortgage

  • Utilities

  • Internet

  • Maintenance

Why it exists: Remote work and self-employment have become essential parts of modern economies, and tax systems have adapted accordingly.

8. Gambling Losses (Yes, Really)

This one sounds counterintuitive—but gambling losses may be deductible, often up to the amount of gambling winnings.

Conditions usually include:

  • Proper documentation

  • Losses claimed only against reported winnings

  • Compliance with local regulations

Why it exists: If gambling winnings are taxable income, fairness dictates that losses be acknowledged as well.

9. Body Modifications for Work

Believe it or not, certain body modifications may be deductible in rare circumstances.

Examples include:

  • Cosmetic procedures required for acting roles

  • Physical alterations necessary for performance art

  • Medical procedures linked directly to professional demands

Why it exists: When a modification is required solely for income-producing work and not personal preference, it may qualify as a business expense.

10. Bad Debts You Never Got Paid For

If you loaned money as part of a business arrangement and were never repaid, bad debts may be deductible.

This includes:

  • Unpaid invoices

  • Loans made in the course of business

  • Certain investment losses

Why it exists: Tax systems aim to tax real income—not money that was never actually received.

tax deduction

11. Charitable Donations… Including Unusual Ones

Charity deductions go beyond cash.

You may be able to deduct:

  • Clothing donations

  • Furniture

  • Vehicles

  • Volunteer-related expenses (mileage, supplies)

Why it exists: Governments encourage charitable giving by offering tax incentives for generosity.

12. Phone Bills, Streaming Services, and Subscriptions

If you use digital services for work, a portion of these expenses may be deductible.

Examples:

  • Phone plans used for business calls

  • Streaming services for media research

  • Software subscriptions

  • Cloud storage

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Why it exists: Modern work relies heavily on digital tools, and tax systems increasingly recognize these as necessary business expenses.

13. Therapy and Mental Health (In Some Cases)

Under certain conditions, mental health expenses may qualify, especially when related to medical necessity or work-related stress.

Examples:

  • Therapy prescribed by a professional

  • Counseling for job-related trauma

  • Rehabilitation programs

Why it exists: Mental health is increasingly recognized as essential to productivity and well-being.

14. Disaster Losses and Unusual Property Damage

If your property is damaged by unexpected events—fires, floods, storms—some losses may be deductible, even if insurance doesn’t cover everything.

Why it exists: Tax systems aim to provide relief when taxpayers experience significant, uncontrollable financial losses.

Why These “Strange” Write-Offs Exist

At first glance, these deductions sound bizarre. But they all share a common logic:

  • They support income generation

  • They encourage economic participation

  • They recognize real-world costs of earning money

  • They aim to tax net income, not gross hardship

Tax codes are less about loopholes and more about economic behavior.

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Picture of Sierra Callahan

Sierra Callahan

Picture of Sierra Callahan

Sierra Callahan

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