Cheating the IRS is illegal and dumb. That said, Details asked attorney Kelly Phillips Erb—who keeps a blog that welcomes cheaters—to evaluate a few of the more popular scams. "I find their logic interesting," Erb says.
- Hide Your Gambling Winnings: Doable, but a score of $1,200 at the slots or $600 at the track requires filling out a W-2G form. If you plan to deduct losses, keep a journal of the event—it will come in handy during an audit.