There are things like "new office chairs" "computer repairs" "software" If you know an SP you could buy her expensive things she might need like a new laptop, if the audit comes, the laptop slipped out of your hand into a puddle. you still have all the paperwork, for it. you had a networking issue and you hired a guy from craigslist to fix it, he seems to have moved. There is also getting a massage, as a medical expense. If you're going to do it, it's best to spread it around as much as you can. make sure to take advantage of say rebates buy a new lazer printer for the office and it costs $400 but don't mention the mail in rebate for $150. either way you do it, it's risky as hell. it might be an idea to take an accountant out for lunch make a joke about hookers then talk about deduction idea's.