I’m not 100% sure and it probably depends on your plan. According to this website, a toothbrush is considered a personal use item that cannot be charged to an HSA. Cigna’s website says that as long as it comes with a physician’s diagnosis letter (i.e. you have bad gingivitis, or something like that), it can be reimbursed (scroll down to E for electric toothbrush). Also, according to the IRS, “Medical expenses are the costs of diagnosis, cure, mitiga- tion, treatment, or prevention of disease, and the costs for treatments affecting any part or function of the body. They include the costs of equipment, supplies, and diagnostic devices needed for these purposes. They also include dental expenses. Medical care expenses must be primarily to alleviate or prevent a physical or mental defect or illness.” Probably your best bet is to check with your insurance company and consider buying them directly from your dentist and/or getting a doctor’s letter.