Do I check the box that says my wife contributed to my HSA, since I use the money from her account to pay my medical expenses?

[MindyB]

No, if you do not have your own HSA, and she is just paying your medical expenses to the providers with that money.  If it is her HSA, she will report the contributions and withdrawals.  One with a family HSA can spend the money on themselves, their spouse, or dependents.