Annie is "cheap" and had announced that she would rather not go to her brother's wedding than spend money on kenneling her dogs. We offered $200.

Annie has a boyfriend we detest (he cheated on her, hit her and is a "user"). He is not welcome at our house. We found out that instead of paying the kennel she gave him the $200 to take care of the dogs. She said it would have cost $300 at the kennel, so it would be cheaper to have the boyfriend watch the dogs. He doesn't have a steady job.

We felt she lied to us and that she should pay us back. We would rather have paid $300 to the kennel than give money to her boyfriend.

Is it wrong for us to ask for the money back?

You say Annie's boyfriend is a user, but she sounds pretty savvy too. (She knows how to work you.)

You gave her $200 for kenneling the dogs, and she could probably argue that her boyfriend provided kenneling services. Unless you specified the venue in advance, I think she's got you.

However, if you choose to support her purchases in the future (I wouldn't recommend it), you should pay the vendor directly and turn off the cash spigot.

If the cash dries up, her boyfriend might dry up and blow away too.