Mother’s money hurts, not helps

Hi, Carolyn: Do I have a right to be upset by my mother-in-law’s monetary gifts?

Occasionally, my mother-in-law will send my husband a check, made out solely to him. I find out about it if I get the mail and specifically ask what my mother-in-law sent. I suspect there have been occasions where money has been sent and it was their little secret. I feel shut out, and this disturbs me.

We really don’t need the money, but my husband likes to gamble and usually spends it at the casino. My mother-in-law has a family member with a gambling addiction, so I know she would not approve of this, but she is unwittingly enabling this behavior. I’d rather the money be spent on something tangible, but I don’t know if I even have a right to be upset. It’s her money, and she’s giving it to her son. Should I just butt out?

– Not Particularly Grateful

If you think the only thing keeping spouses from sharing parental windfalls is an extra name on the “pay to the order of” line, then who’s the enabler here?

A check made out to your husband can only undermine your marriage if he chooses to gamble it away in secret.

So, yes, be upset at your husband. Even if you believe 100 percent that the money is hers and therefore his, you still have every right to your say: “Husband, it bothers me that we never talked about how we should handle these checks from your mom. If you believe they’re yours alone, then I don’t necessarily disagree, I’d just like to be part of that decision.”

This is where you also discuss your discomfort with the gambling.

Making mom-in-law the target of your resentment is just grabbing the easy way out, not to mention flatly unfair.

Dear Carolyn: I am going to a wedding in a month with my wife of 25 years. The three-day function will have many people from my past.

Two of my past high school/college flames will be attending. My wife doesn’t know them, nor of my past relationships with these women. They have never come up in any past discussions. My wife is aware they will be there, but believes they were simply friends without benefits. I have not been in touch with them since the 1970s.

I am assuming my intimate past with them will NOT come up, but one never knows as the booze will flow.

Should I tell her before we go, or hope that discretion will hold out?

– Wondering in Atlanta

I know using your sincere request for advice as a cautionary tale is exploitive and unfair, but I’m doing it anyway:

If there’s something you feel you just can’t tell your potential/new romantic partner for fear of scaring the person off, please take that as a sign that it’s exactly what you need to discuss with this person. Or, in this case, needed to have discussed 25-plus years ago.

You can either tell her about these women, or you can decide that conversation between two middle-agers is too ridiculous to have and instead let the weekend play out.

Sometimes you just have to hope you married well – and have fewer drinks than your date.