Dear Amy: My mother-in-law dresses in clothes that are too tight or too short. The clothes aren't revealing, necessarily, but they don't flatter her at all. They make it look like she has absolutely no sense of style. I feel bad for her.
I know that she thinks she looks good in these clothes, but I also know that she would want to know if something looked bad on her.
The problem is, I have absolutely no idea how to broach the subject. She's an extremely sensitive person, and I have trouble talking to her about anything even remotely serious. I have made her cry on occasion just for bringing something up that other people wouldn't think twice about.
Should I tell her what I think? If so, what should I say?
Amy says: Your mother-in-law does not dress for you. She dresses for herself. She no doubt chooses her clothing with some care, and she likely believes she looks good in what she has chosen to wear.
So you should respect her taste and her choices, and if she likes the way she looks — you should understand and choose to tolerate it.
In short, stand down. If she asks you about her clothing, you should comment positively about a particular look you believe does flatter her.
Break the pattern
Dear Amy: During the pandemic, my husband and I formed our own little "pod" with our next-door neighbors and started having weekly meals with them, a practice that has continued.