In today's Dear Annie column, a reader struggles to set boundaries with a needy friend asking for a risky winter trip, and ...

She has been pressing me to drive her to a specialty clinic out of state. It would mean 3 to 4 days off work for me and an 8 ...

I don’t want to confront her harshly, especially since I’m one of the few people she has left, but I’m at a loss.

I don’t want to be a bad friend or make her feel rejected, but I don’t believe this trip will help her -- and I simply cannot ...

Dear Don’t Group Me: With the exception of family or close friend group chats, you’re right that these sort of mass messages ...

Her medical problems have increased over the past year, especially after “Elaine,” the relative she lives with, began ...

At the end of our marriage, I became ill and went on disability. With the increase in everything, I need financial help. Even ...

What might seem like a tempting choice now will only turn out to be disastrous in the long run. You already know the ending ...

"... being over 50 and on disability with medical issues is not at the top of anyone’s desires for a partner. I just don’t ...

I just don’t know what to do. Even in our marriage, he was never my physical, emotional or spiritual type. None of that has ...

In today's Dear Annie column, a reader wrestles with whether to take back her unfaithful ex-husband for financial security or ...

“How Can I Forgive My Cheating Partner?” is out now! Annie Lane’s second anthology -- featuring favorite columns on marriage, ...