I am a 39-year-old woman dating a 42-year-old man who works as a freelance tennis coach. We have been dating for five years, and every year his very wealthy parents say that he needs to “earn more” ...

A Chicago-area family is pleading for help after an American pilot was jailed overseas during what was supposed to be a routine fuel stop. For nearly six weeks, Brad Schlenker has been detained in ...

Q: My boyfriend is generally pretty careful about spending money. He likes to limit how often we order in, and when we travel, he’s always trying to book the cheapest flights, accommodations, and ...

Some moments are so gentle they feel unreal. In this heart-melting clip, a parrot decides that a sleeping toddler deserves nonstop affection. Completely unaware, the little one remains deep in ...

Amid conflicting guidance, GLP-1 weight-loss trends and recent updates to dietary guidelines, navigating nutrition advice can feel overwhelming. As weight-loss conversations increasingly focus on ...

Most of us love the convenience of shopping online and getting our packages delivered right to our front door. That’s not the case for one local woman and her family. They’ve been getting unexpected ...

An extended friend group has had it with the boyfriend updates, but apart from oblique jokes, no one is willing to address their friend’s fixation directly. By Philip Galanes I am part of a friend ...

I’m dating a guy who is up to his eyeballs in student loans from his 20s. Long story short, it took him 10 years and more than $100,000 in student loans to earn his bachelor’s degree in finance. We’re ...

(Annie Lane is out this week. The following column first appeared in 2023.) Dear Annie: My wife and I are both successful professionals and empty nesters who have a great marriage and a lot to be ...

Dear Annie: My name is Rosalynn. Growing up, my family called me Rosie. I never minded it, but once I left home, I started going by Rosa, which I felt seemed better suited to the working world and ...

Dear Eric: My husband’s family has a long-standing tradition of not buying Christmas gifts for adults, just the small children. It keeps Christmas less hectic and allows us to concentrate on what’s ...