In online dating, I often see two competing factors:

1. People genuinely want to meet someone great (or at least they think they do).

2. People are lazy and don’t take the time to do online dating well … or at all.

This conversation happened to a client of mine (the woman in this exchange) on Bumble:

Her: Do you still drink iced coffee ...Read more

Dear Anna,

I was 23 when I finally got my own place. There was this attractive guy who lived down the hall from me and we had some flirty exchanges that eventually led to a hookup. Just a one-time thing, and afterward we'd only exchange quick hellos if we ran into each other. A few months later, I met my current boyfriend, who I've been with ...Read more

Dear Anna,

My husband and I welcomed our beautiful daughter six months ago, and while we're absolutely in love with her, I feel like my husband and I are just ships passing in the night. Between diaper changes, feedings and sleep deprivation, our relationship has taken a backseat. Date nights seem like a distant memory, and when we do have a ...Read more

Whether you're navigating first-date logistics or attempting to decide dating app behavior, dating today comes with a thousand tiny decisions that can leave you second-guessing.

I get these kinds of questions all the time, so here’s a roundup of real scenarios — with my unfiltered takes — on how to handle them. Spoiler: None of these ...Read more

Dear Anna,

After 12 years of marriage (17 together), I (38F) am ready to end things with my husband (40M). We've had our ups and downs — early struggles when he was unemployed, ongoing imbalance in household responsibilities and communication issues. While I handle most domestic tasks despite earning more, he contributes minimally and seems ...Read more