"Had a seemingly great first date. Came home and went to send him a thank you message and he'd already unmatched me. So confused as to...

An ex I walked out on last Christmas reappeared via email asking if I’d be in town so that he can give me a gift he’d previously bought...

We're talking bare-minimum dating and why so many singles have stopped trying to impress their matches. Plus, a woman writes in worried...

You're messaging with someone on Bumble or OKCupid and then, out of nowhere, they stop responding. Was it something you said? Maybe....

A reader asks what she should do about being uninvited to events because she's single. Sarah and I also parse an essay by a man weirdly...

There I was, innocently sipping my iced coffee, my gorgeous pitt bull snoring at my feet, when I saw this headline. She Ended Things...

After two weeks of texting and three dates, a woman I met on Tinder said she wasn't feeling it and wanted us to be friends. (We were...

I'm at the risk of becoming a 40-Year Old Virgin in a few years. My dating history is non-existant, and even in date settings I have...

Hello, I live in New York. I am Muslim and pretty much I’m open to having a relationship with anyone from any culture and religion. But I...

I really enjoy your website and your straightforward advice on dating. I’ve read so many of your readers unfortunate experiences when it...

What do you make of someone revealing their financial problems after only a couple of dates? In general, talking finances that early on...

Kevin asks: I have met 40-year-old women who are tentative about kissing after dinner or drinks at my place on the second or third (!)...

By all accounts, Emma is a catch. She’s funny, kind, and attractive. She works a job she loves and is described by many as a social...

Maureen asks: I'm beginning to look at dating five years ago as "the heyday of on online dating". Back then, people were mostly actually...

Jay asks: I want to discuss a trend that I have noticed recently. I'll start with an actual example. First off (for background), I am 31...

We're talking why men aren't called out more for being gold-diggers or attention whores; why you should never "High Fidelity" your past...

I'm not a fan of the new Instagram trend of posting trashy dating app messages hoping to become an influencer. Most of those accounts are...