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The underground Mom Chat helping Philly parents fight loneliness

Life Advice / Dating Advice /

PHILADELPHIA — The Chat, as everyone refers to it, started with just a handful of moms. It was for the terrifying, thrilling moments of new motherhood: for grappling with breastfeeding, venting about in-laws and partners and sex, tracking milestones. It was especially for 3 a.m., when even in a city of 1.5 million people, it could feel like no...Read more

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How do I tell the person I'm dating to change?

Life Advice / Dating Advice /

As a dating coach, I sometimes have mixed feelings about what I learn in my job: On the one hand, I’m glad people feel comfortable enough with me to ask the questions they may not want to share broadly or ask their friends/family. And, on the other hand, well, sometimes I wish I didn’t know what goes on in the darkest depths of someone’s ...Read more

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Ask Anna: Dating someone polyamorous? Here's what to consider before making the switch

Life Advice / Dating Advice /

Dear Anna,

I recently started dating someone who's polyamorous. I've always been monogamous but I find myself intrigued by the possibility of exploring this with her. However, I'm worried about jealousy and whether I'm considering this for the right reasons. How do I know if I'm genuinely open to polyamory or just afraid of losing her? — Mono...Read more

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Ask Anna: New year, same problems? Relationship ruts and starting fresh

Life Advice / Dating Advice /

Dear Anna,

I moved to a new city for work last month, leaving behind a "situationship" that never quite became official. Now he’s texting wanting to try long distance, saying the new year made him realize what he wants, which is, evidently, me. I'm torn between giving this another chance and making a completely fresh start in my new home. ...Read more

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5 top tips for dating in 2025

Life Advice / Dating Advice /

After 13 years of helping people find love (and sometimes dodging a few bullets along the way), I’ve seen the dating landscape evolve dramatically.

Let’s look at five tips for navigating the dating world this upcoming year.

1. Curate your dating profile like it’s a first impression (because it is)

Your dating profile is your personal ...Read more

DREAMSTIME/TNS

Should we have 'the talk'? When? How?

Life Advice / Dating Advice /

Question: “I have been dating someone for three months, and we’re exclusive (not seeing other people). I’m ready to define the relationship (DTR) but don’t want to lose him if he’s not ready. How to have the talk?”

My response:

“For better or for worse (and I hope better, of course!), that's a risk you're going to have to take. I...Read more

 

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