254. Breadcrumbed by a Bartender, Boring Dates & Low Attraction (Dating Dilemmas)

254. Breadcrumbed by a Bartender, Boring Dates & Low Attraction (Dating Dilemmas)

In this episode, I'm answering four listener dating dilemmas, from deciding whether a "boring" but stable guy is worth more dates to navigating attraction when everything else aligns, to catching feelings for a newly single college friend, to dealing with a breadcrumbing bartender. I'm sharing how to tell the difference between "boring" and "bored," a better way to think about attraction, and why "right person, wrong time" is a trap.

Want my advice on your situation? ⁠Submit your dating dilemma here.


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Sleepless in Seattle with Talia Koren: Rom-Com Vom

Sleepless in Seattle with Talia Koren: Rom-Com Vom

This episode originally aired on Sex Ed with DB! In Sleepless in Seattle, a woman hears a stranger’s voice on the radio and decides she has to be with him. A few cross-country flights, some light stal...

31 Touko 32min

267. The Unexpected Truth About Finding Love Later In Life w/ Sandy Weiner

267. The Unexpected Truth About Finding Love Later In Life w/ Sandy Weiner

I'm chatting with Sandy Weiner, a dating coach who has spent 13 years helping people date after divorce, and started her own dating journey at 52 after leaving a 23-year marriage. We're discussing eve...

29 Touko 56min

266. The Check-In Questions I Swear By + Tips For Starting

266. The Check-In Questions I Swear By + Tips For Starting

Communication is the most important thing in a relationship, but no one tells you what good communication actually looks like in practice. In this episode, I'm getting into relationship check-ins: the...

26 Touko 31min

265. Yes, You Can Become More Secure While Actively Dating  w/ Trevor Hanson

265. Yes, You Can Become More Secure While Actively Dating w/ Trevor Hanson

I'm chatting with Trevor Hanson, a licensed marriage and family therapist. He and his team at The Art Of Healing help people move from anxious attachment to secure attachment in a structured, results-...

22 Touko 53min

264. Why They Seem Emotionally Available Until Things Get Real (Dating Dilemmas)

264. Why They Seem Emotionally Available Until Things Get Real (Dating Dilemmas)

Emotional availability is one of the most desired traits in a partner, but it's so hard to find. In this episode, I'm walking through four real listener dilemmas that show how emotional unavailability...

19 Touko 32min

263. Subtle Lies People Tell in Early Dating & How To Spot A "Dogfish" w/ The Dating Detectives

263. Subtle Lies People Tell in Early Dating & How To Spot A "Dogfish" w/ The Dating Detectives

I'm chatting with Hanna Anderson and Mackenzie Foltz, the co-hosts of The Dating Detectives, a podcast that combines real PI work with deeply ethical storytelling about people who got conned in love. ...

15 Touko 53min

262. When You Don’t Feel Attracted Right Away (How Long To Wait)

262. When You Don’t Feel Attracted Right Away (How Long To Wait)

In this episode, I'm covering how attraction actually works when you're dating for a long-term relationship, from how to know if you're attracted to someone and what's "enough," to how long to give it...

12 Touko 42min

261. Kids vs Childfree: Dating When You're Unsure or Mismatched w/ Keltie Maguire

261. Kids vs Childfree: Dating When You're Unsure or Mismatched w/ Keltie Maguire

I'm chatting with Keltie Maguire, a life coach who specializes in helping people navigate the kids-or-child-free decision — a topic we've never covered on this show before. After spending years as a f...

8 Touko 59min

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