Flirtin After Forty

This episode swings from light to heavy: I share how J-Man and I turned a not-so-great day into a fun night (hello, nachos and late-night talks) by learning how to ask the right questions. Then I dive back into the story I promised—my time with “the Lieutenant.” Think poly dating, awkward girlfriend/wife dinners, and the slow realization of how easy it is to shrink yourself in toxic relationships. It’s raw, it’s real, and it’s exactly why I believe in sharing these stories—so none of us have to repeat them.

This week I share two sides of my story: the joy of feeling truly seen in a new relationship, and the courage to finally speak about a painful chapter from my past. For the first time, I’m opening up about an abusive relationship that changed me—and how therapy, friendship, and green flags have helped me reclaim my power.

From launching a business straight from my Jamaica daydreams to introducing J-Man to the kids (yeah, I did that), I’m all about bold moves this week. Spoiler: things are going really freaking well. Oh, and if you think your dating life is messy, wait until you hear the rant from a guy who’s mad about septum piercings, tattoos, and independent women. Bless his heart.

This week I’m spilling the tea on belly flop parties, surprise costumes, and what it feels like to finally date someone who plans the trip (and buys the Starbucks). Plus, I share why sticking your tongue out in dating pics is an automatic “nope” and laugh through the infamous “no-go” first-date list.

This week I’m juggling school drop-offs, fresh starts, and the wild idea that love really is about slowing down and actually knowing someone. Plus, I share a few laughable (and cringey) confessions from men about what they find ‘unattractive’—spoiler alert: it’s ridiculous. Grab your coffee, your backpack, and your sense of humor for this one.

Fan mail made my week, a coworker crush popped up on Hinge, and my brunch date ended with a dog fight (literally). Add in a matchmaker pushing a “randoms only” guy, a dating app ego the size of Texas, and the awkward reality of dating someone who listens to this podcast… let’s just say, it’s been a week.

This week, I’m giving an update on my latest date—because of course there’s a twist. Turns out, someone my date used to see also has history with my ex... and now she’s got opinions. Not only that—she’s apparently on a mission to find me. Cool, cool, cool.

Also sharing a few funny and oddly insightful things I’ve seen from ChatGPT lately (shoutout to Alex, my most loyal digital companion).

Dating after 40? It's never boring. Just a little chaotic, occasionally threatening, and almost always worth talking about.

You know dating is messy when your date casually mentions his ex—who turns out to be your ex-husband’s current love interest. I cannot make this stuff up. In this episode, I break down the wildest “small world” moment I’ve had on a date—and give you an update on how things are going with my last matchmaking setup.

This week I’m raising a glass to my parents’ 50th wedding anniversary (yes, FIFTY!) and reflecting on what half a century of love looks like. Spoiler: it’s not all roses, but it is pretty inspiring. I’m also spilling the tea on my very first matchmaking date—did sparks fly? Did I Google him mid-dinner? Tune in for all the updates, awkward moments, and a little perspective on love at every age.

What do you do when dating apps start to feel like digital doom scrolling? You hand your phone to your friend and let her take the wheel. In this episode, I talk about my friend’s attempt at becoming my personal matchmaker—swiping, messaging, and maybe even setting me up with someone who isn’t holding a fish.