Fiftysomething Love | Everything Dating, Sex, Love, Men, Health & Marriage for Women Over 50

Send us Fan Mail Can You Receive a Compliment? This episode is all about receiving, because it's in a woman's nature to receive, and I wanted to break it down in the simplest possible terms. Someone gives you a genuine compliment. What do you do? What you do next probably tells you more about why you struggle with receiving, whether that's compliments, money, raises, or attention. M...

Send us Fan Mail I run this podcast for women over 50 who are still dating, or dating again after a relationship has ended. And today I want to talk about a question that quietly runs under so many of our beliefs, whether we've named it or not. What if I never find love again? That fear can be scary for reasons you haven't even put your finger on yet. In this episode, I break it down int...

Send us Fan Mail I dated for 41 years before I finally got it right. So believe me when I say I've been ghosted more times than I can count, and it took me way too long to figure out that ghosting just is the answer. Whether it's a rude answer or a fair one doesn't matter. It's still an answer. In this episode I'm reframing ghosting completely, because the story you'r...

Send us Fan Mail Did you know the most famous feminist in the world didn't get married until she was 66? In this episode I'm paying tribute to Gloria Steinem and everything she did for American women, whether you realize it or not. Yes, that " a woman needs a man like a fish needs a bicycle " line. Yes, Ms. Magazine. And yes, the fact that women in this country couldn't ev...

Send us Fan Mail Signaling  I want to tell you about something men do every single day without realizing it, and it's costing them. You know the type. Angry on threads. Furious that nothing's working. Convinced women want a man who's six feet tall, has a six-pack, and pulls six figures. Blaming everyone but the signal he's actually sending. He's not unlucky. He's broa...

Send us Fan Mail Sharon Jenkins found me through ChatGPT of all things, reached out cold, and has been one of my favorite people ever since. She's back on the show today, and she's bringing an invitation. She's turning 70 this year, and she'll tell you so without flinching. She'll also tell you exactly why that's the point. Sharon has built a singles conference called...

Send us Fan Mail The Man Goggles I want to tell you about a pair of glasses you might be wearing without realizing it. You know the scan. Walking into any room and running the assessment. Checking his left hand before you've checked his face. Deciding whether the hardware store was a good idea after all. You're conducting surveillance.  In this episode I get into: Why you started doing t...

Send us Fan Mail This week I get a little aggressive with well-meaning but very wrong people advising you that dating (and love) is just a dating game. That couldn't be more wrong.  If you date badly once, you are likely dating badly all the time.  You don't mean to! I'm not blaming you. It's the current dating culture that has everything wrong and no one told you what the prob...

Send us Fan Mail Are you ever confused with a date's behavior and wonder if it's worth continuing? Here's a hint: if you're confused by it, chances are you're better off not seeing him again.  Here's a list of some of my favorite green flags, yellow flags (questionable) and red flags.  I hope to see you in Simply Irresistible soon! Here's the new quiz, it's...

Send us Fan Mail The final episode of the marathon, and I'm not pulling punches. I'm naming the stories we tell ourselves about why love hasn't happened, and gently taking every one of them apart. You know the lies, because you've probably told yourself a few: The men are all bad. Too old, ship sailed. All the good ones are taken, married, gay, or gone. There are just no good o...

Send us Fan Mail I've been inviting you to book a Love Audit all week, so today I'm telling you exactly what one is, and what it isn't. A Love Audit is a conversation between you and me to see whether you're a good fit for Simply Irresistible, and whether it's a good fit for you. And let me be honest about my heart here: I would love to have you in. But I won't put yo...

Send us Fan Mail If you've heard me mention Simply Irresistible all week and wondered what it actually is, this is the episode that lays it out. I built it, first, for myself. For the woman I was before 2018, the one who wanted love so badly, who was tired of being asked "why are you still single," who kept opening my heart and kept watching it not work out. What changed everything...

Send us Fan Mail You meet him Thursday. By Sunday you've spent three days straight together and you're sure this is the one. Then, right after things get physical, he gets a strange look, mumbles something about not being able to handle a relationship, and disappears. If you've lived some version of that, this episode is for you, because the pattern is more predictable than you&apos...

Send us Fan Mail =We talk a lot about what a program costs, what a coach costs, what it costs to finally invest in yourself. We almost never add up the other number: the cost of doing nothing at all. In this short, honest episode, I ask the question most women avoid. What does it actually cost you to keep coming home to an empty house you don't want to be alone in? What does it cost to want l...

Send us Fan Mail The second you truly decide you want lasting love, everything that isn't love comes marching straight at you. The bad dates. The disappointing texts. The clowns. The little voice that says don't bother. That's not the universe telling you to quit. In this episode, I make the case that it's the exact opposite, and that how you handle the mess that shows up is wh...

Send us Fan Mail Here's a truth most people skip right past: a new love can't find its way in until you've properly grieved the last one. Not just the marriages that ended in loss, but the ones that ended in disappointment, betrayal, or worse. In this episode, Diane makes the case for grief you may not even realize you're carrying. Because if the relationship you had wasn'...

Send us Fan Mail You have a list. He needs to be over six feet, make six figures, and check every box you've been adding to since the last disappointment. Every item sounds reasonable on its own. Stack them all together and you haven't described a man, you've described a Disney prince who does not exist on this planet in this lifetime. This episode is about trading the fantasy check...

Send us Fan Mail This episode is about intuition and do you trust yours? Can you tell the difference between intuition and fear? Do you make decisions based on fear and pretend it's your gut speaking? Or do you make a decision based on your intuition and pretend it's fear? On this episode I babble on about it. (It's getting late and I've recorded a lot today.) Remember to join...

Send us Fan Mail This is the 2nd day of my 12 day podcast marathon, and I want to wish you a very happy 4th of July, a very happy 250 birthday, America. I wanted to let you know of a special event I've been invited to in San Antonio. My good friend Sharon Jenkins has created a live, in-person event in a hotel on the Riverwalk and I'm one of the speakers. I'll be teaching about Datin...

Send us Fan Mail Have you ever found yourself trying to date a guy with certain qualities and he originally had them. But something happened, and eventually you discover that he's just like your alcoholic dad or the ex-husband who carried carried secrets or your first boyfriend who cheated on you.  There's a reason for it, and we're going to talk about it on Thursday, July 9th at  7...

Send us Fan Mail You want something real. Then a conversation turns toward what you actually want, and it gets tense, or you go quiet, or you reach for the tired line. All he wants is a nurse or a purse. All she wants is my money. Here's what those lines are really doing. Every time you say one, you teach your own brain to expect exactly that, and then you keep finding it. Grown-up dating sou...

Send us Fan Mail Episode 65: Water Seeks Its Own Level, and So Do Daters You keep meeting men who can't quite meet you. Different faces, same ceiling. You're across the table from someone who runs out of depth right as you're ready to go deeper, and you start to wonder if the good ones are simply gone. Water seeks its own level. So do daters. The men who keep showing up tend to matc...

Send us Fan Mail Simply Irresistible returns July 14, and in this episode Diane pulls back the curtain on what the program really is and who it's for. After dating from 16 to 58, Diane learned that no amount of advice or tactics worked until she cleared out what was actually keeping love away. She shares the story of the New Year's Eve she heard a voice tell her to get engaged in 2018 an...

Send us Fan Mail Online dating has the lowest barrier of any way to meet someone, which is exactly why it works AND exactly why it can try the patience of a saint. Everyone is in the pool, from the woman whose standards have quietly become a moat to the man who puts in one quarter and expects a jackpot. And yet, by the last numbers I saw, around 40% of couples now meet online. The channel delivers...

Send us Fan Mail If you've been single for a while and you've got some money to spend, a matchmaker can start to look awfully tempting. Someone else does the work. Someone else vets the men. Someone else hands you a curated list of possibilities while you sit back and wait for love to be delivered. I understand the appeal. But before you send that Venmo, there's something you need t...