Hey Girl U Up?

Send us Fan Mail Description: In the Season 1 finale of Hey Girl, U Up?, Anna sits down with two unforgettable singles proving that dating, sex, flirting, ghosting, tequila, games, and bad decisions absolutely do NOT expire after 60. Meet Trixie — 83 years old, dating younger men, driving muscle cars, collecting unsolicited dick pics, and still closing bars at 2AM. Alongside Joe from Jersey, a lif...

Send us Fan Mail What’s the difference between being picky, having standards, and finally protecting your peace? In this week’s episode, Anna sits down with powerhouse guest Grace Lewis—author, reality dating alum, life coach and unapologetic boss—to talk about the real cost of dating down, how childhood shapes our romantic choices, and why neither of them is willing to settle (ever again). This i...

Send us Fan Mail Why are so many men over 40 still single, never married, and child-free? Are they emotionally unavailable? Lovable lone wolves? Or just playing the long game? In this episode of Hey Girl, U Up? , Anna sits down with two real-life “Lost Boys” — Neil Bentley Fierro and Drew Lewandowski — for a wide-ranging, hilarious, and at times brutally honest conversation about modern dating, co...

Send us Fan Mail It’s Pride Month, and we’re serving rainbows, red flags, and dating chaos. In this episode, host Anna sits down with Christopher — a sharp-witted dater navigating dating after 40 — to compare battle scars, best dates, and bizarre bios across gay and straight dating! From Grindr to ghosting, ENM to energy vampires, it’s one hilarious, unfiltered conversation about what it’s really...

Send us Fan Mail 🎧 This week on Hey Girl, U Up? , we’re officially lost at sea in the dating world. We're not dating but we are definitely not not dating???From relationships to situationships, textationships to nanoships — we're talking about all the ships that don’t float. Why do we stay stuck? Why can’t we define things? And how the hell do you know when you’re in a situationship......

Send us Fan Mail Dating as a single parent isn't just challenging—it’s practically a contact sport. In this episode, Anna is joined by Tyler, an actor, writer and co-parent, and Kim, a salon owner and solo mom, to explore what happens when kids, careers, and love lives collide. Together, they get honest about custody math, flaky dates, ghosting, emotional availability, and why many parents no...

Send us Fan Mail First Dates: The Wild, The Unhinged & the Rules We Break 💥 | Ep. 102 ft. Dahniel Knight | Hey Girl… U Up? Welcome to the first official format episode of Hey Girl… U Up? — the unapologetic, hilarious, and brutally honest dating show for grown-ass adults navigating love, lust, and whatever this dating landscape is . 🎙 Guest: Musician and man-extraordinaire Dahniel Knight (@kni...

Send us Fan Mail Before I start spilling the tea with fellow 40+ daters, I needed to get some answers to ' Why Are You Single? ' So I invited holistic dating coaches @ornaandmatthew for some tools, tough love and truth bombs -  on breaking patterns, spotting red flags, cheating, forgiveness & what it really means when your inner critic lights up! Their new book 'Getting It Right...