On this episode of First Date, Lauren sits down with comedian Yannis Pappas to talk about:
- Why jerking off might be the key to a successful marriage 💍
- How much is too much before it gets a little gay?
- Yannis' wild Miami days as a single hunk 🌴
- His deep love for long-term relationships
- Lauren’s one-month strategy to get over a breakup 🧠
- Would L ... Show More
Apr 2025
First Date Red Flags with Jeremy Jacobowitz
We have our friend, content creator, and second GGE guest ever Jeremy Jacobowitz back on the show to talk about our favorite topics – food and dating. We kick this fun convo off talking about the most underrated food cities, traveling to Japan, LA vs. NYC food scenes, Jeremy’s be ... Show More
1h 41m
Aug 1
Dating after a Major Scandal (w/ Monica Lewinsky)
Before she was an activist, Monica Lewinsky was the most publicly shamed woman in America. Now, she's reclaiming her story, and her dating life.For the 400th episode of Why Won’t You Date Me?, Monica joins Nicole to talk about dating after a major scandal, being labeled “unmatcha ... Show More
55m 49s
Jun 25
BONUS - First Date Follow Up - Lauren & Sammy – Is Watching Adult Films... Cheating?
Lauren thought she found something real with Sammy. Two amazing dates, great chemistry, even met his friends. But when date three rolled around—he didn’t. After getting ghosted and possibly blocked, she reached out to us for answers. When we get Sammy on the phone, it turns out t ... Show More
11m 34s
Aug 15
Ghosting, Gaslighting, and Gay Bars (w/ Roz Hernandez)
For Roz Hernandez, dating as a sober, trans woman comedian is a trifecta of difficulty - and finding love hasn’t been easy. She tells Nicole about going to 4 different Etsy psychics to sketch her future husband, using Grindr to find dates willing to explore haunted places, and th ... Show More
1h 8m
Apr 2025
Stallone Sisters on Seducing Women, First Date Hookups, Sylvester Stallone As Dad, Rich VS Poor Men
Relationship whisperers Sophia & Sistine Stallone join the boys to discuss their awkward encounter with 2017 Logan Paul, their Dad (Sylvester Stallone) calls into the pod, Top 5 red flags in men 🚩, Mike’s recent breakup, if horoscopes are bullsh*t, why guys like crazy girls, Nin ... Show More
1h 22m
Jun 2
BONUS - First Date Follow Up - Boots, Bars, and Broken Hearts: She Wanted a Cowboy
Cole met Terreen at Stagecoach, and it felt like fate—dancing under the stars, sharing drinks, and bonding over a shared zip code. But when the boots came off and the joggers came on, the dream died faster than a rodeo ride gone wrong. In this First Date Follow-Up, Cole calls The ... Show More
9m 30s
Feb 2025
Dating Apps, Red Flags & Bad Habits w/ Logan Ury
Logan Ury, the author of How to Not Die Alone and director of Relationship Science at Hinge, joins me to share her best tips for all things dating. Logan provides practical tips for avoiding dating blindspots, the drawbacks of unrealistic expectations, and algorithms to live by f ... Show More
53m 12s
Jun 13
Love Triangle Gone Wrong (w/ Michael Urie)
Actor Michael Urie (Shrinking, Ugly Betty) joins Nicole to discuss the wild hookup culture at Julliard, and the love triangle he had that went sour. Once he got fame from Ugly Betty, he starts going on dates with people who only seem interested in the version of him they saw on T ... Show More
58m 51s