Why Won't You Date Me? with Nicole Byer
Comedian Nicole Byer hosts this multi-award-winning podcast about love and dating. She explores romantic highs, lows, and everything in between with comedians, experts, and sometimes an ex. New episodes drop every Friday.
Episodes
Are YOU The Problem? (w/ Darlene Mitchell)
Drag queen Darlene Mitchell (Drag Race S18) joins Nicole for a chat about finding love in the Instagram DMs, pulling off a tear-jerking surprise proposal, and coming out to her conservative family via a massive group text right before leaving to film reality TV. Darlene spills on a disastrous first date with an aspiring news anchor who was stuck in his persona, and dumping a college crush
Grilling Nicole's Man (w/ Ms. Pat)
Comedian Ms. Pat joins Nicole to reveal the true secret to surviving a 33-year marriage, shares the brutal realities of menopause nobody talks about, and interrogates Nicole and the nice man in her life about why they aren't married yet. Plus, they dive into why a casual courthouse wedding beats a pricey party, the difference between taking care of people and being taken advantage of, and
Dating a Short King (w/ Marcella Arguello)
We’ve all heard the persistent dating mandate that the ideal man needs to be over 6ft tall. But what happens when you’re a 6"2 woman facing a dating pool of tall men who have coasted by on their height alone? According to comedian Marcella Arguello, it's time to abandon the tall man propaganda - and finally give short kings the respect they deserve. Marcella returns to the podcast to brea
Finally Ready to Confess (w/ BenDeLaCreme)
Drag queen icon BenDeLaCreme (Drag Race 6, All-Stars 3) joins Nicole to spill some major breaking news: they've been secretly separated from her partner of 8 years. They talk about the effort it takes to try to stay friends with an ex, the confusing reality of jumping back into the LA dating pool in your mid-40s, and why it's impossible to tell if a guy wants to date you or just wants exc
The Most Chaotic Friendship Ever (w/ Meatball and Big Dipper)
Why Won't You Date Me is taking a quick break this week while Nicole is out of town filming, but we'd never leave you high and dry! Instead, Nicole is sharing one of her all-time favorite episodes of her other podcast, Best Friends. Best Friends Nicole and Sasheer are joined by two very special guests and hosts of the podcast Sloppy Seconds, Big Dipper and Meatball! Consider this a wild m
The AI Dating Dystopia (w/ Jarvis Johnson)
YouTuber Jarvis Johnson (Host of Sad Boyz) joins Nicole to discuss the dystopian reality of how AI has changed the dating landscape, from people now dating their AI and the trend of men using ChatGPT to automatically swipe and chat with women for them. Jarvis opens up about his regret about having a public relationship and why he now chooses to keep his life private after a very public in
The Catfish Who Wanted to "Teach Me a Lesson" (w/ Onya Nurve)
Drag queen superstar Onya Nurve (Winner of RuPaul's Drag Race S17) joins Nicole to talk about the time she was catfished on a dating app by a high school creep! Onya also sets the record straight on her true dynamic with the Season 17 girls, revealing why she felt like an outsider navigating the cast's social circle. She shares how her current girlfriend started out as her college bestie,
Juggling A 7-Man Harem (w/ Kim Newmoney)
Nicole's photographer, Kim Newmoney (VOGUE, #VERYFAT #VERYBRAVE) chats with her about the logistics and managing a harem of 7 hot men. They talk about men who claim they want casual relationships but get territorial when another guy whose interest, and Kim shares what it took to walk away from a 7 year relationship with mismatched life goals.As a professional photographer, Kim drops her a
Dating a Hollywood Scammer (w/ Bresha Webb)
Comedian Bresha Webb (Run the World, Hacks) joins Nicole to share her terrible experience accientally dating a Hollywood scammer. Bresha also shares the story of a guy who paid for their dinner using a coin purse full of laundry quarters, what happens when you livestream a terrible first date on Instagram so your followers can roast the man, and the incredibly romantic 30-day Zoom courtsh
The Terrible, Horrible, No Good, Very Bad Date (w/ Eliot Glazer)
Comedian and writer Eliot Glazer (Broad City, New Girl) returns to the podcast! He shares how a group blind date quickly turned into a one-on-one nightmare with a horrible, drunk Jubilee "celebrity." Plus, Elliot and Nicole talk about what it's like to date an NPC, ask what happened to the whimsy in men's fashion, and discuss learning to be a better gay.Check out Eliot's new book, The Ter
The 'Goblintimacy' Dating Trend (w/ Devon Walker)
Comedian Devon Walker (SNL, Big Mouth) returns to the podcast to join Nicole for a chat about "goblintimacy", the new dating trend where you skip putting your best foot forward. Nicole shares the details of her terrifyingly chaotic NYC taxi ride, the wild energy of the city after the Knicks championship win, and addresses those recent internet comments about her hair. Plus, they conduct a
The Truth About TV Showmances (w/ Lydia B Kollins)
Drag queen Lydia B Kollins (Drag Race S17, All Stars S10) joins Nicole to spill the behind-the-scenes tea on her iconic Drag Race showmance with Kori King. Find out just how strict production really is when it comes to off-screen flirting, what it was like having their first kiss during a lip sync for your life, plus the reason why she fully ghosted Kori after filming wrapped.Plus, Lydia
Sharing Trade (w/ Willam Belli)
Drag queen icon Willam (Drag Race S4, host of Race Chasers) returns! She joins Nicole to break down the mathematical formula for the optimal orgy, the proper etiquette for passing good trade around to your drag sisters, and what really goes down inside LA's underground sex dungeons. Willam also reveals her pro tips for scheduling multiple hookups in one night and confesses the absolute ki
My Career Ruined my Relationships (w/ June Jambalaya)
Drag queen June Jambalaya (Drag Race S14) joins Nicole to discuss hiding her drag career from her dates, being engaged twice, and leaving her fiancé to compete on Drag Race. Plus, Nicole and June discuss the best city to be depressed in, reveal the wildest things they've done to impress a man, and June shares her amazing date after being set up by Kerri Colby.Watch this episode on our You
Hiring a Zoom Stripper (w/ Liza Treyger)
Comedian and friend Liza Treyger (Night Owl, host of That's Messed Up) returns to the podcast! She shares her sobering experience hiring a Zoom stripper for a bachelorette party, how Heated Rivalry changed her life, and the struggle of making friends easily while her dating life remains in the dumps. Liza tells the story about how she got scammed by a stylist while making her Netflix spec
Tossing Shade (w/ Bosco)
Drag queen icon Bosco (Drag Race S14, All Stars S10) makes her return to toss even more shade. She shares why the secret to polished drag is having mean friends, how to filter out dumb men in your dating life, and trades stories with Nicole about their most questionable fashion eras. They also discuss facial feminization surgery (and the boy queens getting it) and why we all need some mor
Creatively Building a Family (w/ Sabrina Jalees)
Comedian Sabrina Jalees (Mating Season) returns to the podcast! Sabrina talks about how she and her wife made a family, including picking out a sperm donor and performing a home insemination using a dog catheter. They break down the recent news about websites hosting non-consensual "sleep content" and the terrible networks of men coaching each other on how to assault their partners. Sabr
Having A Self-Love Affair (w/ Jujubee)
You ready for some good juju? This week, iconic drag queen Jujubee (Drag Race, Stop! That! Train!) joins Nicole to talk about the power of self-love and why she’s officially stopped looking for a relationship. Nicole pays tribute to her first dog, Charlie, and the two discuss why the true soulmates are actually the animals in our life. Jujubee shares her philosophy on why love never
Setting Relationship Boundaries (w/ Trixie Mattel)
Drag queen Trixie Mattel (Drag Race S7, All Stars 3) returns to the podcast! After experiencing how exhausting it is to navigate a private breakup while smiling through a press tour, Trixie opens up about why she is now fiercely protective of her new relationship. Nicole explains why Drag Race S7 is her all-time favorite season, and the girls discuss wild dating reality TV shows like 90 D
Measuring Love & Male Delusion (w/ Tracie Thoms)
Tracie Thoms (RENT, The Devil Wears Prada 2) joins Nicole to discuss her 8-year journey to join the iconic cast of RENT, the wild logic men use to avoid commitment, and why some of them want all the benefits of a girlfriend with zero of the responsibility. Tracie also breaks down the nightmare of having dated someone who tried dictate her career, and reveals why living apart from her
Would You Date YOU? (w/ Relationship Therapist Esther Perel)
World famous relationship therapist Esther Perel has been studying relationships for over 40 years. She joins Nicole to share the most common problems couples seek therapy for, the 3 types of conflicts we fight over, and how to productively resolve them. Esther discusses how to get over "icks" while dating, and challenges us to ask ourselves: what "icks" would people find in you? They als
Writing Heated Rivalry (w/ Rachel Reid)
Author Rachel Reid (Heated Rivalry) joins Nicole to chat about the wild, viral success of her steamy queer romance novels and the hit TV adaptation. She shares how she met her husband while performing a smelly, hockey-themed burlesque act, and the dynamic that keeps their 20-year one sided open marriage working for them. She discusses the creative process behind writing explicit romance b
Farting All Night on a First Date (w/ Beck Bennett)
Comedian and actor Beck Bennett (SNL, What's Our Podcast?) joins Nicole to talk about meeting his wife on a sketch shoot and how his wallet-less first date turned into a romantic, fart-filled sleepover. Beck opens up about surviving long-distance dating while shooting SNL, why he believes "love is trust," and the Joshua Tree engagement trip that ended with them sleeping in separate twin b
Pikachu, I Choose You! (w/ Sarah Natochenny)
Voice actress Sarah Natochenny (Pokémon) joins Nicole for a chat about how voicing Ash Ketchum inspired her to become the adventurous protagonist of her own life. Sarah shares her method for vetting a first date, why she has absolutely zero tolerance for men who neg her, and why animal companions (like her cat, Pikachu) will always be better than a boyfriend. Plus, the gals discuss Cher's
Looksmaxxing Is Psychotic (w/ Tan France)
Fashion icon Tan France (Queer Eye, Honorable Gays) joins Nicole for a chat about how a planned "slut tour" accidentally resulted in an 18-year marriage, his secret past designing clothes for Mormon women, and why he really, really didn't want to be on Queer Eye. Tan gets real about the intense racism he faced dating in the UK - including the multiple times guys forced him to keep their d
Dating with Borderline Personality Disorder (w/ Makhyli)
Artist and actress Makhyli (Boys World) joins Nicole to chat about her experience dating while in a pop girl group. Makhyli shares how she literally created a "Build-A-Boy" slideshow presentation to manifest her current boyfriend - and it actually worked! The girls swap their worst car-date horror stories, from a guy so cheap he forced Makhyli to share a single McDonald's french fry, to a
Astrology's Effect in Relationships (w/ Nathan Mitchell)
Actor Nathan Mitchell (The Boys, Ginny & Georgia) joins Nicole to discuss being in relationship limbo, and why it’s actually great to be on the same page about not being on the same page. He shares the boat date gone horribly wrong when his date air-humped a stranger, a make-out session that left him bloody, and he addresses the theories that his Ginny & Georgia character is AI. N
Life as a 90s Sex Symbol (w/ Danielle Fishel)
Actor and director Danielle Fishel (Boy Meets World, Girl Meets World) joins Nicole for a chat about how it felt to be treated as a "sex symbol" in the 90s before she was even an adult. Danielle talks about the gross public countdowns to her 18th birthday, and the trauma of being mocked on her own show for being "fat" at a size 4.She shares what it was like taking Lance Bass to her high s
There's a Yelp for BJs (w/ Drew Droege)
Comedian Drew Droege (Search Party, Bob's Burgers) joins Nicole for a chat about why you should never blow out your own candle in a relationship, the creepy phenomenon of couples who look like twins, and how pop culture's been romanticized abusive relationships. Drew introduces Nicole to a new hookup app that is basically Yelp for blowjobs, and reads some of the incredible BJ reviews that
Our Healthy Era (w/ Kym Whitley)
Legendary comedian and actress Kym Whitley (Curb Your Enthusiasm, Young and Hungry) joins Nicole to chat about entering their healthy era. She fixes Nicole's hydration habits, shares easy ways she incorporates exercise into her routine, and they discuss their life post-weight loss. Kym shares her wildest dating stories, including jumping an ex's fence in a catsuit and cape, and the televi
Having "The Body" (w/ Fantasia Royale Gaga)
Showgirl and drag queen Fantasia Royale Gaga (DIY Dungeon) joins Nicole to discuss her journey to becoming "The Body". Fantasia shares the realities of her dating life, explaining the difference between a man who is genuinely attracted to trans women versus a chaser just looking to fulfill a fetish. She reveals why she uses Grindr like a social media app, and shares experience building a
Being a Dom (w/ Sapphira Cristál)
Drag queen Sapphira Cristál (Drag Race S16) joins Nicole for an educational chat about being a dom, impact play, and the 12-hour prep cycle for bottoming - including how to douche properly and the secret medication trick for staying clean through the night.Sapphira tells the story of how she met her partner through an Instagram gym thirst trap originally meant for another drag queen, and
Worst Hookup EVER (w/ Jasmine Masters)
Legendary drag and meme queen Jasmine Masters (Drag Race S7, All-Stars 4) joins Nicole for a chat about being high for most of Drag Race season 7 and exactly how she snuck weed into the show. Jasmine spills on the origins of her viral "And I Oop-" video and recounts her absolute WORST hookup ever. Plus, we hear about the time her friends accidentally threw her a sold-out meet-and-greet at
The Torture of Working with an Ex (w/ Nicholas Scheppard)
Comedian and drag queen Nicholas Scheppard (Very Gay Paint, Art to Me) is fresh out of a breakup. He joins Nicole for a chat about the uphill climb out of it, why working with an ex-boyfriend is absolute torture, and the haunting theory that your partner will tell you exactly how they'll break your heart in the first week. Nicole shares the messy story about a situationship who didn't bel
Celebrating Galentine's Day (w/ Sasheer Zamata)
Happy Galentine's Day! Comedian and best friend Sasheer Zamata (SNL, Best Friends) returns to the podcast to celebrate the most important relationship of all: female friendship. They do a quick catch up on Sasheer's love life, learn the origins and meaning behind Galentine's Day, and discuss the intimacy of female friendships that you just can't get from a romantic partner. They share som
I Want You to Watch (w/ Heidi N Closet)
Drag queen icon Heidi N Closet (RuPaul's Drag Race S12, All Stars 8) is dressed up like Jesse from Pokemon to geek out over her favorite anime and spill on her beef with Nicki Minaj. Heidi opens up about the rules that keep her open relationship working and shares stories from her pre-fame jobs, including the time she cleaned literal shit at a gas station and the reason she got fired from
Your Favorite Queen’s Favorite Seamstress (w/ Danny Godoy)
Designer and drag queen Danny Godoy is here! Known for creating iconic looks for queens like Bob the Drag Queen, Kim Chi, Kerri Colby, and more, Godoy talks about accidentally coughing and farting on Nicole, teaching her how to sew in a single day, and what happens at their drag queen craft nights.He shares the worst date of his life and explains why you should be keeping coconut oil in t
Rolling Blunts for a Money Launderer (w/ Brooke Candy)
Rapper and songwriter Brooke Candy (host of Unwrapped) joins Nicole to discuss meeting her future husband in a desert shack and moving in with him after only a week. She shares the time her wig fell off mid-hookup, what made her go from open relationships to a monogamous one, and relationship texting styles.Brooke relives her jobs in the HUSTLER office, working as a stripper, and being a
Dating Your Competition on Drag Race (w/ Kori King)
Queen of Cameo and Drag Race S17 star Kori King joins Nicole to spill her experience finding love on the set of Drag Race. Kori opens up about her on-and-off-screen romance with Lydia B. Kollins, revealing the exact moment their romance turned real, and why opposites attract.She shares wild stories from her hustling days - from dealing with naked customers while managing a Walgreens, havi
Getting Robbed by Hookups (w/ Lushious Massacr)
Drag queen icon Lushious Massacr joins Nicole to share how she fell in love last night with a man she met on Facebook Dating, getting charmed by a panty sniffer, and the reason she’s banned from Hinge and Tinder. She also breaks down how tapping into your feminine force is a superpower used to get exactly what you want.Lushious shares all of the terrible times men she's hooked up with who
Addressing the Lies & Backlash (w/ Ginger Minj)
Drag queen icon Ginger Minj (Drag Race All Stars winner S10) joins Nicole to discuss the backlash she’s faced since winning the crown and addresses the "lying" accusations swirling around her - and why she’s done ignoring the drama. She opens up about losing 200 lbs this year, dealing with fans who still have nasty things to say about her body, and shares what it was like getting diagnose
How to Trick your Partner Into Better Taste (w/ Bobby Berk)
Emmy Award-winning interior designer Bobby Berk (Queer Eye, Junk or Jackpot?) joins Nicole to share the secrets of success behind his 22-year relationship. He discusses meeting his husband on Gay.com, his trick to manipulate a partner into having better taste, and the wild reason why everyone was throwing up during his marriage proposal. Plus, he explains why he refuses to give gifts or c
A Cathartic Year End Rant (w/ Mike Mitchell)
Happy holidays! You’re getting an xxxtra special xxxtra long holiday episode with Santa Claus himself (Mike Mitchell - Doughboys podcast, Twisted Metal). He joins Elf Nicole to complain about why Santas are getting too hot and buff, and Nicole reveals the time she was fired for being too jolly.They talk about Mitch’s journey with long COVID, the struggle of losing libido from medications,
Defending Our Marriage (w/ Latrice Royale & Christopher Hamblin)
Drag Race royalty Latrice Royale and her husband Christopher Hamblin join Nicole to discuss the wild story of how he went from a fan organizing a messy meet-and-greet to Latrice’s husband. They get real about what it's like to work and be married together, open up about the reception of their interracial marriage, and shut down the wild accusations they've received about their relationshi
Oversharing (w/ Yvie Oddly & Ryan Mitchell)
Drag Race winner Yvie Oddly (season 11) and co-host Ryan Mitchell (HIGHKEY!) join Nicole to overshare.Yvie discusses her reaction to Ariana Grande naming her a favorite, her thoughts on the internet's response to her season of Drag Race, the details of her open relationship, and getting stretched out by a didgeridoo. Ryan shares his history of dating terrible men, getting cheated on 7 tim
The Dark Reality of 'Skinny Privilege' (w/ Nava Kavelin)
When Nava Kavelin (host of Podcrushed) lost weight at 16, the shift in how the world treated her was immediate and jarring. She went from being invisible to having 10 boys aggressively pursuing her. She joins Nicole to unpack the complicated resentment of suddenly becoming "visible" to people who previously looked right through you.They get into why reciprocity is the bare minimum for a g
Fraud & Legal Battles (w/ Lexi Love)
What happens when a porn actress comes after your drag name? Lexi Love (RuPaul's Drag Race S17) joins Nicole to talk through the legal fight she never expected to be in and what it is costing her to protect the career she's built. She opens up about the panic attacks she had while filming her season of Drag Race and shares the mistreatment she experienced in rehab, which became a traumati
Losing Everything (w/ Tig Notaro)
In 2012, comedian Tig Notaro was diagnosed with invasive cancer, got pneumonia, contracted C. diff, went through a breakup, and then lost her mother - all within four months. Tig joins Nicole to talk about how surviving that period changed her outlook on life, how she rebuilt, and how an ironic “sweet dreams” text turned into the most adorable relationship with her wife Stephanie. They ta
Kiki-ing (w/ Oscar Montoya)
Comedian and friend Oscar Montoya (Dropout TV, Drag Her) is back for another kiki. They talk about the best slutty Halloween costumes, the casual racism in early-2000s fashion, recounts stories of wild audience members, dating someone as a "bit", and Nicole shares the time she officiated a wedding proposal while soaked in toilet water. It's a nice fun time.See the Bad Drag Race
Why Won't You Scare Me? (w/ Mano Agapion)
Boo! Friend and comedian Mano Agapion (Drag Her, We Love Trash) joins Nicole for a Halloween special with a creepy ghost story, a "psychic" sex criminal, funeral planning, and lipstick teeth. Mano recounts the chilling time he saw a ghost in Greece, the so-called astrologer who stuck a finger up his bum, and Nicole shares her plan for a funeral birthday where friends give eulogies while s
Never Dated (w/ Kim Chi)
Drag queen icon Kim Chi (RuPaul's Drag Race S8, author of Kim Chi Eats The World) joins Nicole to talk about what it’s like to have never dated anyone, and whether she even wants to. She opens up about being afraid to get hurt, growing up with crushes who didn’t like her back, and why are all the conspiracy nuts booed up? Kim shares wild stories from her drag-tour days (including the time
Happy Endings (w/ Pit Crew Bruno)
Model and Drag Race pit crew member Bruno Alcantara joins Nicole to discuss his love for biting (and the time he got kicked out of a bar for it), being barefoot on set of Drag Race, working as a massage therapist and life coach, and discovering he was gay after having a couple of girlfriends. Plus, Bruno gives Nicole a happy ending massage while sharing his best advice as a life coach.Che
Send Me Your Hole Pics (w/ Angeria Paris VanMichaels)
Drag queen Angeria Paris VanMichaels (Winner of RuPaul's Drag Race All Stars S9) wants your hole pic. She joins Nicole to talk about the etiquette of hooking up with a RuGirl, those confusing “boyfriend things” that blur situationships, and why being the one who always texts first is exhausting.Angeria opens up about what she really wants in a partner, how she’s manifesting real love afte
The Viral Hijabi Pole Dancer (w/ Neda Momeni)
Nurse practitioner and pole dancer Neda Momeni is here and teaches Nicole a lot! From her years as a labor and delivery nurse, she explains what actually happens in the hospital during childbirth and what most people never hear about until they’re living it. She talks about Muslim dating, from family expectations to apps like Minder and her experience using an online matchmaker. Pressure
Hooking Up with Go-Go Dancers (w/ Adore Delano)
Drag queen, singer, and actress Adore Delano (RuPaul's Drag Race S6, All Stars 2, American Idol) joins Nicole to share stories about hooking up with go-go dancers, filming a sex tape she regrets, and her path to sobriety. She opens up about transitioning twice, the facial feminization surgery she underwent, and her current relationship with a trans man N
Sex Talk Got Me Fired (w/ Rachel Bilson)
Actress Rachel Bilson (The O.C., Broad Ideas) once lost a job over something she said on a podcast. She tells Nicole what that was like, current cancel culture, and why “free speech” doesn’t always apply to everyone. Rachel shares some of her wildest dating stories, from terrible first dates, rejected kisses, and men who love bomb too fast. Also, is it good to call before a first date, or
Hosting a Sex Party (w/ Big Dipper)
Rapper and friend Big Dipper (host of Sloppy Seconds) returns to the pod! He and Nicole dive into how he became a bear, the many “gaybels” that shape queer dating culture, and the highs and lows of Bear Week and pig events, from the wild parties to the moments that left him questioning everything. Dipper unpacks the twink vs. bear dynamic and explains compersion - the joy of watching your
I'm Bi Now (w/ Jenson Titus)
Comedian, clown, and artist Jenson Titus (of @VeryGayPaint) tells Nicole what it was like to date someone who's in the process of transitioning. The experience made him realize he’s bi, and left him feeling “more queer” than ever. He talks about the challenges of having a "Very Gay" brand while dating a woman, launching his mural business, and the surreal job of painting RuPaul’s 1-b
Stealing Condoms at the Olympics (w/ Adam Rippon)
Olympic figure skater Adam Rippon (Winner of Dancing with the Stars) joins Nicole to share the dating life of a Olympian. He shares what it was like being one of the first openly gay U.S. Olympians, why the infamous Olympic condoms left him disappointed, and what the sex life in the Olympic Village is really like. He also breaks down for Nicole exactly what it takes to become an Olympian,
Slipping a Note to the Couple Fighting in the Next Room (w/ Dan Gregor & Doug Mand)
Co-writers Dan Gregor and Doug Mand (The Naked Gun) have been writing partners for twenty years - which is basically a marriage at this point. They tell Nicole about the time they were "dumped" by Adam Pally, how they’ve kept a friendship and business alive without burning each other out, and the rabbi who completely ruined a wedding by trying to do bits. They also shared the best marriag
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 the hookup stories that came from visiting 45 gay bars across the country. She opens up about the surprising ways
Dating Life of a Burlesque Superstar (w/ Jessabelle Thunder)
International award-winning burlesque dancer Jessabelle Thunder joins Nicole to talk about why so many partners say they’re cool with burlesque - until they’re not. She shares how she transformed from a shy girl into a commanding headliner, the different styles of burlesque dancing, and the time she broke her ankle on stage mid-show. Jessabelle also relives a London date with an Irish DJ
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 “unmatchable” on eHarmony, and learning to enjoy life when pop culture won’t stop referencing you. She re
A lil update from Nicole: Best Friends is back!
Exciting news from Nicole: Best Friends is BACK and 1) now on Headgum, 2) with FULL VIDEO EPISODES! Enter the pantheon of best friendship and check out Nicole and Sasheer's first episode back, available now on Apple Podcasts, Spotify, or wherever you get your podcasts. New episodes every Wednesday.Subscribe to the Best Friends YouTube channel https://youtube.com/@NicoleandSasheer for vide
We Met on a Podcast (w/ Devon Walker)
Comedian Devon Walker (SNL) joins Nicole to tell the story of how he met his girlfriend on a live blind date podcast. He figured it was just a bit - until the audience voted for them to win an Applebee’s gift card and that turned into their actual first date. 3 years later, they’re still together! He and Nicole also talk about the woman who went viral eating 48 oysters on a first dat
Flirting, Open Relationships, and Almost Dying (w/ Josh Sharp)
Comedian and friend Josh Sharp (Dicks: The Musical) returns to the podcast! Nicole and Josh kick things off by reminiscing about the chaotic live show where Nicole interviewed a man in the audience she had slept with. From there, they get into Josh’s foolproof flirting strategy at the club, Annabelle the haunted doll’s cursed tour across America, attending a Big Dick contest, and Josh’s n
Nobody Wants to Date a Drag Queen (w/ Meatball)
Drag queen icon Meatball is back! She and Nicole get into it all - being in her top era, loving the single life, and having weekend boyfriends in different cities. But also... why dating is still so hard when you do drag. Meatball opens up about losing guys the second they find out she’s a queen, and how frustrating it is watching her roster shrink because of it. And of course, the wild d
We Dated?! (w/ Lou Wilson)
Happy 4th of July!(?) Comedian Lou Wilson (Dimension 20, Jimmy Kimmel Live!) joins Nicole to reflect on the wild state of America. He shares his terrible time living in Boston, where white guys frequently asked him for the N-word pass. They talk about what it was like to sell out Madison Square Garden in just 10 minutes withDimension 20, being a “silly billy” on dates, and the moment Lou
A Cruise Ship Romance with a Himbo (w/ Jessica Lowe)
Actress Jessica Lowe (The Righteous Gemstones, Minx, Wrecked) joins Nicole to share the romantic saga of falling in love on a Second City cruise ship. On the ship, she met a British bassist who became her cruise ship boyfriend - whom she later realized wasn’t as smart as she thought his accent sounded (he tried to dry his pants on a ceiling fan and designed a nightmare
I Was a Time Out Magazine Bachelor (w/ Lauren Ashley Smith)
TV writer Lauren Ashley Smith (A Black Lady Sketch Show, Smith Sisters Live) joins Nicole to talk about how she met her wife the old-fashioned way - through Time Out New York’s Singles issue.Lauren reveals the strange public response to being a “bachelor” in a magazine, how her wife was one of the only white women working at BET, and the complications that came with planning an interracia
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 TV, until a second shot with actor Ryan Spahn turns into a 17-year partnership. He tells the story of a friend w
Skipping Love (w/ Betsy Sodaro)
Comedian and friend Betsy Sodaro (Ghosts, A Funny Feeling) joins Nicole to swap crazy Las Vegas stories, their experience getting slammed by puberty, and debate why we shouldn’t have to pay taxes right now (plus what happened when Nicole skipped paying taxes for 5 years). Betsy reveals what life was like spending six months in a hotel, and Nicole confesses she nearly launched an anime-rec
Secretly Dating your Improv Coach (w/ Edi Patterson)
Actress Edi Patterson (The Righteous Gemstones) joins Nicole to talk about falling in love with her improv teacher, hiding their relationship from the world, and mistaking his proposal for a joke. She opens up about being a late bloomer in dating, throwing house parties that felt straight out of a '90s film, and the one dating lesson she learned from a kid that she wishes everyone would f
Bizarre Relationships with Animals (w/ Rose McIver)
Actress Rose McIver (Ghosts, iZombie, voice of Headgum) joins Nicole to explain New Zealand, why she doesn’t post her loved ones on social media, and talk about all the cute, funny other ways people show love. They get into weird animal relationship stories, like the woman in love with a dolphin (who died of heartbreak), the man who tried to live among grizzlies, and Nicole
Bob Derails the Pod (w/ Bob the Drag Queen)
Bob the Drag Queen (The Traitors, winner of RuPaul's Drag Race S8) returns to the podcast to derail the show. This time, Bob interviews Nicole about her current relationship, run through their plans to prep for tariffs, and discuss LA's newest serial killer. He sniffs out the ulta-rich cast members on The Traitors, shares what he hates about Italy, and Canada’s ex-prime minister's blackfa
The Male Loneliness Epidemic (w/ Drew Afualo)
TikTok star Drew Afualo joins Nicole to share her enemies‑to‑lovers love story and the worst dates that taught her to trust her gut. She tells the time she dated a man who drank ocean water and ended up getting his stomach pumped, walks through her viral list of red flags in men, and the backlash she received online for sharing it. They dig into the male loneliness epidemic, red‑pill
Dating Around the World (w/ Colton Dunn)
Comedian and Nicole's fictional boyfriend Colton Dunn (Superstore, Grand Crew, Key and Peele) joins Nicole to talk about dating customs in Europe (and what we can learn from them), getting mad at your partner over what they did in your dream, and what surprised him most about becoming a dad. He reflects on why improv might never be cool- even if you're good at it, and shares behind-the-sc
Too Shy to Talk to People (w/ Owen Burke)
Comedian Owen Burke (Drunk History) joins Nicole for a conversation recorded in the middle of the Los Angeles fires (things were unhinged). They talk about trying to function while the world is burning, the early days of UCB, and how Owen managed to find a wife while being painfully shy and awkward with dating—and how you can too. Plus, Nicole shares the time she gave John Mulaney her num
DIVORCED!!! (w/ Jackie Johnson)
Comedian and friend Jackie Johnson was terrified to do this podcast… until she got a divorce. She joins Nicole to talk about dating a record number of canceled UCB comedians, surviving a nightmare marriage, and only realizing she was unhappy after it ended (plus how to spot signs of abuse in your own relationship). Jackie shares how therapy—and a witch’s spell—helped her find true lo
Childbirth Nightmares, Public or Private Proposal? (w/ Melissa Hunter)
Writer Melissa Hunter (Santa Clarita Diet, She-Hulk, Home Economics) joins Nicole to talk through the messy reality of childbirth - including her 32-hour labor, an unexpected unmedicated birth after her epidural failed, and shitting on the table. They also get into whether proposals should be private or public (including Nicole’s dream proposal), the red flags of dating someone who w
