" He said, 'I'd rather be dead than how old YOU are.' " Things get real emotional in this episode. Sam Pancake ( Arrested Development , A Million Little Things ) discusses dating people on the spectrum, losing your partners to HIV, and agism in dating. Plus, Nicole's neighbor's kids are flying drones on her property, and she has a bone to pick with AMDA. Check out Sam Pancake's podcast - Monday Afternoon Movie ! You can play along and see Nicole's dating app profiles and photos on her Facebook a...
Sep 20, 2019•1 hr•Ep. 98
Atsuko Okatsuka (stand-up, Let's Go Atsuko! podcast) discusses living as an undocumented for 7 years, meeting people on Craigslist, and being fetishized for her ethnicity. Plus, Nicole Byer shares her experience sleeping with a Trump supporter who just wouldn't shut up. You can play along and see Nicole's dating app profiles and photos on her Facebook at: https://www.facebook.com/pg/NicoleByerComedy Be sure to rate Why Won't You Date Me 5-stars on Apple Podcasts . Leave a dirty comme...
Sep 13, 2019•51 min•Ep. 97
" You only get to cuddle if there's been penetration. " Fortune Feimster ( The Mindy Project, Chelsea Lately ) shares the cute story how she met her fiancee at Pride, how coming out late in life affected her confidence, and the string of people she's dated with commitment issues. Plus, her and Nicole also discuss their experience working with Steve Harvey, and Nicole shares a bad hookup she had with a bartender. You can play along and see Nicole's dating app profiles and photos on her Facebook a...
Sep 06, 2019•1 hr 11 min•Ep. 96
"I would like to see films where women's pleasure is also in focus. Where it's important to the story that she is also having a good time." Erotic film director, screenwriter, and producer Erika Lust discusses the science behind what arouses us, the problematic issue behind "teen porn", porn's worst stereotypes, and her favorite porn bloopers. Plus, Nicole shares her ultimate porn fantasy. Why Wont You Date Me listeners get a free week trial of XConfessions! Sign up today at: https://xconfession...
Aug 30, 2019•1 hr 7 min•Ep. 95
" We stayed married for 7 years - and we should've never gotten married. " From the age of 20, Ron Funches ( Trolls, Giggle Fit, The Eric Andre Show ) was married with a son. He shares his struggles being in a committed relationship from a young age, and what it's like now re-entering the dating world with a son. He also shares the cute story how he mistook his current girlfriend for a robot on Bumble, expresses his love living in silence, and the changes in his dating life since losing weight. ...
Aug 23, 2019•55 min•Ep. 94
"When he came, did he go AWOOO?" Justin Simien (Creator of Dear White People ) joins Nicole to talk about the kinkiest thing he's ever done, teach her about gay "puppy-pack" arrangements, and Nicole shares a story about dating a werewolf. Plus, Nicole's dogs are eating her weed, and she expresses her thoughts on Logan Paul. Be sure to check out the new season of Dear White People on Netflix! You can play along and see Nicole's dating app profiles and photos on her Facebook at: https://www....
Aug 16, 2019•1 hr 8 min•Ep. 93
"I would love for Guy Fieri to narrate my sex" Ashley Nicole Black ( Full Frontal with Samantha Bee , A Black Lady Sketch Show ) joins Nicole to share her love of being alone, whether they like to play music during sex, and Nicole's dream anniversary date. Also, Ashley exclusively dated gay guys in high school, meanwhile Nicole's was asking her gay friend to help lose her virginity. Be sure to check out A Black Lady Sketch Show on HBO! This was recorded live in Montreal at Just for Laughs. You c...
Aug 09, 2019•1 hr 1 min•Ep. 92
" I thought I had contracted an STD where I was rotting from the inside " Drag queen Monique Heart ( RuPaul's Drag Race Season 10, All Stars Season 4) has never been in a real relationship. He shares his experiences with growing up in a religious upbringing, the girl he once wanted to marry, and his fear of the new wave of STDs. Also, they dive into their kinks and all the crazy public places they've done it. Plus, Nicole keeps walking in on her friends having sex, and is getting prepositioned t...
Aug 02, 2019•1 hr 8 min•Ep. 91
DeRay Davis ( Snowfall , 21 Jump Street ) has lived a polyamorous relationship with 2 women for most of his life. He explains how he introduces it to his partners, how to show respect to the parents, and how they make their atypical relationship work. DeRay breaks the stigma on polyamorous relationships and shares how him and his partners live together, vacation together, and sleep together. Plus, Nicole tries to sleep with an audience member after a live show - and boy did it not go well. You c...
Jul 26, 2019•51 min•Ep. 90
Jessica McKenna ( Off Book podcast) has had a boyfriend in every stage of her life. She details the drama behind her middle school romance, to meeting boys in high school mock trial, and charming her current man with her Disneyland bathroom knowledge. Nicole shares a moment she had with a homeless man, and shares her story of sexual assault in public. You can play along and see Nicole's Tinder bio and photos on her Facebook page at: https://www.facebook.com/pg/NicoleByerComedy Be sure to r...
Jul 19, 2019•1 hr 5 min•Ep. 89
" I thought I was going to die. I was actually laughing at the idea of living. " Johnny Pemberton ( 22 Jump Street, Superstore ) discusses taking LSD at Disneyland, and accidentally overdosing while trying to microdose. Meanwhile, Nicole's candy-flipping and wants to start microdosing shrooms. Plus, Nicole goes over some of her latest awkward dating app conversations, and Johnny suggests some new wild dating tips for Nicole to try out. You can play along and see Nicole's Tinder bio and photos on...
Jul 12, 2019•54 min•Ep. 88
" I'm crazier than you. I'll fuck you up with these dildos " Ronnie Adrian ( Comedy Bang Bang , White Women ) joins Nicole to discuss their mutual struggle with flirting, and the best way to end a bad date with courtesy. Nicole shares her favorite porn videos to masturbate to, and calls out a woman for peeing on her toilet seat. You can play along and see Nicole's Tinder bio and photos on her Facebook page at: https://www.facebook.com/pg/NicoleByerComedy Be sure to rate Why Won't You...
Jul 05, 2019•59 min•Ep. 87
Alice Wetterlund (Girl Code, Treks and the City podcast) joins Nicole to discuss their Girl Code tour horror stories, talk about men who claim to have dated celebrities (we're talking about YOU, Moby) and Alice's newfound interest in butt stuff. Plus, Nicole shares details on her new book deal! You can email Nicole at [email protected]. Nicole might respond if she's drunk. You can play along and see Nicole's Tinder bio and photos on her Facebook page at: https://www.facebook.com/pg/Ni...
Jun 28, 2019•1 hr•Ep. 86
Freshly drunk from a power-hour, Gabrus ( High & Mighty ), Nick Wiger and Mike Mitchell ( Doughboys ) join Nicole to discuss how they would want to die, their favorite sex positions, and if they like ass play. They also answer audience questions about post-sex snacks, favorite porn genres, and their craziest sex stories. Plus, Nicole helps officiate a live marriage proposal. Listen to the High & Mighty Power-Hour they recorded here: https://headgum.com/high-and-mighty/212-chicago-power-h...
Jun 21, 2019•1 hr 25 min•Ep. 85
D.J. 'Shangela' Pierce ( RuPaul's Drag Race, A Star is Born ) discusses his struggles with dating, getting picked up by fans, and describes his perfect partner. Plus, Shangela shares how drag queen share secrets on the set of Drag Race, and who he's rooting to be cast on the next season. Be sure to check out Shangela's podcast, Shangela . For more drag queens on Why Won't You Date Me, check out our episode playlist on Spotify: https://spoti.fi/3fg8Epu You can play along and see Nicole's Tinder b...
Jun 14, 2019•1 hr•Ep. 84
"What happens in Vegas, stays in Vegas... But not this ." Greta Titelman ( The Worst podcast) breaks the double-standard behind having sex on a first date, talks about their first masturbation stories, and what it's like to date and sleep with DJs. Nicole enlists Twitter to help her find a man she met in a shoe. You can play along and see Nicole's Tinder bio and photos on her Facebook page at: https://www.facebook.com/pg/NicoleByerComedy Be sure to rate Why Won't You Date Me 5-stars ...
Jun 07, 2019•1 hr•Ep. 83
Blair Socci (stand-up, The Blair & Greta Show) discusses what it's like to date an "influencer", how to have an amicable break up with your ex, and the pro/cons of dating comedians. Plus, Nicole reads your listener submitted stories about the one that got away! This bonus episode is brought to you by Netflix's Always Be My Maybe ! Watch it on Netflix now and in select theaters. Chicago! Come see Why Won't You Date Me at HeadGum Live June 15th. Tickets: https://www.eventbrite.com/...
Jun 04, 2019•1 hr 2 min•Ep. 82
Drag queen Vicky Vox (DWV, Magic Mike XX L) joins Nicole to discuss having sex in drag, using AOL messenger to lose your virginity, and where to find the biggest dicks. Nicole had sex with a Canadian that left actual nuts in her pussy. She's also getting photos AirDrop'd to her by audience members. It's a real wild show. They also answer audience questions about fisting, taking a big dick, and their ideal wedding proposal. This was recorded live at RuPaul's DragCon 2019. Chicago! Come see ...
May 31, 2019•58 min•Ep. 81
Beth Stelling ( Crashing , I Love You, America ) discusses the crazy things they learned in school, what it was like to have a 3rd grade boyfriend, how she met her current boyfriend doing stand-up. A fan threatens to sleep with Nicole, but doesn't follow through. Have a story about the one that got away? Share it for a chance to be read on the podcast! You can email it anonymously to [email protected] with the subject line: " The One That Got Away ". Listeners stories will be read on an upco...
May 24, 2019•1 hr•Ep. 80
Demi Adejuyigbe ( The Late Late Show with James Corden , Punch Up The Jam podcast) joins Nicole to discuss how he found love on Twitter, how to successfully date long distance, and at what point you should tell your Tinder match what you're into. Plus, Nicole reads some embarrassing opening Bumble conversations. Be sure to check out Demi's Punch Up The Jam podcast. Venmo $13 to @electrolemon . Have a story about the one that got away? Share it for a chance to be read on the podcast! You can emai...
May 17, 2019•53 min•Ep. 79
Eleanor Bray (Nicole's old assistant!) comes on to discuss what it was like working as Nicole's assistant, how she got banned on Tinder, and the musicals they've performed in. They also share their love for pole-dancing, and Nicole manifests her dream man. Have a story about the one that got away? Share it for a chance to be read on the podcast! You can email it anonymously to [email protected] with the subject line: " The One That Got Away ". Listeners stories will be read on an upcoming special ...
May 10, 2019•1 hr 3 min•Ep. 78
"I hope my dad ate ass." Miel Bredouw ( Punch Up The Jam podcast) joins Nicole to discuss online harassment, what it was like to 'date' on Vine and what kind of sex their parents would've been into. Nicole's developed a new technique to handle hecklers on the road, and has a running Twitter beef with John Cleese. She also shares the future of the podcast if she were to ever find a boyfriend. Chicago! Come see Why Won't You Date Me at HeadGum Live June 15th. Tickets: https://www.eventbrite....
May 03, 2019•1 hr 9 min•Ep. 77
" You get a social security number when you're born, you should also get a therapist that you have to see when you turn 13. " Laura and Rachel ( Girls on Porn podcast) teach Nicole how to create a sex roster, shares signs of a good therapist, discuss their favorite type of porn, and if they swipe right on friends. Nicole provides advice to young woman struggling with measuring their sexual expectations in life. Chicago! Come see Why Won't You Date Me at HeadGum Live June 15th. Tickets: htt...
Apr 26, 2019•1 hr•Ep. 76
Cameron Esposito ( Put Your Hands Together , Queery podcast) discusses what it's like to host a show with her ex-wife, her past experience working as a circus ring leader, and how it feels to get dumped as a couple. Nicole shares her experience 'coming out' to her parents for liking dicks. Chicago! Come see Why Won't You Date Me at HeadGum Live June 15th. Tickets: https://www.eventbrite.com/e/headgum-live-why-wont-you-date-me-with-nicole-byer-thalia-hall-tickets-59977721981 You can play along an...
Apr 19, 2019•56 min•Ep. 75
" If it got leaked - everyone would know that I'm really good at sucking dick ." Matt Rogers ( What the Tuck? podcast, Las Culturistas podcast) discuss their experiences with Scientology, what it's like being too "intimidating" to date, and shares how he got his first STI from Grindr. Matt also details his last messy relationship, whether he considers himself to be a top or bottom, and his love for sending nudes. Interested in watching Nicole's sex tape? Just ask her after a live show! Send Matt...
Apr 12, 2019•59 min•Ep. 74
"Would I rather live a shorter life where I'm happier, than a long one where I have to work so hard to be healthy? More often than not I choose shorter." Things get serious in this episode. Punam Patel (I Feel Bad, Alone Together) joins Nicole to discuss dating as an "aggressive" woman, living as a diabetic, and whether or not they believe in assisted suicide. They also provide plenty of tips for organizing your trust, and taxes! You can play along and see Nicole's Tinder bio and photos on her F...
Apr 05, 2019•1 hr 5 min•Ep. 73
" If he had chest hair, I would've had rug burn. That's all I'm saying. " Dulcé Sloan ( The Daily Show with Trevor Noah) discuss their mutual hate for Coffee Meets Bagel , share some of their worst hookup stories, discuss which vibrators they use as massagers, and why Dulcé's superstitious about masturbating. Nicole begs everybody to cum everyday. They also answer questions from the audience in a very special podcast Q&A! This episode was recorded live at JFL NorthWest in Vancouver, Canada. ...
Apr 02, 2019•1 hr 29 min•Ep. 72
"Every black person I know is in therapy. And if they're not, I encourage them to be." Charla Lauriston ( Ghosted, People of Earth ) dissects white privilege, how hard it is to be a black woman in the dating scene, and the uphill battle to learn how to love yourself. Nicole Byer is stating a war with Jeff Bezos, shares her opinion on Taylor Swift (it's not good) and they both discuss their favorite weed to smoke. Nicole provides a listener some important dating advice that everyone should hear. ...
Mar 29, 2019•1 hr 11 min•Ep. 71
Jake Hurwitz and Amir Blumenfeld (Jake and Amir) discuss their favorite porn, whether they like to 69, if they would enjoy sucking their own dick, the best lubes to masturbate with, and give some blowjob advice. Nicole shares the insane things she requests in her final will and funeral. She's also jumping back in the app game and has Jake and Amir rate her new Tinder profile. Check out Jake and Amir's advice podcast If I Were You . Listen to Nicole's episode here: https://headgum.com/if-i-were-y...
Mar 22, 2019•59 min•Ep. 70
"Guys go on Raya just to see how famous of a person they can match with." Grace Helbig and Mamrie Hart ( This Might Get Weird podcast) discuss their go-to lies to get out of bad dates, share their awful dating experiences, and go through Nicole's Raya profile. Nicole's not feeling so horny and is worried there may be something wrong with her. She also shares an insane meet-cute she had with a very drunk man. You can play along and see Nicole's Tinder bio and photos on her Facebook page at: ...
Mar 15, 2019•53 min•Ep. 69
