Comedian Donnell Rawlings (Chappelle's Show, Winning Time: The Rise of the Lakers Dynasty) chats with Nicole about the powers of having a WAP, why successful Black women have the hardest time in relationships, being a throat goat, and hottest locations to meet new people. Meanwhile, Nicole gets her tiddy caught in a car window.

How to have a WAP (w/ Donnell Rawlings)

Dating can be a hot mess, from being ghosted by your crush to realizing that you've been catfished by a Tinder match. Why Won't You Date Me? is here to help.

Join Nicole Byer, the perpetual singleton, as she invites fellow comedians, friends, and ex-flings to talk romance and share their wildest dating tales, from cringeworthy first dates to jaw-dropping hookup stories. Nothing is off-limits.

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Comedy Interviews

Comedian Craig Conant joins Nicole to discuss how sleeping with a chucklefucker led to him to become a baby daddy, his experience winning MTV's hit dating show "Next", and having sex at the movies on a first date. Plus, his many tales of farting on authority.

Winning a TV Dating Show (w/ Craig Conant)

WNBA superstar and Olympic gold medalist A'ja Wilson joins Nicole to discuss how her 6'4" height shapes her dating experiences, what it's like to be single and mingle amongst Olympians, and the special treatment of being a WNBA icon. Meanwhile, Nicole is enjoying her own singledom.

Dating as an Olympian (w/ A'ja Wilson)

Comedian William Stanford Davis (Abbott Elementary) joins Nicole to share how he met his wife in an improv class, the unique dynamic of her managing his career, and the importance of finding a partner who truly invests in you. William also offers a glimpse into his unconventional teenage years DJing in adult clubs and reflects on his experiences with segregation growing up.

A Partner to Invest In (w/ William Stanford Davis)

Comedian and writer Moshe Kasher chats with Nicole about being a ho, going to a 12-step program for sex addicts, and his experience going through therapy 8 days a week. Plus lots of dating horror stories, including the tale of the biting blowjob.

Addicted to Love (w/ Moshe Kasher)

Comedian Franchesca Ramsey (iCarly) joins Nicole to discuss what she's learned after going through an expensive divorce, finding singles in the wild, queer speed dating, and how dogs can sense when the end of a relationship is coming. Nicole tries to flirt with an older man on a bike. 

Check out Franchesca's new podcast, Black History, For Real.

How to have a WAP (w/ Donnell Rawlings)

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