I Never Would've Dated... Pablo Picasso

I Never Would've Dated... LBJ

LBJ: More of a Drake or a Kendrick? With the help of special guest Prance, Analisa and Katie address this and other questions while discussing the legacy of the man who created PBS and NPR while simultaneously escalating the war in Vietnam — simply because he didn't want to look dumb.

I Never Would've Dated... Ernest Hemingway

In this episode, Katie and Analisa, alongside their esteemed guest Caroline Timoney, break down Mr. Macho Man Ernest Hemingway, a man known for his concise, restrained prose — because only men can make an accomplishment out of using less words. You'd think that a writer famous for being a Man of Few Words wouldn't be such a mansplainer, but alas. Topics include: his four marriages, his penchant for bullfighting (again?!), and a hearty discussion on whether or not tires are overpriced.

I Never Would've Dated... Napoleon Bonaparte

This episode is a little bit about Napoleon and a lot about scabies. Haven't heard of it since you were in AP USH or went through that obsessive historical fiction phase in 5th grade? Well you're in luck for a refresher when Dating History welcomes its first ever podcast guest, the inimitable Kylie Brakeman!!

I Never Would've Dated... Johnny Cash

Johnny Cash was avoidant; Reese Witherspoon is perfect. Analisa and Katie talk about Johnny Cash and whether or not Joaquin Phoenix should be allowed to make any more biopics.

I Never Would've Dated... Pablo Picasso

If you've ever had a man's mother warn you against dating him, this episode is for you. Analisa and Katie tackle a serial cheater with a penchant for age gap relationships, and discusses how people stay in relationships with narcissists. The conversation veers toward Woody Allen, Analisa makes a bunch of impressive literary references, and the word "squalor" is said an unreasonable number of times.