Awkward Sex and The City

New York City’s finest storytellers relive their most embarrassing sexual experiences just for your pleasure. Based on the popular touring storytelling show, Awkward Sex And The City is hosted by comedian and storyteller, Natalie Wall, and features guests discussing real stories about their sexual exploits, adventures, discoveries, and revelations. For every hilarious sexual tale, there’s gross moments to match and love of everything awkward.

First Girl To See A Penis Wins – Dani Faith Leonard

Natalie talks Awkward Sex with Dani Faith Leonard, founder of Big Vision Empty Wallet. Dani tells a story about the first time she ever saw a dick, and Natalie can’t help but ask questions. Plus, the downsides of trying to bang with a new spray tan.

Dani is a comedian, producer, and storyteller, who founded the inclusion-focused incubator, Big Vision Empty Wallet, “that amplifies unique voices in TV and Film.” In other works, she’s a total bad ass.

Follow Dani on Twitter at @danifleonard

Check out Big Vision Empty Wallet here.

Follow the show on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity  and at

Periods, Poops, And Being In A Relationship – Anita Flores

For the first podcast episode of Awkward Sex And The City, Natalie sits down with Anita Flores, stand-up and fellow More Banana podcaster, to discuss getting their first period, pooping in front of their partners, sex toy hygiene, and why being “gross” women is totally awesome.

Anita has her own show all about the 90’s show Frasier. It’s called I’m Listening : A Frasier Podcast with Anita Flores and season one is out now. 

Follow Anita on Twitter at @anitajewtina and instagram @anitajewtina

Check out her recurring two woman show in NY, Party of Two here. 

Follow the show on Instagram at @awkwardsexandthecity on Twitter @awkwardsexcity  and at