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Carefully Reckless

Are y’all ready to REALLY talk?! Well, join the conversation! Comedian and Actress Jessica “Jess Hil

Episodes

Total: 218

Jess is opening up about a recent incident with her father that has her feeling emotional. If you're

Everyone is talking about Will Smith smacking the taste out of Chris Rock's mouth so you know your g

Wtf is going on in America? Jess is giving her take on COVID and war! Learn more about your ad-choi

Jess opens up about raising an introverted child. If you love an introvert, let Jess school you on h

This week Jess is coming to us straight out of Cabo and she has something heavy to share. Ladies, pl

And we byke!! Jess is back for another season, and she brought her sister Shay with her to kick thin

It's the last Wednesday in Black History Month, so Carefully Reckless presents a replay of one of it

Still feeling the spirit of love from Valentine's Day? Carefully Reckless presents a replay of one o

Jess talks about a recent public incident, Euphoria and Regina King.  Learn more about your ad-choi

Jess and Rome talk about their past and present relationship, Ashton and co-parenting.  Learn more

Jess and her son Ashton talk about Covid, the holidays, school and much more! Learn more about your

Jess and her family talk about all things sex, including stimulation, condoms, and threesomes.  Lea

Jess and her crazy family share dating stories and talk about relationships.  Learn more about your

Jess takes Shay down memory lane to talk about a dramatic breakup with an ex. Learn more about your

Jess and Shay talk about Black-owned businesses.  Learn more about your ad-choices at https://www.i

Jess sits down with her son Ashton to talk about comedy, family, football and the future.  Learn mo

Jess and Tanya (@itsgreat2bme) talk about Covid-19 and vaccines. Learn more about your ad-choices a

Jess gives her raw reaction to the tragedy at Travis Scott's Astroworld Festival, which resulted in

Jess taps into a real creepy topic right in time for Halloween! We're getting into dangerous obsessi

Jess opens up and gives us some raw emotion this week. Sometimes when your friends got you f*cked up