Carefully Reckless
Episodes
Cheater's Anonymous
30 Aug 2023
Contributed by Lukas
Hey y'all, wussup?! Dating is hard so Jess isn't judging you because things went left. Today's two messes could happen to anyone! Tap in to hear Jess'...
From A Superhero To A Hurt Villain
23 Aug 2023
Contributed by Lukas
Hey y’all, wussup?? These men are bugging, but ladies ..you have to take accountability for the fact that you’re letting them! And yes I’m yelli...
Happy Moms Matter
16 Aug 2023
Contributed by Lukas
Hey y'all! On today's episode, Jess is fixing some mess for a couple of listeners who are having trouble with the fathers of their kids. Two totally d...
I See Dead People
09 Aug 2023
Contributed by Lukas
Hey y'all! Jess is BACK and she's fixing your mess. Now, usually she's helping you fix your issues with humans, but one of today's stories is literall...
Carefully Reckless Replay: What Is You Doing, Baby?
02 Aug 2023
Contributed by Lukas
Jess killed it in Canada! But, now she needs a little break so she can fix your mess with a clear mind! Some issues are timeless - enjoy this Reckless...
He's Your Baby But I'm Not Your Wife
19 Jul 2023
Contributed by Lukas
Hey y'all! Today's mess might either confuse you or sound similar to something you're going through. Tap in!See omnystudio.com/listener for privacy in...
...And We're Back!
12 Jul 2023
Contributed by Lukas
Y'all .. Jess is back after a much needed vacation and we got some major updates for y'all. Tap in!See omnystudio.com/listener for privacy information...
Gotta Move On
28 Jun 2023
Contributed by Lukas
Hey y'all ..sometimes we know exactly what we need to do, but need to hear it from someone else. TAP IN to see if you can relate to this situation!See...
That's Not Queen Treatment
21 Jun 2023
Contributed by Lukas
Y'all ... this episode is dedicated to one story that pissed Jess off! Ladies, toxic and harmful behavior is not justified by occasional "queen treatm...
Back In The Building!
14 Jun 2023
Contributed by Lukas
Hey y'all! We got another in-person request for Jess to fix some mess. Get into it!See omnystudio.com/listener for privacy information.
Double the Trouble
07 Jun 2023
Contributed by Lukas
Hey y'all ...Jess fixes not 2, not even 3 ..but 4 messes today!! And for once ...you might be able to relate to every single one of them - uhh, maybe ...
Your Mouth Better Match Your Hands
31 May 2023
Contributed by Lukas
Hey y'all! Today's stories are too good and too relatable! You may have to pay some extra attention to one of today's stories ...but trust us. It's wo...
He's Your Man?!?!
24 May 2023
Contributed by Lukas
Hey y'all, wussup! Today's episode is hilarious and heartfelt. It's easy to feel like someone is crazy until you find yourself in the same situation. ...
It's Not Him, It's You!
17 May 2023
Contributed by Lukas
Wussup y'all! Sometimes we don't know if we're the problem in the relationship, or the person we're dating. Tap in to this episode to see if you can r...
Stop Being Scared!
10 May 2023
Contributed by Lukas
Hey y'all! Jess is fixing a kind of mess that I don't think we've heard before ..AND a fellow Carefully Reckless listener has a message for the ladies...
Embrace Who You Are!
03 May 2023
Contributed by Lukas
Hey y'all! This episode is for the LGBTQIA+ community! Everyone can listen but this is dedicated to y'all. Always remember you're a human being first ...
You Hid 2 Women For How Long?!
26 Apr 2023
Contributed by Lukas
Hey y'all! Jess fixed 3 messes today! ....well, maybe only 2 because that last story still has us f*d up! Tap in!See omnystudio.com/listener for priva...
BACK Like I Never Left!
19 Apr 2023
Contributed by Lukas
Hey y'all, wussup?! Did ya miss us? Jess is back and ready to start fixing your mess again. Send your stories in and tap in to today's episode to hear...
Keeping Y'all Updated
08 Mar 2023
Contributed by Lukas
Hey yall! It's the last episode of the season but don't worry, Jess will be right back next week. She's committed to fixing your mess for another seas...
You Are Not the Father
01 Mar 2023
Contributed by Lukas
Hey y'all! This season is almost about to wrap, but Jess it still out here cleaning up your mess. TAP IN to hear this week's stories. See omnystudio....
L.O.N.E.L.Y
22 Feb 2023
Contributed by Lukas
Hey y'all, wassup? In today's episode, Jess is helping a successful young woman with navigating her loneliness. Then, she helps someone avoid baby mam...
Fighting for Family
08 Feb 2023
Contributed by Lukas
Hey y'all! Jess is still on set fixing your mess! Today, we have two deep stories about managing hardships with family. Tap in!See omnystudio.com/list...
Saving Y'all On Set
01 Feb 2023
Contributed by Lukas
Hey y'all!! Now Jess is busy on set trying to give us something new to support, but she stepped off screen just to address somebody's mess. Tap in to ...
I'm Only Gay For You
25 Jan 2023
Contributed by Lukas
Hey y'all!! Jess takes the entire episode to talk to a listener about one big mess! Tap in to help this listener "figure out" her mess. See omnystudi...
Should I Let Go Of Love?
18 Jan 2023
Contributed by Lukas
Hey yaaaalll!! Are you having a hard time deciding if you should leave the person you love? In today's session, Jess is helping someone figure it out!...
Trauma Response
11 Jan 2023
Contributed by Lukas
Get your tissues y'all. Jess is helping 2 listeners with some real life mess. It's about to get real deep. Sending love to all our ladies!! See omnys...
You & Me, Plus She
04 Jan 2023
Contributed by Lukas
Happy New Year y'all!! Jess is starting off fixing mess with a bang! This week's episode features one veryyyy interesting story about polygamy. This w...
My Bestie is Buggin
28 Dec 2022
Contributed by Lukas
Jess is still out here fixing mess! This week she's working out issues between best friends and a messy coparenting situation. We also get an update f...
You're Not Even a Citizen???
21 Dec 2022
Contributed by Lukas
Wussup y'all! Jess is fixing all types of mess this week. There's family drama, trifling friends and even lies about citizenship. Tap in! If you wa...
Older Don't Mean Better
14 Dec 2022
Contributed by Lukas
Happy Hump Day! Have you ever thought that dating someone older would be better than dating someone your age? Today's stories prove that's definitely ...
Grief & Love
07 Dec 2022
Contributed by Lukas
Hey y'all ..wussup?! Jess is back and helping you through more life problems. Therapy is in session! Tap in!See omnystudio.com/listener for privacy in...
Sex, My Ex & Babies
30 Nov 2022
Contributed by Lukas
Sorry for the break babies, Jess is back and she's fixing more mess! Tap in to see who else in the world is being just as messy as youSee omnystudio.c...
Do He Got Money?!
16 Nov 2022
Contributed by Lukas
Happy Hump Day Y'all! Today, Jess is helping some people with sibling rivalry and a baby mama that's toooo close for comfort. Tap in!! **Correction at...
What Is You Doing, Baby?
09 Nov 2022
Contributed by Lukas
Hey y'all, wussup?? The ladies in this episode have some questions for the men in their lives. Tap in to find out if you know someone that this applie...
New vs. Old
02 Nov 2022
Contributed by Lukas
This week Jess is fixing some new mess and revisiting and old story we all were entertained by! Tap in! If you want Jess to fix your mess, DM her o...
Fixin' a New Type of Mess
26 Oct 2022
Contributed by Lukas
Hey y'all wussup?!?! Jess been helping y'all fix a lot of relationship mess but one of today's stories features something a little different. Tap in! ...
Love Drought
19 Oct 2022
Contributed by Lukas
Dr. Jess clocked in for the day and today she's giving advice on long distance relationships and horrible step children. She also has an update from o...
Lovers and Friends
12 Oct 2022
Contributed by Lukas
Jess is fixing more mess! This week she's helping us with relationship issues and trifling friendships. Tap in! If you want Jess to fix your mess, ...
And We're Back!
05 Oct 2022
Contributed by Lukas
Jess is back and giving y'all some more advice! Tap in to hear if you can relate to these stories. If you want Jess to fix your mess, DM her on Inst...
Carefully Reckless Replay - I Do! Wait, You Don't?
28 Sep 2022
Contributed by Lukas
Cuffing season is among us! So while Jess takes care of some business, tune into this oldie but goodie throwback episode about relationships!See omnys...
I Wanna Be a Star
21 Sep 2022
Contributed by Lukas
We got another voice note today. Baby girl thinks she lost her chance at achieving her dreams because she invested all her time into looking for love....
Love Triangle
14 Sep 2022
Contributed by Lukas
Wassup y'all ..took a little break, but we're back!! There's a lot to unpack in this episode, so get your tea and let's get into it!See omnystudio.com...
Girl, Don't Embarrass Baltimore
31 Aug 2022
Contributed by Lukas
Y'all ...you won't believe today's story! Yes ONE story ...that's how crazy this cry for help was. Jess bout to gather her ass real quick! Tap inSee o...
Dr. Jess Is In!
24 Aug 2022
Contributed by Lukas
"Dr. Jess" returns to sort out ya messes, including a crazy wedding in China and story of unrequited love. If you want Jess to fix your mess, DM her...
You Knew That Man Had a Girlfriend!
17 Aug 2022
Contributed by Lukas
Another week of fixing y'all mess ...and some of y'all are real messy! But Jess ain't judging, she just wants to help! Tap in babies! If you want J...
Reporting Live from the Bronx
10 Aug 2022
Contributed by Lukas
Do I need to keep telling y'all what's going on here? Jess is fixing y'all mess! Tune in!See omnystudio.com/listener for privacy information.
Fixing Mess Forever
03 Aug 2022
Contributed by Lukas
It's official - Jess is fixing your mess for the rest of the season! Y'all don't be scared to send your stories in, but in a meantime, tap in to this ...
Soul Ties
27 Jul 2022
Contributed by Lukas
Baby!! Y'all ever been soul tied to a bum? Tap in to this episode 'cause Jess is not playing with the gworls this week Tickets are now on sale for ...
Sex with my Best Friend's Ex
20 Jul 2022
Contributed by Lukas
Jess is back again with another episode fixing y'all mess. We got some reaaaal juicy scenarios this week. Tap in! Tickets are now on sale for the F...
Who Taught Y'all to Type?!
13 Jul 2022
Contributed by Lukas
Jess is back for another week of giving you advice. She loves helping y'all out but y'all need to proofread them messages before you send them her way...
Single for the Summer
06 Jul 2022
Contributed by Lukas
Who is peeing in the dating pool?? In this episode, Jess is fixing a whole bunch of relationship mess. These situations are crazy, but at least now we...
Back to You
29 Jun 2022
Contributed by Lukas
Hey yawwwwl, what's up? Jess was busy buying estates last week, but this week she's BACK and fixing your mess! Let's get into itSee omnystudio.com/lis...
New Love
15 Jun 2022
Contributed by Lukas
If you've been listening for a while, you might remember Jess' sister heartbreak story earlier in the season. Welp ..she's BACK giving us an update on...
Do You Boo Boo
08 Jun 2022
Contributed by Lukas
What's the tea y'all? Jess is back again fixing your problems. We all have crazy situations, listen to Jess' advice on how to handle them.  ...
Communication is Key
01 Jun 2022
Contributed by Lukas
Jess is back with another full episode of Jess, Fix My Mess - answering questions about YOUR crazy life situations! Tap in!See omnystudio.com/listener...
Jess, Fix My Mess!
25 May 2022
Contributed by Lukas
If you've been rocking with Carefully Reckless since Season 1, then you're familiar with the "Jess, Fix My Mess" segment. Well Jess is bringing it BYK...
Real Talk
18 May 2022
Contributed by Lukas
Jess is reading y'all to filth for your reactions to the death of Kevin Samuels. She also gets into being one of the new couples on Couples Retreat.&n...
Dear Mama
11 May 2022
Contributed by Lukas
Fresh off of Mother's Day weekend, Jess is showing love to all the mommas!See omnystudio.com/listener for privacy information.
How Close Is Too Close?
27 Apr 2022
Contributed by Lukas
We finally got big London in the building!!! Jess and London talk about the boundaries of their relationshipSee omnystudio.com/listener for privacy in...
Bye Bus Driver
20 Apr 2022
Contributed by Lukas
Jess is taking the back seat and letting her sister share the story about her recent heartbreak. If you're trying to keep a positive outlook on men .....
21 Questions - Deal or No Deal?
13 Apr 2022
Contributed by Lukas
Jess has some questions about what love looks like and what you're willing to deal with. This episode will definitely give you some guidelines on expe...
Heartbreak Kid
06 Apr 2022
Contributed by Lukas
Jess is opening up about a recent incident with her father that has her feeling emotional. If you're a daddy's girl, get your tissues before you tap i...
Pursuit of Slappyness
30 Mar 2022
Contributed by Lukas
Everyone is talking about Will Smith smacking the taste out of Chris Rock's mouth so you know your girl Jess had to give her take on the situation! L...
Aye, Can We Get Trump Back?
23 Mar 2022
Contributed by Lukas
Wtf is going on in America? Jess is giving her take on COVID and war! Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omn...
I'm an "Extra"vert
16 Mar 2022
Contributed by Lukas
Jess opens up about raising an introverted child. If you love an introvert, let Jess school you on how to handle them. Learn more about your ad-choic...
Safe Travels!
09 Mar 2022
Contributed by Lukas
This week Jess is coming to us straight out of Cabo and she has something heavy to share. Ladies, plan who you're going on trips with wisely! Learn m...
Prison Bae
02 Mar 2022
Contributed by Lukas
And we byke!! Jess is back for another season, and she brought her sister Shay with her to kick things off. They're giving the tea on how a friendship...
Carefully Reckless Replay - Protect Black Men
23 Feb 2022
Contributed by Lukas
It's the last Wednesday in Black History Month, so Carefully Reckless presents a replay of one of its most memorable episodes.Calling all black men! T...
Carefully Reckless Replay - Forever Fiancee
16 Feb 2022
Contributed by Lukas
Still feeling the spirit of love from Valentine's Day? Carefully Reckless presents a replay of one of its most memorable episodes.Ladies, does your ma...
Lessons Learned, Past & Present
26 Jan 2022
Contributed by Lukas
Jess talks about a recent public incident, Euphoria and Regina King. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee om...
Jess & Rome Get Real
12 Jan 2022
Contributed by Lukas
Jess and Rome talk about their past and present relationship, Ashton and co-parenting. Learn more about your ad-choices at https://www.iheartpodcas...
Ashton Is Back!
05 Jan 2022
Contributed by Lukas
Jess and her son Ashton talk about Covid, the holidays, school and much more! Learn more about your ad-choices at https://www.iheartpodcastnetwork.co...
What Turns You On?
29 Dec 2021
Contributed by Lukas
Jess and her family talk about all things sex, including stimulation, condoms, and threesomes. Learn more about your ad-choices at https://www.ihea...
Dating For Today
22 Dec 2021
Contributed by Lukas
Jess and her crazy family share dating stories and talk about relationships. Learn more about your ad-choices at https://www.iheartpodcastnetwork.c...
Blood Is Thicker Than Water
15 Dec 2021
Contributed by Lukas
Jess takes Shay down memory lane to talk about a dramatic breakup with an ex. Learn more about your ad-choices at https://www.iheartpodcastnetwork.c...
Put Ya Money Where Your Mouth Is
08 Dec 2021
Contributed by Lukas
Jess and Shay talk about Black-owned businesses. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listene...
Meet Ash Hilarious!
24 Nov 2021
Contributed by Lukas
Jess sits down with her son Ashton to talk about comedy, family, football and the future. Learn more about your ad-choices at https://www.iheartpod...
Vaccine Views
17 Nov 2021
Contributed by Lukas
Jess and Tanya (@itsgreat2bme) talk about Covid-19 and vaccines. Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystud...
The Astroworld Festival Tragedy
10 Nov 2021
Contributed by Lukas
Jess gives her raw reaction to the tragedy at Travis Scott's Astroworld Festival, which resulted in eight deaths. Learn more about your ad-choices at...
Why You So Obsessed with Me?
27 Oct 2021
Contributed by Lukas
Jess taps into a real creepy topic right in time for Halloween! We're getting into dangerous obsessions. Lock your doors and check your surroundings b...
I Don't Owe You Sh*t
20 Oct 2021
Contributed by Lukas
Jess opens up and gives us some raw emotion this week. Sometimes when your friends got you f*cked up, you gotta vent to your fans. Learn more about y...
Pride Will Be Your Downfall
13 Oct 2021
Contributed by Lukas
Learn more about your ad-choices at https://www.iheartpodcastnetwork.comSee omnystudio.com/listener for privacy information.
Mirror Mirror on the Wall
06 Oct 2021
Contributed by Lukas
Jess and Shay get real about an issue that many people in this era struggle with - Body Dysmorphia Disorder (BDD). Baby, social media got us tweakin'!...
You Pregnant Teww?
29 Sep 2021
Contributed by Lukas
Now y'all know it be the most raggedy men who wanna play games! Shay is back and sharing some trifling stories with Jess ☕️ Learn more about your...
Were You Born Like That?
22 Sep 2021
Contributed by Lukas
Jess introduces us to a new guest and they're checking y'all on something other people might be too afraid to ...your weight! Put that burger down and...
21 Questions
15 Sep 2021
Contributed by Lukas
Sheena Girl is BIKE again!!! Jess is asking a bunch of rapid fire questions - are y'all ready for these answers? Learn more about your ad-choices at ...
I Do! Wait, You Don't?
08 Sep 2021
Contributed by Lukas
Did you ever have to say no to a marriage proposal? Was it justified? Did the relationship end after that? Let's talk! Learn more about your ad-choic...
Tell Me Your Fantasy
01 Sep 2021
Contributed by Lukas
Jess is bringing one of her life lessons into story time. Do you tell your boo about your fantasies with other people? Neither does Jess ...well excep...
Either You Is or You Ain't
25 Aug 2021
Contributed by Lukas
If you have one relationship with the same sex, does that mean you're gay? Jess invites Prince back to talk about the double standards of sexuality. ...
Stay Trippin'
18 Aug 2021
Contributed by Lukas
Jess' twin pulled up for this week's episode! Jess and Prince recap the highs and lows of their traveling experiences. Expect some drama, personality ...
What Department Are You In?
11 Aug 2021
Contributed by Lukas
Sheena Girl is BIKE ..you'll get it when you listen to the episode. Anyway, they're breaking down LGBTQIA+ the Carefully Reckless way. Y'all please do...
Bmore Besties
04 Aug 2021
Contributed by Lukas
Who else gets jealous when their bestie has other friends? Well, Jess' REAL best friend, Sheena Girl, hopped on this episode to press Jess about her o...
Get Your Friend!
28 Jul 2021
Contributed by Lukas
Bria is back by popular demand! This time the ladies are discussing friendship boundaries. Can your friend check your man? Can you check your friend? ...
I'm Coming to You As a Woman
21 Jul 2021
Contributed by Lukas
Jess is back with more girl talk with her homegirl Bria! How do you feel about the "coming to you as a woman" concept? Well, Jess and Bria are giving ...
Real & Raw
14 Jul 2021
Contributed by Lukas
We already feel like Jess is our homegirl, but today she makes it real! In the middle of moving, Jess and her friend Bria got into some girl talk that...
COVID Continues
30 Jun 2021
Contributed by Lukas
While everyone is taking off their masks and hitting these streets ... Jess is here to remind you that COVID-19 still exists. Stay safe and don't let ...
Buy Black
23 Jun 2021
Contributed by Lukas
Jess is covering all sides of a major topic in the black community - supporting black business. Jess wants to see all her people win, even if that mea...
Who's Your Daddy?
16 Jun 2021
Contributed by Lukas
What's the difference between a father and a dad? While we're getting ready to celebrate Father's Day, Jess is showing love to all the DADs! Learn ...
Can I Get A Refund?
09 Jun 2021
Contributed by Lukas
Jess talks about how the power of social media tricked all of our asses into thinking that Floyd Mayweather vs. Logan Paul was an actual fight. Learn...
Match My Fly or Bye Bye Bye
02 Jun 2021
Contributed by Lukas
VENT SESSION! Jess drops the usual structure of the show to speak her mind on a controversial topic. What's wrong with a woman wanting a man with mone...