All Episodes

Final Update

On the DL

My Man & My Mama

Whole Lotta Mess

How'd You Cheat?

Opposites Don't Always Attract

Down with the Swirl

Wedding Bell Blues

It’s Complicated

Over My Dead Body

Carefully Reckless: My Past vs. My Future

Baby Mama Drama

Down with the Swirl

Splitting the Bills

Kinks Over Love

Toxic Games

Relationship Goals

Boneless Stories

My Lil Funky Friend

Mama Needs Her Groove Back

The Truth Hurts

Big Sister Blues

Quitting Isn't Giving Up

Abort Mission ..or Not?

My Distant Sister Took My Mister

Carefully Reckless: Frenemies & Fetishes

Who Is She? (Pt. 2)

Who Is She? (Pt. 1)

Homeless Hubby

Cousin Love

Last Call

Mean Mama

The Best Of: Carefully Reckless (Part 3)

Reckless Replay: Never Number One

Chaos on Christmas

The Best Of: Carefully Reckless (Part 2)

Carefully Reckless: I Love Your Girl

Reckless Replay: Older Don't Mean Better

The Best Of: Carefully Reckless

Reckless Replay: From A Superhero To A Hurt Villain

I'm Where She's At, But He's Where I Wanna Be

Reckless Replay: Do He Got Money !

Reckless Replay: Girl, Don't Embarrass Baltimore

Friends Can Be Lovers

Canine Co-parents

I Can't Get A Girl

I'm Back Baby!!!!

Reckless Replay: You're Not Even a Citizen???

Reckless Replay: Unholy Matrimony

Reckless Replay: Baby, Slowww Down!

Reckless Replay: He's Your Man?!?!

Reckless Replay: Reel Life Problems

Reckless Replay: Best(ie) Behavior

Reckless Replay: Stop Being Scared!

Reckless Replay: Fighting For Family

Reckless Replay: That's Not Queen Treatment

Reckless Replay: Happy Moms Matter

Reckless Replay: Messy Mommy

Honeymoon Phase

Staying In A Child's Place

Did I Move On Wrong?

Bitter Ex-Wife, Bitter Life

Asking For A Friend

2 Dirty Girls

Does He Love Me?

Keep It In The Past

Messy Bessie

I Got The Wrong Sister

Survivor's Guilt

Hopeless Romantic and Single

My Baby's Lazy

But You Say She's Just A Friend

I Can't Have His Baby

Messy Mommy!

Reckless Replay: L.O.N.E.L.Y

My Homegirl's Homegirls

Big Trickin'

Whole Lotta Mess

I'm A Muva!

But You Say I'm Just A Friend

Where's My Dad?

Reckless Replay: Double the Trouble

Still With My Ex

Social Media Mayhem

Baby, Slowww Down!

Ain't No Love Around the Holidays?

I Just Need A Hug

A Sugar Daddy, A Tired Bestie & A Crackhead

Baby's Mom vs. Daddy's Girlfriend

Breakfast Club Topics

Mature Marriage

Reel Life Problems

Best(ie) Behavior

Incomplete...

Unholy Matrimony

Never Number One

Girl, Bye!

Help Me Again!

Bi Bye Baby

Jealous Spirit

Cheater's Anonymous

From A Superhero To A Hurt Villain

Happy Moms Matter

I See Dead People

Carefully Reckless Replay: What Is You Doing, Baby?

He's Your Baby But I'm Not Your Wife

...And We're Back!

Gotta Move On

That's Not Queen Treatment

Back In The Building!

Double the Trouble

Your Mouth Better Match Your Hands

He's Your Man?!?!

It's Not Him, It's You!

Stop Being Scared!

Embrace Who You Are!

You Hid 2 Women For How Long?!

BACK Like I Never Left!

Keeping Y'all Updated

You Are Not the Father

L.O.N.E.L.Y

Fighting for Family

Saving Y'all On Set

I'm Only Gay For You

Should I Let Go Of Love?

Trauma Response

You & Me, Plus She

My Bestie is Buggin

You're Not Even a Citizen???

Older Don't Mean Better

Grief & Love

Sex, My Ex & Babies

Do He Got Money?!

What Is You Doing, Baby?

New vs. Old

Fixin' a New Type of Mess

Love Drought

Lovers and Friends

And We're Back!

Carefully Reckless Replay - I Do! Wait, You Don't?

I Wanna Be a Star

Love Triangle

Girl, Don't Embarrass Baltimore

Dr. Jess Is In!

You Knew That Man Had a Girlfriend!

Reporting Live from the Bronx

Fixing Mess Forever

Soul Ties

Sex with my Best Friend's Ex

Who Taught Y'all to Type?!

Single for the Summer

Back to You

New Love

Do You Boo Boo

Communication is Key

Jess, Fix My Mess!

Real Talk

Dear Mama

How Close Is Too Close?

Bye Bus Driver

21 Questions - Deal or No Deal?

Heartbreak Kid

Pursuit of Slappyness

Aye, Can We Get Trump Back?

I'm an "Extra"vert

Safe Travels!

Prison Bae

Carefully Reckless Replay - Protect Black Men

Carefully Reckless Replay - Forever Fiancee

Lessons Learned, Past & Present

Jess & Rome Get Real

Ashton Is Back!

What Turns You On?

Dating For Today

Blood Is Thicker Than Water

Put Ya Money Where Your Mouth Is

Meet Ash Hilarious!

Vaccine Views

The Astroworld Festival Tragedy

Why You So Obsessed with Me?

I Don't Owe You Sh*t

Pride Will Be Your Downfall

Mirror Mirror on the Wall

You Pregnant Teww?

Were You Born Like That?

21 Questions

I Do! Wait, You Don't?

Tell Me Your Fantasy

Either You Is or You Ain't

Stay Trippin'

What Department Are You In?

Bmore Besties

Get Your Friend!

I'm Coming to You As a Woman

Real & Raw

COVID Continues

Buy Black

Who's Your Daddy?

Can I Get A Refund?

Match My Fly or Bye Bye Bye

The Parent Trap

Family Affairs

Love to All my Ladies

Healing Saves Lives

Don't Be "Emburrassed"

Den of Thieves

(Tr)igger Warning

Protect Black Men

Forever Fiancee

Nip and Tuck, Who Gives a F**k?

Can You Pay My Bills?

Liar Liar

Let's Talk About Sex Baby

Separated Ain't Single

F*ck These B*tches, Get Money!

What You Know 'Bout Love?

B*tches Be Betrayin'

Hillbillies Stormed the Capitol

Carefully Reckless Trailer