Skip to content
Carefully Reckless cover art

All episodes

Carefully Reckless, 219 episodes. Page 2 of 3.

#
Title
101

Cheater's Anonymous

102

From A Superhero To A Hurt Villain

103

Happy Moms Matter

104

I See Dead People

105

Carefully Reckless Replay: What Is You Doing, Baby?

106

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

107

...And We're Back!

108

Gotta Move On

109

That's Not Queen Treatment

110

Back In The Building!

111

Double the Trouble

112

Your Mouth Better Match Your Hands

113

He's Your Man?!?!

114

It's Not Him, It's You!

115

Stop Being Scared!

116

Embrace Who You Are!

117

You Hid 2 Women For How Long?!

118

BACK Like I Never Left!

119

Keeping Y'all Updated

120

You Are Not the Father

121

L.O.N.E.L.Y

122

Fighting for Family

123

Saving Y'all On Set

124

I'm Only Gay For You

125

Should I Let Go Of Love?

126

Trauma Response

127

You & Me, Plus She

128

My Bestie is Buggin

129

You're Not Even a Citizen???

130

Older Don't Mean Better

131

Grief & Love

132

Sex, My Ex & Babies

133

Do He Got Money?!

134

What Is You Doing, Baby?

135

New vs. Old

136

Fixin' a New Type of Mess

137

Love Drought

138

Lovers and Friends

139

And We're Back!

140

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

141

I Wanna Be a Star

142

Love Triangle

143

Girl, Don't Embarrass Baltimore

144

Dr. Jess Is In!

145

You Knew That Man Had a Girlfriend!

146

Reporting Live from the Bronx

147

Fixing Mess Forever

148

Soul Ties

149

Sex with my Best Friend's Ex

150

Who Taught Y'all to Type?!

151

Single for the Summer

152

Back to You

153

New Love

154

Do You Boo Boo

155

Communication is Key

156

Jess, Fix My Mess!

157

Real Talk

158

Dear Mama

159

How Close Is Too Close?

160

Bye Bus Driver

161

21 Questions - Deal or No Deal?

E
162

Heartbreak Kid

E
163

Pursuit of Slappyness

E
164

Aye, Can We Get Trump Back?

E
165

I'm an "Extra"vert

E
166

Safe Travels!

E
167

Prison Bae

E
168

Carefully Reckless Replay - Protect Black Men

E
169

Carefully Reckless Replay - Forever Fiancee

E
170

Lessons Learned, Past & Present

171

Jess & Rome Get Real

172

Ashton Is Back!

173

What Turns You On?

174

Dating For Today

175

Blood Is Thicker Than Water

176

Put Ya Money Where Your Mouth Is

177

Meet Ash Hilarious!

178

Vaccine Views

179

The Astroworld Festival Tragedy

180

Why You So Obsessed with Me?

E
181

I Don't Owe You Sh*t

E
182

Pride Will Be Your Downfall

E
183

Mirror Mirror on the Wall

E
184

You Pregnant Teww?

E
185

Were You Born Like That?

E
186

21 Questions

E
187

I Do! Wait, You Don't?

E
188

Tell Me Your Fantasy

E
189

Either You Is or You Ain't

E
190

Stay Trippin'

E
191

What Department Are You In?

E
192

Bmore Besties

E
193

Get Your Friend!

E
194

I'm Coming to You As a Woman

E
195

Real & Raw

E
196

COVID Continues

E
197

Buy Black

E
198

Who's Your Daddy?

E
199

Can I Get A Refund?

E
200

Match My Fly or Bye Bye Bye

E