I Went to Jail, You Went Cheating! | KARAMO

In this episode of Karamo’s talk‑show, host Karamo mediates a heated dispute between Jonathan, recently released from a 4½‑month incarceration, and his fiancée Natasha. Both admit to a history of "tit‑for‑tat" cheating, with Jonathan accusing Natasha of dating another man and texting him late at night while he was out of jail, and Natasha counter‑accusing Jonathan of similar behavior. They recount a promise made during Jonathan’s jail stay to remain faithful and work on their relationship, which they claim was broken. Karamo stages a dramatized "phone‑unlock" investigation, humorously claiming to have searched their devices and found mixed truthfulness, before shifting to relationship counseling. He advises the couple to replace retaliatory actions with mutual reassurance, encouraging open communication and trust‑building. The segment ends with a promotional plug for Karamo AI’s wellness app, positioning it as a tool for personal growth and relationship health.
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So Jonathan, why do you believe your fiancée is cheating?
Well, I can go back and I can look, you know, have conversations with her.
Yeah.
And I was recently incarcerated for 4 and a half months.
Okay.
When I got out, we made, before I got out, we made an agreement that we was gonna move forward with our lives. So when I got out, I kind of stumbled across a picture here and there, a couple pictures of a couple people, a few conversations. That kinda made me question.
Yeah.
So that's why I came here today to kinda get your help.
Find out the truth.
To find out the truth.
Okay.
So I can move forward with my life.
All right, so let's back up. The two of you have had cheating issues in the past, correct?
I wouldn't say as far as a cheating issue, but as far as like maybe when we would get into it, oh, you need to leave. Okay, well I'll leave.
That's why you thinking I'm gonna be doing something.
Yeah, I'll talk to somebody else.
So you told my producers you do a lot of tit for tat when it comes to cheating.
Correct.
In what way?
If I see something, then I will go do something.
Okay.
You know, go talk to somebody else. If I see something, you know.
So you saying y'all did have some cheating issues 'cause it was tit for tat. You do it, I'm gonna do it. How long did that go on?
Maybe off and on for about a few months.
Few months.
Yeah.
Tit for tat. But you're saying that once What made you wanna change then? Was it because you got outta jail?
Nah, I just wanted to change.
The bitch was cheating, you ain't wanted me.
I just wanted to—
What do you mean you gonna cheat on somebody but they want me?
I just wanted to have a fresh start and try to do it right.
Got it, you want a fresh start.
Just tired, you know, tired of going.
You tired of it, okay then. So while you were in jail, you made a promise not to cheat. Tell me about that.
Right, well, we had a conversation.
I would hope you wasn't cheating in jail.
We had a conversation. We had a conversation and I was gonna say the same thing. So everybody at home, sometimes we can hear the guests backstage and so we can hear her backstage and she crazy right now for that one.
She's a little short fused.
She's short fused? Okay, I see it. So you made the promise in jail you not gonna cheat when you get out?
We both agreed.
Okay, when you get out?
We both agreed.
Okay, good, good.
Well, I ain't gonna say when we get out. She said she wasn't gonna do anything While I was in there.
Got it.
I was single when you went.
Okay. Right. Okay. So what happened when you got outta jail?
I got out and you know, everything seemed like it was cool.
Yeah.
One day I went through her phone 'cause I had the way to go through it. And I basically seen a picture of her and a guy like they was on, well, I ain't gonna say like they was on, they was on a date.
A friendly encounter. Got it.
It wasn't a friendly encounter. Got it. If that's what you wanna call it.
Got it.
If that's what you wanna call it.
Okay.
But you can't be single when you told me previously before this picture date that we was supposed to work on it. I guess going on a date is working on your problem.
What else has she done?
While we were out on New Year's, I was out on a trip with her, with her family, and this guy was messaging her on texting her phone 2, 3 in the morning asking questions, you know, and just asking questions, where you at, what are you doing, you know? And she's responding to the messages, but the thing is, not one time did she mention me or say, "Hey, I'm with my fiancé, with my family." Got it. I hear you. So.
What did Natasha say when you confronted her about this?
What she just said back there.
It's a friend.
That's a friend. That's a friend.
Well listen, we already heard Natasha backstage 'cause she ain't stop talking. So I think it's time to go ahead and bring her out so we get her side of the story.
Welcome Natasha to the show.
Hi.
Hey Natasha, how you doing?
How you doing, Karamo? But one second. What you mean that I been doing this and that? You only thinking I'm gonna do something because you did something. You cheated first. And then the chick that you was trying to cheat with, she was trying to holler at me. When I called her, who is this? Who is this? She asked me who was I and I told her who I was. You, I don't know who that is. You a lie.
But this don't happen.
You a lie.
It do. It's nothing to do with me right now.
We all working together.
And then it got to do with both of us. And like I said, I can't help with nobody inbox me. I can only do what I respond to. You know what I'm saying? If I didn't wanna be with you, you wouldn't be right here with me today. You know what I'm saying? I do the picking and choosing around here. Anyways, how you doing, Karamo? Nice to meet you. I hug, sweetie, I hug.
How you doing?
I'm doing fine. You too.
Okay, so, So we see that you dispute all the stuff you heard. I heard you back there.
Yeah, and like I said, he better not be cheating in jail. I mean, let me know something.
What's up?
And then, like he said, he did go to jail a day before his birthday, right? So when he went to jail, we were not together. We broke up like 2, 3 weeks prior to that.
So you saying when he went in, you were single and that's why?
Yeah, I was single, mingling, doing what I wanna do.
But he said that y'all made a commitment.
That was in like September, October. No, I'm lying. Let me take that back. That was in October. Uh-huh. You know what I'm saying? So we said we were gonna work on being together, you know what I'm saying, while he was in jail. You know, I wasn't about to just leave him hanging. Yeah, I'm gonna talk to you, you know what I'm saying, keep money on the phone for us to talk or whatever, but at the same point in time, I'm gonna talk. I'm not about to just sit here and wait, you know what I'm saying?
Got it.
He think that I'm doing something because of I didn't call him doing things, you know what I'm saying? He know that get back gonna be tough. That's all it is.
So you think that's why y'all are at this issue, because he doing that?
Hold on a second, let me say something. So basically you saying you gonna tell me that we gonna work on something, Yeah, we're gonna work on it. But you gonna still talk to whoever you wanna talk to besides him?
Exactly, 'cause we wasn't out. You wasn't out.
How is that working on something?
I was working on something, I was still talking to people, put it like that.
Well then you ain't working on nothing.
I can say that.
So lemme ask you now, 'cause he's more concerned, 'cause we're here just from the past 4 months that he'd been out and y'all said y'all working on it. Are you cheating on Jonathan?
No, I'm not cheating on Jonathan. Like I said, he gonna keep that in the back of his head because of the shit he done did, you know what I'm saying? And he know if I do something, he gonna press.
So you think in the past 4 months he cheated?
Who? Nah, he been up my ass too far.
Okay, so the past 4 months since he's got out, he's, he's, you feel like he's been faithful? And you say you've been faithful as well?
I think so.
Okay.
I mean.
So why does he believe you're hiding secrets in your phone?
Dude can go in my phone, I don't know, I can change my phone code, no matter what I change it to, dude be up in there, you know what I'm saying?
Got it, got it.
So I can't hide nothing. But he start to—
You like us, you know how to get in the phone.
Like for real, dude, dude is a—
Hacker.
Yeah. You know, so for real, y'all. But no, so the, he got in my phone.
Yeah.
And this, like I said, when he was in jail. I did go out on a little friendly date out to eat, you know what I'm saying?
Yeah.
That was it. Nothing more, nothing less.
Yeah.
So I would say, yeah, I did take a picture, you know what I'm saying? I was feeling myself looking good.
Yeah.
You know, it ain't like me and dude was—
Hugged up or something.
Yeah, the engagement.
They was hugged up.
Oh, they was hugged up.
Well, it probably was a friendly hug. Pat, pat.
Look, and her phone pictures are backed up all the way to 2019. Dude, you're lying. I done been through her phone, all, every picture there is. 10,000-something pictures. I ain't never seen a picture of her and a dude.
Well, you didn't look closely then.
Outta years.
But what you're saying now, you already said, admitted to it was tit for tat with the cheating. So you're saying now it's just that this 4 months now you're trying to make it. So if the dude was in the past, It's in the past. It's in the past. It would be what's happened in these 4 months, right?
It wasn't in the past, that was just in October.
Oh, okay.
And you were in jail.
So has cheating been the reason that stopped y'all from getting married?
Yeah.
That's the reason?
Yes.
Yes. Okay. If the cheating wasn't there and y'all could actually stick to this, would marriage happen?
Yeah.
You would? And you'd want it as well?
Yeah, I see it.
You see it? Yes. You ready for it? Okay. Natasha, what's—
He gotta quit being insecure.
Okay, you think it's insecurity?
It's real insecurity. Yeah, 'cause if I'm telling you I'm not doing nothing, you need to believe my words. So if you gonna go find, looking for something, but okay, granted, people do inbox me, but now ask him, outta all them people who inbox me, do I respond back to them niggas who trying to holla at me?
Yes, uh-huh. You ain't holla at me. So what's the exact promise you made to him while he was in jail? Are you ready to unlock your best self? Key is my new wellness app made for you. Fitness, Nutrition, meditation, sobriety, better relationships, self-love. 6 keys, 1 app. Change starts today.
And I said we're gonna work on us, you know what I'm saying? Being together so we can go ahead and get past this engagement and get married.
Got it. Okay, so that's the promise you made. Okay. So it sounds like once you got outta jail, for you, in your point of view, that's when you said, "I'm gonna start working on it. I'm not gonna do anything." Yeah. Okay.
When I got out.
When you got out, right.
Yeah, so why tell me while I was in there? You should've just told me, hey, Look, I'm gonna do me while you in here. I'm gonna talk to who I wanna talk to. And when you get out, we can see what's going on.
Got it.
That should have been how that should have been told to me. Not that, hey, we gonna work on this.
So I agree with that. That's the one thing I'm gonna say I agree with. When he was in there, you should have been a little bit clearer and saying, hey, I'm willing to work on this when you get out, but while you not out, I'mma do me. I'mma do me. I do agree with that.
Okay, I agree with that. I did say that in a sense.
Then I could have said.
You know, in a sense. But he's just saying you could have been clearer on that.
Then my response could have been like, I'm like, well, go ahead on and do you, and I'm gonna do me when I get out.
That's going back to the old patterns of being tit for tat.
I could've just went on about my business.
But you still a man if that's what you wanna do. Is that what you wanna do? Is that what you wanna do?
We gonna see when we see the results. And you can.
Okay, well let's try it. He said we gonna see when we see the results, so it's time to unlock the phone. Well, Jonathan, we unlocked your phone first, so here we go. Natasha, you wanna know if Jonathan's communicating with any other women? Jonathan says he's not. My locked phone investigator searched his phone and found that Jonathan is telling the truth.
Okay, okay, okay.
Natasha, you wanna know if Jonathan is sending any explicit photos to other women? Jonathan says he's not. My locked phone investigator searched his texts and found that Jonathan has sent 20,000— No, I'm joking with you. He telling the truth. He ain't send nothing.
Okay?
Switch the case.
Switch the case.
He done sent 20,000 photos, girl.
I'm messing with you.
He ain't said nothing. He's telling the truth. All right, Natasha, you wanna know if Jonathan is direct messaging any other women. Jonathan says he is not. My locked phone investigator searched his DMs and found that Jonathan is telling the truth.
The reason why he's telling the truth is because he don't got access to his Facebook 'cause I got his Facebook, it's my Facebook.
No, I'm with you. Listen, listen, the investigator said you have access, but since he's been out, which is the timeline we're looking at.
And it's good, and I, and it's good.
Since he's been out, he has been making sure he is Yeah, I just said that.
I said 'cause he's been up my ass. Like, we white on rice. Thick as thieves.
When the time said, we unlocked your phone. So let's see.
I'm ready.
All right, Jonathan, you wanna know— Why y'all saying boo? Y'all don't even know him.
Why is y'all booing me? Like, what?
Jonathan, you wanna know if Natasha has been faithful over the past 4 and a half months from the time he went to jail since he's been out. That's your question. Jonathan wants to know if Natasha is still communicating with a specific guy named [MASKED] that was calling her phone in early morning hours of New Year's. Natasha says she is not. Monocle Phone Investigator searched her texts and found that Natasha is telling the truth.
Apologize, can I get an apology? Can I get an apology?
I apologize.
Jonathan, you wanna know if Natasha is meeting up with any men. Natasha says she is not. Monocle Phone Investigator searched her GPS and found that Natasha She's telling the truth.
Why y'all booing me?
Okay.
All right, so Jonathan, you wanna know if Natasha is on any dating sites. Natasha says she's not. My Lockdown Investigator searched her apps and found that Natasha is telling the truth.
Oh. Thank you, thank you, thank you.
All right, Jonathan, you wanna know if Natasha's communicating with any other men. Natasha says she's not. My octophone investigator searched her phone and found that Natasha is not telling the truth. My investigator found a flirty exchange between Natasha and a man named [MASKED].
That is, oh, look at the date, that's September.
I see the date, I see the date. Listen, we still gotta find it. So September, just good morning, what's up? We didn't see y'all meet up or anything, it was all flirty stuff.
Yeah.
"I was thinking about you, baby girl." "Is that right? I'll call you in an hour." "Yep." "What you doing, love?" "Well, thinking about you and how exciting to see you tomorrow." "Me too, can't wait." "I'm finna call you soon. I'm done playing hands of cards.
Give me 20 minutes, I'm showering." This is the person who was in the picture?
That's the person in the picture.
And we went out to eat.
So went out to eat. Okay, that is the only communication she's had.
You see the date?
September. So since you've been out, she has not been doing anything. Right. She has not been communicating with anyone. So I think the timeframe of what you're actually asking for, we've acknowledged. She could have been a little bit clearer for you. Right. But the thing I'm more concerned about is that the fact is I actually think you the one that's gonna start the problems again.
And he ain't.
No, for real. Because the reason I said this is because when you said, when I got her to admit, yeah, I was wrong for not clearly telling you how I was feeling when you were in jail, your first response was, well, all right, if I'd have known that, I wouldn't. If I'm trying to build something with you, my response shouldn't be like, all right, well, you know what I'm gonna go do? Me, my response should be like, oh, thank you for being honest. Let me just, let me, I gotta stay put anyway. Let me stay put. And then when I get out, we're gonna figure this out. It's to show her your loyalty, to show her your honesty. It's not to say, okay, you doing that, let me get out, let me get back at you. Right. So that would look at it like this.
'Cause if you feel you gonna do something, you can go ahead and go and do it now.
It would be a getting back.
You said if you heard she was doing something, you gonna do something. It's not a getting back.
What's that?
It's the fact that of me feeling the way that I feel and she's not respecting how I feel while I'm sitting in here, I can't do nothing. But she can control her actions.
Boy, you was always talking to me every day.
Why would I sit here?
And I could be using this time talking to you doing something else.
For 4 and a half, 6 months sitting in here to know that this person is out there doing whatever they wanna do.
I am.
For me to get out and then what? Sit in they face just because I feel like.
But so usually I would say you're 100% right, but the fact that y'all had 3 years prior where you admitted you go tit for tat, right? Means that y'all's foundation was already cracked before you went into jail. Right, exactly. And you had an equal part in playing in that cracked foundation.
Right.
So if you are sitting there and she says, I'm willing to work, that should have been enough for when you to get out to say, let's work. It's not disrespectful if you in there and she doing something 'cause y'all been doing that. So what I wanna say to you is that if you ever feel triggered or feel as if she's gonna disrespect you, you have to look at your own actions and say, okay, well I did stuff in the past. And then you have to say, instead of like leaning into, all right, well I think something happened or I see a photo, I do this, I'm gonna go do mine. You gotta lean into her and say, listen baby, I'm feeling nervous, I'm feeling insecure about where we're at. How can we reassure each other? That's what you need to be asking her. Instead of saying, let me go do something, let me feel this way. The question you should ask the woman you love is how can we reassure each other that this is okay? This love is strong and real.
Right.
So turn to your woman right now and say, can we keep reassuring each other and making sure this love is strong and real?
Right.
Abra, I apologize. Mm-hmm. Can we move forward and put this behind us? And can we reassure that this love is real?
Yeah, stay out my phone. Quit being insecure. 'Cause I told you I ain't doing nothing. All right.
Give me a kiss.
I like to manage people's expectations. He gonna stay out your phone for about another 5 days.
He gonna stay in my phone.
He gonna stay in your phone, so just know that. The word for you all to use in your relationship is reassurance. So anytime you start feeling some ways, anytime he start doing something, say, "Hey, instead of that, how about we reassure each other?" And that's where you connect. That's what builds the bond of relationship. So what's y'all word?
Reassurance.
Reassurance. Perfect. There y'all go. On my show, I unlock phones, and now I wanna unlock your best self. You need someone to talk to who will listen and give real advice with no judgment. That's what Karamo AI does. Text me, call me, download Key, and let's start talking and growing.
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