In this episode of The Karamo Show, host Karamo mediates a heated confrontation between Cherish, who claims her fiancé Reggie has been cheating on her while still married to another woman, and Reggie, who admits to a pattern of serial infidelity. Cherish recounts a tangled timeline: she met Reggie in March 2020, learned he had a pregnant girlfriend, later discovered he married a different woman in March 2021, and continued a secret relationship with her while both parties maintained other partners. Reggie describes himself as a “playboy,” acknowledging multiple overlapping relationships, a marriage he entered to escape his “baby mama,” and a desire to settle down with Cherish despite his history. Karamo introduces an “unlock‑the‑phone” investigation, revealing deleted apps, hidden contacts, and incriminating text messages that suggest ongoing communication with Reggie’s wife and other women. The evidence includes a deleted contact from June 2022‑Feb 2023, messages about an anniversary, requests for nude photos, and a mysterious “car sex” text. Throughout, Karamo alternates between probing questions, summarizing facts, and offering relationship advice, urging Cherish to recognize her self‑worth and decide whether to stay or leave. The episode ends with Karamo wishing both parties clarity, emphasizing the need for monogamy or honest communication.
Chapters
You have a crazy love story.
More than crazy, I tell you.
Tell me about this.
I'll tell you. So really, I didn't stay with him after we met the first day, okay? He came, he picked me up, I was bored. He, it was, I'm sorry.
You fine.
I got nervous.
You fine.
But—
Because I also know what this means. This means the sex was good after that first date. I know.
It was.
I know.
It was, he put it on me, he did, he put it on me, he's funny, He smells great, he dresses great. I love that man. I loved him from the first day I've met him. I really have. But like you said, he told me the next day after we were done that he had a pregnant girlfriend. And so I left him alone after that. I really did. 6 months down the line, I'm still single. I'm on a dating site. He hit me with, I miss you. And of course, like you said, the sex was good, so I missed him too. He came over, I cooked some breakfast, but he did it again. He was like, "I'm still with my baby mama.
She about to have our baby now." I'm like, "What?" So why has your relationship been toxic outside of the lies, obviously?
Well, because right now it's at the point where it's a back and forth. He thinks it's a tit for tat type of thing since of all the stuff that he's been doing. But I'm not a cheater. That's not who I am. I'm a monogamous person. I do what I want when I'm single, Yes. Okay. But when I'm in a relationship, that's just, I only have eyes for you.
I respect that. So then how did you get back in contact?
So this was in 2020. March of 2020 we met, that happened. October of 2020 we met up again. And by December it was a mess again because I started entertaining another dude at that time. And he was still in the relationship with his baby mama and I'm entertaining another dude and then I end up getting pregnant. And so I had a baby and in the midst of that, he also meets up with an old friend of his and they get married. That was in March of 2021.
So he married someone different, not the pregnant woman?
Not the pregnant woman.
Got it. My producers told me that you're supposed to get married next April.
Yes.
But he's still married.
No, he, well, he's in the process of getting divorced.
Okay, now I understand that.
100%.
So what happened one month after you have made it official?
Which one? There was a couple of them. Okay, so he called me, he like, babe, can you bring me up some food? It's the middle of the night. He works at Amazon. And so I'm like, okay babe, I got you. You know, get up in the middle of the night, just cook him some food. I'm like, hey baby, I'm in the parking lot. His stupid ass, okay, thinks he's hanging up the phone, but he actually merges the calls and his wife is on the phone too. And so we both on the phone like, Reggie, is you serious? You know what I'm saying? Like we going off and he like, "Uh, uh, uh, uh, uh, uh." And then he get in the car with me. When he get nervous, he laugh. So now he laughing. Now I'm pissed, you know what I'm saying? I'm ready to fight. I'm crying. He like, "Please don't cry. I really love you." And I'm just like—
What'd you do with the food? My fat ass. I'm over here worried about, like, what'd you do with the food, girl?
'Cause I'd have thrown it out.
You done made me mad.
Yeah, I gave it to him. You gave it to him still?
I gave it to him still, yeah. Okay, you still— okay. So there's a text message between you and Reggie that I wanna show everyone. I want you to explain this to me. So this is on August 9th.
Yes.
Meat shells, lettuce, tomatoes, avocado, onions, sour cream, juice box.
Juice box. Now you see that these are a couple, an hour and a half apart, okay?
Yeah, hour and a half apart.
Listen, he's saying that when he's saying, can I get some? He's off at this point. He's going to football practice with his son. He's off, he's away from me. He says that he's talking about can he get some of my juice box, but I really feel like he was texting somebody else, can he get some?
Wow, really, Reggie?
And then I called him 3 minutes later, he not answering. So I'm texting him like, wow, really, I knew you were cheating. 'Cause before then, he was trying to say that I'm cheating. I'm not a cheater. Karamo, he probably think I had sex with you. That's how much he accuses me.
I mean, we make a cute couple. We make a cute couple, girl. We make better kiki buddies, but. Well, listen, before we unlock his phone, let's speak to Reggie because I wanna know his side of this story. So everyone, please welcome Reggie to the show. You've admitted you have a long history of cheating, right?
Yeah, I do because I've never been happy. I've never been satisfied with the woman and I've just always been a playboy. I've just always been running around hollering at every chick and every chick lets me do, like I've never had a chick that I had to go more than one date. And had sex with, like.
So what do you mean by you get it your way? 'Cause you told my producers that, you get it your way.
Well, because I'll meet a chick, I'll pick her up, and by the end of the night she's in my bed.
Reggie, you are married now, so.
Yes, I am married. I mean, that was a mistake. I got married honestly to get away from my baby mama. So I actually just eloped and jumped in with the other chick, not realizing that it's hard to get unmarried. It's not as easy. You can't just be like, "All right, I'm done." You have to go and get paperwork done.
So when was the last time you were intimate with one of your exes?
The last time would probably be last year when we first got back together.
So you say April 2022 is when you two got back together?
Yeah, somewhere around that time.
I take notes. So April 2022 was the last time y'all got together. Yeah. Okay. Just making sure, we gotta track dates here. We coming for facts. Do you struggle with staying committed to women?
I don't struggle staying committed to women. Basically what it is is I have a problem because I think everybody else has the opportunity to cheat like I do. I'd rather cheat first.
No.
Or I'd rather break up and then cheat and then try to get back together.
Do you really wanna get married to Cherish?
Yeah, I do.
Why?
Because I love her. She's like, she's— Yeah, I do. I'm ready to settle down. I'm ready to be committed to one woman. I'm ready to show a woman that I can be faithful.
Have I showed you that I'll be a good wife to you? Honestly, have I been there for you? Oh, no. Oh, no.
She brought you food at work in the middle of the night while you was on the phone with your ex. I think she showed you love, son.
She's not the only one that can bring me food at night though. That's normal.
That's normal?
Yeah. There's a million other yous that can bring me food.
No. So why do you wanna marry me then?
Because I love who you are. I love you.
But there's a million other me's.
No, there's a, I mean, it's a possibility.
Well, when we tried to reach out to your exes, you admitted to producers that you didn't want to involve them because you were involved with all three women at the same time. Can you explain what you meant by that?
All three. Well, I mean, oh wow, you don't have to cry. Yeah, I wasn't really involved with all three because basically it was like the end of a relationship branched in with the beginning of another relationship. Like I wasn't done with one woman while I was getting to starting to talk to the next woman.
So are you really sure that you wanna be in a relationship with me?
Yeah, I am.
But why? Really?
Because I love you.
I'm gonna tell you the biggest thing that I'm gonna be honest with you outside of even the cheating allegations that hurt me for you is you saying to a woman, "There's a million other yous." How can you say to a woman you wanna marry, "There's a million other yous"? If there's a million other hers, then why is she special to believe that she's the one?
Because I wanna take the chance with her. Like, I can pick any woman to take a chance with. There's a million women in this world. You can't pick and decide which one is the perfect one. You don't know. You can jump in and all you have is the first shot.
No, you're not perfect and I choose you every day. There ain't really no one else.
Are you?
There's not a million other her. I wanna ask you something. Do you know that she has a million choices too?
Yeah, I do. And I tell her that all the time. Like, I don't—
No, I don't. They don't approach me.
I tell her she can do whatever she want.
'Cause I make sure that I shut that down.
It's possible that she's doing anything.
Don't come talk to me.
But she tells me, "No, I'm not doing nothing." But I'm not looking through her phone.
I don't have, I don't.
I'm not creating all of this drama.
Well, let me tell you this. Before I unlock your phone, because the phone is what you want so that you can have answers. If we get answers in this phone that upset you or not what you want, what are you gonna do?
We have to, I can't be with him anymore. He can think I'm cheating all he wants 'cause I'm not. It is what it is at this point. Like he's gonna believe what he wants to believe, but I'm not cheating. So that's the main part of it. So why would I continue to subject myself to being cheated on and be accused of being a cheater? Okay.
Well, this is where the truth comes out. Terrence, you told my unlock the phone investigator Investigators that you want to know the following things.
I have a question though.
Sure.
Both phones were supposed to be unlocked.
Did you wanna unlock your phone?
I did. Randomly her phone broke the day before we came here.
It didn't randomly break.
So who seems like they're hiding something?
My phone didn't randomly break. Who's hiding what? I dropped it.
I beat it up. And then you came out here from owning my phone and being locked. Now when I pass this, I'm gonna still have a wonder of what she's doing.
So Cherish, you won my unlock the phone investigation. Investigators to find out if Reggie is still involved with a specific ex. Reggie, you denied it. My unlock the phone investigators searched Reggie's apps and he is not telling the truth. We found a deleted app with her contact info. It was active from June 2022 to February 2023. All right, Cherish, you want to know if Reggie is still in communication with his wife. Reggie says he is not. My unlock the phone investigator searched your texts, Reggie, and you are not telling the truth. There's an evidence bag right here.
Everything on there she knows about, so.
Okay, well, I mean, I can only go through what it is and what she asked for. All right, so we have highlighted communications. So the green is him. He said, "I'm trying to take you out tonight for our anniversary." Did you know that he was trying to take her out for the anniversary? You did know that. He also asked for her to send him a picture of her ass. You knew this? He then said, "I'll send you a photo of my..." Uh-huh. Then he also said, "I want my wife back." She sent that message. You sent the message saying, "I want my wife back"?
From my phone.
Yeah, I did do that one.
Why did you do that?
Because I feel like he do wanna be with her and I wanted to see what she would say back.
Okay. So were you the also one saying that you would send naked photos?
Oh no, I didn't say, I didn't do that part.
No, that was me.
But with she, we already got past that so it can't be double jeopardy.
Okay. It can. This ain't a court of law.
He feels like it.
Okay.
But what about her phone?
Okay. We got both. But hold on, we're not done yet. We're not done with yours.
Okay.
All right, so we got those. So Cherish, you also want to know if Reggie is having inappropriate communications with any other women. Reggie claims he is not. My unlock the phone investigator searched Reggie's texts. And Reggie was not telling the truth. Um, we have another bag. Can I see it please with more texts? Thank you. So this is from a woman. There was no contact in it but just the number. It was deleted and we found it through it, and it comes from a 310 number. It says, "You give me some car sex?" It says, "Yes." Do you know about this? It says, "We the other night on the Northeast?" Who is that, Reggie?
I don't know. We have to go in. We'll go in and look at it and we'll see.
Do you know about that?
When was that? And when was this text sent?
On October 14th.
Of last year?
Mm-hmm.
The 2022.
And we got together—
April.
No, it was—
October 14th.
So you got together April.
October 14th. I was buying your son birthday decorations at that point. So what you mean? I was buying your son—
And we had broke up at that time.
No, we hadn't.
Yes, we did.
We didn't break up until your birthday.
That was when you left.
And you was supposed to, and it was only supposed to be And then you lied about that.
That's gotta be who that is.
That's not who, so that's who you had sex with in the car?
I don't remember.
Northeast on October 14th? I don't remember, it was a long time. Is that where you were when I looked and I seen your location? Was that that spot? But you were at the sex store, remember I looked at your location?
I was not at no sex store.
Yes you were, that's where you got the, oh my God. Okay, all right, whatever.
So you got information. You know that there's been relationships, some you said y'all talked about, some that you're not aware of. At the end of the day, he is still married. You getting caught up in drama. The choice is yours. You said to me, and these are your words, "If I find out stuff I didn't know, I'm done because I know my worth." I think, Reggie, I think she's giving her answer right there. I think she's decided she's gonna end this relationship. I gotta tell you, Cherish needs to be cherished. She deserves it. You need to make the choice to be monogamous or you need to tell her straight up, That's not what I want. Because I promise you, there's a woman out there that will respect that and be down for that. But don't drag a woman in who doesn't want that because you just put me in a cycle of pain.
Thank you.
I wish you the best of luck and I really hope you take care of that woman right there.
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Yes.
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