0:00 [Music] Welcome back to another episode of Careful Boys. We have with us Mr. >> Dwin. [Applause] >> It's Win. >> So, in your guys's dating histories, have you ever let someone down easy? And if you have, yeah, if you have or haven't, what's the actual correct way to let someone down easy? You mean like break up with them? >> You send a text message saying, "Hey, I think I'm going to break up with you." And then just don't talk to them after that. >> That's easy. >> Damn. >> That's the easiest way. >> Let someone down. Easy as in like for them, not you. >> Oh, I'm just kidding. That >> what I said. >> I did that before. Really? >> They're like, "You're going to break up with me on a text." And I'm like,
0:51 >> I mean, it's communication, >> dude. I I remember I broke up with one of my exes with through a AIM, you know, AOL instant. >> Oh, for sure. >> And then she just kept sending crying faces like the emo >> like spamming me. >> I was like, I don't see the I don't know the difference between saying it in person, saying it on the phone, and saying it through text. >> Really? >> Still you don't know the difference? >> No. No. Back then back then. Back then. >> No, I'm saying back then that's how that's how my mind worked cuz I'm like they're all form. I could even send you a ████ email. Like it's all a you're because I think it's either that or you're being ghosted. That's that's how I saw it as you're being communicated to or you're just being ghosted. >> So Joe's like at least I told you >> basically. >> Yeah. >> What's the way to do it where you let him down easy >> like properly today in today's times?
1:41 >> Just in general. Yeah. Like if you did in the past maybe that's your reference. If you've never done it, what's your ideal way that you imagine somebody letting someone down easy? Everyone always says that, but like what is that? I don't think you truly want to let him down easy. Like really really >> cheat on them. >> No, you got to gaslight them and then make them break up with you. >> That's the ultimate way. >> I wasn't expecting that. >> Or you think it's or they think it's their idea, but then you know >> manipulative. >> But then how easy do you want it to be let down? >> Cuz they're already down. They're they're already like done with you. >> And it's short-term manipulative. You're manipulating them to end it so that you don't have to keep manipulating yourself to love them. >> Yeah. It depends on how how easy, you know, >> if they don't want you anymore, that's the best form of breakup. >> Yeah. Yeah. If they hate you, >> if I were to do it today, I would first figure out like, okay, what are the pros
2:31 and cons right now? What are the real reasons why? >> Boring. >> And then and then I try to I try to turn that into like the clearest form of communication I could probably possibly say. Write it down and then and then read it to myself. read it back to myself so that I know with a clear mind like this is what I want and I think this is what's best and then I go hey let's go like meet up in person have a talk >> n this is what you do >> that's not letting it down easy that's literally just the regular way to >> that's not even easy yeah cuz that's the easiest that's easy because >> that's just normal I'm out that's what you're supposed to do >> all right so this is this is what you do >> you get your buddy you you say yo call them for me and say I got kidnapped All [Laughter] right, now we're on to something. I like this. >> So, she's all ████ worried and ████
3:21 >> Pretty easy so far. >> She's all ████ worried and ████ And then you and he's like, he's going to be gone for a couple days, you know? >> Yeah. >> And then he comes out of the surface and then you go, "All right, this is what I realized like I had a lot to think when I was kidnapped and I don't think this relationship is right. I'm actually going to work on myself because I saw the light and the light told me to be single. >> Oh, that's a good one. Working on yourself. >> Yeah. >> And you know what? The light told me it's maybe to be a monk. It's time to be a monk. And then you date someone else a month later. Then then just be like, "No, I actually saw the light." Like, "I saw the light again." >> Actually, that's a good way to make it um easy for them is you make it feel like, "Hey, no, it's just on me. It has nothing to do with you. love you broken too stupid work. You know why? Because
4:11 if the girl really loves you, she wants to work on you with you. >> She like, "No, I'll help you all. If she really loves you, we can do it together." >> But then you have to tell them this is my journey that only works for me. >> They're going to fight for you, bro. But that's not >> Hey, we're trying to let her down easy, okay? Not hard. >> Yeah, because you can't It's not a true severance. >> And also too, that makes girls go crazy. They start love the most basic ████ answer. >> I think girls think that's a copout, too. They don't even They would just get mad. All right, you could Here's two options. One, you could just be like, I think I'm gay. >> That's good. That's good. >> No, no way. Cuz then she finds out if she finds out you're you're ████ chicks again, she's going to be like, >> "No, you go, I'm by." >> That's going to ruin your uh >> then you go, "I'm straight again." Your rep is going to spread and you're going to it's going to ████ block yourself. >> People are going to really think you're gay then. >> No, no, no, no. >> You hear Anony's accent.
5:02 Don't be like that ████ will happen for sure. >> So they they'll all fight for you. >> Like I'm going to make this ████ straight. I'm the woman that made him like a man again. >> And only through sex, too. Only through sex. >> I I totally overlooked that. >> Chicks love turning gay guys straight. >> That's like a thing. Don't you remember? >> Yeah. Yeah. He's going to be the BFF and then he's going to turn straight again. Oh, dude. >> I'm invited to all the sleepovers. >> Yep. >> And all the girls are going to be like, "Yo, how come you had to be gay? Like, if only you were gay, we would have been f██████." And you're like, "Well, I'm curious." You're like, "Really? >> I'm curious." >> You're you're straight curious. >> I'm curious. >> Okay. >> Honestly, I feel like the only gentle way fake your own death. >> No. Is you have to you have to draw it out and then purposely sabotage a relationship. >> Yeah. >> Honestly, you're not like you're not um you're not
5:53 like you don't reply back as fast. There's no more spark. >> You just become a bad partner. bad partner where it feels where they end they want you more though bar you don't know >> where they end up being feeling like they're single you know where they end up feeling like they're single >> you give them le no you do the opposite bro you a cool guy with a little jacket >> they want you more when you do that you have to actually be obsessed and then you have to be too much you got to love them more I love you so much I love you the most beautiful girl I've ever seen in the whole wide world >> how many guys have got with a girl and then they love them too much and then the girl's like I don't want your ████ and thirsty ass. >> Oh, so you got to be clingy. You got to be >> You got to like overly love them. >> Be super jealous. Be super clingy. And she's like, "Do you think >> Do you think it's okay if I call your mom mom yet?" >> Yeah. >> Like, "Come on, let's get married right now." >> Yeah. And she's like, "Gross. What the
6:43 f███?" I'm thirsty. >> And you're like, "Oh, >> well, you get married. >> No, you just get married. You drag it on for the next 40 years >> like everybody else." >> And you die. You know, it's a weird that's a weird thing that like I was I always thought this girl was like lying to play this off, but uh there was this girl that I was kind of dating. I didn't want to like fully date her cuz I was a ████ ████ And then um she started wanting to like go to like cute places. She's like, "Oh, we should go to this cafe. It was in this Serendipity movie and like little cute s███." And I wasn't really at that vibe with her. Yeah. >> So then I just was like I don't want to like I got to like let her down easy cuz it sounds like she's getting kind of like feelings. So then I told her I was like yeah I don't think like I wasn't in it for that type of a thing so we're just going to have to like quit. And she's like I was doing that because I
7:34 thought you wanted to do that. >> Let's take a move. >> And I was like what? >> And then you double down. So you're like honestly I just wanted some ████ >> Yeah. cuz she goes she goes um I she said I thought that you were such a nice guy like a sweet guy that I thought you wanted to do it that way >> like a sweet girl >> like she she was like I didn't want I didn't want to do that >> such a ████ >> Yeah. >> I just thought that's what ████ is like. >> In my mind to this day I think she was trying to play off being like >> rejected. I think she was just like oh I just did that cuz you did. I would have said the same thing about >> because I never show I never had any signs of like being sentimental with her but then she started that and it like turned me off. >> So was that the girl version of I didn't want you anyway ████ you ugly anyway. >> I think so. She was like oh you were the one I thought you that's your vibe and I was like what the ████ I don't go to
8:24 little cafes with girls. It's ████ weird. >> I think another way to let them easy maybe is just to like boooo. >> Just sock them say too though. >> Yeah, just sock them and they Oh, what the ████ Did you just hit >> Dude, you're doing all the things that make them want you more. >> Yeah, you can't do that. >> Well, how about how about you like take them over to your parents house for the first time and then when you see your mom, you're like, "Hey, mom." And you kiss your mom in the lips. >> What the ████ >> But then then you're not letting your mom off easy. [Laughter] >> ████ sick. >> Oh god. Yeah, your mom's got the hots for you cuz she didn't know was a good kisser. >> What the hell? Back to the future, man. Making me get >> Oh my god. >> Oh, dude.
9:16 >> Could you So, if you if you did do that scenario where you had to fake it and kiss your mom, could you even do that? >> Could you like kiss your mom on the lips as a ploy to like get the girl off your back? >> If it's for a prank for the bit, I would do it. >> What would How would she react? No, dude. >> My mom slap you. >> Honestly, she's such a Yes. Ander. She'll probably like she'll like just play into it. >> Like she'll just play into it. >> My mom's crazy, dude. >> Look at my mom will play into it. >> Wait. >> Not like this. >> What is this? >> She just like Yes. And in her in her own fab way. >> She'll be like, "Kiss me again." >> Honestly, like if I if I like like like tap my mom in the vagina, >> shut up. She'll probably like tap me back in the dick. >> Shut the hell up, dude. Why is she an improv expert?
10:06 >> But also, she's she's crazy. My mom's crazy. >> So, she'll just like try to catch the train of whatever. >> Just think she just thinks everything will be like, "Oh, this is a fun game. We're just having a good time." >> So, you just go to your mom, you pull out your dick, she's going to take her pants down. >> If I pull out >> Shut up, dude. >> No. If I pull out my dick, what the hell are you doing? >> So, she has some ground. Okay. So, there's a line. There's a line before. >> If you Yeah, but if it's like if you >> He had a thing. He's like, "If I pull out my dick." >> Oh my god, that's hella funny. >> Yo, that's >> could you do that? >> Or if I pull out my dick. Or if I pull out my dick, I think my mom would be like like, "What's the mouse doing out?" You know, like cuz she I think she sees
10:57 me like a a baby still >> like like Ta. >> Yeah, she'll see me like Ta. So it'll be the same thing as Tao pulling her dick out like the mouse is out like hide the cheese. >> So as an adult guy now, if you just did that randomly, she would >> I think she might. One of one of those two, >> dude. >> Crazy. >> Like why are you doing that? And she started laughing. >> Could you Could you just walk up and kiss your mom in the >> No. That's crazy. >> Your mom's normal. That's why >> reaction be though. >> You got a normal mom, >> dude. She'd probably smack me in the ████ head. She'd be like, "What the ████ is wrong with you?" Yeah, she probably shove me. >> That's normal. >> If I try to kiss my mom, like try to make out with my mom. >> Just on the lip tongue. Wong. French kiss. French kiss. Oh, >> I think the best way
11:47 >> to let them down easy >> is they have to be set up even more successfully outside of this relationship. So, like I would make like a I would make them like au topic. We're talking about kissing moms. >> It's the best topic. >> No, no, no. All right, fine. >> This good. This good. This good. This good. Check Check this out. >> So now with the tech, we could make them an influencer by doing a deep fake, right? But it's going to be tasteful. They don't have to be OF, right? You make them famous. Start doing brand deals, whatever. And then now, so she's she's hooked up. She's like got an Instagram page. She's got ████ brand deals with Hermes and ████ You go and then look at the DMs. There's like 50 like top 10 men just ████ thirsting for it. And you go, "Hey, I I did this for you." And then it's like, "This is way better, right?" All right. But we're we're done though. So you got a better
12:37 life without me. And then so she's like, "Oh, that ████ sucks." But then like Russell Bran wants to ████ go on a date. >> Yeah, that's true. >> You know what I mean? And after Russell Brand wants ████ with Michael J. B. Michael G. Michael >> Michael J. White >> Michael J White and Michael B. Jordan. >> Michael Fox >> and Michael J. Fox. >> Who is Nicholas Cage? >> Oh ████ >> Yeah. Hey, new top. You top Joe's top 10 men. >> Number nine. Who's coming in at number eight? >> The Michael Michael with the Michael Jordan. Michael Jackson. Michael Jason. Michael >> Michael Jason. >> Who the ████ is that? >> He's my tax guy. >> Michael Jason. >> Michael J. Fog. Michael J son. >> Celebrity. >> Michael J. Sons. >> Oh my god, dude. That's crazy. >> See, that's what you got to hook him up with the or or just hook him up with
13:28 someone better. This actually happened to my friend. He was dating his girl in Texas and then he when she was breaking up, she actually hooked him up with her sister. >> What? That's so dysfunctional. >> Cuz her sister was like was like into him. >> I need a husband. >> And then so she And then so she was she was just like, "Hey, it's not really working out." Um but my sister, she thinks you're cute. >> What the hell? >> How would you How would you feel? That must have been a small ass town. >> I don't know. >> Weird. >> Yeah, but I mean like they were like married, right? >> All right, back to Nick kissing his mom on the lips. >> ████ make out, dude. >> Honestly, my way is probably just I'll move. I'll probably move. Move town. >> So, you just ghost them? That's not
14:18 easy. >> Break up with them, but then you just move. I got to move. >> Oh, cuz of work or something. >> Oh, so you're like, it's not going to work. >> Separation. >> Change circumstances. >> Okay. I can see that. >> You got to move and then you just go to school the next day. Same same spot. DJ doesn't change his life. He just lie. >> San Marino. >> Oh yeah. It's processing. My transfer is processing. Yeah. Yeah. It's going to happen at the end. >> We should end it now. We should >> We end it now cuz we can't get attached. I'm going to get too attached. I'm alone. >> I got into Harvard so I got to go to the East Coast. >> Yeah. I got to go. I got to go. I got to leave to Harvard. >> She still sees me every day at school. I'm like, >> she's like, I just transferred. >> You're like, >> you guys are universities. You guys are >> scripts soon. I'm not going to get in. >> I'm getting my doctorate of kinesiology at Harvard. to be a PE teacher. >> Dude, I still can't believe you could pull your dick out from your mom today and she would just make a remark like that.
15:08 >> She still thinks I'm a child, though. >> Funny though. >> She still thinks I'm a child. >> Fair. >> Why? >> His mom's interest. >> I am a child >> a little bit. >> You think it's because I'm a child or thinks she's crazy? >> Both. He's actually just a child. His mom's not crazy. It's just Bart's just a kid. >> Cuz we'll be like going to eat or something, right? >> Yeah. >> And then my mom will like be behind me and play bongo drums on my butt and I'm like I'm ████ 40 years old, dude. >> What the ████ >> That's hell of funny. >> Like like she'll like So she's uh she says but >> you do have a cartoonish butt. >> She says butt. Like PP, which is like a kid's way of saying butt, right? >> And she's like, "Oh, what is your PP?" Oh, ow. Well, he was just standing there at
15:58 freaking >> Garden Cafe or something. I'm like, dude, you trying to get seats in this ████ >> But like, does does your like does your sense of humor still kick in during moments like that or is it because the mother son thing? You're just pissed off. >> I'm just pissed off. >> Cuz he's like, "Mom, what the f███?" >> So funny that ████ You know, >> cuz it's not as funny if like we're not around to see it. It's like it's just you and her. Yeah, >> they're waiting for their table and she's like booty cheeks. >> See, this is why I don't want to ████ eat with her. >> Dude, that makes it that makes it a million times. >> The fact that he gets mad. >> Yeah, it's like a perfect straight man. Like, mom, >> stop it. >> Not in public anymore, >> dude. That's just like so I wish I could like just
16:48 >> take you anywhere >> over here or like see that randomly with somebody. That's such a weird sound. Would you ever do that to Taika? Like mess around with him as he's an old man? >> I would, but it' be as a bit >> Oh, you know what I mean? My mom is doing it seriously. >> You don't think your mom's just advanced bit running? >> No, she does it because that's literally the lens that she views the world through. >> Dude, her life's a bit. >> Yeah, that's why it's crazy. >> She made it really far for seeing things at. It's >> pretty impressive. That's pretty cool. >> Dang, that's a good one. >> Yeah, that's her truth. That's not even a bit. That's her truth. >> For someone who lives in space, she's been real world successful. >> Yeah.
// end of tape