0:00 He actually I don't even know if I should say this, but he bought ME A HOOKER. >> [laughter] >> AND WELCOME BACK TO ANOTHER EPISODE OF THE CAREFUL Boys and we have Will Pepper with us here. >> [cheering and applause] >> What up, dude? What's up? Hey, thank you so much for coming through, man. >> Dude, thanks for having me. I I love you guys. Thank you, man. >> you. Really? Have you been watching I've been watching JK since I was like in high school. When did we fall off? >> [laughter] >> Um probably when I lost my virginity. Sure. Last week. Yeah. [laughter] You became cool. You became less of a nerd, became cool, started watching cool cooler videos. When did you lose your virginity? >> [laughter] >> Uh 19. Was that Is it considered that late or is it considered early? Or were you were did
0:51 you like you were like that's right on time for my schedule? It was uh it was just like a Tinder date. It was a Tinder date? >> a one-night stand and she was Wow, your first time was a one-night stand? That's That's actually cool. Double cool. Shout out to the tortas. >> [laughter] >> Oh, it was a torta? Cuz they they be they they really saved me. Were you nervous were you the whole time I'm a virgin I'm a virgin I'm a virgin? I I only watched porn before. I didn't know how I didn't have any reference. Yeah. So, did you like put your dick in a pizza box and then open it up like that? I was like I I I didn't even know it was in, actually. Big sausage pizza shout out. >> Can you walk us through >> Yeah, yeah. Give us the details, the excruciatingly [laughter] uncomfortable details. But but start at the Tinder chats. Yeah, yeah, yeah. And did you think you were going to lose it that night? Like yeah, walk us through everything. What were you Last one to get a boner loses. Yeah, deal. I'm disqualified. I need saffron for that.
1:41 >> [laughter] >> Um I man, we we got ramen. She was Damn. big Mhm. and then um >> [laughter] >> She had a lot of love and She loved food, though. Wait. She was [snorts] She was big and she loved food, though. She torta. She torta. >> Okay. Anthony likes big chicks, too. We love tortas, yeah. >> Oh, yeah. They Yeah, it's my favorite. Absolutely. Um but >> Big pregos. Maybe she was super grateful cuz you fed her. But in the in the chats, were you guys already like messing around and like like uh Like you already knew it was on. >> You knew it was possible. Like you had a condom in your wallet or was that there for like 17 years? No, it was like 12. Okay. Did you Did you say I like to watch girls eat? >> [laughter] >> Um maybe I should have said that, ████ I um No, I We were just like flirting,
2:31 but I had no idea where I was going to it was going to happen. Oh. >> And then she was like really into Asians. Oh. Sick. Fetish. >> You're really into fat. So it was like, "Okay." At the time I was in Dumpling dumpling. Anything, yeah, yeah, anything. How's your Joe's number, okay? But how So at what point in the night were you like, "Oh, ████ I think this is about to happen." I I towards the end she was like, "Oh, you want to like my She She was like, "My My place is one block away. Do you want to come and like watch a movie?" I was like, "Oh, s███." She said that. Hell yeah. It's happening. So she's got done with all her food and she started to think about eating you, dude. Right, [laughter] right. Wait, she invited you? Yeah. She like cuz we were talking about um some movie. I forgot. >> Wait, how did you decide on the Was it a porn movie? Were you like Were you the one that's like, "I could I could show you my culture." and then you took her to like a a Japanese ramen place or
3:21 something or what? I was I well, I knew she liked Asian food. Yeah. And then I just wanted to eat ramen. >> I just wanted ramen. Oh. And then she wanted raw man. Yeah, you know what I'm saying? Yeah, let's go. Did she Did she find out later that you were Vietnamese and she goes, "Oh, I thought you were Korean." I I I I I never told her. Oh. Dang. Oh, an obscure Asian just like >> When I was like 14 years old, if a chick if I went to eat with a chick and then she's like, "Oh, my my apartment's over here. You want to go?" and I'd be like, "Oh, no. We just came here to eat. I got to go." >> [laughter] >> I was just oblivious. You know what I mean? Oh my god. I was there same thing actually. Did you did she do? >> Yeah, how did she make the move? >> watch K-dramas or something? And then was she was It's so cringe. We were at her place. We were on the couch watching a movie. >> [laughter] >> And then I was like She had her glasses on. I was like, "I want to see you without your glasses. How you look?" Okay, okay, okay. >> I want to see if you're a superhero.
4:12 >> [laughter] >> ████ yeah. I have a boner. I'm [laughter] done. Was her hair up too when you took her hair down? I brushed it out of the way. Hell yeah, hell yeah, yeah. Or was that like just the start? Like I want to see you without your glasses. All right, how about without your bra? >> [laughter] >> And then we just kissed. Hell yeah. >> After I took off her her glasses and then we just kept kissing and then um and then we moved to the bedroom and then I was like, "Oh ████ this is happening for real." Yo. What, then what? And then I I couldn't even uh I was nervous, you know? >> Yeah, of course. >> So I couldn't even I couldn't even stay It was like Couldn't even keep your fingers hard. >> [laughter] >> I couldn't keep your fingers hard. Why did you gesture like that? You know? Yeah. My hands are usually harder than this. [laughter] Sorry. It was like 3 minutes. Oh. Wait, so you couldn't get
5:03 hard but you still came? I got up for like like very short amount of time and then Oh, once you got hard, YOU'RE LIKE, "POWER!" AND THEN YOU WERE LIKE, "AH, TOO GOOD." AND THEN YEAH, YEAH, IMMEDIATELY. >> 100-meter dash. Did you roll off of her and say, "That's one"? >> [laughter] >> No, but as soon as I left her place, I FaceTime my uh brother. Like, "I did it." Oh. Yeah, yeah. Like, "Who was it?" I was like, "I don't know, you know." You don't know her at all. >> [laughter] >> You didn't get embarrassed and be like, "Wait. Let me try again." Um I was like, after I came, I was like, "Hey, that that counts." That's [laughter] true. THAT'S TRUE. THAT THAT COUNTS. DEFINITELY COUNTS. I can check it off the list. Did she even make one noise the whole time? I don't know. >> [laughter] >> It all just a blur? It was just your noises. Oh, ████ yeah. You're like, she was dead, honestly. How did you Did you have
5:54 any words with her afterwards, or you just bounced? Um we talked for a a little bit, cuddled, and then >> He put the glasses back on? >> [laughter] >> He was like, all right, put this ████ back on, yeah. Yeah, it was like chill, and then I just left, and then we texted a little bit, but then she got a boyfriend Oh. >> after that. Oh, after, okay. I thought you meant she had a boyfriend the whole time. I was like, oh ████ what He was jerking off in the corner. [laughter] Holy ████ You You know you didn't go back for a seconds and thirds and fourths? No. So, on a scale of 1 to 10, like how was your first experience? Uh pretty bad. Really? You don't like it? I mean, it was nice, but like I didn't We didn't connect, or I didn't even know her. >> Oh, you wanted to be romantic? She She only spoke Spanish. It was just like, I'm just tired of being a virgin. Did you tell your dad what happened? No. You didn't? No. Does he think you're a virgin still, or no? He actually I don't even know if I should say this,
6:44 but he bought me a hooker. >> [laughter] >> We were just talking about this ████ yesterday. I don't know if I should say this. >> [laughter] >> We were just talking about this ████ >> Where Were you guys going on a trip together? It's sick. >> Or out here, or where? >> Uh it was in Phoenix. My dad owned a nail salon, and then I got a second secret job at a fast food place. Yeah. And uh he found out, and he pulled up to to the workplace, and was pissed. Yeah. Cuz he's like, why are you working for these white people? You should be working for me. What the Don't let them EXPLOIT YOU. LET FAMILY DO IT. >> [laughter] >> AND HE WAS LIKE, UH like quit. I was like, no. And then he's like, if you quit right now, I'll I'll buy He knew I was a virgin at the time. He was like, I'll buy you a hooker if you quit. >> [laughter] >> What the hell? This guy is incredible. I
7:34 like how it's not like He doesn't go down the levels of You want a steak? >> [laughter] >> Uh What What you want for your birthday? You know? You want a smash burger? Joe's just describing how he wants his night to lead up. >> He just goes straight to ████ I'll get you a hooker. That's supposed to be grand prize. What if he knows that sex is grand prize though? That's why so he had to go straight to hooker. This was before this was pre-torta. Yeah, I was like I was I was 18. >> Oh, so you don't count it as like losing it. Well, Tell us about that in excruciating detail. >> [laughter] >> Well, he was I was like all right. Yeah, that's what I mean. Yeah, your dad's making you do it. Of course, yeah. That's a good deal. Yeah, [laughter] and it's a good son. That's a good son, too. It's good trade, yeah. And I've been trying to So, you're like, I'mma stop working at Jack in the Box. Yeah. But real business is realizing that you could keep that job, afford the hooker,
8:24 and then still have a job after. Just pay for it yourself. >> Yeah, right. Yeah, but you know, of course, when we're young and horny. >> Just horny, just down down bad. >> Okay, so give us more details. >> [laughter] >> Well, he so I did so I did it and then um I was like, yo, so like what's up? Like, are you going to are you going to get it or what? And then uh he I'm on I'm on the clock, brother. >> Yeah, I'm like, yo, what the ████ And then um a week passed and then like 2 weeks passed. I was like, bro, did you ████ me right now? He did. He goes, just quit the job. You should have kept it and been like, where's the hooker? Right, like give me it first. Where were you at? Jack in the Box or what? >> Um at Culver's. Oh. >> Yeah. I was I was wearing the hat and the apron. It was a bad look. But uh and then like 2 weeks later, I kept hounding him and finally he was like, all right. >> Oh, man, let's go. The man yeah, I'll I'll do [laughter] it. >> [clears throat] >> And then uh
9:15 What does it look like to like keep hounding your father about getting you a hooker? [laughter] Like, what like what were you saying to him in Vietnamese? You're like bugging him like, hey, remember that bike you told me you were going to buy me? Is it the same thing? >> [laughter] >> Can you just give an like an example? I would wait until we're like my my my mom is not there. >> [laughter] >> Of course, of course. Yeah, you got to use code. You got to use speak in code and ████ I was like, uh so are you going to get it or no?" That's hell real. >> Yeah. Okay, yeah. You think I'm made out of money? Yeah. He's like, "I will. I will. I'm busy and s███." I keep going, but then I I spend that and I forget about you. Isn't there Isn't there a street a specific street in Phoenix where they're all just standing there? Um probably. Did you go to What did you go His dad knows. Did you go to Did you go to a special Asian one? Where did you go? Where did you go? Bro, my dad he got one online and she
10:05 came TO THE HOUSE. WOAH. When your mom wasn't there. She was there, but she was asleep. Your mom was there, she was asleep? >> She was upstairs. Your dad's gangster as ████ dude. What the hell? He had a hooker come into your home, dude. Yeah. While the mom was there. Did you even get to choose? Or did he just grab any any old hooker? He picked He showed me like five. He's like, "Pick one." Which one did you pick? The La- the Latina. Did Did Did you like Latinas, huh? I like Latinas. And did she end up looking like the photo? She actually did. I was like, "Wow, she's beautiful." Was this also a torta like a just tortas only or No, she looked She looked good. Hey, but did Was it Facebook Marketplace or Craigslist or where did he get >> Um Send Joe link. Yeah, I forgot what it was called. Some ████ sketchy website. >> Te- Telegram. And we didn't even do it. What? Why? What happened? She scammed
10:55 me. How did she scam you? >> It was like 200 and then she was like, "If you want to do the whole thing, it's like another thousand." What was the 200 for? Just like hand. Oh. Yeah. So, you were like But you said you like my dad's going to cover her, right? >> [laughter] >> Yeah, and then and then my I was like, "It's a thousand dollars." >> Like, "Don't worry. Don't Don't trip. My My dad's going to pay for everything." Bro, my I swear to god, my dad popped in. While you were getting a hand job? He's like, "A thousand dollars?" Just before he's like, "Everything good?" What the hell? >> Yeah, and then Yeah, I was like, "Oh, s███." >> worried for you. He's worried for the hooker. He's like, "I don't want my kid to kill the hooker." Yeah, right. Oh my god, that was so awkward. ████ Did you So, did you You end up busting though? Or no. I I too nervous. So, she just jacked you off a little bit, and then you and then she just went back downstairs. It was bad, bro. Wow, you just donated to her, basically. >> Yeah. So Damn. So, basically, she got
11:45 200 bucks. She kind of like touched you a little bit, and then bounced. Yeah. So, your dad owes you still. >> Still kind of a win. >> Actually, yeah, facts. Yeah, yeah. I think dad still owes you. If she was hot enough It's still kind of a win. But if he was paying for it, was he like a thousand? What the ████ And then did he say, "No, no, no, no, no, no, no." Well, he was like, "That's a scam." Well, he's the one that found the scam. I know. [laughter] Did you at least get to touch some titties? I did, yeah. That was nice. That's worthwhile. That's worthwhile, though. >> [laughter] >> Did you shave and prepare for it? Um I think so. >> [laughter] >> Think so? Uh-oh. I forgot. Afterwards, did you ask your dad how do you have so much contact with hookers? Oh, ████ I didn't think about that. >> Like, why are you the hooker's guy? Yeah, like how do you know? Yeah. Or Or how about like what else you got connects to you? Did you try that one? I Well, he did say um he was like, "Oh, um
12:36 I I was like, there's no way they they look like the actual photos." Yeah. He's like, "Trust me, they they do." "Trust [laughter] me, they do." Wow. I already got these five. Oh my god. Your dad's awesome, dude. Yeah, he's crazy as hell. >> [laughter] >> Bring your dad here next time. I know, I should. >> [clears throat] >> He He's sober now, but he was on He was on coke and meth when I was growing up, and then he's like selling drugs, gambling a lot. And we'll get into that on the next episode. >> Yeah.
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