HARRY CHEADL here's this line that Woody Allen uses to open "Annie Hall." He says, "I'd never join a club that would have someone like me as a member." And that's how I feel about women, you know? Like if there's a beautiful girl, who's into me, a real dish, I think there's something wrong with her. That's what dating is. It's figuring out what's wrong with the other person and going into each other's neuroses. But how else are you supposed to find love? My name is Harry, and I have been a loser for most of my life. I thought I was done with my awkward phase when "Vice" hired me to write about politics, culture, and other important world affairs, which should make me cool, but it doesn't. I'm still just a weird kid who creeps people out. This is "All Around Losing with Harry Cheadle." I don't know what's wrong with me exactly. But lately-- and by lately, I mean the past few years-- I've been having trouble meeting women. I mean, I can meet women OK. I just have trouble going from the hi, my name is Harry stage, to the let me get a condom stage. So I'm on my way to talk to Blake Eastman, who teaches people who are afraid of other people, like me, to figure out how to date. Hey, Blake. BLAKE EASTMA ey, Harry. How are you? Nice to meet you. HARRY CHEADL ice to meet you. Are you ready to teach me how to use my body so I don't come off like a weirdo? BLAKE EASTMA eah. All right, let's go. HARRY CHEADL ll right. I mean, more broadly, I just want to know how to talk to girls I've just met. I go on a lot of online dates, you know? So there's that moment, where you meet someone. And you're trying to figure out do I want to have sex with this person? Do they want to have sex with me? And, you know, I feel like they can pick up on my nervousness. BLAKE EASTMA think it's an indication of anxiety for the most part, or what's called soothing gestures, or pacifying gestures, or self-rubbing. Basically, they rub themselves to calm themselves down. HARRY CHEADL K. BLAKE EASTMA he biggest one men do on a first date is this. HARRY CHEADL h, this. BLAKE EASTMA guarantee you do this. HARRY CHEADL his. Yeah. BLAKE EASTMA o you go out on dates with anxious people? HARRY CHEADL ometimes, you know, because I go on online dates, so the people who are online dates can get kind of weird sometimes. BLAKE EASTMA ou know the online pool is contaminated, right? HARRY CHEADL a, ha, ha. Yeah, that's a good idea. BLAKE EASTMA would challenge you to get the hell off online dating, man. HARRY CHEADL 'm thinking about doing this speed dating event. It's like three-minute interactions. It's going to be like 20-- BLAKE EASTMA -how many? 20 three-minute interactions? HARRY CHEADL eah, like in an hour. I think that's what it is. It's something like that. So what kind of advice do you want to give me to, like, make-- BLAKE EASTMA K, so movement really works. If you go, literally, like five or six minutes before a date-- I mean, get there like 10 minutes early-- and go to the bathroom, or go wherever, and just start throwing as many punches or jumping up and down-- HARRY CHEADL ike literally, like-- BLAKE EASTMA ou know, I have no idea. Literally, it will lower cortisol levels and increase testosterone levels as you move. So for example, get on the floor. HARRY CHEADL hat do you mean? BLAKE EASTMA ush ups. HARRY CHEADL ush ups? BLAKE EASTMA eah, do push ups. HARRY CHEADL K. All right, I'll do some push ups. How many push ups do you want me to do? BLAKE EASTMA our push ups are bad. HARRY CHEADL y push ups? Well, I haven't done push ups that much. BLAKE EASTMA hest up. Chest up. HARRY CHEADL hest up? BLAKE EASTMA eah. All right, good. Get up now. Now jump up and down. HARRY CHEADL ust like this? BLAKE EASTMA eah, but see, even your jumping's not confident. Like if you're gonna jump, start jumping. Get excited about it, or something like-- HARRY CHEADL -like I'm excited about jumping, right? BLAKE EASTMA eah, I still feel that you're awkward right now. HARRY CHEADL eah, I feel that I'm awkward-- BLAKE EASTMA -because you feel awkward. HARRY CHEADL eah. BLAKE EASTMA ight. HARRY CHEADL lake filmed me to demonstrate just how bad I was at standing around, then showed me some videos of his body language students. Some of it was too subtle for me to understand, but I did like his technique. I'm going to start videotaping my friends for later analysis. BLAKE EASTMA ave a go at it. HARRY CHEADL eah. Thanks to you. BLAKE EASTMA o problem. HARRY CHEADL hanks for doing this. So I feel I learned a lot from Blake about communicating and using my hands to get my point across and interact with people. But I want to try it out in the field. So I'm here in The Watering Hole, a bar and restaurant in Manhattan, where I'm going to go on some speed dating. And I'm going to meet 15 girls in about 45 minutes. And that just seems like a bad idea. But I need to try this out. And I need to figure out if girls like me, if I like girls-- I know I like girls-- and I'm going to deal with my nervousness in two ways. I'm going to do those exercises Blake taught me. And I'm going to get drunk. MAYRA PERDOM i. How are you? HARRY CHEADL i. I'm good. I'm Harry. I'm here for the speed dating thing, the On Speed Dating. MAYRA PERDOM es, Harry. HARRY CHEADL eah. MAYRA PERDOM s this your first time speed dating with us? HARRY CHEADL t is, yeah. I have no idea of how this works. MAYRA PERDOM ou're going to have fun. Don't worry about it. HARRY CHEADL K. All right. MAYRA PERDOM ut if you'd like, we're just having everybody hang out at the bar. HARRY CHEADL didn't remember exactly why Blake told me to exercise before going on a date. Something to do with the hormones? Maybe women are naturally drawn to men who are a little out of breath? In any case, punching the air in front of a mirror does make you feel like a cool, tough guy who is ready to throw down at a moment's notice. This looks like the kind of place where you fall in love, right? I'm sure plenty of people have started relationships here. Christ. [BELL RINGING] MAYRA PERDOM o for all of you that haven't done this before, it's very, very simple. What we're going to do is everybody's going to have a three-minute date. I hope you guys all find love. And thank you, again, for coming. [BELL RINGING] HARRY CHEADL ey. MICHELL i. HARRY CHEADL ey. Hey. GERALDIN i. - Hi. HARRY CHEADL ow are you doing? I'm Harry. I'm Harry. ISABE 'm Isabel. HARRY CHEADL ey, I'm Harry. NICKE arry-- - How are you? HARRY CHEADL ow are you? I'm Harry. - How are you? HARRY CHEADL 'm good, I'm Harry. - Eric, nice to meet you. HARRY CHEADL o, no, Harry. Yeah. - Oh, Harry. HARRY CHEADL eah. No. It's a confusing name. I'm Harry. KAITLI aitlin, nice to meet you. HARRY CHEADL aitlin, nice to meet you. AGNE i, I'm Agnes. Nice to meet you. HARRY CHEADL ice to meet you. I'm Harry. AGNE ow are you? HARRY CHEADL 'm good. AGNE ow's it going? HARRY CHEADL ood, good. Yeah. AGNE ood. HARRY CHEADL ow are you? AGNE 'm good, fantastic. HARRY CHEADL 'm a shy guy naturally. Yeah, is that coming across? I feel like this is like everyone's New Year's resolution. - Ha, ha, ha. Totally. Totally. HARRY CHEADL t's like they're either at the gym, or they're here. I like your earrings. They're very nice. But they're very big and round. ANGELIQU asically. HARRY CHEADL ou work with Chris Brown. ANGELIQU 'm doing a Rihanna impression. HARRY CHEADL h, yeah, yeah. That's like representing-- GERALDIN -yeah-- HARRY CHEADL -Stalin or something. GERALDIN eah. - Are you looking for a relationship? Are you looking for marriage? HARRY CHEADL h, God, no. Not marriage. Well, yeah, maybe divorce. You're not looking to get married and have kids? - Well, not tomorrow. HARRY CHEADL K, good. Look, thank God. Because I'm not up for anything like that. You love surgery. - Yes. HARRY CHEADL nd you love cutting dogs open, basically. - Yeah, I like to. HARRY CHEADL like your earrings. They're very dangly and big. NICKE hank you. [BELL RINGING] HARRY CHEADL ell, that bell, it's very nervewracking, isn't it? - It is. Meeting new people is sometimes nervous for me. And then, like, the bell goes off. And like, oh, God, what's happening? NICKE h, it's over. HARRY CHEADL uck meeting new people. I don't need this. I could be more enthusiastic, I guess. By the end of the speed dates, I felt like a slightly drunk, squeezed-out dishrag. I'd be surprised if any of my dates liked me, because I sure hated myself. Well, that wears you out. Jesus. So it turns out that meeting 15 people for three minutes each in 45 minutes is kind of stressful and kind of not that helpful. I was trying to do everything Blake taught me. I was trying to be positive with my body language. But the truth is that when you're meeting people, you think about where your feet are or where their feet are, or where your hands are supposed to be, or if they're supposed to be waving around. You're thinking about the person. Sometimes it just doesn't work out. You're just not compatible. But I think that's OK. You know, it's OK, actually, not to like that many people and to wait around for the people that you like. [MUSIC PLAYING]