
Maybe you’ve been in Jack’s shoes. He goes on a few dates, and everything seems fine. Then—bam! She says, “I’m just not feeling a connection.” Frustrating? Absolutely. “It happens a lot, and I don’t know what I’m doing wrong,” Jack, a 33-year-old...
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A
Like your cake metaphor. By the way, it trademark. Easy for me to understand that. Yeah.
B
Trademark pending.
A
Gotcha. Yeah, maybe.
B
This podcast is sponsored by Duncan Hines. Welcome back to the how to Get a Girlfriend podcast. I'm your host, dating coach Connell Barrett. I'm the real life Hitch. If Hitch was a skinny, nerdy ginger who looked like the lead singer from Weezer. Thank you for being with me. I'm here to help you get a great girlfriend and do it by being authentic and flirting with confidence and do it from a place of integrity and heart and not having to use a bunch of sketchy, toxic nonsense of pickup artist moves and being a fake alpha male and all that BS that's out there. So I'm glad you're with me. I know you have 8 million podcast options. And thank you for spending time with me today. This is a coaching episode. You're going to meet Jack, and Jack is struggling with a problem. You might know this problem. Jack is hitting the three date wall. He's getting to the third date or less, and women are saying, hey, Jack, you're a great guy. Let's be friends. I'm not feeling it. I'm not feeling those sparks. And Jack did not know why. And in this episode, I help him understand why. I see the Matrix, and I think I effectively was able to diagnose the issues that were kind of hidden and give him a roadmap that's going to absolutely take his dating results to the next level so he can get a great girlfriend. And you might be thinking, all right, is it really possible to go from hitting the three date wall to having a woman look at you by the end of the third date and saying, I want this guy to be my boyfriend. Can you really get a woman to become your girlfriend by three dates? And the answer is yes. Or at least to see you as boyfriend material by three dates. And then even in some instances, actually have a woman say, I just want to. I only want to date you. I know this because it happened to me a couple of times. Here's a quick story I want to tell you about Donna. Woman named Donna, my ex girlfriend. Now ex and Donna. I met Donna. Our first date was a couple quick glasses of wine at a bar. It was very fun, very flirty, very light. The second date was. And by the way, I'm giving you what I call the boyfriend experience, the three date arc for how we get a woman to see you as boyfriend material and the man she wants in her life by the end of day three. So date number one Keep it light and fun and flirty, just like I did with Donna. Date number two, open up a bit more. Be more vulnerable, more real. Drop a lot of the playful, fun, flirty stuff. Not all of it, but drop a lot of it and be a lot more genuine and sincere and authentic and vulnerable, because that will help her see even more of the real you. And for date number three of the boyfriend experience, it's about bringing her into your world. So, for example, I talk about this in today's episode with Donna. I said to myself, I want her to be my girlfriend. And for our third date, I brought her to my pub trivia, team Trivia Newton John. I wanted her to see what it was like to be with me, not just on a date, but hanging out with my friends, doing pub trivia, nerding out with other improv people. And by the end of that third date, she basically said to me, hey, just so you know, I don't want to see anybody else, I really like you. She essentially said, I want to be your girlfriend. And within a date or two, it was official. So that is the quick overview of the boyfriend experience, the three date arc to help you turn that woman you're really into into your girlfriend by three dates or so. So enjoy my conversation with Jack. I hope you love it. And here we go. Hey, Jack. All right, man, let's get to it. Tell me about your dating life. What are you struggling with? How can I help you, man?
A
Hey, Connell. So I feel I have a hard time with starting a relationship. So basically when I. I'm dating a girl early on, it can be pretty easy. I can get on, get a few dates here and there, but when I really start liking a girl, sometimes I feel like I'm pushing her away. I have that issue launching into that actual relationship versus a few dates. And I feel like it's easier for me to go further with. With women that maybe I don't, you know, don't have that I don't feel that really good, strong connection with yet. Because it feels easy, less. Less pressure. But when I'm like, oh God, I do like this girl, I feel like I'm kind of pushing her away. So I guess my first question is, how do I move from that courting stage to like a full blown relationship?
B
Great question. Help me out a little bit. Tell me a story. If you have a good example from your past with a woman, feel free to change her first name for privacy. But if you want to give a quick anecdote about. Oh yeah, Connell, Jenny And I dated for XYZ dates, and then things went cold. Can you give an example of you struggling with this from the past?
A
Yeah, for sure. So fairly recently, there's a. There's a girl I went. I went on maybe three dates with. I actually saw her, you know, a couple times after that. Like, she invited me to her birthday party and all that. But I felt like early on, it was. She was really into me, and I was. I was like, maybe I was at the beginning figuring out, you know, how do I feel? Because, I mean, you sometimes have a good first date. Maybe I get my own head sometimes, too. But then you get to your second date, and you're like, oh, yeah, okay, that was real. That. That first date was good. The second date's good. Third date's going well. So with this girl, we went on three dates. And then after the third date, I. The way I was reading her reaction, I thought everything was going well in my mind. I'm like, okay, I'm really starting to like this girl. How do I take this further? But then it kind of got a little stale where, you know, she maybe didn't start texting as much. She was busy all the time. And I get she. You know, she does have a busy schedule, but when you're busy all the time, then it just. You start realizing maybe you're kind of blowing me off here and there.
B
Right. And, you know, she's washing her hair a lot this week.
A
Yeah.
B
She must have really clean hair.
A
Yeah, exactly.
B
Okay. And has this been a pattern you've seen? Has this happened multiple times with multiple women? Two or three dates in, they just kind of lose that. You lose that steam with them.
A
Yeah, yeah, it's. This isn't the first time. That's why, you know, this is the most recent time. But, yeah, it's. It's after a few dates, and I'm like, oh, man, I start liking her. But then on the other foot. Other. Other side of the coin, if there's a girl that I'm like, oh, you know, I'm meh. It just seems easier. And I feel like then there's something that I'm doing that's pushing her away, that maybe she's, like, reading that, oh, God, this guy is starting to like me. Maybe it's scaring her off. I don't know. I'm making guesses. I just noticed a pattern with my dating.
B
Let me ask you a couple of diagnostic questions. Think back to any of these women who. Let's call it, for lack of a Better term phrase I've used with other clients is the three date friend zone. It's not that she doesn't want to see you after that first date. It's just that two or three dates in a woman basically goes quiet, which is her way of saying, I don't see you as boyfriend material. That's my interpretation. And I assume you're looking for a girlfriend. I assume.
A
Yeah.
B
Yeah. Good, you're on the right podcast. It's called how to Get a Girlfriend, so in the right place. Okay, so let me ask you a couple of diagnostic questions on what date do you typically go for and get the first kiss?
A
So I guess it depends on the date. So. And how I'm reading the girl, but a lot of times it's either the first or second in my case.
B
Yeah, got it. And give me some examples of what you and this most recent woman did. Let's call her Jane. Jane Doe. What you and Jane did for these three dates, if you recall.
A
Yeah, so the first date, we got sushi, kind of like spot that was kind of close to us, and drove separate. And then we made plans. Oh, we actually got like, the date was going well, so we went and got a coffee after sushi and got some desserts and just talked all that. And then drove back to her car. And then we made plans to do a second date in the car. And then. But we were texting and saying, like, oh, maybe we can meet a day before, because she was starting to get busy with her. With her work. So we just kind of did a preemptive. Because she doesn't. She didn't live that far away. So we kind of did an improv hang out, go to a coffee shop, got margaritas. We're in the downtown area, just kind of hung out. And then we didn't get to do the third date because she got busy. And then we did another actual third date where I took her to, like, a cider mill, had some drinks. Yeah, all that.
B
Okay, so you're doing some things well already. So first, we just want to eliminate potential problems that can cause that third date friend zone.
A
Yeah.
B
One is that you're not even making any moves. You're not trying to go for a kiss. You're not giving her fun, different dates, which you are, which is good. So we can cross that off the list.
A
Okay.
B
Yeah, that's good. Sometimes it's good to eliminate things that aren't the issue. And it sounds like another thing. Here's a good truism. Women want to feel like Things are progressing emotionally, sexually, at whatever speed she wants. But some kind of progress. Women want the feeling of progress in terms of two people connecting and seeing who they are. And that's also emotional, sexual, romantic, all the different ways you can quote, unquote, escalate and lead that dating dance. Can you tell me a little bit about how you feel? Like, do you feel like women are feeling that sense of forward progress, or at least that you're trying to give them that forward progress, or do you feel like you might be getting stuck in some areas?
A
I think a little bit of both. I think there's definitely some things I can improve on that I'm probably getting stuck at that maybe I don't realize, but I see where you're coming from. I never thought about that way where you're kind of moving forward, but I think I kind of naturally try to do that because you don't want to. I don't know, for lack of better way to phrase it, I'm not trying to go backwards. Right. So, I mean, in this case, I don't. I don't. We don't have to get fixated on this one specific girl. But it did seem like we did start off really heavy, the first date. And then the second date was kind of casual, kind of, because it was an improv date. You know, we didn't really plan too much, which was fine. But I thought by the third day, it was kind of. I was trying to show, like, progressing, like, you know, maybe holding hands while we're listening to the music at this. At this place, this. This outdoor mill. And there's live music going on. So I guess I don't know where I would need to. I don't. I guess I don't know in this case what I didn't do.
B
No, I agree. I'm not hearing that you're. I've had guys say, oh, Connell, she ditched me after three dates. And I said, oh, well, when did you kiss her? He's like, well, I didn't kiss her yet. Or we went to three straight bar dates, three dates in a row, and basically it felt the same. Women like that sense of variety and forward progress. But I'm not hearing that here. But I feel like you just went, hmm, about something. What'd you say? What were you gonna say?
A
No, I agree. So when you go on three dates with a girl and you haven't, you know, you feel like you haven't progressed. You haven't even kissed her yet, then I. In my. If in my shoes, I would think maybe she's not interested, and I'd maybe feel like I was in the friend zone. But each time, like, we. I mean, I did kiss her the first date, this time, second and third date, but.
B
Okay.
A
But this situation. Yep, go for it.
B
You don't need to play kiss and tell. Although you can adult podcast. Did it get hotter and heavier as you went along, or was it kind of like the same kind of kissing level of intensity all three times?
A
Gotcha. No, that's. That's a good question. I don't mind. I want to share this time with this particular girl. It was kind of the opposite of where the first time I was a little more conservative, and she kissed a lot, like, wanted to. She got really into it. We were, you know, in the car. It was kissing for a while, but then the two times after that, I mean, we did kiss, and it wasn't as. In my mind, I'm kind of like, why didn't we do that? But, you know, I don't know. So I don't know if maybe she lost interest somewhere down the line. I don't know. I can't read people's minds. Maybe I'm just trying to figure out what I can do because, again, this is the most recent time, but it's a pattern that I noticed.
B
Okay, gotcha. And one final diagnostic question here. That's the sexual piece of it. What about emotionally, in terms of two people talking and becoming increasingly vulnerable, increasingly emotional. I don't mean like crying and weeping about the day your cat died when you were nine. Although, sorry for your loss. I mean, here's the perfect arc of three dates. Okay, not perfect, but here's a great ideal arc date number one. It's really fun, playful, and a lot of flirty, great stimulation and nice brushstrokes of vulnerability and, of course, authenticity, showing her that real you, that real Jack. But at the same time, it's a lot of. If we're talking about a cake, it's a lot of frosting, okay? It tastes really good. And the second date, we give her more cake, really start to open up, become more vulnerable, give her what? I start to give her what I call the boyfriend experience. Boyfriend experience is paint pictures and give women sort of snapshots of what life would be like as your partner, because that's what you want with her potentially. Right? And the third date is essentially, if the two of you are. Have relatively the same life goals and are relatively each other's type, then by the third date, we want the two of you feeling like, oh, wow, we have a lot in common emotionally. I get who he is and he gets who I am, but we also have that nice, romantic, sexy vibe. And you basically get the frosting and the cake. Sometimes when a girl goes quiet after three dates, she doesn't get enough frosting. Meaning not enough fun, flirtiness, those emotions she wants to feel, or she doesn't get enough cake. It was fun and flirty and a good time, but she doesn't see the real you and she can't see a vision of you with her. So through my just made up in my head cake metaphor, what do you. What do you feel like these women are tasting on these dates?
A
Oh, good question back. And I like your cake metaphor, by the way. Easy for me to understand that. Yeah.
B
Trademark pending.
A
Gotcha.
B
Yeah. Maybe this podcast is sponsored by Duncan Hines. No, it should be, though. I'm sorry, go ahead.
A
No, no, you're good. So I guess that that's something. I guess I haven't. I haven't thought about it that way. Which I'm. Which I'm glad we're having this conversation because I'm putting a whole nother perspective on this now. If I look back in this recent case, I guess maybe I didn't give enough cake. I guess maybe I didn't open up because maybe sometimes I get a little bit scared if I do start liking a girl. Like, oh, no, maybe I'm gonna scare her off if I get to a certain level. But I guess I have to come with the realization that if it's really gonna scare off by getting a little revealing a little bit more about myself than probably wouldn't work out in the long run.
B
Okay. So feel like it was too much frosting, not enough cake.
A
I guess so. Yeah. If I'm thinking back, yeah, maybe. Maybe.
B
Let me give you some real world examples from my dating past of what this might look like. Date one, Just have a shit ton of fun. Giggle and laugh and flirt and tease and all the things that I teach and all the things that we can do. And I'm not saying it's all frosting, but we just want it to be a blast for both of you so that we hook each other's kind of emotional. We strum each other's emotional cords. And then for the second date, you want to open up a bit more and you want to be a bit more vulnerable if you weren't on the first date. So it's on that second date where you might start to share a bit more about Your past. You might tell a story, a vulnerable, authentic story about something meaningful from your past and really open up. Like on a sec. I remember on my second date with my then future girlfriend Jessica, I talked about being a fat little boy and getting picked on, having a big ginger red afro and getting teased. And I told some stories where I really opened up. And that's more like second date. Sort of like be vulnerable conversation at the same time. On the second date. Here's something kind of really practical I want to give you to do. Start painting pictures for things that you and she can do in the future or that you might do in the future. Talk about weekend getaways. Now, I'm not saying ask her for one. That would be a little too soon. But I'm saying, oh, man, if you and I could go anywhere for a getaway weekend, where would that be? You can kind of paint a picture of what life with you would be like. Here's a great way to do it. On my second date with my. Let me switch to a different girlfriend. Second date with my then future girlfriend, Donna. I wanted. I did what I call. I gave for the boyfriend experience. The boyfriend. No, I'm not a male prostitute. That's not what that is. The boyfriend experience is shifting from frosting to cake. Shifting from teasing flirty stimulation, which feels great, but it's a sugar rush. It's not really nutritional. Shifting to something more boyfriend experience. And on my second date with Donna, she and I said, I want to bring her into my world. And so it just so happened that the team I was doing pub trivia with at that point, we were having pub trivia night. So I invited her into my social circle and I wanted her to meet my friends and I wanted her to. She literally sat with my trivia team, Trivia Newton John is our name. And I just wanted her to meet my nerdy friends, my improv friends, and my trivia friends. And I wanted her to see what life would be like with me. And that's something you can play around with is introduce her on a second or potentially a third date to your. To your friends or to a social setting and kind of really give her a glimpse of what it might be like to be your girlfriend. Another date idea that you could do to help give that boyfriend experience is for date two or three. Instead of another drinks date or another kind of typical first date. Do something more boyfriend. Do more boyfriend girlfriend stuff together. Take a yoga class with her or tell her, hey, I need to go grocery shopping. Do you want to Come with me and then we can make dinner afterwards. That's a boyfriend girlfriend thing to do. And that's kind of. You're giving her a snapshot of what it would be like to be with you. And that way you're also breaking the pattern of what she's used to getting from guys, which is, okay, drinks and then a putt putt and then a hike. I'm like, no, do something more. Bring her into your world. Bringing her into your world is a great way to get a woman to see, oh, wow, this is what it might be like to be Jack's girlfriend. And if she likes it, she'll be in. And if she doesn't, or if you're just not each other's type, that's okay. Not everybody is. But then you're not getting in the friend zone so much as you're finding out she's telling you. Or maybe you're telling her, oh, wait, we don't really fit as a couple. But at least you're going to know that quickly and you can both move on.
A
Yeah.
B
Comments about any of that?
A
No, that's a good way to put it because I guess it's like, if you want it, if you have a good first date and you're thinking the second date, you want to just keep. If it was good, you want to keep that going. Right? You want to get that mentality going. So now my mind, I'm thinking I'm shifting it a little bit because you're right. Why waste the time? Why do the frosting treatment right, if it's not going to come to be anything? So I see what you're saying. That makes sense to me how you put that. So I appreciate the cake analogy, I guess, once again, but. Right, right. No. So you need some sort of substance, and that makes sense. And maybe in the case of this. This girl, if she wasn't getting cake or any pieces that I was giving her, maybe it was an indication that maybe she wasn't interested. Although, I mean, I can't ask this, but it's just frustrating. Like, I wish that I just got the, hey, I'm not interested, thank you. But that's just not how it works all the time with people.
B
You mean you wish that she'd be more direct instead of, what did she do?
A
I mean, it's kind of. It's lingered, like, I don't know. I've still messaged her here and there, but now, yeah, she's on vacation, seeing family for a month, so she's out of the area. So, yeah, but I don't think there's really anything there because I've tried to reach out a couple times and not trying to look desperate or needy or anything like that. So I don't really.
B
Well, my rule about that is with any woman you're into, assert your ideal outcome until you and she get it in a win win way and then everybody's happy. Or until you get clear evidence that it will not happen. Defining clear evidence, to me, that would be a straight up, hey, I'm not looking to date right now, or I'm not interested. Or the polite code for that is hey, I'm not looking to date, which is code for I'm not feeling about you the way I want to feel. And that's Claire. And I'm not saying that wouldn't sting. I've heard that many times. But at least it's clarity. Or in your case, two or three. I would say three good swings at the plate of you trying to see her again. And if you go over three and each time she does not suggest a different time or date, then I would also consider that evidence and move on for sure. Yeah, yeah, yeah, I think you're probably doing that. But some guys give up too soon. Not the listener of this podcast, but some guys are like, oh, you know, don't give up after one unreturned effort. But at the same time, you know you're not going to try five times because that would be needy. You struggle with dating, right? Sure, you have a good job and cool friends, but you just aren't sure how to flirt. The apps don't work for you, and sometimes women put you in the friend zone. It's frustrating. Hey, I struggled with dating, too. As an introvert and a total nerd. I didn't just live in the friend zone. I owned real estate there. But I escaped using the dating philosophy of radical authenticity, which I've used to help thousands of men in 17 countries find love. It's what I wrote about in my bestselling book, dating sucks, but you don't. And radical authenticity is why Psychology Today called me the best dating coach in America. And now I want to personally help you attract your dream girlfriend. So go to datingtransformation.com and book a free call with me. On our call, I'll tell you how my one on one coaching will help you find your dream girlfriend. And you'll be doing it by flirting with confidence and and authenticity. No creepy pickup tricks needed. So go to datingtransformation.com. book A free call today and let my personalized coaching help you get a great girlfriend. To me, persistence plus charm is the secret sauce here of getting an answer. It's like, oh, hey, Jenny. Janie. Whatever. I just thought I'd take one last shot at seeing you again before I head off to Myanmar to become a monk and give up on women. Would you like to go out again? I'd love to see you again. Please circle yes, no, or restraining order. If you pursue, if you talk to a woman with humor and charm, there's nothing creepy about that. There's nothing needy about that. What's needy is, hey, did you get my message? Hey, do you not like me? Do you have an inflatable woman I could date? You know, that would be needy. We don't want that. That's not you. I know, but a high value great man, a business consultant, a successful traveling businessman in his 30s with his life together, good looking, cool overall life, you are a massive value proposition. So it's never needy and lame to take a shot at romance as long as you're persistent and also you know when to stop, which would be two or three swings and then no answer.
A
See? And thank you for all the compliments. I didn't even pay you.
B
I'm trying to give you some frosting.
A
I appreciate it. Thank you. I guess, I guess I have another kind of follow up question too, so. So I guess one thing I've also noticed as well, you know, as you get older and as you mentioned, so I do travel for work a decent amount, not too much, where it's very hard for me to control my personal life. But I sometimes get in a situation where, you know, I get busy or she gets busy and then I seem like I'm hitting it off with a girl and I'm texting her. I feel like I maybe struggle with that because it's like, man, I feel like I missed out an opportunity just because her timing wasn't there. So I don't know how to kind of keep a good conversation going when you don't really know her quite yet. Any, any, any girl. So maybe like, I call it maybe long distance, quote unquote, but it's just really, you know, struggling with that part.
B
Okay, you're talking about a woman you've maybe had a date with or maybe matched with online or what's the context?
A
Either. So, so I've, I've written this a couple different times. Right. So I guess a scenario would be I haven't met her yet or I Went on one date with her, so it's still early. So how do I kind of capture and keep the momentum going when you're not seeing each other? Because I feel like it's hard because now I'm still. I'm a block of text versus right.
B
That's all you are, Jack. You're a block of text. Yeah, All I see you as. I would say, let's look at a couple different common contexts. So like a new match on Hinge or Bumble or whatever profile, whatever app. But you just aren't going to be able to see her right away. Well, you got to strike while the iron is hot as much as you have the power to do. So try to get her out on a date, if possible, within seven days. Much longer than seven days, the iron goes cold. So if that's possible, if it's not possible, then at least get her off of the app as quickly as possible and get some communication going back and forth and try to make a nice strong imprint. So in other words, instead of just being a block of text, you could send a 10 second funny little video. Think of it almost like social media, okay? If you have not met her yet, trying to keep on, stay on her mind, you could send her audio, little audio messages or quick little videos as long as you're offering value. But by offering value, I just mean you're seeking to make her smile. You're trying to make her day better, her night better. And coming from a place of hey, I want to give a great dating experience to you. And if as long as you're doing that, that's not needy, okay? What's needy is being the guy who's trying to take all the time or only asking needy questions. So giving value, funny little videos. I've had many long distance or kind of like slower burning starts to a relationship or to that first date. The strategies I used are what the ones I'm talking about. Funny 10 second video, which I live in New York City. There's funny, weird people on the street all the time. There's a weird kind of street guy in the subway who dances with this skeleton. I mean fake skeleton. He does it for tips and stuff. So it's like he's not mentally ill. I mean, he's like a street performer, but it's just a weird visual. So I have like a 10 second video I used to send girls. I'm like, hey, here's how we should dance on our first date. And then the video of this guy dancing with a skeleton. It's just giving her different ways to take you in besides that block of text. So quick little video, quick little audio messages. And a lot of times when you go first because you're the man, your job is to go first and lead the dating dance. Then a woman is like, oh, well, I'll send him videos, I'll send him audios. And you guys start escalating the conversation. And that keeps her interested. Make sense?
A
That makes sense. Yeah. Gave me an idea. Yeah.
B
What's that?
A
So I guess. So I did start. I'm actually traveling because I'm going to a wedding. So I mean, and I did match with somebody and I am having this, you know, situation. Right. So we, we are on Snapchat. So if I just sent maybe like a. Not the same thing, but we snap here and there, but just a quick video of something funny or you know, quick little, little message here and there. But from like from the wedding, I mean. Yeah, that too.
B
I mean, weddings, you know, weddings. Our chick crack. Oh my God.
A
Yeah.
B
Yeah.
A
What's the best thing to film at a wedding then? What's the best little clip?
B
Weddings turn everyone, especially women, into human heart eye emojis.
A
They're fun.
B
Yeah. I never used it in dating because I just met my girlfriend. But at my niece's wedding, I have this great video of my niece's grandmother dancing. Little old lady dancing with me and she grabs my ass. It's hilarious. And so I think I said that to my girlfriend early on, but if I was dating, I could have sent that to girls and be like, oh my God, check out the old ladies trying to pinch my butt. But I'm not saying try to get an old woman to pinch your butt, but like a 10 second video of you tearing up the dance floor, doing the robot, being silly, or you know, everybody applauds as the bride and groom comes in. I don't know. Just a little moment that just says wedding fun will help the woman who you're talking to feel almost like she's with you. And you're also giving her a glimpse into your life, which is part of the boyfriend experience of how to get a girlfriend. So. Yeah, exactly, exactly. So she wants to see that life. I think maybe back to your first question from this coaching call. Maybe just like giving women a more vivid glimpse into what a fun, awesome, warm, cool life you have. And that's what they want. They want to be a good, authentic, confident, gentleman's plus one in life. And so that's just big picture philosophically. That's how you want to do it? But back to the wedding. Yeah, take some fun. Get somebody to video you on the dance floor dancing like a total tool. And I mean that in a good way. Or maybe you have great dance moves. I don't, but I have horrible dance moves.
A
But I mean, if it's entertaining, I'm all for it.
B
Women love to dance. I have a client, Benjamin, who started like a 22 person conga line at a bar a couple weeks ago. He was just like, yeah, it was great. It was like, great. Record it next time. Anyway, back to your question about keeping conversation going. If it's a match, you gotta strike while the iron is hot, but get her off the app because as soon as you get her off the app, then you've graduated. Or try to get her off the app to either phone number or Instagram or Snap or however, whatever is easiest for both of you because now you've graduated from her literally dozens or maybe hundreds of likes and matches value that one guy you're texting with. So that helps. You were also asking about, oh, what about like when you've had one date but there's going to be a long lag until the second, how to keep that going, Right?
A
Absolutely.
B
Cool. What's your current strategy? How do you do it, if at all?
A
Oh, God. That's why I'm asking you so many questions. So I guess, I guess I wondered.
B
Maybe if there's a knowing what you've already been doing that might be working or what's not working and I'll say, oh, don't do that.
A
Fair enough. No, I understand. No, I guess I don't really, I didn't really have like a strategy because I'm like two things. I mean, sometimes I just live in my own head too much. Right. And I, and I'm overthinking and I'm like, oh, am I doing the right thing? Constantly just with, just with every aspect of work, dating, all that stuff. So I'm constantly worrying like, am I being too pushy? Am I texting too much? Am I not doing it enough?
B
That's your definition of being in your head, right?
A
Yeah. I mean, essentially overthinking.
B
Yeah. Is this the right thing to text? Is this being too pushy? Is it being too needy? Is, am I sending in too much, not enough? Is that what your definition of out of your, in your, in your head is?
A
Yeah, I don't want to hurt a scare away because I'm too interested. But yeah, I don't want to seem uninterested.
B
Great. Let's fix this forever right now. Ready?
A
Perfect.
B
So simple. Stop asking all those stupid questions. Not that you're stupid, but they're stupid questions. I know because I invented some of them, I think Perfected asking dumb questions. Stop asking all those questions and instead ask yourself a very simple question. What can I message her that will make her smile? That's all you have to ask. What can I give her? A value that might make her smile. And if you come up with something and it can be as silly as a funny little video from the wedding or a good question that you know she'll like you to ask because it's something she cares about or a funny dog video, you cannot become. Come off as try hard or needy or yeah, over the top. As long as it's relatively 50. 50, 60, 40. We want her to help a little bit, right?
A
Right.
B
But what's needy is think about. I'll try to boil it down to four words. Here's how to text women. Give, give, give. And then every so often, ask. So give, give, give, ask, give. Messages that make her smile or might or that hold interest in something she cares about or that make her giggle or that are flirtatious or that are cool, fun updates about your life. Mr. Traveler, you're seeing all these cool sights. Every trip you go on. I want you sending your current best dating lead. Hey, a picture of the prime rib and beautiful sundae you're eating for dinner. It's like, I'll bet my meal. I'll bet my dinner kicks your dinner's butt. That's value. Because you're giving her a window into your life. Because you're a high value guy. As long as you're giving value, you're not needy. And you can't send too many of those messages. We want them to be roughly 50, 50 or at least 60, 40ish. But no woman's ever said, damn it, this guy is just sending me too many funny, awesome, charming messages. What a loser. It's never happened.
A
That's a great point.
B
Stop being so charming and flirty. Go away. That does not happen. Yes, she might not be your type. I'm not saying she's going to be the one. But basically give. It's needy as asking for only what you want. So yeah, stop worrying about that and start focusing on hey, what might make her smile. Makes sense.
A
Gotcha. Yeah, that makes sense. I think I definitely fall into and maybe was self aware that asking questions sometimes just. I don't want to be interviewing somebody. And when somebody Kind of said interviewing like a girl that you're trying to date. That sound, that's, that's off putting to me. So that was something I always wanted to avoid. And the way that you kind of said give, give, give, ask, that flips the script, that's something that actually gives me context of, hey, that's, that's a good thing to kind of put in your brain and practice it just, even, even with everyday people. Honestly too, I've always, I've never been a big texter, but now nowadays texting is everything, right? You have to communicate to everybody that way.
B
Let me, let's talk about ways to give value by text. Let's get some practical ways. And hopefully I gave some already. There's a. I have a 10 second dog video that I've sent to a hundred women. It's two dogs. This is a video I took in my old neighborhood and just two dogs in a convertible little car, toy convertible. And you know, they're cute. They're two little fluffy dogs and it looks like they're driving a car dog road trip. So it's a 10 second video I took organically out in the world in New York City and I've sent that to many, many, many women and I've said, oh my God, watch out for the crazy drivers. These guys almost ran me off the road. That's value because it makes you smile. So anything. Yeah, cute little pet. Do you have pets?
A
I don't, but I love dogs. Everybody, Everybody that know my friends, brothers, all that, they have dogs. I love them.
B
Yeah, great. Little photos or little videos or photos from your life of you doing something cool and a little bit high status. Think like almost like Instagram vibes of like fear of missing out. Like the amazing view of the rooftop bar where you are in one of your work trips. 10 second, you could send that to a woman. That's a give, that's a value text because you're not asking her for anything. You're just trying to give her something that might make her interested or smile or maybe feel jealous. But even that's in a way that's giving. Once you've had a date with a woman, if you know her at least a little bit, then you have more to go on and you can flirt a little bit more. Not that you need to wait till a first date to flirt, but, you know, let's say you've had a good first date, you kissed and you, you know, I'm just making this up. I just made this up right now. But you send her a picture of the sunset at a really cool, I don't know, hotel bar where you're staying on a road trip. And, you know, you might say, I wish you were here. You know, smile. It can be sincere, it can be genuine, can be kind of sweet, lovey dovey, can be a little sincere or very sincere. Basically anything that might make her smile or make her laugh. And it's different from person to person or maybe you have in jokes.
A
Yeah, okay.
B
That you. Actually, those are the best value texts. Texts that you know are personalized for her based on what you know about her. I have a client who, he just had a first date with a woman and on their first date, they were talking about chatgpt because he's a huge nerd and they talked a lot about ChatGPT and she was actually interested in the topic. So I had him write up a flirty ChatGPT search. It was like, hey, ChatGPT, what's the perfect thing to send a really cute girl who smells fantastic and you want to ask her out for the second date? Can you give me some help? And I had him take a screenshot and send that to her.
A
I see. Okay.
B
See? So he's flirting with her, calling back on something that they talked about. ChatGPT. Technically that's an ask, but actually you're giving in order to ask at the same time. So let me ask you, what are some ways you might. So let's pick and pick any. You can pick a hypothetical woman or a woman you're interested in right now, but what are some ways you could text her that would make her smile or give that value.
A
I got you. I mean, so getting to know somebody and having some sort of like inside joke or, I don't know, maybe like putting me on the spot. Hold on one sec. Sometimes I do like a little, like a little tease. Like, kind of like not trying to. Not like a dig, just kind of like a. Just kind of like you told me some sort of thing, like trying to think of like a recent time. Oh. So like one of the girls I was dating, she went to Ireland for a while and I teased her, like, oh yeah, totally have like an Irish accent, you know, or something. Something like that, you know, along the lines. Something like small but the inside jokes or something that you've talked about that makes a lot of sense. And I've used that. It's definitely harder when it's a profile and you've gone on either just one date or no dates. I do struggle with that. A little bit.
B
How do you, like, do you have a good strategy for playfully teasing women?
A
No, I was actually gonna ask that for a question. So I guess, I guess because you kind of said something that kind of triggered this question. But I guess I'm having a hard time with, like, flirty text or kind of moving to flirtiness because my back of my mind, I'm like, oh, maybe that's going to come across wrong, or maybe we're not there yet. So maybe I have a hard time jumping in. And I also don't know what to say that would have come across as, like, romantic or flirty. I do struggle with that part.
B
That's cool. Good. Let's talk about that. So teasing is a powerful, effective tool that works often, but not with every girl. And it's not like every woman loves it, but some of them do love it. And so it's certainly something to test drive with a given woman just to see how she likes it, because that might be her kind of flirting vibe.
A
Okay. Yeah.
B
So it's good to tease, or at least it's good to test the waters. So don't be afraid of testing those waters. If she doesn't like it, it won't quote work or it might not resonate. But that's. That's not necessarily going to blow you out with her. It just might not be. That's just not her. Her style, her vibe. Don't fast forward. This is not an ad. It's a free thing that's going to help you flirt with confidence. Because I'll bet that you struggle with what to say to women and how to flirt. Right? Well, let's fix that. I'm going to give you what I call the Flirty 30. These are 30 flirty questions to ask women on the apps or on dates or when you approach so that you can confidently connect with cool, sexy women. Starting today, it's time to stop running out of things to say and start asking them flirty questions that are going to make them want to date you. So to get your copy of the Flirty 30, it's totally free. Just go to datingtransformation.com Flirty 30 and that's F L I R T Y 30 datingtransformation.com Flirty30. You're about to start confidently flirting with women, going on dates, and soon getting a great girlfriend. Go get your flirty 30. So let's again, protect people's anonymity. But can you think of any women you know or recently knew that we could talk A little bit about a date you had, or you could have teased her or taken some information about her. Or we can just do a hypothetical girl, or you can use a real woman, but we'll just change her name. How about that?
A
Yeah. Okay. Okay. Let's see.
B
Tell me about a woman. Change her name anyway for privacy. But otherwise you can kind of just keep it legit about her. What's her job? What are what her favorite music? Does she have dogs? What are her hobbies? Basically, the art of flirting is find surface level things to joke about. Surface level things like her favorite band is. I don't know. She loves Michael Buble. God help her, and you tease her about that. So I can't be with a woman who likes Michael Buble. I'm sorry. This won't work. But we can be friends, you know, you can do something like that. So think like, surface level interests and tastes or think like quirky little behaviors that you notice, like she's clumsy or she drops. I was on a date once where she dropped this really expensive piece of sushi. Cost me. Like, I'm like, that cost you $12. I hope you know that I'm going to Venmo you after this date. It's going to get very expensive for you. And the next day I'm texting her, hey, were you able to eat lunch today or did you just keep dropping the fork? So that's like. So you're teasing surface level things. You're not teasing, like, hardcore things. Like, not that you would do this, but you're not, like, making jokes about. Well, you sure drink a lot. Are you an alcoholic? No, you wouldn't do that. Okay, those are some examples. Let's. Let's get back to this woman you're imagining. What are some ways we. You could tease her or might have teased her, Whoever we're talking about.
A
Gotcha. Yeah. So I guess with this. I guess I can just use this. This. This recent girl. So she's. She's. She's Spanish. So I guess sometimes. So I was also, before I even met her, I started learning a little Spanish too. So I would kind of make fun of her a little bit with some of the things she said, but also to kind of. I don't want to sound like, you know, it's really challenging to learn another language. Right, sure. So I also mentioned, like, hey, even though you're bad at that, I'm way worse at speaking Spanish, you know?
B
Okay.
A
Just little things like that. I mean, it's stuff.
B
Here's what you could try with a woman like that. When there's this. When you're on a date with a woman where English is her second language, you can have a little accent competition. See if she can do an American accent and tease her if it's bad or praise her if it's good, and then be vulnerable. You can say, let's have a competition. Let's see who does a better accent of the other person.
A
Okay, I can see that.
B
I went to London.
A
Sounds fun.
B
Yeah. I went to London years ago, and I remember approaching a lot of women, and the thing that my coach had me doing at the time was I would say this to women. I'd say, hey, okay, by the way, forgive my terrible London English accent, but I meet a woman and, you know, she's, you know, she did have a British accent. And I'd say, okay, repeat after me. I would like to buy this cheeseburger with my credit card. And then I would have her say it, and it would be terrible, but it'd be really cute because she's trying.
A
Yeah.
B
And I would tease her about the accent, and she. And I would try my British accent, which is terrible, and we would laugh about it. So you could tease about things like that. Tease about pronunciations of words.
A
Yeah.
B
My ex. My then girlfriend, Alex, more of a girl. I was in a. It was. Wasn't exclusive. But anyway, my ex, Alex, she couldn't pronounce the word rural. She would say rule. I teach her about that. She liked it. Any thought, any more thoughts about how you might tease women or. Well, here's a simple way to think about this.
A
Yeah.
B
Do you bust your friends, balls? Guy friends?
A
Oh, all the time. It's.
B
What kind of stuff do you tease them about?
A
I mean, we get brutal, you know, but that's. These are friends that I've known since I was in high school. Elementary. Yeah.
B
Give me some brutal examples from how you tease your friends. I'm not saying they're right. I just love to hear a couple examples, because the whole idea about being authentic and letting women see that real true you is a great way to think about it as well. If I want to tease people, how do I do it already in my life with people I know? And there might be some applicable ways that we can do it with women. So how do you roast your friends?
A
One of my good friends, I mean, he. He's pretty short and he's. He's balding, so just give him for that, you know? And I don't. I don't. I don't I don't sugarcoat, but he knows I'm joking. Sure. So stuff like that. And then.
B
So, okay. I wouldn't go the bald route with a girl. No, she's not bald. But you know what? Yeah, the short thing, there's something there. I've. My girlfriend's about 5, 2, 5, 3. I think I might have said. I totally roast her now. But I know on our first date, I think I said something like, look at you. You're like fun size.
A
Yeah.
B
I don't know whether to ask you out or hang you on a Christmas tree as an ornament or pass out for Halloween. Yeah. So basically it's a short joke, but because it's playful and meant with good intention, it's not like a nag. It's like busting balls. Any other ways you tease your friends?
A
So I don't know, I just, I grew up in a very. Teasing, like family. Just. I just do annoying things to like, just, just to like, get attention, like poke the back of the neck. Just. Just people that I know I'm comfortable with. I just, I just like to get like under the skin a little bit and I'm just like, I'm bugging them. But that's again, that's. I don't know. That's not something I'm going to do to a stranger.
B
Right.
A
I wouldn't say poke, you know? Yeah.
B
I wouldn't say poke her.
A
Yeah.
B
I think the easiest thing to do would be to just get. Get present, Listen to the conversation that you're having with a woman and look for little idiosyncrasies.
A
Yeah.
B
Look for light things that, like, taste what your favorite movie is. Legally Blonde. I mean, it's okay, but it's not the Godfather, you know, get teased like that.
A
Or a girl that gets. She says scary, she can't watch scary movies because she's too scared. And roll my eyes. I'm like, they're not that scary.
B
Totally. I want to.
A
I want to see how much you jump when you're watching a scary mov. Stuff like that. Okay, so I got some good examples of teasing. But what I guess is another way to be flirty with other than teasing.
B
Oh, sure. Oh, there's a thousand, ten thousand ways to flirt. We just want to choose some simple avenues that are aligned with your authentic you so that you're not doing. I don't want you to be some cocky, teasing jerk type if that's not who you are. That's not who I am. But I am a smart ass. So I want women to see my smart ass side. You might not be a natural smart ass like I am, and that's okay. Let me give you a couple simple ways to flirt. Like the simplest ways in the world, and they're super powerful. I think the simplest and I don't. Tell me if you do this is just using clear, simple statements of. I call them clear, flirtatious statements of intent, of romantic interest. Basically using your words, calling a woman sexy, letting her know she's sexy or something she said or did was really sexy or cool or complimenting her in some other way. You've probably heard this tip, so forgive me if I'm repeating something, but I think it bears repeating. Something I want virtually every man to do on every first date, if he means it, is to look a woman in the eye and notice a trait about something sexy about her, the woman inside, and tell her that you know what's really sexy about you, Jessica, you are so adventurous. I love that you just got up and went backpacking. Went to Europe on two days notice and went backpacking. That is so adventurous. It's really sexy. I don't meet people like that often. So telling her she's sexy, not just because of her beautiful eyes or her nice figure, which is nice, but she knows that probably telling her something about her is sexy. Oh, my God. Women love that. So clear statements of flirtatious interest. You only need one or two per date. You don't need like 10.
A
Right. Okay.
B
So what kind of clear, romantic, flirtatious statements do you make on first dates, if any?
A
I guess. Especially a first date. I guess I'm nervous too, so I usually don't.
B
Well, there you go. This is absolutely contributing. I'm convinced it's 98% sure it's contributing to some of these women losing interest.
A
Okay.
B
Because that's the frosting, dude. That's a big layer of frosting. I see. And I know why you don't do it. I'm. Well, I don't. I have a guess.
A
Yeah, go for it.
B
Do you? Don't want to seem creepy. Don't want to seem forward.
A
Yeah, absolutely. You nailed it.
B
Yeah.
A
Seriously.
B
You're on a date with a woman you met on a dating app. Why the hell would you not want to tell her? Be flirty and tell her she's hot, sexy, awesome. If you feel that way.
A
Yeah, that's a good point.
B
You want to be a. If you want to be. You're a nice guy, right?
A
Try to be. Yeah. Yeah, I would say so. For sure.
B
You and I are both Midwesterners. I know a nice Midwesterner when I hear one. Dude, by the way, I'm only messing with you a little bit. I did things myself. But you know the nicest thing you can do on a date? Make a woman feel sexy and special and amazing. What's nicer than that? So stop being an asshole. Yeah, stop being an asshole and not letting her feel sexy and incredible.
A
When you phrase it that way. I don't want to be an asshole.
B
Be nice. I once dated a woman who. She gave me some great. She came out with some of my clients and myself years and years ago. I do these in person coaching seminars in New York City mainly. And this woman came out beautiful, beautiful blonde woman who's like basically a part time model. And anyway, she did a little focus group. Not focus group, but a little Q and A for like four or five of my guys. Because we spent the night out approaching talking to women. I'm coaching them up. And then this woman came out. I'll call her Jennifer. So Jennifer, tall, gorgeous, blonde woman, she said the best thing. And I'm not going to isolate this clip because it would sound so bad. So full context is needed. One of my clients said to like, what do women want from us? What do you guys really want? And she said, you know what? We just want a nice, sweet guy who's going to treat us well and then take us home and respectfully choke us while he fucks us with consent. You know what Jennifer was into, right?
A
Yeah.
B
Again, that's a metaphor. I'm not saying choking is what every woman wants. That's a whole separate episode we'll do about bdsm. But the message that Jennifer was trying to convey was, we want you to be nice and sweet to us. We also want you to be a man and make some moves. In her case, she wanted consensual choking. God bless her. I'm saying lower the bar. Just tell a woman she's sexy and cool.
A
Yeah.
B
On a date. And then. And that's going to help you so much, man, because you're A lot of women love clear, direct language, unfiltered language. Just the way it is. So don't be afraid. Well, fear is okay. Don't let fear stop you from saying that to a woman. If you feel that way, you will not get in the friend zone anymore. You may or may not be the right fit for a woman. But I promise you this. If you look a woman in the eye and say, you know what's really Sexy about you, the way you laugh and giggle. It is so feminine and playful and sweet and silly. I'm trying to be a gentleman here, but you're making it. You're making it hard. I don't know if she's going to love that or not. She ain't going to friendzone you.
A
Yeah, makes sense. That makes sense. That's a fair point for sure.
B
Yeah. So I think what's happening on first dates, at least to an extent, and you're going, you're getting first date kisses, so you're doing a lot of stuff really well. But I just really want to, like, hit women. Not hit, but, you know, give them a lot of great energy and a lot of just make them feel all floaty and swirly and special. And one of the ways we do that is clear statements of romantic interest. So again, the technique is notice what you like, notice what you find sexy and special about her. That's sort of more internal. The woman, the person. And wrap that in the bow of, you're sexy.
A
I see.
B
So let's go back to your last first date where you felt the woman was cool and sexy. Let's go back. Let's do a back to the future. Let's get in the DeLorean. Go back in time. If you go back and tell one of these previous first dates something really that you found really sexy about her, what might you have said? What internal quality would you have noticed with any of these women?
A
Got you. I like a girl that's really bubbly, but I don't know how to make that, like, say, hey, that's sexy that you're bubbly. Right. But adventurous.
B
I like bubbly.
A
Yeah.
B
I like it because it's behavior based. It's not like. Yeah, we just don't want to make it only about our body.
A
Yeah, exactly. That's that. I see what you're getting at.
B
I love bubbly.
A
Sure. Yeah.
B
Yeah.
A
So I mean, I tend to like girls that are like that. And that personality just is very attractive to me. Um, but I don't know how to compliment that and make that sound sexy because you don't always equate bubbly to sexy. I guess maybe in my mind I'm overthinking that aspect. I don't know how to.
B
What?
A
That way?
B
You overthink, Jack.
A
I know. Yeah.
B
That's all good. Welcome to being alive.
A
Yeah.
B
I've overthought 27 things today, but, yeah, bubbly. There's a. There's a line in my book where I say Here's a simple philosophy to go through dating. What I'm thinking and feeling is what I'm saying and doing. So, I mean, thinking and feeling about her and about us.
A
Right?
B
Right. So, yeah, if you're like, you know what's really sexy about you? You're so bubbly. I love that. Doesn't have to be fancy, it just has to be real. And that direct, clear, you statement. Y O, U. You know what's so sexy about you? You were so bubbly. I love how bubbly you are. And then you might keep going, just let that stream of consciousness flow. Was she intelligent? Was she anything else besides bubbly that impressed you?
A
Oh, yeah, absolutely. So, I mean, the fact that she loves to, like, travel. I mean, not everybody likes to do it. Adventurous, awesome. Smart, knowing. Having a really good job as an engineer.
B
Okay, great.
A
Yeah.
B
Oh, that's awesome. So you just did something. You stumbled on something. This is more of an advanced flirting move for a different episode, perhaps. But when you combine two things that don't normally go together, you create this kind of interesting curiosity. It's like Reese's cup of flirting. Chocolate is good. Peanut butter is great. Put them together. Oh, my God. It's incredible. So you're like, you know, what's really sexy about you? What fake name can we give her? What's bubbly girl's name?
A
Veronica.
B
I like using a woman's name because that's her favorite word. Hey, Veronica. By the way, Veronica, you know what's really sexy about you? You are so bubbly. And you're not just bubbly, but you're so smart and nerdy. I mean, you're an engineer. You're a bubbly, brilliant engineer. I don't know whether to ask you out again or ask you to design a computer model for me or, I don't know, whatever an engineer does. But it's sort of like you're combining two things that don't normally go together. And that's really unusual. In a good way. It gives women a sense of variety that they're not used to because most guys are just like, you're hot. Actually, most guys don't even say that. But at least, like the quote unquote, you know, natural guys, or more naturally extroverted guys might just say, yeah, you're hot. That's not fancy. But it's enough for a lot of women. I'd much rather you elevate it to be like, hey, you know what's sexy about you? You're bubbly and you're. But you're also a nerd. I love that you're a bubbly nerd. You're so my type. You're. You're. Because I'm a nerd too. I'm not as bubbly as you, but that's okay. That would resonate so much with a woman. I'm convinced. I really do believe that.
A
Yeah, that makes sense because you're also, when you're complimenting, it's not like generic. It's really. I see. Couple calling back to what you're saying earlier. Yeah. It's two things that are unique about her that you can't really say about everybody else. So I guess I would like it if somebody said that about me, you know?
B
Yeah.
A
Not that specific because I'm not. I'm not an engineer. I don't know if I'm bubbly. Maybe I come across as the opposite sometimes, but. Yeah, absolutely.
B
Now. Well, women are usually the bubbly one. I don't.
A
Yeah.
B
I'm not saying bubbly is a thing a lot of women are looking for in a guy, so it's probably good.
A
Yeah. No, I guess.
B
I agree there are some feminine traits women like. I'm not saying bubbly is going to be at the top of the list. Okay, here are your marching orders.
A
Okay.
B
Here are your mission. Here's your mission or two, should you choose to accept it. On every first date going forward, I want you to give women that sexy compliment. Make it about an internal trait or a behavioral observation. Her sexy laugh, her bubbliness. Her intelligence combined with bubbliness. On my first date with my now girlfriend Jess, I said, you know what's really sexy about you? You're so quick witted. You're so funny. I'm usually the funniest one on a date. I'm just trying to keep up with you. And she later told me how that melted her.
A
That's a good line.
B
Well, it's a line, but it's also genuine.
A
It was real. Yeah.
B
No, I mean it was a thing I said. It wasn't planned, though. Totally, totally organic in the moment. Authentic, as I like to say. Anyway, marching orders always say the sexy thing. But me, Wait until you mean it and feel it. Don't say it because Coach Connell said or. Time to do the sexy part. Time to do the sexy line now. Hey, thinking, you sure are sexy.
A
I'm writing it down.
B
Another thing I want you to do on a date.
A
Yeah?
B
Be vulnerable. If you are in your head and nervous, tell her that.
A
Okay.
B
Because you get in your head so Is she be vulnerable? God, I'm just kind of nervous right now. I'm actually in your head. I just caught myself trying to say the right thing. And you know what? I'm not going to do that with you. I'm just going to be in the present moment with you. Back to you. What were you saying? Allison? I'm back in the present moment. Sorry. Pretty girls make me nervous. Oh, my God. Women are like craving that guy. That's like a Hugh Grant rom com movie character. Trust me on this. Yeah. Anyway, so sexy. Compliments. Feel free to say when you're nervous or in your head, I'd rather you lean into the skid than pretend like you're not human. You never know, she might open up too. All of a sudden she's like, I was so nervous too. You're so cute. I was so excited about you. And the other thing I want you to start doing for a mission is simplifying texting. Start using give, give, give, ask. And just instead of thinking, what's the perfect thing to say? Or am I coming off as needy? As long as you are giving value or trying to, then you are. There's nothing needy about you and nothing. Try hard. And you can't. Again, no woman's ever said, stop sending me charming, funny messages that are tailored for me. Me. They want that. So don't worry about that at all. I've been doing this for 20 years. It works like a charm.
A
Makes sense.
B
Okay.
A
Any other missions? These are good.
B
Thanks, man. Last thing I'll say. I got two more minutes. Do you tell stories on first dates? Like personal stories from your life?
A
Yeah, absolutely.
B
Yeah. Like what's your go to story? Like any stories you like, you don't need to tell the whole thing. But like.
A
So, yeah, I try to lean towards like younger like college or kid story that I try to think are funny.
B
Okay.
A
Like, I don't know. I'll say. Like one of my brother, when I was really little and I pretended I fell off of our deck and I was looking up in the air and my brother, I just see him, he's this tiny little kid. This has this giant ice chunk. It just drops it right on my head. I'm just crying, you know, like something like that, you know, just. Yeah, that's great.
B
I love it. That's great. No notes. As my improv teacher never says to me, no notes. That's great storytelling. Personal stories are great things to share. One thing you might consider back to that frosting versus cake topic. This could be first or second date. Totally fine. To do this on a first date is think of like a good, vulnerable or you don't have to think of it. You can also just do it in the moment. But think what's a really genuine, real story from my past about something that I screwed up or something embarrassing or something really personal that I've learned from or grown from. That can be really powerful. Like late in a first date, after you flirted and teased and told her she's sexy and then kind of open up a little bit toward the end, and then she sees that real glimpse of you. I remember on a first date I had way, way. This is pre pandemic. It's been so long. But pre pandemic. First date I had where I talked about giving my mom's eulogy and how. Because we were talking about the best things we'd ever written and the best thing I ever wrote was my mom's eulogy. And I wasn't going to typically talk about my mom's passing on a date, but it came up and I talked about it in a way that wasn't sad or super negative. It was more about what a wonderful moment that was for me to share these stories about my mom with my family. And so kind of broke a little first date rule. Talk about your mom's eulogy. Hell no. I wouldn't normally tell that to a guy, but it was organic. And I could kind of just see this woman just like kind of gravitating to the truth and the openness and she shared something about her past and somebody she lost. It just made us kind of really see the real people. And that will help a woman at the end of a date. Walk home thinking or go home thinking, damn, I could totally see myself with this guy. And if she can't because you're just two different people, that's okay too. Better to find out sooner rather than later. But man, when you find the right fit for you and you get emotionally naked like that at the end of a date, or maybe on a second date, that's another kind of story to have in your back pocket is something vulnerable. Lesson you learned something you screwed up the time you got caught cheating on the sophomore high school test and you got suspended. Whatever the story is, make it a story that doesn't make you look good or that, or that at the time didn't make you look good, but you learned from it. That can be pretty powerful too.
A
Okay.
B
Oh, bonus mission I forgot to give you. Also, look for one thing to playfully tease a woman about on first dates. So marching orders for first dates. Sexy. Compliment and mean it, don't fake it. Look for something to tease, something behavioral or, like, low stakes. Just like you bust your friend's balls and then look for that more vulnerable story and start giving women the boyfriend experience, because Jack's going to be a hell of a boyfriend. We just got to show women that guy.
A
Thank you.
B
Cool, man.
A
Thanks for the confidence.
B
You got it. That's all. I will let you go, and we'll stay in touch. Keep me posted. Okay, bro?
A
Awesome. Thanks. Appreciate it.
B
Great stuff. You got it, man. Thanks a lot.
Podcast Summary: "Make Her Your Girlfriend in Just 3 Dates (Seriously!) Live Coaching with Jack"
Podcast Information:
In this episode of the How to Get a Girlfriend Podcast, dating coach Connell Barrett delves into a live coaching session with a listener named Jack. The focus is on overcoming the notorious "three date wall," where men often find their romantic prospects fizzling out after a few dates. Connell aims to diagnose Jack's challenges and provide actionable strategies to help him secure a meaningful relationship within three dates.
Jack reaches out to Connell expressing frustration over his inability to transition from casual dating to a committed relationship. He shares instances where, after three dates, women often suggest remaining friends or express a lack of romantic spark. Here's a key moment highlighting Jack's concern:
Jack (04:14): "When I really start liking a girl... I feel like I'm pushing her away."
Jack recounts a recent experience with a woman who initially showed interest but gradually became distant, culminating in her reduced communication and eventual unavailability.
Connell introduces the "cake metaphor" to illustrate the balance needed in dating:
Connell explains that a successful transition from dating to a relationship requires both layers to be present and balanced.
Connell (00:05): "I'm here to help you get a great girlfriend... by being authentic and flirting with confidence."
He further elaborates on the concept of the "Boyfriend Experience," a structured approach to dating over three dates:
Date 1: Keep It Light and Fun (Frosting Layer)
Date 2: Open Up and Be Vulnerable (Introducing the Cake Layer)
Date 3: Introduce Her to Your World (Completing the Cake Layer)
Connell recounts how these steps led Donna to express a desire to be his girlfriend by the end of the third date.
Through the live coaching session, Connell identifies that Jack may be overemphasizing the "frosting" layer without providing enough "cake." Jack admits to hesitating to open up fully when he starts developing deeper feelings, leading to an imbalance that causes women to lose interest.
Connell (10:34): "Women want the feeling of progress in terms of two people connecting... Can you tell me a little bit about how you feel?"
Jack acknowledges that he might not be progressing emotionally and fears that increasing vulnerability could be pushing women away.
Connell advises Jack to ensure that each date progressively builds a more substantial connection:
Connell (16:48): "Maybe I didn't give enough cake. Maybe I didn't open up... have to come with the realization that if it's really gonna scare off by getting a little revealing, a little bit more about myself..."
Connell emphasizes the importance of maintaining momentum when not physically together. He introduces the "Give, Give, Give, Ask" strategy for texting:
Connell (35:09): "What can I message her that will make her smile? That's all you have to ask."
Examples include sending funny videos, sharing interesting snippets from your day, or creating personalized messages based on shared interests.
Connell encourages Jack to embrace clear, flirtatious statements that express genuine admiration for the woman's unique traits:
Connell (60:16): "You know what's really sexy about you? You're so bubbly."
By combining specific compliments with playful teasing, Jack can create a more memorable and engaging interaction.
Connell provides Jack with actionable “missions” to implement immediately:
On Every First Date:
Be Vulnerable:
Simplify Texting:
Tease Playfully:
Connell Barrett's coaching session with Jack in this episode provides a comprehensive approach to overcoming the three date wall by balancing fun interactions with genuine connection and effective communication. Through the cake metaphor, the Boyfriend Experience, and practical texting strategies, Connell offers Jack—and listeners—with the tools necessary to build meaningful relationships within a short timeframe.
This episode serves as an invaluable resource for men struggling to move past the initial dating phase, offering structured guidance and relatable examples to foster authentic and lasting romantic connections.