I actually have some of my in field audio that I can consult to get an idea of conversational topics etc. if I need it. Let me recall a few of my past dates. Please let me know if you need more or less detail or any other information. I'm seeing lots of commonalities between these dates so I'm hoping to change everything with the bowling or crazy golf or activity based dates.
1. Went to eat dinner at an informal cafe type restaurant. We met at the restaurant. Spoke about where we're from and our lifestyles and interests. If I ever run short on stuff to talk about, I know the papers on that "how to fall in love" article. So I can ask stuff such as whether somebody would want to be famous, what somebody's hopes are for the next few years, what kind of things that they look for in a partner (and then when I get the answer I know not to fall into the trap of explaining how I satisfy that description), who they would want to have as a coffee or dinner guest. She was quiet at first but seemed to get more comfortable as the date went on. After the dinner I suggested to go to a bar. We sat down and talked a little more. There, there was some touch and kissing. It looked like logistics were not good and I thought that I had orchestrated a good date so I ended it around 20 minutes after the touching. I didn't want to stay any longer lest I screw something up. After the touching I went back to sitting a bit further away and just chatting in a more relaxed way. On the way to the bus station where I left her, I suggested that we go on another date and she said that it would be good. I didn't get much response from her over the next few months and she recently blocked my phone number. I really felt like this date had been a good one and we got to know each other quite well over the approx 1 hour 45 min duration, so this one left me really disappointed.
2. Dinner date similar to 1. We met at the restaurant. She seemed nervous or not completely comfortable and conversation didn't flow as smoothly as I had wanted. I wanted to replicate date 1 and go to a bar but she said that she had to go home soon. So I asked her to go for a 15 min walk around the area and I'd show her the body of water nearby. I took her to walk and then she had to get going. She texted me that she didn't think that we were right for each other.
3. Dinner date similar to 2. She was very talktative so I let her talk. I told around 3 jokes and made her laugh a little. I tried to suggest the idea of taking her to have another drink of wine but she said that she had to get going. So we left the restaurant together and said our goodbyes.
4. Coffee date with a nerdy woman. We met at the metro station and went to a kind of cool cafe, walking along near a cool canal area on the way. We were talking about lots of nerdy stuff e.g. benefits of sleep, high intensity interval exercise and why we liked our jobs. I asked her what kind of guys she usually dates but I didn't get a straight answer, so I supposed that she hadn't really had a serious boyfriend before. She didn't seem to enjoy any of the touch that I tried very much, mostly on arms, so I didn't do any more. She had to get going to a workout class so I walked her to the area where the fitness centre was after our drink and said goodbye.
5. Coffee date with a nerdy woman very similar to 4. We met at a metro station and tried a few cafes but they were full. Then we found a good one and sat down. Spoke about stuff similar to 4. I remember that this woman was interested in the ramifications of AI for the future of society. I found it quite interesting too so I spoke about it a lot. This, I guess, was an unproductive topic to talk about. She also repeatedly kept telling me that what I was saying was interesting, so I didn't stop talking about the scientific stuff. The date lasted around 1.5 hours and then we walked back to the metro station and said goodbye. I thought that this had gone well and actually felt good about myself afterwards. When she said goodbye she said something like "see you soon" rather than "nice to meet you" and I took this as a good sign. Anyway I never received a message from her again. I thought that she was busy because she had abnormal working hours but after messaging a few times I realized that she just didn't want any more interaction.
Still somewhat broad in your descriptions here, but you definitely give us a bit more sense of what we're working with.
So this is the general sense that I am getting about the way these dates going. Let me know how accurate it seems: You meet on a dating app and have a conversation that is decent enough to get her out on a date. Probably a lot of comfort-building conversation, but not too flirtatious. It feels safe, but at least fun enough to give it a shot. You arrive on the date and there is a moment of sort of awkwardness and it takes you a moment to you two to settle into feeling a little more comfortable. You go through a series of somewhat canned questions you feel might generate interesting conversation. After going through the motions of some novel questions, you two eventually land on some more steady conversational topics. They tend to be about kind of everyday things and are generally safe topics of conversation (working out, her job, future plans, and so on). You generally use touch as a way of gauging how she might be feeling. Testing the waters to see how she might respond. If things do happen to be a bit more physical it is all pretty safe. Light touching, some light making out. Nothing too provocative. Date kind of ends with the energy fading out a bit.
Does that sound accurate as a general description of how your dates are going?
My general assessment would be the following
-You are running your dates in a comfortable predictable manner, and the sense of connection is ending up feeling pretty middle of the road because of it. While she might feel comfortable with you and a bit of attraction there is nothing about the way you are interacting that really sets your connection apart from all the other dudes she is going on middle-of-the-road dates with. The good news is that this is all technical stuff that, with a bit of gumption and determination, is easy to fix. That said, as others have pointed out, the real prerequisite to all this is working on your inner sense of self-worth and all that. But we are not going to focus on that. Let's look at some basic technical improvements I believe will liven up your dates.
Date Location
How you were doing it: You have been having very formal/lengthy dinner dates. This immediately puts you in a position that can make sets a more formal date sort of frame/energy to it all. Even if the date was really hitting a peak in energy you have to wait for your food and the bill and so on. Momentum is crucial on a good date and you want date locations that can be flexible when you need them to be. You need locations that offer the opportunity for a spontaneous exit if the mood calls for it.
Your new approach: Chose places that have more room for spontaneity. Don't get caught up in lengthy dinner dates that overly formalize the process and lose momentum.
Date ideas:
Coffee shops
Book Stores
Food trucks
A nice park
A nice shopping center
Boardwalks
Cocktail lounge
Microbrewery
Art Galleries
All of these places offer way more flexibility than a formal dinner date. You can sit down and get into things, or you can pretty easily leave when you hit a high note and explore new places, to keep the energy moving forward.
Flow of conversation
How you were doing it: Your conversations tended to have a sort of formal approach, getting into run-of-the-mill topics, or hot-button cultural topics. You ran each date through a series of quirky, but ultimately not very personal questions without a more overarching conversational thread. You kind of just let the conversation go wherever and just went with it, even if it wasn't conducive to more chemistry. You kept things safe and also didn't reveal too much of your personality in a way that made it hard for her to get a sense of what you are really about. You also played things pretty safe, never really teasing her much or making bold (but calibrated) innuendos.
Your new approach:
You are no longer a passive participant in a conversation that just goes wherever it wants. You are an active leader and director of the conversation.
When the conversation starts to take too serious or formal turns, you redirect it by giving her a moment to say whatever she needs to say then politely moving on. Never getting caught up in overly impersonal or intellectual conversations You make sure the conversation is mostly about things that really light the two of you up.
Spice Things Up
You keep the subjects light and fun and tastefully flirtatious.
You tease her in positive ways, or playfully challenge her (in a light-hearted nonserious way) on things you might disagree with (no hot-button political or social topics though. You are not looking for a debate). One tip for teasing is to tease positive qualities about her.
For example, she is talking about going to the gym a bunch, and you playfully tease her/challenge her like "I'll believe it when I see those guns." You get her to flex for you and give her arm a feel and your like "Damn you're reaching superhero levels"
You throw in occasional innuendos that fly mostly under the radar, but get her thinking "did he really just say that? Don't go overboard but definitely push the limits a little and see how far you can confidently push it.
Deep Dive
You no longer run a bunch of superficial questions that lead nowhere, but instead, allow each subject to really blossom. Diving in on a subject and allowing her to really express herself on it.
*Let's say for example she likes riding horses. Here are a number of questions you can ask or statements you can make that allow her to open up
"sounds like it really gives you a sense of freedom"
"is there anything else in your life that gives you that sense of freedom?"
"sounds like it is a real gift to have that in your life"
"sounds like you've always had a knack for it"
"That must be really liberating for you"
"sounds like you don't get the opportunity to do it as much as you'd like"
"What is the biggest lesson you've learned from riding horses?"
"Sounds like.." remember this phrase because it will help you immensely "Sounds like..." It will help you read between the lines into the subtext of what she is saying.
Or another example, she is telling you stories of studying abroad.
Her: So yeah I was there for about 3 years
You: I can tell that was a really informative time in your life (make a reasonable assumption). You're kind of lighting up talking about it (make a charming observation about her)
Her: Yeah, it was a really cool time
You: What do you think your life would be like now if you haven't gone? Can you even imagine? (ask a personal question that gets her really thinking about her experience"
"I Bet..."
"I bet..." is another great one
"I bet that was tons of fun"
"I bet you never wanted to leave"
"I bet you were ready to be done with it"
"I bet you learned a lot"
" I bet that was a very rewarding"
"I bet..." is good because it makes a reasonable assumption and gives her the opportunity to see how you might relate to her situation if you were in her shoes. It is a confident way to lead the conversation. "I bet..."
If for some reason she doesn't quite agree with your "I bet..." or "sounds like..." statements, thats okay. She will mostly likely clarify herself for you
For example, say she is telling you she just went to a festival
You: I bet that was a blast
Her: no actually it was kind of disappointing this year
You: Disappointing? I thought those things were supposed to be peak party vibes? (leading her to clarify herself)
Her: well there used to be a lot more experiential booths last time. This time there wasn't much and it was just hot and blah blah blah and blah blah (explaining why it was boring)
You: yeah that's disappointing. Sounds like they really dropped the ball. Okay, let's say you can create the ultimate music fest. What would you chose as the main theme? (move convo in a positive direction that allows her to express herself in a creative way)
"What" questions
"What" questions can work really well
"You sound excited. What's the most exciting part?"
"What would be the best possible outcome?"
"What if you just did it anyway?"
"How" questions
"How" questions are also great
"How do you want it to turn out?" (when she is telling you about a project she is working on)
"How did you manage to pull that off?" (when she is telling you about an opportunity she created for herself)
"Hey, this is fun spending time. How about we go for a stroll?"
"Sounds like..." "What..." "How..." "I bet..."
These are three very flexible and versatile conversational approaches that will give her the opportunity to open up and express herself more.
"Sounds like..." "What..." "How..." "I bet..."
* From time to time, relate things she tells you about herself and her experience with your own personal experiences. So, say you gave her an opportunity to share a piece of herself using "Sounds like...." What...." or "How..." and she tells a personal story. You can then be like
"Oh yeah, that totally reminds me of this time I was visiting India, and I had never traveled abroad before. There is such a rush that comes with travel. That moment of stepping into a totally new experience. Thinking about all the unknown potential. It's amazing how much that one single experience really shaped me. Cheers to us having the gumption to seek adventure". This is just one example, during the convo things you relate to will come up naturally.
What is important when you relate to her experience is that you share a little bit of personal information about your experience. Don't be just matter of fact. Share your perspective, your point of view, what things meant to you personally.
This gives her an opportunity to get a sense of who you are. This builds a sense of closeness. Like you two can really relate to each other.
Do this in good measure cause you don't want to overshare or anything. But just be sure to give her a few opportunities to see a little bit more.
Approach her with curiosity. Be willing to make assumptive statements about what you observe. Reflect back on what she tells you in observant ways. Give her opportunities to express things she may not normally have many opportunities to express. Give her the opportunity to get a sense of who you are and what you are about. Highlight your commonalities in relatable ways
Touch
How you were doing it: You are using touch as a way of gauging where she might be at with the interaction. A searching for validation, of sorts. Also giving out touch freely with only a vague sort of intention behind it. It is great you are willing to take this step of touching her, so that is something you have working for you. However, she is most likely sensing that you are touching her just as an attempt to do so, and also using touch liberally without good reason is essentially giving her validation for no good reason.
Your new approach: Only use touch as a reward when she complies with you. That is it. Until there is a ton of chemistry towards the final act of the date, do not touch her for any other reason than to reward her for compliance. When you first meet up for the date, you give her a hug because you are rewarding her for complying and showing up. This breaks the touch barrier right away, which will make it easier to do so again later (always hug her when you first meet up). When you tell her "show me your rings" or "Hey what are you doing all the way over there" (pulling out a closer chair for her) and she comes and sits closer to you, these kinds of moments when you are essentially telling her to comply with a simple action to bring things closer. When she leaves the coffee shop with you to go on a walk you touch her as a reward for complying. These are the moments you touch her. When you do touch her, you do it clearly, and confidently. A firm hand on her shoulder, or her knee, or the swell of her back (whatever move makes sense for the moment). You are not fishing for a response. You are touching her as a reward for good behavior. Once the moment has been clearly felt you retract your touch and move the conversation forward. Do you see the difference? It is easy to touch with direction and confidence when you use it this way. It is not about GETTING a response, it is about GIVING affection for a positive step she took.
To summarize how you will use touch: Sparingly, and only when she complies with a positive forward move. You will touch her with direction and confidence because you are not looking for a response.
Once the energy is really building towards the end of the date you are welcome to use touch more freely and affectionately. Just do not overdo it, always be the first to pull away, and leave room for wanting.
Making moves
How you were doing it: You were making moves, and transitions without a clear intention. You were doing things just because you thought it was what you were supposed to do at that moment, without a good reason to do it. Essentially just ticking off boxes on what you think a good date is supposed to be. However, this doesn't always coincide with the vibe of the date at a given moment.
Your new approach: You only make moves on high points in the energy. You tell her to scootch closer when you two are really laughing about something and the energy is high. You two have been having some really juicy convo and suddenly the mood lightens a bit as you both come up for a bit of air, you suggest the two of you leave the venue to continue the date. You make moves with intention, at a moment that makes sense to how the two of you are connecting. Not just because it is what you think you should do. The mood is high, momentum is moving forward. This is when you make moves.
A word on kissing
I am going to suggest here that you refrain from kissing her until you have pulled her to a location where you can escalate (like your house).
If the vibe is really escalating in the third act before you pull her home, increase your touch and your flirtatiousness, but instead of kissing her at the peak of it all, invite her home. Maybe kiss in the Uber on the way over. But don't drain the sexual tension by kissing her prematurely.
A word on seeding the pull
Be sure to casually sprinkle some information here and there throughout the date that will make it easier to pull her home later (or wherever you intend to escalate). Mention some great new artists you discovered when you bought his book. Or how much you love your tea collection. Anything you can later use to invite her home (or wherever you will escalate).
"well this is definitely fun hanging out. What if we keep it going? we can go break into my tea collection and look at art books" (citing two reasons to go to your place that you had already previously mentioned during your date)
YOUR NEW APPROACH
Look, there are definitely some inner game issues you need to address first and foremost, but the truth is you are not actually all that far from success on a technical level. Woman actually like your company enough to go on dates with you, spend a good chunk of time with you, and even make out with you. These are all positive success. It's just that you have running your dates the same over and over again. Making the same mistakes over and over again, and then lamenting that the square peg won't fit in the round hole. Well, now you can make some basic tweaks and see what new results you might get.
Along with your new approach, you will have new goals
Here are what seem to be some of your old goals:
-Have some sort of sense of validation from her
-Get a girlfriend/ or potential wife
Here are your new goals
I advise you to stick to these goals as the driving factor behind how you run your dates (at least for now)
-Have fun on the date. Aim to let go and just have fun no matter what.
-Create conversations that allow her to open up to you about something that means a lot to her. Not just in a superficial way like she is skimming the surface. See if you can get her to really just express herself and dig in on a topic that is really meaningful for her
-Invite her home when the date has peaked. Note that I am not saying that the goal is to bring her home (that's great if you can). The goal is to invite her home.
These are your three main goals. Notice that none of them are about trying to get something from her, but instead about doing things that are perfectly in your power. Have fun, create convo that allows her to open up, and invite her home.
How you now run dates
Just to summarize this is how you now run dates
-You chose date locations and activities that allow for flexibility and spontaneity
-You confidently greet her with a hug to break the touch barrier and casually and comfortably move the conversation forward without hesitation.
-Instead of canned questions, you pick conversation topics that come naturally to you. Keeping things light and fun. When things get deeper they are about personal things that really light the two of you up. You steer the conversation away from super serious topics, political topics, hot-button social topics, and boring everyday mundane topics.
-You seed the pull by sprinkling in info here and there that will help you suggest going home when the time comes
-You tease her in playful good-hearted ways
- You challenge her on things you don't agree with, but still keep things light. Never falling into an intellectual debate.
-You make subtle innuendos from time to time
- You make compelling observations about her and the things she says ("sounds like...")
-You use touch as a means of rewarding compliance and don't just give it out willy-nilly to where it loses its power
-You let the flow of things be organic and are not just ticking off boxes of what you think should happen
-You make moves during high notes
-You allow the sexual tension to steep rather than letting it dissipate for an easy kiss.
and most importantly you keep your new goals in mind: Have fun, create conversations that allow her to open up, invite her home. If you can do at least two of these you can consider the date a moderate success, all three and you are a winner. And if she does come home with you, well congrats man, make your move.
Even if you don't implement all of this right away, I guarantee you will at least discover different nuances to how your dates go, compared to the same old routine before. You will now have different reference points to work with.
Can you see how this dating outline differs from your approach before?