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Field Report – med School Area Walk (1.5 hrs)

politepilot

Space Monkey
space monkey
Joined
Aug 9, 2025
Messages
10
Field Report – med School Area Walk (1.5 hrs)





Had a customer no-show, so I used the extra time to walk around the med School area and do some approaches. Overall, I wasn’t feeling super horny or high-energy, so a lot of the interactions lacked sexual tension.











1. First Girl (saw on way over + on way back)


Me: “Could I make a painting of you? I’m an artist.”


Her: “Right now?”


Me: “Well no, I had a job — I’m on my way back.”


Her: “Ok… well, do you have an Instagram?”


Me: “Yeah.”


Her: “Can you show me?”


Me: “Ok.”


Her: “Oh actually maybe not, I don’t think my fiancé would like that.”


Me: “Oh, that’s fair.”


Her: “So you paint women?”


Me: “Yeah, well I paint other stuff too, but Instagram likes it.”


Her: “Oh… lots of women?”


Me: “Yeah.”


Her: “Ok well I probably follow you.”


Me: “Ok.”











2. Girl who didn’t hear me


I let her go because I had my eye on a different girl and had to catch up with her.











3. That one


Me: “Could I make a painting of you?”


Her: “No, I have to go to work.”


Me: “How about some other time?”


Her: “No thanks.”











4. Girl in front of cafe’


Quick interaction — she just said “No thanks.”











5. Two girls I had my eye on before but they were going away from me in some sort of freshman orientation. I also got nervous around some other ones going past because they were in a big group orientation thing. But then I saw my favorites on the way back.


Me: “Could I make a painting of you guys?”


Girl 1 (closer): “Right now?”


Me: “Yeah, if you want.”


Her: “No, we have to study.”


Me: “Well, can I get your number?”


Her: “No.”

Something like that. The hotter one was less enthusiastic. But the cute one seemed interested. Also she was the one I stopped.









6. Girl in Whole Foods


She seemed scared and said no. Security and employees were everywhere, so I didn’t push. Passed up on a cute employee.











7. Fit blonde in Whole Foods


Me: “Hey.”


Her: “Oh, sorry.” (She thought she was in my way.)


Me: “Could I make a painting of you?”


Her (smiling): “What do you mean?”


Me: “I’m an artist.”


Her: “Like right now?”


Me: “Um, sure.”


Her: “Oh not right now, sorry. Thank you though!”











Reflections:





  • I wasn’t feeling horny enough, so the approaches lacked sexual tension.
  • Felt tired and somewhat defeated, which carried into my vibe.
  • Still got some smiles and a couple of “soft maybes,” but no solid leads.
One other one as a throwaway before my meter was up, she said no sorry.
 

Chase

Chieftan
Staff member
tribal-elder
Joined
Oct 9, 2012
Messages
6,504
Hey man,

This is a bit weird and awkward as a random day game opener.

There is no pacing of the girl's reality; i.e., you are not explaining for her at all WHY you want to paint HER; it's weird, and awkward, and forces her to try to have to guess your intentions ("Is he doing this to try to sleep with me? Does he want to sell me something? Is he just a creep? Why is he saying this?").

If you really want to do painting offers as an opener, I would recommend either:


OPTION A: GENUINE INTEREST + OFFER

"Excuse me... I saw you walking over here and you have an incredibly elegant look, with the way you're dressed, how you do your hair, the hat and earrings. I'd love to paint you sometime. I'm Pilot."

That way you are telling her WHAT you like about her (which should be very easy for you to do, as an artist -- just tell her what about her catches your artist's eye), then giving her the offer, then introducing yourself to remove some of the awkwardness.


OPTION B: SET YOURSELF UP

Even better would be to take your canvas, paints, and easel (or tablet, or whatever you use) and set up with it somewhere outside with foot traffic when you have time, and get a girl over to paint her portrait.

Other girls should start naturally gravitating as you paint one girl, and you can ask them if they want to be next.

Flirt with them as you paint them.

Then you get a social proof / preselection effect working in your favor.


THE BIG THING HERE THOUGH

You've gotta actually start talking to women, man.

Asking to paint their pictures is pretty out-of-the-blue. Has that worked for you at all?

The other thing that is going to happen is women who are open to dating someone are not going to know you are looking for that at all, and most will probably pass your offer by. Meanwhile women who aren't open to dating may take you up on it because "oh, a free painting." Which means you are just going to end up wasting a lot of your time (assuming you are doing this to meet available women. If you are just doing this to find models to paint, then maybe not!).

I would suggest switching up your openers and testing something different.

Chase
 

politepilot

Space Monkey
space monkey
Joined
Aug 9, 2025
Messages
10
Hey, just wanted to give a quick update — I’ve tried the approach in different contexts, and it’s actually worked a fair amount for me on Tinder and once on Instagram. In, I haven’t closed a lay yet, but I’ve gotten contacts and built rapport, so I can see the method starting to work.





One question I have: what if what I found most interesting about someone is their body, like their fat ass? How should I navigate that while keeping the approach respectful and genuine?
The very first time I ever did this painting request was a long time ago when I was still into abstract art and just got inspired and I got her number but not the lay. I said something like you have a great figure. In texts later, she said that was very forward of me but she seemed to think it might be that she wasn’t used to that.

Thanks for the advice.
 

Chase

Chieftan
Staff member
tribal-elder
Joined
Oct 9, 2012
Messages
6,504
Hey, just wanted to give a quick update — I’ve tried the approach in different contexts, and it’s actually worked a fair amount for me on Tinder and once on Instagram. In, I haven’t closed a lay yet, but I’ve gotten contacts and built rapport, so I can see the method starting to work.

I could see it not going as horribly online. It's assumed it will be at a different time, since you aren't there with them.

Still, as an opener, it is going to come across tryhard. You don't know her, just met, and are leading with a value offering ("I will paint you"). Very kind of you, but way too much investment being offered to a woman you don't know yet.

(This seems to be rampant in modeling spaces. I had a profile on a modeling website way back when and I used to get spammed with male photographers complimenting my looks and saying they wanted to "photograph me sometimes." When I checked their profiles they were all sexy photos of dudes; clearly gay guys using "photograph you sometime" as their digital pickup line. I guess that works for gay dudes since they are all basically cruising for cock 24/7, but you are going to need something better for most women.)

One question I have: what if what I found most interesting about someone is their body, like their fat ass? How should I navigate that while keeping the approach respectful and genuine?

I don't think you're at a point where you should be thinking about how to smoothly compliment a girl's ass just yet.

The very first time I ever did this painting request was a long time ago when I was still into abstract art and just got inspired and I got her number but not the lay. I said something like you have a great figure. In texts later, she said that was very forward of me but she seemed to think it might be that she wasn’t used to that.

Thanks for the advice.

In person, it is just rather strange to open a girl with "May I paint you?" then when she says yes you say "Oh but not now. Later. Give me your number." Numbers are for meeting up with people you want to meet up again who are providing some value to you.

You need to think from the girl's perspective.

Why would she give her number

  • To a random guy she does not know at all (literally 10-20 words traded between her and you),

  • To carve time out of her schedule to go some place she does not know (which for all she knows might be your dimly lit apartment in the bad part of town),

  • To stay there for an unspecified amount of time ("Oh hello, the painting will take 5 hours. You will not be leaving until after nightfall. Please make yourself comfortable"),

  • For a piece of art of unknowable quality (I guess you are showing them your IG, but you are a complete stranger who has built 0 trust with her so far; how does she know those are really yours?),

  • And for a guy who exclusively paints women, presumably random women he randomly approaches with that as his opener? Nothing wrong with that, but if the rest of the interaction is creepy, "only paints women" just further solidifies the creep vibes ("Okay, these guy just creeps on women looking for ones he can paint. Either because he is a voyeur or that's how he tries to get his 'in'").

Even as a guy my creep/danger radar would be screaming full tilt if anyone did that to me. Even if it was a hot girl with really big boobs and she showed me an IG filled with paintings of men or something... I would still just be like, "Dude WTF. What even is this?" For women dealing with a man it is going to be 50x that.

This really should not be an opener.

More like something to offer 5-10 minutes in after she has earned some investment from you by investing a bunch herself.

Chase
 
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