On the advice of people here, I've toned down the accessories. I still wear a chain around my neck and one ring so I have at least some edge so I don't look like a total nerd but without the full blown emo look. As I've said in a different thread, my hair hides my receding hairline, which I'm working to fix, once it's fixed, I'll get a fade because that's in style.
I went to walk around a bit with the intent to cold approach, but couldn't bring myself too. I ended up approaching a guy, not to flirt, but to make small talk. Part of this is mental. Last year I felt like I could pass for early 20s despite being 28 so I could blend with other college students but I feel that my age has caught up to me, and that I'm too old to really be preying on college students. I get that high value guys can attract hot 20 year olds, but, I'm not exactly a high value guy. I'm working out and doing other things to improve my looks, but I just feel that my time to begin my PUA phase should have been years ago, and I'm too late to the party. I see these young attractive people all around me, and I just old and gross. I've had friends tell me I'm attractive (or at least, attractive enough to pull) but it's hard to override body dysmorphia. I get that this is all in my head, and I need to mentally change my focus.
The other part of it is that there are only certain situations where I feel comfortable approaching, if a woman is by herself, AND I'm in a situation where it's expected to socialize like a bar. This is the only scenario where I don't feel like I need to overcome approach anxiety. If I see a woman walking along the sidewalk, it takes a while to build up the courage to say anything, and by that point we've already seen each other and it's too late to say anything without it being awkward. I don't feel brave or competent enough to approach groups. Also, even if I do approach often I don't know what to say other than "hey what's your name" and "what are you studying" which I get is a boring topic and doesn't make the panties fly off, but I don't know what else to say.
There are two social spots that I plan to hang out at just so I have a go to to meet people. A Starbucks for daygame and a bar exclusive to Yale students for nightgame, that actually seems to get a fair amount of traffic even on weekdays. I've read a little into game and I've been given the advice that I need to make things flirty as soon as possible, so instead of opening with "what's your name", open with "you have a cute look about you, I like your _____, what's your name." But I feel like if I go up to every girl at a bar and go "hey you're cute" it will be super obvious to everyone what I'm trying to do and I'll get a negative reputation. My strategy at bars has been to approach everyone, including guys, the bartenders, girls I'm not interested in, girls I am interested in, and just try to be friendly and mildly flirty with everyone, the idea is that I make a temporary wingman for the night and that acts as my social proof, and if I go to the same place on a regular basis it will be easier to make connections with other regulars, particularly because I don't know anyone yet. This worked for me at one houseparty I went to in DC and got two dates out of it (although I couldn't get a second date with either, but that's something I'll worry about later for when I can consistently get dates). I also made friends with the host of the houseparty and he invited me to other parties he attended, but unfortunately I had scheduling errors and couldn't attend them.
Oddly enough, on the rare instances where I do approach, and she is receptive to me (receptive meaning she's interested in what I'm saying and not just being polite to me to not cause a scene) I feel like I do pretty well (at least for a beginner). Certain concepts like playful teasing, or sexual misinterpretation, or not placating her requests or look like you're pandering to her, or the idea that you don't just ask interview questions, you ask a question then make a comment about her response or her reaction, or making the interaction about you as a couple instead of just platonically asking question after question, or passing shit tests, or physically escalating by grabbing her had or her shoulder then going down if she seems into it, generally getting a sense if a woman is into me, I feel like I do pretty well at (for a beginner). It's just getting to that point is rare. If I can get a positive reaction to the open, I go from total-virgin-newbie-incel-loner-autistic to a semi-competent beginner with the potential to be intermediate, because the positive reaction gives me confidence to be bolder than I usually would be.
On a side note, I didn't make a lot of friends at my undergrad school, and of the few that I did make, a lot of them blocked me around the time I graduated. Some of these people I would have considered a close friend and just cut all contact with me, seemingly independently of each other. Some had reasons, some it just felt completely out of nowhere, and the meager excuse for a social circle I had built up seemingly vanished over about a month or two. One of the people I considered a close friend also went through his PUA phase, entered college a virgin, hit a body count of 20 by the end of his sophomore year. His junior year was covid quarantine but his senior year he had his OLD profile set up to where he was regularly getting hit on by women. I really wanted to keep him as a contact to act as a wing because he figured out this shit on his own a hell of a lot faster than I did, but, the week before finals he blocked me on pretty much everything for no real reason, including blocking my fucking LinkedIn account. Shit hurts. I know this isn't related to the forum in general but my already abysmal confidence is shot to hell right now. But, I know this isn't the forum to wallow in blackpill misery so I'm going to try to be positive. A goal is to make another friend like that and not piss him off this time.
Also, for my masters program, I'm going to develop a Cs get degrees mindset. I used to be the kind of student who stressed about getting straight A+s while also being the captain of every nerdy academic club, and that's part of the reason I'm at Yale, (and having Yale on my resume will hopefully take me places, and it's probably the only thing giving me value right now) but it also made me miserable and stressed and socially stunted and is part of the reason I'm in the mess I'm in. I need to see my masters program as a social education as opposed to an actual education. I will probably do the bare minimum to pass but also join more clubs to increase my social circle, I was thinking boxing and guitar, maybe dancing and or volunteer work if I have the time for it. This is also my chance to mingle with old money so there's that. Maybe I'll find someone to start a business with. If I could find a business partner to open a successful nightclub, that would give me a lot of social proof in my 30s that I don't have right now.
Anyone have any advice or words of encouragement?