Oh my god, I totally forgot that on tinder years ago I had a guy who's first message to me was something like whether I could only take photos from a certain angle, which was weird as while I did have photos from that angle, I also had two face straight on photos. He was really rude about it and clearly insinuating it was because if I moved my face a few degrees I would be totally unattractive and asked me to prove it. The guy was good looking, but let's just say he did not receive any further messages. I just thought he was a total dickhead with no social skills, but now I think that was his "pick up" attempt.
I have had a few times in the past where a guy has been particularly nasty to me about my looks, and I have got the vague impression they might actually have been attracted to me, but the whole mean pick up effect has always completely washed over my head and just made me think the guy is a sad prick. It's not that it hasn't upset me either, no one needs to hear some backhanded comment, but it has never led to the guy getting laid or anywhere close to a pick up.
I remember one guy did it to me so much when I was 16 and he was about 21/22, I was dating his friend, and he consistently badgered me, telling me that the guy I was with didn't like me and all sorts of insulting things about me and my looks, really aiming for any potential vulnerability. The guy even threw a drink over me once for no apparent reason. He also gave me a huge amount of attention much to my displeasure. It went on for a few months until one night I was very drunk and he bit my finger, which as a drunken 16 year old I got it into my head to confront him and if he didn't apologise I would bite him back, and well, he threw a drink over me so I bit his face to the point that I drew blood. Let's just say, he lost any interest he might have had in me (if there ever was), and while yeah, I was a crazy bitch for biting him so hard, I feel there is a kind of sweet irony and a lesson learned for these "pick up artist" guys. If you're fucking horrible to women and try to fuck with their insecurities, they might actually just go crazy and attack you. No idea still if he was trying to pick me up or if he was just an arsehole who liked bullying women, at the time I certainly believed the latter, though he was really nice to everyone else so I feel like it probably was an immature attempt to pull.