So lately as a 20 year old relatively new to daygame, I have been harbouring an approach anxiety surrounding older woman (i.e. 25+).... until today when I finally smashed it instead of making a shitpost on seddit. I actually tried smashing it on OkCupid when I messaged this other 34 year old yuppie in an open relationship who was looking for kinky romantic partners - she has been busy lately, so I haven't been able to pull her, not to mention she was concerned more about maturity than age. This was also the first time I have made a compliment to during a cold approach, which is an improvement on my previous interaction where I would inadvertently avoid compliments, focusing more on cold-reads and self-amusement. I opened with something "excuse me, I noticed you're a redhead so thought I would come and say hi!" It was pretty hilarious seeing this tall older guy standing next to her at the traffic lights when we were waiting to cross the road wearing this utterly flabbergasted look on his face, as if to say "what the fuck is this 20 something year old hipster doing with this 27 year old business woman". I walked with her and asked her what was her story and purpose in life and what she liked about her job (she mentioned she likes the flexible working hours). She had to meet up with someone and I asked for number, before she declined giving the infamous 'I have a boyfriend response', which was cool.

Tell me your stories with older woman and yuppie woman sedittors....