Great question. I would never open a substantially older woman on her shoes and start a conversation. Complimenting a woman on her shoes is a played out, beta move.
If I happened to be sitting next to a younger, attractive woman (cute to hot range), I still would open a woman on something other than shoes.
On most flights, I don't happen to be seated next to an attractive, age appropriate woman. That's why I am either trying to sleep or I'm reading a book.
Among US based carriers, Southwest Airlines allows a person to select their own seat once on board as compared to every other US based carrier. A smart man can find a hot younger woman traveling alone and sit next to her. Maybe she'll give off open to conversation vibes, maybe not. If not, the play becomes to mind your own business. She will let you know very quickly.
I am open to talking to people in general on planes if they have a good demeanor. This could be a male or female. It is rare to get seated next to an attractive female similar aged or younger on a plane, even on Southwest Airlines.
I found a good thread on this forum from 2010 about picking up women on flights. It mentions Southwest Airlines and the open seating. I've followed that plan when flying Southwest over the years when I've been seeking new women.
Hey guys, The hardest part of picking up women on airplanes is getting a seat next to the woman you want. Sure, you can get lucky and your boarding pass can just happen to put you there. Just like you can know nothing about Love Systems and get lucky at a bar. But, the whole point of Love...
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