I've never been on a real date. Cause the nervousness and shyness prevented me from asking.

It is interesting to think about that sliding door, how a life can turn out so differently whether you make the train or miss it. Maybe it’s not too late to take someone out on a date.

nice to have been picked up and seduced at the bar or work place though .....

why didn't the fact you were being picked up by women boost your confidence?

Interesting.

Maybe try putting yourself in a traditional or shy woman's place. She waits to be chosen. She doesn't go to bars because that's where men go who only want to use women; such men have no interest in reciprocal relationship or giving pleasure in return.
Such a woman settles for the first man who comes along because she doesn't believe she will ever have much choice.

Does this mean she's never been on a proper date?

You have a submissive personality and not a dominant one .. possibly from having overbearing parents? Idk

Well, you just have to make your move and not spend so much time thinking about it.

It’s all about choices

Aaaaawww poor you