I’d like to clarify my earlier post that while I have no problem ordering a pina colada at a swim up pool bar at a Caribbean resort, I wouldn’t order one on a date at Ruth’s Chris. But that’s as much about the time and place as is it is about not wanting to look like a psycho. But I’d order a Jameson and ginger without thinking twice if that’s what I wanted. Anyone who would rule me out based on my drink order is going to be way too high maintenance for a successful long term relationship with me. So I would consider such a woman’s early dismissal of me for that reason to be a huge time saver.
P.S. I’ve been happily married for 30 years, so it’s admittedly easy for me to be boastful about my dating confidence when I haven’t had to ask a girl out since the 90s.
I haven't asked a girl out in over ten years and as documented at length on this website I wasn't all that great at it when I was regularly asking girls out, but my two cents is that most girls/women truly don't care what a guy would order (or drive, or wear, or whatever) provided he does so with confidence.*
Heck, I happily recall just absolutely infuriating and embarrassing RacistEx and her family when I drove a Jetta, ordered microbrew beers (before that was cool), openly read books and discussed poetry, hung out with nerdy types, wore pink, and engaged in other "effeminate" (to them, at least) things. The circumstantial evidence consisting of the voluminous and explorative secks that RacistEx was still willing to have with me supports that those things didn't actually matter to whether she was attracted to me. Honestly, I think she kind of got off on the fact that I did things differently (i.e. effeminate) than the men around her, because I did so confidently and brushed off those who criticized me for it.
Confidence is king.**
*This excludes a few select things like wearing New Balance dad shoes (unless you're an actual married dad),
using iron clubhead covers, putting ketchup on steak, driving slowly in the left hand lane, listening to Nickelback, and openly talking about your ex on a first date. Those things are just prima facie inexcusable regardless of the confidence exerted while doing them.
**Which, of course, is easy for now long-time married Woz to say when this was a foreign concept to me until I was about 25 and I had my "last first date" when I was 28. So, yeah, my sample size on the hypothesis above isn't very large, but I nonetheless am confident about my thesis centered on confidence.