I'm like you in that I despise poor grammar. I don't always use the BEST grammar myself because I've forgotten all the rules.

It has been a long time since I was in school.
I do cringe when I see someone use their, there, or they're improperly!

It just drives me NUTS!!! It isn't that hard to remember which one to use!
Or how about when someone writes "I seen this yesterday." ARRGGGHHH!!! I could just tear my hair out!!!!!
So I understand your dislike of someone using poor grammar. I can't stand it either.
Best of luck on your date. Be safe -- and I hope it goes well and that "less" was just a slip of the tongue. Have a good time, and let us know how it went would you please? God bless and take care. Hugs, Lee