Think about the things you like. When someone flirts with you, what gets you going? A little touch on the arm or hand? A certain look? You can’t assume everything that works for you will work for all other women, but basic flirting while on a date is pretty standard.
The best way to get over anxiety is to do what makes you anxious. If you’re able to do it without seeming like you’re planning it, pick a small goal like touching her hand on your next date, then watch for an opportunity and do it. Then you know it’s doable and it’ll seem less scary. If that’s really out of reach, start listing yourself as a sub looking for a domme