When planning for what possibly could be a date…
1. Check the weather. Always.
Example: my area on Friday is predicted to have Sun, 0% chance of rain and a high of 68.
2. Check the location.
Example: outdoors, park setting.
3. Check the activity.
Example: sitting on a blanket, or on a bench, eating.
4. Now plan the outfit. Then change it 7-8 times the day of as you put it on.
Example: dress or skirt, boots or flats, pants-inner monologue telling you how much you hate pants- hair down, or styled?
For me most likely: the end result will be: I will find something comfortable and casual last minute like a corduroy skirt and a sweater, I will leave my hair down and smile way too much.
Disclaimer: He may or may not know about my blog yet. Which means he may or may not see this. Haha.