1. Should I get my hair cut?
Why this? Your boyfriend will think that you are self centred and that you are not really interested in him.
2. Does this dress look good / which dress looks the best?
Again, same situation and he is not going to be that interested sorry.
3. Do you want to come to my mom’s B-day?
Okay it will be awkward but if you want to invite him that’s your choice.
4. Did your ex do this better?
No, No, no he will think that you want to beat everyone that he has been out with and he will dump you.