Well as you seem to be asking some of your girl friends, tell him you are going to the movies with some friends and would he like to join you all. Who should pay - the total cost should be split equally, as a guy I wonder why guys have to pay for girls. A guy is likely to feel less pressure with a girl that pays her way, and will have a lot of respect for that. Mom, well tell her you are going to the movies with a group of friends, if some of your friends don't have dates, the keep it to a group of friends going to the movies - kind of relaxed and easy going for a first date (For you and him) then when you are getting to know each other better ypou can try a date with just the 2 of you. Good luck !