To spy or not to spy? That is the question

My 15 year old is a great kid.  He is pretty "nerdy" for lack of a better word.  He is smart, handsome and a total social wreck.  He is a little slow on the jokes and mumbles (like all teenagers) when he talks.  He is the kid who although won't date much in HS will be RICH and POWERFUL and therefore date supermodels at 30.  He goes to an all boy school, so finding a girl to date is hard enough, let alone when you are kind of shy and "geeky'.  He does have great friends and is not teased or anything like that at school.  (He goes to a GREAT school)  However, this does not make high school dating any easier.

He has his first REAL date this weekend.   He was kind of fixed up by my husband.  I know. How embarrasing?  It happened like this a few... There is a new woman at work and they were doing the get to know you routine - "Do you have kids?"  "Oh really, I have a teenager too. " "Mine is going to be 16 too."  "Mine goes to Lakota  Where does your son go?".....  Well, this went on until they figured out that her daughter has a friend who goes to school with my son.  Mom went home, told daughter, daughter looked up my son and talked to her friend about him... You know, typical teenager.  Until one day, my dear hubby comes home with a piece of paper with the girls IM name on it and says "Beth said if Michael wants to go to his school dance here is her IM name, she thought he was cute".

Fast forward to now.  They have been talking to each other on the phone, exchanged photos and seem to like each other and are going to go to the dance (some of his friends who didn't have dates are going to go with her friends) , but they haven't met in person.  This weekend, we are taking him and a friend to meet her and her sister (15) at the movies.  We also promised our other kids that we would go to a movie too.  Is it really horrible parenting to go to the SAME movie and spy?  I would NEVER interfere, but I am so happy that he is going to go that I just want to see.  I am actually rooting for the first kiss (nothing else of course).  I know I am a geek too, but what would you do??