We had an awesome time out with some friends from our church the other day here in San Antonio!  The key to our success in this shoot was asking questions up front, it always shows professionalism and a concern for meeting the clients' expectations when you try to get inside of their head a little bit.  Ultimately you want to learn about them as a person, what do they care about, what do they do in their spare time, where did the couple meet, what things do they do together, etc, etc, etc.  

The better you know them, the better you can serve them.  

In this case it came out that he was a sponsored long-boarder.  Perfect!

We went around a local park and found some great backdrops and put him in his element.  

I've written about it before, but one of the best pieces of advice that I've received was to put something in their hands, anything.  Having something there will help to put your subject at ease and more into their natural state of being, this is especially true if the object is something they would normally carry around.  (Cell phone!)