What would you do???

Sooo, my friend David needs some input from all of you. Please send your comments on how you would handle the following situation:

Say you go on break and are standing around outside of your office at work. Each day you are out there, you spot another person that you would like to talk to, but don't know how to approach. How would you go about approaching this person and striking up a convo? Please let us know and we'll let you know what the most popular suggestion was!!! (we'll also let you know if it worked!)