[~Ms.August~365]

A "get to know you" lunch is not uncommon in the work force, true they know each other already... but not as boss and employee. So I wouldn't be upset over it if there was nothing else. But you know he was looking for nude pics of her on the net, so I would be on alert a bit too. Now the fact he felt the need to blurt out that he had lunch with Nikki before being prompted leads me to believe he felt some guilt about it. Maybe it was because of the playboy picture surfing incident, or maybe there is some crush or mutual attraction between the two. But something seems off about this situation. If it is a pressing issue for you, then be upfront with him about how you're uncomfortable with all this. I'm not one for snooping around, but if that's how you like to work... then do what you have to do to put your mind at ease. Or you could just meet him at his job & find a way to introduce yourself to her, she might have a s.o or in the very least, you can feel out the undertones. But at least tell him it's not siting well with you, there can't be results if there's no issue addressed.