I just read the whole thread and I have to agree with lots of the posts.

My questions (can be answered within yourself) : You have been in Atlantic City together twice ? Whose idea was it for the first trip ? ... and for the second trip ? How did you spent the days (different ? less gambling ?)

His idea going to Las Vegas (beside being a hardcore test) ... Whatīs his idea for this vacation ? I know everybody (including me) says you can see and do a lot beside gambling.
Did he / the two of you make an itinerary ? Not as a tight schedule but to write down what can be done there (museums, hiking, etc) including browsing through the schedule of events for this time.

All the discussions about Las Vegas respectively the gambling ... I hope it didnīt destroy the fascination of this city.