I think that most of everybody here are just horsing around with the "wife" angle, so ignore it!
If I were to really choose 5 from your collection, I'd get:
1. FA 31. Enough said.
2. DA 35 - It gives you the macro, and the compactness of the 30s.
3. DA 55-300mm - Some "reach" when you need some.
4. DA*50-135 - Portrait
5. 8-16 - Different Perspective.
But then again, personally, my wife used to ask me to sell some of my lenses every time she sees me buying one. Now either she has grown tired of reminding me, or she has accepted it totally that I love these glasses next to her and my daughter. Truth be told, when I can't sleep, I'll open up my dry box, (beside our bed), caress those beautiful metal and glasses, and often, she'll wake up, gives a knowing sardonic smile, and just goes back to sleep.
We have been married for 10 years.