And back to the original post.. U can try:
1. go for plays or musicals;
2. pack a simple picnic then going for day-out at botanic gardens/sentosa/ubin/St.john's island;
3. sign-up for cooking/wine-tasting classes together (CCs usually conduct courses);
4. local day-trip eg: museums, duck tours, tour of historical sites (just search online, can find guided tours..);
5. grab mini street directory and then take random buses to anywhere and explore;
6. grab mini street directory and then cycle around exploring estates;
7. grab mini street directory and then explore different food centres;
8. borrow books from library and read to each other over tea/coffee;
9. do street-photography or kayaking or jogging or to the gym together;
10. sit along orchard road and people watch;
11. go green together - volunteer to clean beaches, plant trees, save corals etc..
12. take an art or pottery class (or visit the dragon-kiln)
13. test drive cars for fun (just dun crash them..)
14. dancing classes anyone?
just my say..