About chewing gums, being found with chewing gums or being caught chewing them is not a big deal (or not even crime, IRIC). But trying to ‘smuggle’ them through the checkpoints is a crime. Malaysia’s the nearest place to get them. I don’t think the punishment for ‘smuggling’ gums is caning and $10,000. That’s for vandalism.
You may be confused by the Singish (blend of English + Chinese + Malay syntax, rules and vocab) and you may want to slow down when speaking - if the people there started to give puzzled looks. Some have problems understanding foreign accents.
The weather there…(here?) is pretty unpredictable. Much what you expect from a tropical country. Rain today, sunny next day, then rain again and sunny for the whole week and suddenly it is raining again. It’s rather humid, so prepare to sweat a lot.
Main form of transport include buses, taxis, MRT and LRT (electronic trains). Transport fees are quite expensive, from the locals’ point of view.
Singapore is quite ‘westernised’ by now, so beside language barrier, there isn’t much of a culture shock left. You may find the habits of the older people are bit stranger.
Food-wise, try to get your beverage and food at ‘local food centres’ (actually quite hard to find in the city area). Drinks usually go between S$1.00 to S$1.20 in non air-conditioned areas, but can reach S$2.00 for ‘food courts’ and tourist traps. The same goes for food. The general concenus is that ‘food court’ food sucks when compared to ‘food centre’ (or hawker centre). Just bear in mind that food/hawker centres are not grand-looking. It is also sad but truth that some services-oriented businesses would pay more attention to you than a local.
Unfortunately, Singapore is so small that it gets boring fast. A few sundays it all you need to tour every attractions. Sentosa is not as exciting (was it ever?) as the Tourism Board would have you believe. Malaysia is always nearby but beware of the jams at the Causeways. There are two, the other one being slightly out of the way but usually has better traffic because it is out of the way.
Most of the younger folks (40 and below) understands English (the accent is usually the biggest barrier…). The younger folks may know English very well due to that most children from the 1980s onward are English-educated.
And I see there’s another Singaporean here? Hi prowler!