Somehow or rather u can improve on yr dating places. Lunch at a
special or interesting places,some how or rather it may bring her
new experiences and past events or thoughts to bring out topic to
talk until endless night.
It may cost a few bomb but if it work well,won't u feel worth it?

Then on yr second outing,try to go for a outing that let u do
something like cycling in ubin or wild wild wet. All the chit-chat
or laughter may come along....