Yes, he did grow up in Queenstown. His father was a police officer but in those days, it does not make you a middle class. You have to be minimum superscale G civil servant in the 1970s to be paid lets say $4000 a month to be considered middle class. His father was earning a lot less then that. I am not saying he was brought up in abject poverty. But the mother was a housewife and one income family in those days, money is quite tight. My friend was his class mate in TKTS, and he was in the 2 year Pre-U there, having not qualified for any of the Junior Colleges. I had assume he was also in TKTS secondary school, but you are probably right, he went to Gan Eng Seng for his secondary school.
Regarding his NS, yes, I can confirm he was in OCS because I know another friend who was in the same batch. So, if you add it all up, 2 years of Pre-U, then 2.5 years of NS, then 4 years of Uni in Oregon, he would have been in the job market around age 25-26. During this time, I can assure you he was not active in the PAP by simple virtue of no time and not in country. Also in those days, YPAP was not set up yet. So, when you mention he was in PAP since very young age, I don't know what you mean. He couldn't possibly have been noticed in the PAP until his late 20s or early 30s.
My point is that unlike other known casanovas political figures like Francis Seow, Shan, etc. David is by all accounts and according to all who know him, a devout christian. His church group would not have sponsor him if he was otherwise. I am sure there are many casanova MPs and PAP politicians that take advantage of PAP groupies to fuck their way around the grassroot orgs and PA and what other shit they have. That is to be expected. But for a morally upright persom like him to be corrupted until like that speaks to the moral and ethical bankruptcy of the PAP. It is completely out of character for him. How can other members in the grassroot not know that he is fucking Wendy? Did they keep quiet and think it was ok? No one went to him and tell him to stop? The whole PAP grassroot office and his own constituency office cover for him? Only a desperate husband going public brought this out to light. All the other PAPers in the know, just turn a blind eye.