Welcome to the forum.
A glance at a few threads at random would have told you that you are not at risk; you could have saved the posting fee. Condom protected vaginal sex carries no risk of HIV even if the woman is infected, and it is pretty much impossible for a condom to fail and not notice. Small or microscopic leaks that would show up only with close inspection are an urban myth, or at least too rare to worry about. And the odds any particular sex worker in Canada has HIV is very low, probably on the order of one chance in 1,000. So regardless of the details to follow in your numbered questions, you could not have been infected, do not need testing, can safely have sex with any regular partners, and any symptoms you may have cannot be due to HIV from the sexual exposures described.
OK, now I have read the details. I nailed it. Here are some specific responses:
1) I agree you did not need any of those tests. An HIV test made sense for reassurance, despite zero risk, and it can't hurt to be tested from time to time for common infections like gonorrhea and chlamydia -- although you could not have caught either one, or viral hepatitis and almost certainly not syphilis.
2-4) Your doctor and CDC are right about test performance at 28 days. A final test at 6 months and even 3 months is much too conservative; 6 or perhaps 8 weeks is plenty. See
http://www.medhelp.org/posts/HIV-Prevention/HIV-Testing-/show/764623 and
http://www.medhelp.org/posts/HIV-Prevention/-A-Question-on-Testing/show/1347755
4) It takes 6 weeks for 100% reliability for syphilis testing. But syphilis is too unlikely in this circumstance to be a worry. There are only 2-3,000 new cases of syphilis each year in all of Canada, and most of those are in gay men. And condoms are highly protective.
5) Yes, third generation HIV antibody tests become positive earlier than older tests.
6) HIV symptoms cannot start as late as 6 weeks, and sore throat alone, without other symptoms, doesn't suggest HIV anyway. You caught a cold. Your age has no effect on seroconversion time. Herpes symptoms generally start within 2 weeks; 7+ weeks is definitely too long.
Bottom line: You had safe sex. Don't worry about HIV or any other STDs. All is well.
Regards-- HHH, MD