Kissing is probably the most low-risk activity there is as long as you do not see any open wounds and or cold-sores (oral herpes which can become genital herpes.) --As for rimming (which no one should be doing really) intestinal parasites are not fun and easily transmitted.
Condoms do not protect you from all STD's - Herpes can still be contracted by Anal, Vaginal or Oral sex even when wearing a condom since it's transmitted by skin to skin contact, your pubic region is still coming in contact with the potentially infected area.
The same when it comes to Syphilis. Contact with the infected region can lead to infection. The softer the skin the easier to infect... public area, lips etc. However, you can still get infected with Syphilis on any part of the body... hands, fingers, legs.. if they have come into contact with skin infected with Syphilis.
Also if you're using condoms against disease the condoms *MUST* say "disease prevention" (or something similar) some condoms made for "intense pleasure" and "better sensations" are not tested in the same way and may allow viruses such as HIV/Syphilis etc to get through. These sorts of condoms are made for pleasure and as a contraception device, not as a barrier to disease... so be careful.
Also Anal sex with or without a condom is extremely risky for both parties. Furthermore constant tearing of the rectum can also lead to infection and eventually an immunodeficiency issue, and or total collapse of the immune system -- sort of like AIDS but self induced by the poisoning of the blood.
Imo, Canada needs better sex education.