Er, you're kind of off the mark there. When reported as "correctly" used, condoms will result in about 1 in 100 women becoming pregnant in the first year of use, not 1 in 100 sex acts resulting in pregnancy. Still, this rate is MUCH higher than the rate of HIV infection, because it is much easier to get pregnant than it is to get HIV.
Condoms fail due to manufacturing defect much more rarely, and if people genuinely maintained perfect use, the true failure rate would be something like 1 in 1000 condoms- so if that happens to you in a year depends on how much sex you have, and how unlucky you are.
On the HIV side of thing, lets assume, conservatively, that 1% of condoms break (reality is more like 0.1% in perfect use) and 1 in 500 unprotected sex acts result in HIV (depending on the sex act, it is 1 in 500 to 1 in 2000ish). If we start with a pool of 100,000 people having sex with HIV infected people, 1000 will experience a condom failure per sex act, and of those, 2 might become infected with HIV. So, even in the worst conditions, only 0.002% of sex acts with an HIV infected people using a condom result in HIV.
Now, lets look at a better-case scenario. Lets assume that condom failure rates are in-between at 0.5%, and that HIV infection per unprotected act remains 1 in 500, and that the person has access to post-exposure prophylaxis which reduces the risk of HIV infection by at least 80% when used correctly. We start with 100,000 HIV-negative people having sex (vaginal or anal, the highest risk activities) with an HIV positive partner. Of those, we assume that 500 will experience a condom failure. Of those, only 1 is likely to contract HIV without PEP. With PEP, 0.2 people are expected to become infected with HIV- or roughly 1 person per 500,000 condom-using sex acts with an HIV+ partner, or 0.0001% of protected sex acts result in HIV.
Going off of 112 average acts per year, depending on how perfectly we believe condoms work, roughly 1 in 112 to 1 in 1120 protected vaginal sex acts will result in a pregnancy, or 0.8-0.08% of protected vaginal sex acts.
If you marry someone with HIV and spend 20 years having consistently protected sex (112 times a year) with them, your risk of contracting HIV is only 0.002%. If you marry someone of the opposite sex and spend 20 years having consistently protected with condoms sex with them (112 times a year, during your fertile years, obviously), the risk that you'll become unintentionally pregnant is potentially as high as 17.92%.
(/dorking it out)
I've given the "this is why we wrap it up, kids!" lecture to GLBTQ youth so many times... And the "this is why we use a backup form of birth control, kids" lecture to het/bi/queer trans/etc youth so many times...