Condom's always on. What I have been told in sex-ed back in the days: you need to be in an exclusive relationship with your partner for over a month, then both take a blood test for STI. Only if you come both clean, show each other your test results, only then you're good to go without condoms.

If a guy ever tells you he doesn't like condoms, it feels bad or whatever BS excuse like that, you tell him to:

1. Read the fucking manual on the box to learn how to put it on correctly
2. Get the right size for his dick

Condoms don't feel bad if you wear the correct size and put it on correctly.