TTC with Phimosis

I am a male 31. Always had sex with condom. Had unprotected sex for the first time and it was painful while inserting but once i was in, no problem. We are TTC for the first time. Is it recommended to start having intercourse with condom on, once the vaginal opening gets big enough, remove the condom and finish inside?

I have a problem with tight foreskin and trying to work on it with stretching.