Foreskin will retract naturally for 95% of boys; the rest of the time some cream or just some time will do the trick.
The is no medical reason supporting circumcision. It's genital mutilation.
Follow the money and you'll find the motivation.
It will depend more upon him rather than his foreskin to determine any big difference.
The key is to use plenty of lube and gradually work the foreskin back manually without forcing it which is what happened during your first vaginal penetration.
There is no medical reason for the circumcision of male infants. It is genital mutilation that alters their sexual response.
Masturbation is important. Lube and maybe a desensitizing cream.