Since they like each other, both sides should not dwell on the past, but should give themselves or each other another chance.
You don't know what the other person thinks now, in fact, the other person doesn't know what you think (I don't know what your indirect confession is)
For both shy parties, this time requires the coordination of a third party.
If I were your friend, I would suggest that the boy ask you out shopping or eating or playing something (you can ask your friend for help again)