I would just ask to go have some coffee.. tell him you care for him and would like to get to know him better, your interested..

I honestly think you need to leave your Mom outta the loop at this point, She doesn't need to know if your seeing him or not.

It's hard to just let go of needing too have 100% control ( I know) But finding someone to love takes literally a leap of faith... Many times I jumped.... I went Splat.. But the last time? we have been married just over 10 years and love each other more today than on our wedding day.. Sometimes you just have to jump.

Good luck