If you got sidetracked I'm wondering how important he really is, but of course I don't know what sidetracked you...
I'd talk with my mom if I were you, before spilling all to him. Complete honesty is terrific but it is total vulnerability--& that's a huge step with a guy. That's giving over power. If you've got a good relationship with mom (& I sense you do) thrash it out there 1st.
I'm more your grandma's age. I love your sig re: brave. Know, though, that many a foolishness has been thought brave at the time. Brave & rash are sometimes hard to distinguish without the experience of having been there.