Richie/Alex
Well, Eddie was my childhood best friend and I was always in love with him - he just never knew. Then he died in the sewers when we squared off against Pennywise and - it really, really kind of destroyed me. But then I met Max and I was like, you know what? I deserve something good - and being with him was healing on its own too. Because he felt the same way about me and I didn't have to hide anything. It took a few months before I realized that this love was way better for me.
Like, you can know she wouldn't want you to hurt but still feel guilty anyway. Logic and reason don't always go with feelings. But it's just taking that step - speed dating was a small but good one. You had a good time, right?