Responses
I don't think he was crying at the end because it hurt I think it was because he ended up cumming for a second time so soon and was embarrassed.
Yeah I know he said it's embarrassing, but he also said hurt
http://image.prntscr.com/image/4c838c19219e40f2a87fd6b2a5525898.jpg
He wasn't crying cuz of the pain. The pain is a secondary (minor) feeling. He felt really good -> came really quickly (again) = extreme embarrassment
Ren... You're the one who said want serious sex and now you said it hurts while crying
C'mon it's only finger, how about Haru's other part? (￣∇￣)