Responses
It's been sometime since I read the novel but I can remember one time line that he literally said he loved her and proposed to her I don't remember if he loved her in all the other lives, he finds someone in the end but it broke my heart
Spoilers
I went to read the last chapter of the novel ( you can easily find it searching the japanese title and selecting the "syosetu" page)
I really liked Arvel final thought about her:
<<It was impossible to make her a normal person, since I had fallen in love with an abnormal girl.
The winner of the game is Seraphina, and I will continue to lose forever. But that's okay. That's good. Even losing feels good.
That's Seraphina. That's my bad girl.>>
Although I don't like that he stole his brother fiance (even if sho probably didn't love her) thinking again a womanizer and a prostitute maybe are a good pair, they know how to seduce the other.