User blog comment:B214/Question and Answers 3/@comment-117.195.109.139-20140914155119/@comment-1359322-20140914155857

Doubtful on that, Issei put his feelings onto Raynare only to get trampled, if Issei further kills her, it'll scar Issei more. Not only did his first love kill him, hurt Asia, trample his feelings, in the end Issei had to kill his first love. It'll be just an entirely bad experience that may cause Issei to further reject relationship with girls.