User blog comment:Crimson and Darkness/Volume 24 discussion blog/@comment-2208155-20171105201957/@comment-31137559-20171106214436

I agree with B214. Bennia shouldn't and (this might sound presumptuous because I'm not Ishibumi) isn't going to join Issei's peerage. Asia, Ravel, and Xenovia have been wanted to join Issei's peerage and have had a closer connection to Issei than Rias. And Rossweisse would have been of more use to Issei than Rias and she can display her talents better in Issei's peerage. The point I'm making is that Asia, Xenovia, and Rossweisse had a closer connection to Issei than they did their original master, Rias. We can even say that Asia and Xenovia were Issei's servants to begin with and that he just didn't have the means to make them his servants so Rias just saved them for him.

What does this have to do with Bennia? Bennia has no such connection to Issei and we can say she's closer to Sona than she is to Issei. They have barely had any interaction. And I can safely say that Issei isn't getting any more trades. Asia, Ravel, Xenovia, and Rossweisse made sense. Bennia doesn't or any other known servant. And plus Sona was the one that met Bennia and made Bennia her servant. Sona's most likely the first devil to have a Grim Reaper as their servant. That's a rare find and it would be pointless to take a rare find like that away from Sona. That's like Rias trading over Issei or Sairaorg trading over Regulus to someone else.

It really makes no sense for Bennia to join Issei's peerage. I do want her to join Issei's harem. Although that might be just as unlikely. It's not a matter of loving Issei or being an Oppai Dragon fan. If that was the case, then every Oppai Dragon fan(there are lots) would be joining his peerage. And Akeno and Koneko would be joining his peerage. But they didn't.

So in my opinion, Issei isn't getting any more trades.