User blog comment:Lias' Pawn/Issei's possible further Harem members/@comment-24502975-20150313235348

Never actually posted on this idea so I'll post my opinions now.

Yasaka - After Ise and co's recent visit to Kyoto in v19, I could see Yasaka being more of a future local interest than Kunou. After all, Kunou only has to take up her mother's work when she's older, meaning she has the next ~9 years with him in Kuoh town.

Serafall - Nah, politics and they barely interact.

Seekvaira - IIRC in the first short story she was in someone commented to her that Ise's Scale-mail looked like a mecha and Rias wasn't happy about it. The possibility is there but with her extremely limited screentime and interactions with the group as a whole I doubt it.

Gabriel - Beautiful girl =/= Ise's harem. He's seen her breasts, she would fill up the same role as Asia, and she's better left without a love interest or another war might break out.

Bennia, Kuroka and Le Fay will join in the future IMO. Elmenhilde has a chance but probably won't. Ise already has a girl (or future, in Bennia's case) in his harem from most of the significant factions.