User blog comment:B214/Talk About What You Want! 3/@comment-25825030-20150417222425/@comment-26209278-20150417223514

I'd assume he is more than satisfied, but he's lechorous like he is because 1) He enjoys all boobs, no matter who's they belong to, but also 2) He (finally) knows all the girls have feelings for him as well. Rias knows he wants a harem, and has accepted that (she says it in #14 i think), and she knows that all the girls have feelings for him. Again, for the final aspect, they all have feelings for him, and want to be the "legal" wife so to call it.

Im finding it hard to describe, but in essence, Issei wants a harem, with Rias as the legal wife. All the women have feelings for him, and have pretty much made themselves into his harem.