Pic 1:
From Tsukihime:
Arcuied Brunestud, Ciel, Tohno Akiha, Tohno Shiki, Sion Eltnam Altasia, Hisui, Kohaku (in her Magical Amber getup), Arima Miyako, Ren, Neko-Arc
From Fate/Stay Night:
Tohsaka Rin (chibi), Matou Sakura, Rider, Emiya Shirou, Saber, aaand I think that's Caster's silhouette directly below chibi-Rin
From Popotan: Ai, Mai, and Mea
Others: Is that blonde in the front row Houjou Satoko?!
Pic 2:
OS-tans: XP-tan, Home-ko, tiny ME-tan doll
My-HiME: Kuga Natsuki, Suzushiro Haruka (judging by the large box next to the bed labeled "Lez Books", they're reading porn :lol: )
Others: Suzuran (with Waha behind her), Mizuhara Koyomi (aka Yomi), Eureka
That's all I got.