Riley is admittedly my favourite, so I did want to make content for her, but since the game works chronologically, her story doesn't really start until the dates covered in the next update. Luckily, this does mean that she has scenes in the next update, all of which involve the player in some way.
Cassie's story hasn't really started yet either, but she's definitely less shy than Riley is, so she got featured a bit more heavily early on. I kinda want to let the player give the girls a reason to fall for him before they actually do, and so most of the girls content doesn't start properly until their stories start. The exception to this is Cassie though, who kinda just decided she liked MC the first time they actually met. She a hoe though, but a loyal one.