I think it makes sense from a character pov. Not like every girl in this game wants to share and be part of a harem. Not only that but considering Skylar is Jessica's best friend and Jess is the jealous type it makes even more sense they would be separate. Because why would someone that is jealous share even if it's their best friend.I only have two complaints. 1) I have to wait now for the next version. 2) Jessica and Skylar being exclusive routes. The writing in this game is really good and I'm loving the story. It feels really weird though that Jess and Skylar are exclusive routes considering how many other girls are all involved and doing things.
Sure you could make the argument he could peruse both of them in secret so the routes don't have to be exclusive. But when you consider Skylar it makes zero sense to do that or for her to go along with it but it also would be out of character for Skylar to do so. As she doesn't want to hurt her best friends feeling and was hesitant to even have a romantic relationship with the MC because of that. She cares alot for Jess you can see that even before you start her path. I don't recall if Skylar told Jess right away but they did have a conversation that if were to go any further beyond friends they need to tell Jess about it. As well as the MC felt the same way. I get the feeling this game is going to make you end relationships down the line once you get into some serious relationships as I think the MC being a cheater out of character for him.