His content starts to dry up around chapter 7. There are a few more scenes in chapter 8, but for Lena Robert starts to get largely replaced by Mike, Ian, or Seymour. He does get one more fuck in chapter 11 however.I've never played him past a certain point, and on the relationship paths he's totally not an option, even if Lena cheats. So I don't even know if there is content with him in the later chapters. Looks like he 's going to be palmed off on Holly though, at least as a one-off date.
And for the record he is a romancable option. Lena gets plenty of options with the Heart icon to indicate she is doing something out of love for him. He just doesn't start that way, and is intentionally made an unlikeable douche so that most people will drop him in favor of one of the other characters. But it is possible to start having a loving relationship with him.