It seems to me that Roger was trying to play wingman for Rayleigh this chapter:
Like he wanted to make sure Shakky was into Rayleigh and it seems like he clearly wanted Rayleigh to be here after he saw her reaction to Rayleigh duking her. I think if Roger keeps making advances towards Shakky after this chapter then that will be bad, but it seemed to me here like he wanted to help his bro out.

Like he wanted to make sure Shakky was into Rayleigh and it seems like he clearly wanted Rayleigh to be here after he saw her reaction to Rayleigh duking her. I think if Roger keeps making advances towards Shakky after this chapter then that will be bad, but it seemed to me here like he wanted to help his bro out.