Ok so the text in the orange hair say that you can "brag about doing it with a girl before he does". does that mean its a mechanic where he can romance girls too or does that just when after having sex with a girl you can tell him to make him jealous?
Be careful with that, people might not like being surprised NTR'ed or feeling they missed a girl because they "Didn't play the most efficient way". Maybe it could be left as a feature that only activate if pick specific options that would warn you in advance. If it is a surprise or feel like the player has no control over it because didn't pick the secret "right choices", it will not be liked.