It is revealed in the time travel tomfoolery that is Space Quest IV that Roger would eventually marry Beatrice and that they would have a son (Roger Wilco Jr.) As Wilco now owes his life to his son, this must happen.
While Roger retains his basic appearance and sustains no lasting damage from his swashbucklings and repeated near-mutilations, his hair begins the series brown and changes to blonde in the upgrade between parts III and IV.