He doesn't have sex with Lunamaria at all. She's 100% interested in him (within a few chapters he's going to accidentally catch her masturbating with a wooden dildo while saying his name), but he's scared to death of touching her since she IS still a noble and her father could technically have him killed.
The blonde and the redhead are going to be introduced in chapter 3.2. The blonde is a former assassin who's wandering after her guild was shut down and the redhead is a mage who is going to the same city as the MCs to start a prestigious job. I believe that both end up joining the dungeon party. (Speaking of the party, the scene shown at the beginning of Chapter 1 is a total lie--LITERALLY every member besides the guy speaking (the leader) wants him to stay, to the point that the party DISBANDS and reforms with everyone but him BEFORE THE CONVERSATION IS DONE.)
His main sexual partner for the chapter is BY FAR the blonde--he's banging her brains out half of the night every night pretty quickly. While he does some things with the redhead (I can't remember if they actually have sex), he talks extensively about the blonde being close to "falling". At the end of the chapter, our MC is going to follow Lunamaria to the next place on her pilgrimage. The redhead wants to come along, but leaving her new position would essentially ruin her job prospects permanently. The blonde was going too come along because she has nothing to do and, per the MC, "her womb just needs one more push to be mine".
THEN, literally as he's about to walk up to the blonde to bring her back to the inn to bang her brains out and make her completely "fall", this fat old man shows up in a carriage. Turns out, it's the former leader of the assassins guild (who also took the blonde's virginity). He showed up because he's gotten a little bit back on his feet (he is a minor noble after all) and he misses banging the blonde. He says that it doesn't matter if the guild can't reform, he wants the blonde to be his wife (btw, dude is at least 3 times the blonde's age). The blonde just says "Bye" to the MC and hops in the carriage with him. She's in such a rush to be a noble's trophy(?) wife that she doesn't even bother to say goodbye to Lunamaria that she had become good friends with.
I stopped reading the WN right there. Sure, that certainly matched the wacky tone of the WN, but there is no saving that character for me regardless if she ever comes back. All I can hope is that the LN version completely changed the ending of the chapter/story arc.
