After the trip to the Pet Dimension, Chojusen's life stabilized into a simple routine. He would go to school, train in the Occult Research Club, and then train at home. With this lifestyle, Chojusen managed to breakthrough to the King Class. He had several hundred clones training holy and demonic energy, while his body used Magic Body Refinement.
The only thing Chojusen had to watch out for was Asia and Chokogo's occasional attempts at seducing him; they appeared like they wanted to be with Chojusen, but there wasn't any meaningful love in their emotions, so Chojusen didn't want them to feel pressured. He thought this way, because Chokogo was contracted to him as a lifelong companion and Asia viewed him as her god.
For weeks nothing out of the ordinary happened, until one night, as Chojusen was training in his room, Rias decided to visit him. Chojusen was confused as to why she would come visit him so late in the night, but he was glad to have a visitor regardless.
When Rias finished teleporting over with her low-level teleportation seal, she didn't say anything to Chojusen and started to strip in front of him. When she got down to only her underwear and bra, she jumped on Chojusen, who was calmly sitting in a meditative position as all this happened.
Chojusen said "Uh… excuse me? What are you doing?"
Rias knew that Issei had lost his lustful personality, but she gambled that perhaps Chojusen would be charmed by her to the point of wanting her body anyways. She said "I need you to take my virginity. Right here, right now." She then took off her bra and underwear while at a dangerously close range to Chojusen.
Chojusen was stunned to hear her being so assertive, but looking at her emotions, he knew that she wasn't really up for the task and most likely wasn't in her right mind. He truly did want to sleep with her, but not if she was mentally ill. He said "Mhmm? What is this about?"
"Do you not like me? Why are you asking all these questions?"
"Well, it is true that I'm attracted to you, but you're obviously a little confused if you think you're in any condition do be having sex."
Rias was going to try to persuade Chojusen, but a gray teleportation seal signified the failure of her mission. She sighed and said "Looks like I didn't make it in time..." Rias jumped off of Chojusen and with a sad expression, she started to dress herself.
A gray-haired woman dressed as a maid came out of the gray teleportation seal. She looked at the exposed Rias who was slowly dressing herself, and said "Are you trying to break the agreement by doing something like this?"
Rias sighed and said "If I don't go this far, neither my father nor my brother will agree to cancel the agreement."
The maid said "Tell me Rias, did you really intend to sleep with this low level worm?" Chojusen's various demonic bloodlines were on a different plane of existence when compared to the maid's — and most devil's for that matter — so the maid had no idea just how strong Chojusen was, since she didn't register any magic within him.
"Huh?" Chojusen was a bit surprised. What did he do to be called a worm? Who did this woman think she was?
Before Chojusen could say anything, Rias said "Watch your mouth. He's stronger than I am..."
"Oh? I didn't know the daughter of the Gremory Clan could jest."
Rias looked at Chojusen with pleading eyes and tried to stop a fight from developing by excusing themselves from his house. She didn't know how strong Chojusen truly was, but if the dodgeball match was any indicator, he was strong enough to cause the maid to get a little serious; serious enough to potentially wreck Chojusen's house.
Rias used her own red teleportation seal and quickly dragged the maid out of Chojusen's house. Chojusen was still confused, but knowing that Rias probably didn't want him to get involved with the maid, he chose to continue training through the night like any other.
The next day, Chojusen went to school like nothing happened. However, after school when he entered the Occult Research Club, the maid from yesterday appeared.
Today Chojusen was the last person to arrive at the Occult Research Club, so Rias immediately started the daily briefing as soon as he entered the room. She said "I have something I've been meaning to tell you guys..."
As she was about to continue, a new teleportation seal appeared on the ground. This teleportation seal, was still the same low-level garbage Chojusen would condemn, but it had an extra bit of flare, as it erupted in flames before revealing whoever completed the teleportation.
From the flames of the teleportation seal, a handsome man with blonde hair appeared. He said "It's been a while since I've visited the Human World."
Rias looked at the man that came out of the teleportation seal with disgust as well as a bit of fear and said "Riser! You..."
However, she couldn't finish her sentence before the man suddenly appeared before her and held her. He moved so fast that it looked like teleportation. With Rias in his arms, the man now identified as Riser said "My dear Rias, aren't you glad our engagement ceremony will take place soon?"
Chojusen was feeling a new emotion; Jealousy? He didn't know what the emotion was exactly, but seeing another guy stare at a woman he was courting made Chojusen emanate a chilling bloodlust. He had a cold look as he stared at Riser and asked Rias "Who the fuck's this guy?"
Rias shoved Riser away from her embrace and said "You and I will never get married!" She then turned to Chojusen and said "He's… someone I was arranged to marry when I was born..."
Chojusen didn't need her to verbalize that she didn't want to be with him as her emotions spoke volumes. As he was about to make a move, another teleportation seal appeared and flared with brilliant flames revealing 15 new girls with its dispersion.
Riser caught Chojusen's movements, but he couldn't detect any magic in his body. He said "Tsk, tsk. Mira, show this failure to not mess with royalty."
Following his commands, a blue-haired girl dressed in a white haori and red obi jumped in front of Chojusen. She didn't say anything to him and directly tried to knock him away with a ball-tipped wooden staff. Chojusen laughed internally as he watched this girl try to hit him with such a sad staff technique.
He didn't use any magic or skills, with only his body, Chojusen flicked his finger to deflect the girl's staff. His act disorientated the girl into falling over on the floor. Riser didn't take to kindly to seeing his pawn get humiliated in his presence. He was about to go fight Chojusen personally, but the gray-haired maid appeared before him and said "This is suppose to be a peaceful meeting..."
She turned to Rias and said "Your father and brother have agreed to fulfill your wish if you beat Riser in a Rating Game."
Rias didn't have to think to call for the Rating Game to take place. She said "Just tell me the date."
"You have ten days to prepare."
Riser and his peerage were then forcefully teleported away by the gray-haired maid.
Rias turned to her own peerage as well as Chojusen and Asia and said "I guess I have some explaining to do..."
Rias then explained her situation to the members of the Occult Research Club. She told everyone that she forced into a political marriage to connect the Gremory and Phoenix Clans. She explained what a Rating Game was and what they should expect when they participated. Rias told everyone of the gray-haired woman identity; she was actually Rias' brother's queen, Grayfia Lucifuge. She concluded her speech by declaring the start of a training camp.
Rias made no attempt throughout her talk to convince either Chojusen or Asia to help her, as she didn't want to ruin the relationship she was painstakingly built up through these weeks. Furthermore, this was a Rating Game, between her and Riser; even if she was at a severe disadvantage only having three pieces while going against fifteen, she had no right to ask Chojusen to help her out, after he gave her back the eight pawn pieces.
Fortunately, she didn't have to ask Chojusen, as he had made up his mind right away to wipe off that shit-eating grin off of Riser's face the next time they met. The feeling of jealousy was very troublesome to someone like Chojusen; he would make sure to erase it completely. Chojusen invited himself and Asia into the training camp, bring joy literally everyone. By this point, all of Rias' peerage valued Chojusen as more than just a friend; he was a training god...