Let's double check your safety first.

No, you shouldn't be hasty. You took a deep breath and calmed yourself down. There would be enough time to mess around later. You should practice caution and take note of your current situation.

You looked at the smiling Bradamante. She was officially your Servant. The rules that involved your Servants were:

[Old Rule: John Doe, real name: #########, the current owner of the Rule Book, can not be harmed as long as his Servants are alive.]

[New Rule: To protect their Master better, Servants are required to share the same bed with the Master.]

[New Rule: Daily sexual activity is required to strengthen a Servant.]

[New Rule: Sexual activity is required for Servant Saint Graph Upgrade (Ascension), with said sexual activity differing from Servants to Servants.]

From your previous experience, the Rulebook didn't consider your initial thoughts when imposing the rule on the real world, as proven by how Bradamante didn't offer you a blowjob to establish the Master-Servant contract before you amended the rule.

Scrutinizing the rules, the one with the most potential to blow up in your face was the first one on the list—the safety net you set up. What would count as being harmed? It wouldn't be funny if you still felt pain if someone attacked you, but you took no damage. What about drugging or controlling you via magic? What about sealing you? Heck, would burying your body in the ground with your head still out in the open count as harming you?

There were a lot to take notes on. You picked up a pen from your desk, and after a second of asking if this would be worth it, you stabbed it into your hand.

"W-what are you doing, Master!?" Bradamante shrieked.

You ignored her and observed your stabbed hand. There's a black dot from the ballpoint, but your hand was perfectly fine. You couldn't feel any pain either.

So inflicting pain on you was considered harmful. Well, at least your primary concern was answered. There were still other scenarios for which you needed to take notes on a case-by-case basis. If you were being frank, with how dangerous the singularities could potentially be, there were probably a number of harmful things that could bypass your clause or even something completely out of your imagination.

You needed to consult this with someone smarter than you. Luckily, there was a bona fide genius present in the Chaldea Base. She should be more than happy to assist you. Even if she didn't, you could change her mind easily.

Making up your mind, you turned to your panicked Servant. She looked at you in worry, probably fearing that you had suddenly lost your mind. You offered her an easy smile.

"Nothing serious, Bradamante. You know how I am impervious to damage as long as I still have a Servant, right?"

"Ah, now that you mention it." She breathed out in relief. "So you were just testing if our contract is valid by trying to injure yourself?"

"Yeah, something like that." You smiled wryly.

The thought of you testing if a pen could harm you was completely out of Bradamante's mind. Thanks to the rule, the knowledge that you couldn't be harmed when you had a Servant was just common sense to her; ergo, the only possible reason for your action was confirming the establishment of your contract with her.

"Well, everything seems to be fine in that department. So for now, I just want to discuss the matter of how to raise your level." You glanced at the related rule.

[New Rule: Daily sexual activity is required to strengthen a Servant.]

Bradamante froze up at your words. She scratched her cheek shyly and laughed awkwardly. "Ahaha, right... I almost forgot about that." She sighed. "I am sorry for making things hard for you, Master."

She made things hard for you, alright. She softened them right after, though.

"It's fine. We are in this together after all." You patted her shoulder in support. "I have said it, right? Yes, you are my Servant, but I think of you as a friend as well. We still need to figure things out, and we definitely have to do something sexual, but it isn't a reason to do something that you hate."

"....Master." Bond point, get. She grasped your hand and shook it happily. "Yes, thank you! I will do my best to support you too."

You nodded with a friendly smile. Internally, however, two opposing forces were fighting for dominance inside your mind.

"Come on, man. Just NTR her!" The devil on your left smacked your cheek. "Sure, you already have her hot body, but relationships are all about love! Don't be a shallow guy who is only after her spankable ass! Make her admit that she loves your cock more than that hero of hers!"

"No, that is just wrong." The angel on your right chided "What is wrong with enjoying her awesome butts while remaining professional? You have already put your hands on her erotic body. Stealing her from her husband is just too much. Besides, isn't it hotter to have her completely oblivious that she is cheating on her lover as you drill her ass?"

You stayed silent as the forces of good and evil clashed. To be completely honest, you weren't sure which of them was the good one.

[Please cast your vote in the comment. The writer will continue writing on 23 November.]