This is a small mini series that takes place sometime after How I met My Harem. While waiting for the next Singularity as well as wait for new servants to arrive, Ryan's Harem of female servants force him to go dates with them. Will the boy survive...
As Ryan walked back to his room, the boy was currently exhausted. For the past two days, he had to deal with a ton of magical girls, the Thot Queen Medb, and sentiment magic wands during another Irregular Singularity. He dealt with all of that to summon a brand new Archer class servant Chloe von Einzbern which he needed because the Archer class was the class of servant he had the least of. However, he wasn't expecting how perverted Chloe was.
The girl was always continually hanging out with him and hissed at any girl that would approach the master of Chaldea except for her mother. The brown-haired boy was lucky the tanned loli didn't cause a type of Holy Waifu War. Also, Chloe was a perverted, mana vampire. Ever since she was summoned, the young girl would always be sneaking into Ryan's room during the night and make out with him in his sleep draining him of his mana. The boy would wake up in the morning removed, and if it wasn't for Ruler Jeanne, he probably is dead right now. Unfortunately, he couldn't avoid Chloe because he was currently trying to ascend her; he spent all day in the training room with her. It also didn't help that she was getting advice from the two perverted Scathachs during that time as well.
As the boy got to his room, he knew he had to do something soon, or Chloe's presence in Chaldea could be a huge problem. Maybe, he needed to talk to her mother. That's when as he opened the door, Ryan saw the woman he was thinking about, Irisveil von Einzbern sitting on his bed...with a binder?
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"Welcome home, Ryan...how was your day?" the white-haired woman asked with a smile.
Ryan smiled as he remembered that Irisveil was one of the few servants that didn't call him master. Then again, before she became a servant, she was just regular magus and only became a servant accidentally to due to the Greater Grail and joined Chaldea because she had nowhere else to go. Thankfully, she was happy with new life as she got to spend time with her two children and friend, Artoria. She was also someone the boy went to get advice sometimes when he couldn't make a decision.
"My day was a bit tiring...Chloe has been keeping me busy today.," the brown-haired boy stated as he sat down next to Iri.
The woman sighed. "I'm sorry about that. I'll talk to her later. Actually, where is she right now?"
"She's with her brother right now...she said it was her responsibility to terrorize her brother at least once a day.," Ryan stated. "I got to know though...how do you get her to behave?"
The white mage giggled. "Oh, that's simple...I just her who's boss. I usually crush her with my magic. You do realize that I'm the one that linked Chloe and Illya's pain to stop my daughters from killing each other right?"
"Actually...I didn't know that. I guess you got her to handle then.," the boy said with a soft smile. "So what's with the binder?"
Irisveil just smiled. "Oh, this is just the plans for our wedding."
Ryan just sat there for a moment before his eyes widened with shock. "Wait...what?!"
"Please calm down darling and let me explain.," the white woman stated with a soothing voice. "You see, I am now the single mother of two, and since you haven't summoned my husband, I decided that you would perfect replacement. Besides, you owe me for turning me into a servant back in April. So you need to take responsibility for your actions."
The boy's jaw just dropped as he continued to stare at Iri. "Well..I...why me, though? I have plenty of my servants to choose fr—"
"Let me stop you right there.," Irisveil said, putting the finger on Ryan's mouth to shut him up. "I know, but they don't measure up to you. Besides, Rama loves his wife, Fionn's is Mashu' stalker, Li Shuwen seems interested in Scathach, Lancelot is well...a berserker, and the two Sakatas are waiting for Shuten. You are the only and best logical choice."
Ryan blushed a deep shade of red as he tried to avoid eye contact with the Caster servant next to him. "Umm...I'm flatter..., but I can't ju—"
"You're not getting out of this...," the white mage stated bluntly. "Though I'll wait until this is all over, we defeat Solomon....you are mine."
With that, she kissed him firmly on the lips as causing him to blush even more in-depth. After a few minutes, the woman got up and started walking towards the door before turning back to him.
"By the way, if you are unfaithful and sleep with any of the girls...I'll punish you too.," she said with a soft, but dark smile with a menacing aura radiating off her. "Goodnight darling...sleep well."
With that, she left the room, leaving the boy in a shock and scared state. "Crapbaskets....I'm so screwed...."
"You're telling me...Mama's scary when she wants to be.," Chloe said as she suddenly popped out of Ryan's bed. "So does this mean you are going to be my new Daddy?"
Ryan just glared down at the young girl. "Just how long have you been down there?"
"Not important...," the girl stated. "So...can I have some mana, Daddy?"