Here is the update. I noticed in fics that Rias is hated for letting Ise die to get him in her peerage. My explanation is at the end of the chapter.
Story start Ise POV
"…"
"…"
I just introduced my first girlfriend, Yuuma-chan to Matsuda and Motohama, so now they are completely unable to say anything. Shame, I was expecting them to rage at me for becoming a man earlier than they did.
"Damm you! Where did you get her!?"
"We were supposed to get girlfriends together!"
Oh never-mind there are the angry responses I was expecting.
"Well too bad, looks like I will be the first!"
""DIE ISEEE!""
Both of them locked their arms with mine and start slamming their knees at my stomach. Heh! That did not hurt at all! Also I'm glad that Yuuma-chan is giggling at the scene. The other students also knew of it and said bad things about me.
"How did HYODO of all people get a girlfriend!? And a cute girlfriend to boot!"
"Is there no law!?"
"Maybe he did something illegal?"
Screw all of you! I got lucky and you all are just jealous! And what is with the last one!? That will NEVER be in my mind!
Scene break Narrator POV
Rias Gremory watched as her new target is introducing his girlfriend to his pals from the clubroom window. Her servants gathered in the room with her since she called them in an urgent meeting.
"It appears that the Fallen Angels have made contact with Hyodo Issei." Rias announced grimly.
"So what should we do? Buchou?" A blonde pretty boy, Yuuto Kiba asked.
"I am not sure, they have been gathering in that abandoned church for quite a while, I suppose they are stationed there by the Grigori. But what this particular Fallen is doing now is completely different from what that stationed group is doing."
"I can continue to watch Hyodo-sempai." A white haired little girl answered.
"Good, but right now is deciding the right course of action. We do not know of her motives, one wrong move and we may start another Great War."
"Maybe hand him a leaflet? He can use it to call us if things really go wrong for him." Rias' queen, Akeno chimed in.
"That sounds good, everyone agree?"
"""""Yes."""""
"Alright, then Koneko, keep watch on the boy and report to me if anything goes wrong. It appears that she asked him out on a date this Sunday, which is the day after tomorrow. So get yourselves ready for summoning at that time. I will send my familiar to contact Hyodo Issei at that date of his."
""""""Understood Buchou!""""""
"Alright, meeting ends here. Yuuto, prepare some leaflets."
"Yes Buchou!"
Scene break Ise POV
I got home a happy boy, my parents gave me extra allowance to prepare for my date and I used it to buy new clothes and some accessories that girls like! I sure hope that the date will go well! Fallen Angel or not my chance to become a man is finally here!
'Glad to see that you are happy, I am not normally one to exempt training. But I will let you rest for these two days to prepare for your date.'
Thanks sensei! My phone buzzed and its Yuuma-chan's number! 'Look forward to Sunday Ise-kun! Please arrive by three in the afternoon!' Alright! My time to finally graduate from being a virgin!
'Calm down Ise, I am playing Until Dawn here and I cannot concentrate in making decisions with you rambling on about one date!'
Oh shut up! You can always restart the games, this is however my one and only chance! Wait, isn't that game about a group of students encountering those monsters that look like them?
'If you mean Wendigoes then yes, they also exist. Though you will not see any here since the youkai would have already dealt with them if they got all the way here.'
Uh okay…I sure hope I do not see any of that, I want a peaceful life! I just want to get a harem and grope some oppai!
'Cannot guarantee that you will have a peaceful life but a harem, I can promise that.'
Alright going to sleep now.
Wait, where am I? Am I dreaming? Why am I in a lake of fire? I look around and there is a large shape to my left, easily 50 feet long! I don't have a good look at it but I swear that that thing is red and looking up at where its head is, it also has green eyes! What is that and why is the fire not burning me!?
Wait, whatever that large shape is. It is looking right at me…
Scene break Issei POV
Okay good, I managed to get the ending where everyone managed to survive. However there is nothing to celebrate about, because of this new guest that appeared into Ise's soul a few weeks ago. I look to the left and saw it, a large sleeping red dragon. I am sure that I lost Boosted Gear when my body turned into dust, but to think that Ddraig's newest host is the same boy that I now inhabit is quite the surprise. Although, it is odd, considering how close we were Ddraig should have went to Ise as soon as my body disappeared. So why does he only appear now? Is it because Ise is too weak to manifest Ddraig until recently?
Ise, I do not know if this is you being lucky or not. But dragons are always the centre of attention due to them being masses of power. You will attract many beings to you if you have both me and Ddraig inside of you, both potential allies and enemies. I am afraid that your peaceful life is not happening, hence I do plan on increasing the intensity of your training since you will be involved in a lot of fights very soon. I can only hope that you will be strong enough to survive.
Oh well, no point thinking of it right now, next in my line of games is…Bayonetta?
Scene break Ise POV
It is three hours before meeting with Yuuma-chan, but I don't care! First impressions are important! I will wait for here at this fountain where we would meet. As I wait, I think of where to take her. My favourite stores are definitely a no go. Better start searching for places that girls will like then. As I search for god spots to take Yuuma-chan I heard a voice.
"Here! For you."
It was a girl or a young woman with a red dress, she held a leaflet with a weird yet noble looking symbol and handed it to me, on it also said 'Your wishes may come true!'. Sensei, what should I do with this leaflet?
'That is the symbol of Gremory, likely sent to you by that Rias Gremory girl. It can summon a devil likely affiliated with Rias Gremory it you wish for it. Keep it, it may come in handy later.'
Alright, I don't think I need this leaflet but I'll keep it in my pocket anyway. If what sensei said is true then it would be good to have some back up. After two more hours Yuuma-chan finally arrived!
"You look great Yuuma-chan!"
"Thank you Ise-kun!"
This is going to be the best day of my life!
I so happy that I could cry! I took Yuuma-chan to clothing and accessory stores as well as show her some tricks that I managed to master in a day with my ero power, that definitely got her laughing. For lunch I took her to a family restaurant and ordered our meals with a parfait as dessert. She looks sooooo cuuuuuute with how she eats her parfait! I can be full just by watching!
All in all the date went well. It was already night when our date ended. She wanted to go back to the fountain where we met for our date so we went there, it was nearby anyway. As we walk there, I heard sensei calling me again.
'Ise.'
Dammit sensei! Don't ruin my mood here!
'Unfortunately I already have. Something is wrong, this area right now is covered by a barrier and I sense other Fallen Angel signatures nearby.'
Why would they set up a barrier?
'I do not know, so be ready. This could get ugly. But for now, play along. I may be mistaken after all.'
Alright sensei, I hope you are wrong.
"I had fun today Ise-kun!" Yuuma-chan chirped at me.
"Here, I have something to give you." I said as I handed a well decorated wristband to her.
"Thank you Ise-kun! Can I ask you something?"
I can actually feel sensei tensing up even though he is in my soul. But I answered 'sure' to Yuuma-chan anyway.
"Will you die for me?"
Wait what? I was slightly stunned when black wings appeared on Yuuma-chan's back and a glowing spear appeared on her hand.
'Ise! Dodge!'
Sensei got me back to my senses and I leaned to the left, avoiding the spear that Yuuma-chan threw at my chest.
"WHAT!?" Yuuma-chan yelled in disbelief, her voice deeper and more malicious.
She was stunned, probably not expecting me to be able to dodge that. I then feel power surging though my body as sensei's green aura covered me. Then my body went on instinct as I closed the distance between me and her instantly and kicked her in the side hard, sending her towards the fountain wrecking the statue on top of it.
'Do not stop here! The others may be backup, get out of there now!'
Where do I go sensei!?
'Get back to your home! Then we can use that leaflet! They may go for your parents if you were to run away!'
Got it sensei, I ran towards the route which leads to home, gathered the energy in my right fist just like sensei told me to and then sent my fist right at the barrier.
HIT! SHATTER!
Woah, my fist tore through the barrier easily. As I ran down the road towards my own house I heard my now ex-girlfriend's angry voice.
"DOHNASEEK KILL THE LITTLE BRAT!"
I look behind and oh crap there are three more of them! A man in a trench coat, a blonde goth loli and a sexy lady with long blue hair in a very revealing leather outfit! I would definitely comment on that lady's oppai in any other circumstances but the trench coat man chased me down! He also have a light spear in his hand and he is about to throw it at me!
WHOOSH!
I rolled to the left and managed to avoid it, but then that spear exploded! I managed to catch a rock flying at my face as I recover my footing. Time seems to slow down as I put some of that demonic energy into my arm and the rock, I threw it at the man as hard as I could!
HIT!
Bullseye! I managed to get him right in the face with that rock, sending him back a few meters and onto the ground as he groan in pain. But now that I managed to buy some time, I gotta get back to my house! Pouring some of the demonic energy into my feet, I sped all the way home in about 2 seconds!
Ok! I am close to my door…What do I do now sensei?
'I cannot feel any malice in your home so they are still safe. Use that leaflet now!'
Leaflet? Oh right, that paper with the weird symbol on it! I took it out, it is a bit scrunched up so I hope it works! Come out and help me devil! I concentrated my current wish with all my might.
FLASH!
A magic circle with the same symbol as the leaflet appeared! And out of it is the…damn pretty boy prince Yuuto Kiba!? Why him and not Rias-sempai!?
"Good evening Issei-kun." The prince greeted me with a smile! I actually thought he will say something like 'to be summoned by such a filthy pervert…' or something along those lines. Wait…
"The Prince of Kuoh? You are a devil?" I asked him, saying my thoughts.
"We can talk later, the Fallen Angels have arrived." This pretty boy then said grimly, I look behind me and there is that man in the trench coat again! His left eye is black and swollen shut though…But nonetheless he looks really pissed off!
"I finally got you brat…Now I am going to kill you!"
Shit…Looks like I really have to fight. What are my odds sensei?
'With your current level of strength, you should be able to handle him no problem.'
You know what sensei, I now realise how all that training paid off right now. Thank you so much! I got into a stance, my fists raised, coated with sensei's demonic power ready to fight, or according to sensei kick some ass. But then the pretty boy stood in front of me.
"Sorry Fallen Angel, I'm afraid that Hyodo Issei-kun is with me."
For some reason a chill went up my spine at that comment…
"Who are you that I should care!?" The man replied angrily.
"I am the servant of Rias Gremory, the devil that owns this territory. Should I call her to deal with you instead?"
Wait, Rias Gremory? As in one of the Two Great Onee-sama of Kuoh Rias Gremory!? She owns this territory!?
"So you are a servant of Gremory, if that is so then I have no choice but to stand down…Hey brat."
He said as he glared at me.
"I will leave now, I hope we will never have to meet again because I will kill you the next time we meet." The man then flew away on his two black wings.
After we calmed down. I turned to the pretty boy.
"So, the prince of Kuoh is a devil and is also the one to save me. Thanks."
"No problem Hyodo-kun. I normally would leave now but today's events were out of expectation. So can I watch over you tonight?"
'Accept it Ise.'
Normally I will say 'HELL NO!' but after what happened, I have a feeling I need all the help I can get.
"Yes you can…Wait, what do you mean watch over me?"
"I mean sleeping at your house tonight."
What the hell!? You will be the first sleepover guest in my house!? Dammit! If only you were a girl!
"Welcome back Ise! How did the date go?" Mom asked.
"Not so well unfortunately." I replied, damn Yuuma-chan was so sweet before! Was all that a façade!?
"So who is the boy? He sure is cute!" Mom, please you are married.
"Good evening Mr and Mrs Hyodo. My name is Kiba Yuuto, I am a friend of your son."
When are you my friend!?
'Would you rather have him say 'lover'?'
Hell no!
'Then go with what he says. Since his master is Rias Gremory, then you should be meeting her in person soon.'
Shit! But for the sake of meeting Rias-sempai…I'll go with it.
"We hang out after Hyodo-kun's date went sour and lost track of time. I missed the last train to my home so can I sleep over her tonight please?" he asked with that prince like smile. Mom then giggled.
"Of course you can dear!"
"Heh, son, you did say that you will being a hot girl here. So much for that, your first guest is a pretty boy! Is your sexuality okay or did you go to THAT side out of sheer desperation?"
"WHAAAAAAAT!?"
Oh screw you dad! And I am not gay! This is just special circumstances that I cannot explain right now!
'Pffft! Hahahaha!'
SENSEI! If you are going to laugh please don't let me hear it! Uuuuuuu!
I am in the bathroom, washing myself after the whole fiasco. This is just madness…Yuuma-chan was so sweet, cute and lovely before! Why the sudden change!?
'I suspect she is trying to kill you, asking you out on a date was to either toy with you or drop your guard around her. I'm so sorry that such a thing happened to you.'
Thanks sensei, but still. WHY does she want me dead!? I know I peep on girls and watch hentai but does that warrant a death penalty!?
'About that, I think I have a reason. You see before my body turned into dust-'
"Hyodo-kun!"
The bathroom door opened and WHY IS THE PRETTY BOY THERE!?
"I have something to tell you."
"Please tell me about it AFTER I bathe!"
"No. This is a private matter, no one else here must know of it."
What private matter!? And why do you have that kind of face!?
'Just hear him out.'
Okay sensei, but if he tries anything funny please help?
'Sure.'
"Now that I am sure that you know of our existence, we will be taking some measures to contain this leak as much as possible. One of things we will do is erase the memories of the other people who knew of your girlfriend."
"Knew of Yuuma-chan…So that means the school for the most part?"
"Yes, but only that part of their memories."
"Okay then, it's not like I can stop you. Can you leave now? This is getting uncomfortable."
"Oh sure, and nice muscles Hyodo-kun."
He said that with a smile! This is so awkward or some reason!
In the end the pretty boy, or Kiba as I now call him is sleeping in a guest room. I am on my bed, thinking about today's events.
'Back to what I said, before I sealed myself in you. I have a Sacred Gear.'
Sacred Gear? What is that?
'It is divine equipment made by the Biblical God Jehovah who gave it to humans so that they can defend themselves against the supernatural.'
Wow this Jehovah sounds really awesome.
'There is a sub-class in Sacred Gears called Longinus, named after the Roman Soldier who pierced the side of Jesus Christ when he died on the cross for humanity's sins. These classes have the power to kill deities. In theory anyway.'
Woah…That sounds super strong. So what kind of Longinus do I have?
'You have Boosted Gear, which holds the soul of a very powerful red dragon. I will explain its ability another time but most likely this is the reason you are targeted for assassination. A god-slaying weapon is a major threat to every faction. I'm sorry to say but your life will not be peaceful.'
Now that I think about it, I did have a dream about myself being in a lake of fire with a large shape. And wait, why is my life not peaceful anymore!?
'Dragons are masses of power, so they will attract all kinds of things to you. Some will want to kill you, like what you experienced today, and others will want to be your ally.'
Whyyyyy!? I just want a peaceful life with my harem!
'On the bright side, people who have the power of dragons are guaranteed to attract the opposite sex, I know a few of the previous users of Boosted Gear and they all had harems.'
That is not really enough to console me! I just got dumped in the worst way possible! WAAAAAH!
'You have my condolences, anyway, do you want to see the dragon that is in you? If yes then come here.'
Oh okay, I enter my own soul and HOLY SHIT! There is a sleeping western red dragon right next to sensei! He is easily bigger than my house!
"This right here is the dragon that is in you, his name is Ddraig, the Welsh Dragon and the Red Dragon Emperor. I believe he is in a dormant state because you have not yet used your Sacred Gear."
Those are some awesome titles.
"So how do I use it?" I asked.
"Unfortunately I do not know, when I got him I was able to use his power naturally. So I cannot teach you how to do it."
Thank you so much for that useless information sensei!
Scene break Narrator POV
In the guest room, there was Kiba, with a communications seal on his hand, he just explained the situation and told his master Rias that he will be sleeping in Hyodo Issei's house.
"Will you be fine Yuuto?"
"I will be, I plan on bringing him to you tomorrow Buchou. Is it okay?"
"Yes, I would like to see this person who is capable of fending off Fallen Angels and have demonic powers despite being human."
And done!
Alright about my explanation. I do agree that Rias is selfish, but it comes with a devil. But letting Ise die to get him as a servant? Well you must also know that at that time Rias still did not know what Sacred Gear Ise had if at all, nor does she know about Raynare's motives (for all she know she may be trying to recruit him) and is restricted by the tense politics between Devils and Fallen Angels, if she were to intervene she may start another war.
As to how she knew that Raynare wanted to kill Ise and why…I re-read the novels and noticed that after Ise was stabbed by Raynare, a length of time passed, at least a week or two before he was taken to the ORC. Ise did comment about the recent changes to his body which should take at least a few days.
Rias may be using said length of time to conduct some investigations about Raynare and her group and so knew further about her motives so that she can give some explanation to Ise. Also contrary to most think, Rias was not there personally so those who say she watched Ise die is mistaken, if she was there, Ise would not need to use the leaflet to summon her.
Hope it clears things up.
