Ok, so I tried to go to bed… one hour of futile, trying to sleep activities and I have this entire story planned out.

Let me lay everything out, plain and simple:

Harem: yes.

Lemons: (you won't believe it) yes.

Frequent updates: yes, I'm focusing all on this story for the foreseeable future, as the idea is currently resonating with me immensely.

Issei: some of you might not like him, tough, this is honestly how I think he would react if his heart was utterly broken.

Is Issei going to be OP: yes, although, at this stage in canon, he is already pretty OP anyway.

The ending: I can safely say now, at least a quarter of you will hate me for it.

Will this story be awesome: yes.

Current harem: Gabriel, Yasaka, Kuroka, Ophis, Le Fay, Raynare (not in person though, more symbolic).

Possible additions to the harem: Ravel, Jeanne, Tiamat… pretty much anyone that I think might work well, is also a possible candidate, feel free to suggest some. However, Rias, Akeno, Asia and Koneko are so far gone, Issei would pair up with Gasper before them, so don't even bother suggesting them. Irina and Xenovia are also slim chances at best.

Is an adrenaline rush from not sleeping awesome: YES!

Also, I'm going to keep chapters short for this story, so I can pump updates out quick. I'll probably do chapters around a 2-3K length word count, but I will just keep writing after each chapter.
Enjoy!
SSJ3 Kyuubi Gohan.

Disclaimer – I don't own anything from the High School DxD anime/manga/light novel. All I own are my original characters and plot twists.

'Talking'

"Thinking"

'Ddraig talking and Sacred Gear sounds'

"Ddraig thinking"

*expression*

Flashback

Chapter 2 – The Truth Hurts

'But big brother, it's been almost a month now!' Cried Rias in annoyance.

'I'm sorry Rias, but no one can find Issei. He expelled his pieces and thus isn't a stray, but for the same reason, we have no way of tracking him at all. There really isn't anything we can do… also, I know it isn't something you want to think about right now, but we have postponed the match with Sairaorg long enough. You'll have to face him this week.' Said Sirzechs gravely.

'Well then, it's your lucky day, isn't it? Because I'm back.' Said a voice, before a golden glow shone in the room, before Issei was revealed.

Issei was clad in his school uniform, but he appeared noticeably buffer than before. His shirt and pants all strained against his body now, and his face had thinned sightly, giving his features a sharper look.

'I-impossible… Issei.' Said Rias in shock.

'That's right, it is me, Rias.' Said Issei with a smile on his face.

Rias smiled at this and went to run into Issei's arms, before she felt herself being held back. When she turned to yell at the person holding her back, she saw her brother, with an unusually stern expression.

'Yes, Rias, I'm back, not for you of course, I'm back for school, it has been a whole month after all and I can't fall behind in my studies.' Said Issei mockingly, a smirk on his face.

'W-what are you talking about Issei?' Questioned Rias in confusion.

'Rias, Rias, Rias.' Said Issei, as he shook his head, causing everyone in the room to look at Issei warily.

Ironically, everyone in the room right now, with the addition of Sirzechs, were those who were there before Issei left.

'You really are a spoilt little princess, aren't you?' Questioned Issei, as a look of anger appeared on his face.

'W-what do you mean?' Asked Rias, sounding a little hurt.

'I died, in your sick twisted schemes. You could have told me to stay away from Raynare, after all, even then, and until just recently, I would have done everything you said. I died and was brought back as a devil, just so you could get a strong piece, to get you out of your marriage to Riser. I nearly died doing it too. I didn't care though, I loved you after all.' Said Issei, getting Rias to smile in joy, before she heard his words properly.

'Loved?' Asked Rias hesitantly.

'Yes, loved because now: I hate you Rias Gremory!' Snarled Issei, driving a stake right through Rias' heart and shocking everyone in the room.

'W-why? What do you mean?' Asked Rias tearfully.

'I did everything for you, I died for you and I risked life and limb for you. I followed you into hell literally and figuratively, just because you cared for me, or so I thought.' Said Issei sourly.

'But I do care for you Issei, I love you!' Shouted Rias in tears.

'Do you now?' Asked Issei, with a deadly flat tone.

'Yes, Issei, I love you with all my heart and soul, and want to spend the rest of our lives together!' Cried Rias.

'Words, nothing but sweet words. The very same words, I would have died to hear from you just a month ago… but now… they mean absolutely nothing to me.' Said Issei, getting Rias to gasp.

'You only ever thought about yourself! While I did my best to have you accept me and truth be told, you did to some extent, you never acted like a loved one. No, all this time, you used me as you saw fit. Then, and here comes the kicker, when you couldn't get one thing from me, one thing, do you know what you did?' Asked Issei rhetorically.

'You broke what was left of my heart.' Said Issei in a cold tone, which sent shivers up the spine of everyone.

'I'm sorry Issei!' Cried Rias, openly weeping now.

'I didn't realise that Raynare had hurt you that badly!' Continued Rias.

'I wonder why.' Said Issei coldly, getting Rias to stop crying momentarily.

'What do *sniff* you mean?' Asked Rias in confusion.

'What I mean, is that you never cared about me!' Shouted Issei, causing Rias to recoil.

'All this year, you've been using me, flaunting your Red Dragon Emperor, sure, I got strong under you, but what did you actually do? You might have been affectionate, physically with me, but, emotionally, they say no man is an island, but they must have never met you, Rias Gremory.' Hissed Issei.

'You never acknowledged my emotions. You knew I loved you, yet, you toyed with me, do you know how much that hurt me? I couldn't think, I didn't know the truth, constantly asking myself: does she really love me, as a partner? Then, no matter how many separate occasions you had, to heal the nagging doubt in my heart and mind, what did you do? Of course, make it all about you! You, Rias Gremory! Forget about Issei! Who cares if Issei has deeply seated emotional and trust issues, I just want him to say my name, because that means he loves me! Not like he hasn't proved it already, nearly dying for my sake! No, I need him to say my bloody name!' Shouted Issei, turning Rias into a sobbing mess.

Issei breathed in for a moment before resuming.

'In any case, I am done with you Rias Gremory, but let me fill you in on what happened to me a month ago.' Said Issei calmly, getting everyone to look at him, even the sobbing Rias.

'You see, ejecting the Evil Pieces from my body, should have killed me. It was only thanks to Ddraig sustaining my life-force that I managed to survive. You nearly, literally killed me, with your selfishness.' Said Issei before pausing.

'But then, I saw an angel, once again, quite literally.' Said Issei, getting a gasp from Irina.

'That's right Irina, I'm an angel now, just like you… well, maybe not just like you.' Said Issei, before ten wings burst from his back.

'W-what, ten wings already? B-but the colour…' Said Irina in surprise.

'Yes, a little thanks to Ddraig, my wings are now the same red of my Balance Breaker, although, you want to know the best part?' Said Issei with a smirk.

'I can't fall HAHAHAHA!' Laughed Issei, seeing the gobsmacked expressions on their face.

'No way!' Shouted Irina in surprise.

'It's true, I've even already lost my virginity since having them, and did it a few more times after that for good measure, I'll be an angel until the day I die!' Said Issei, dropping numerous revelations.

'W-what?' Asked Rias in shock.

'Oh, but I do believe I've gotten off topic… ah yes, Gabriel saving me.' Said Issei with a nod.

'Well, as you might have guessed, it wasn't easy turning me. Ddraig comes at a hefty price, no matter what conversion system you use.' Said Issei proudly.

'So, does that mean you are Gabriel's ace?' Asked Irina curiously.

'Oh, heavens no, a simple ace would not be enough.' Said Issei cheerfully.

'No way, you can't mean…' Said Irina before trailing off at the end.

'That's right, along with Dulio, I'm the other joker.' Confirmed Issei with a smirk.

'But you want to know the really good part, Rias.' Said Issei, getting Rias to look at him attentively.

'When Gabriel found me, barely clinging to life, only inches away from death's door, do you know what she said to me?' Asked Issei.

Rias remained silent.

'These were her words exactly: I can see that your heart is in pain, you have suffered much and gained little, for this reason, I will give you a third chance at life. I won't ever turn on you, or ask you for more than you can give. Know that you have my love, forever and be strong. Become my joker.' Finished Issei, before glaring at Rias.

'A woman, no, a literal angel, did more for me in two minutes, than you've done for me, ever since I joined your little peerage. It must mean, that for someone who supposedly loves me, you have a terrible way of showing it. I suppose it is appropriate though, Gabriel is an angel and you are, in every sense of the word: a devil.' Said Issei harshly.

Rias couldn't take it anymore and fled, just like before.

'Also, Sirzechs since you are here, I suppose you should know, the little ceremony with Satan Red, that's all over now. I want nothing to do with Rias. Also, you should know, that I've arranged for my Oppai Dragon royalties to go to my own, personal bank account.' Said Issei coolly.

'You know Issei, don't you think you are being a bit harsh? Rias explained what happened to me and while I can agree with you, that she didn't understand your feelings… isn't this a bit much?' Questioned Sirzechs.

'I suggest you wake up from your sis-con delusions and realise just how shallow of a person Rias is.' Said Issei, getting Sirzechs to frown.

'She complained how shallow Riser was, but she hurt me in ways you can't even imagine. Don't tell me this is too much, since I wanted to do a lot worse, but I promised Gabriel.' Said Issei.

'Hmm, Issei, are you sure you mean that?' Asked Sirzechs, as his lips thinned.

'Go on then, you don't like it? Kill me. I'm sure when the other Satans find out you killed the Red Dragon Emperor, an angel, and restarted the Great War, they will happily indulge you and all your sis-con delusions.' Retorted Issei.

'You're playing a dangerous game here, Issei.' Warned Sirzechs.

'On the contrary, I'm done being played with.' Replied Issei firmly.

Sirzechs didn't respond and merely disappeared back to the underworld, using a magic circle.

'Well, now that the main problem is out of the way, allow me to tell you what I think about all of you, for absolutely breaking me and pushing me to the point of no return.' Said Issei.

'Issei we didn't know.' Said Akeno, before Issei cut her off.

'I'll deal with you last.' Said Issei harshly, causing Akeno to recoil.

'Firstly, Xenovia and Irina. Xenovia, you yourself said you were dense… I guess that was right, since you were so dense you didn't realise how much pain I was in. Irina… for a supposed angel and a supposed childhood friend, you suck at both roles.' Said Issei harshly, causing them to look down in shame.

'That being said, since neither of you were here, when the event that scarred me for life took place, I can't be overly angry with you two. However, at this stage, I couldn't care less, about either of you.' Said Issei indifferently.

'Gasper… you are actually my second favourite person in this room right now. I could tell that you, even during the verbal assault I took, were hesitant to add to it, seeing that something was wrong with me. For that reason, I don't hate you, and do in fact acknowledge you… but you are a pretty bad friend.' Said Issei sadly, which caused Gasper to look down.

'Ravel… honestly, I hold none of this against you at all.' Said Issei, getting Ravel to look at him in surprise.

'You didn't say anything hurtful and even tried to apologise… for that, I am thankful and right now, you are the only one I see as a friend of mine in this room.' Said Issei with a smile, before his face hardened.

'You though Asia, I am immensely annoyed with.' Said Issei, getting the former nun to look at him in surprise.

'I fought tooth and nail to save you from Raynare. I cried in agony when you died. I attacked Raynare in fury for what happened to you and lastly, I begged Rias to save you, to give you a new life. You said I was your first friend… I wish I never was. The Holy Maiden who can heal all, even a devil, couldn't heal the pain in her supposed friend's heart and in fact, thinks her friend is horrible.' Said Issei, getting Asia to cry in sadness.

'As for you three.' Said Issei looking at Akeno, Kiba and Koneko.

'Let's start with the littlest one first.' Said Issei, as he faced Koneko.

'You, who watched me from the shadows, from the beginning of it all. You, who fought with me in the church. You who claimed to care for me. No, Koneko, I'm not the worst. You are.' Said Issei in a flat tone.

'You know what the best part is though?' Questioned Issei rhetorically, as Koneko matched his gaze.

'In one month, I gained control over something that, to this day, terrifies you.' Said Issei, getting Koneko to look at him with fearful eyes.

'That's right.' Said Issei, before gathering Senjutsu chakra around him.

'Although, the best part, is who taught me, ne, Shirone.' Said Issei, getting Koneko to look at him in panic.

'That's right, you know who; she also took my virginity. She is one feisty cat, that Kuroka.' Said Issei, shocking many.

'Now to you, pretty boy.' Said Issei, glaring at Yuuto.

'You can understand what the girls are going through, huh?' Said Issei darkly.

'Issei, we didn't know…' Said Yuuto weakly, before Issei cut him off.

'BULL! You of all people, someone who was damaged so badly as a kid… you couldn't see the pain I was going through? All you could see, was what that entitled little princess felt.' Said Issei, getting Kiba to frown.

'Issei that isn't fair.' Said Yuuto.

'Fair… hehe because it was totally fair, for everyone to turn on me like that, huh?' Questioned Issei, spitting out the word "fair" in anger, before turning to Akeno.

'And now you.' Said Issei, to a slightly frightened Akeno.

'You, someone who had problems with fallen angels your whole life… you couldn't see my pain, a pain, which I just recently helped you get through?' Questioned Issei.

'I'm so sorry Issei.' Said Akeno, tears beginning to form in her eyes.

'You know what I'm not sorry about?' Asked Issei coldly.

'I'm not sorry at all, about the fact that I can't fall… because if I ended up becoming a fallen angel like you and that bitch Raynare, I might just kill myself.' Said Issei darkly.

'Will you die for me?'

Issei snarled momentarily, before schooling his features.

'Well, in any case, that's all I had to say. Now, I think I will go to class, since I've missed so much already.' Said Issei, before he left the clubroom, slamming the door behind him.

'What have we done?' Questioned Akeno sadly, as she wiped her tears.

'We pushed Issei over the edge it seems… it seems all of us turning on him, was too much for him.' Said Yuuto sadly.

'…D-do you think he will ever forgive us?' Asked Asia, eyes swimming with tears.

'I don't think so.' Said Yuuto grimly.