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Helluva Boss: When Tomorrow is This Morning Again

Summary:

On a lonely & starry night, Blitzo makes a wish to go back to the day he reunited with Prince Stolas & redo his relationship. The next morning, he discovers his wish has been granted due to a falling star. Now, he's making it his mission to not only become Stolas' boyfriend by the end, but also to right his other wrongs by fixing his other relationships... And maybe himself, too.

Notes:

Yep. You're seeing this right. Despite having writer's block, I'm making a new story, baby!! I've read a ton of time travel fix-it stories involving Blitzo from Helluva Boss, so I decided to throw my hat into the ring as well. However, don't expect there to be consistent updates or a schedule with this series. As of publishing this first chapter, I am still drafting the series, so just keep that in mind.

Now, without further Ado, let's see how this story begins!
(P.S. Please check out the fic that inspired this story. It's really good!)

Chapter 1: A New Arrangement

Chapter Text

It had been a rough week for Blitzo ever since he finally got over his break-up, but at least he had help. That trip to the human hotel with the Infestor Demon was less than stellar, but it did give him a much needed wake-up call.

Ever since Halloween during the Anti-Blitzo Party, he had been feeling like shit with, what he called at the time, his not break-up with Stolas. He tried coping by eating ice cream 'til he got diabetes, watch trashy ghost porn, & waste his company's money on stupid shit, but it didn't help a damn thing. Thankfully, Millie helped him get back on his feet & focus on the people that are still with him and are standing by his side. He would be immensely grateful to her for that. Despite that though, he still longed to see his pretty bird.

He went out to the balcony of his apartment that night, making sure to not wake up Loona when opening the sliding doors. He then leaned over the railing while looking up into the night sky, staring in comforting silence at the stars above. Even if he never had the same interests as Stolas, he always thought they were very pretty. Because Stolas himself showed him how pretty they are.

He sighed again sadly at the thought of his pretty bird, now being out of his reach. He thought about how much he missed his sweet, beautiful, elegant, comforting voice. Something that he'll never hear again.

He once again looked high up into the starry night with a sad smile. He then muttered one thing & one thing only to the stars above:

"I wish I could take it all back & fix all of it."

He stayed outside for a little while longer, staring at the stars, before heading back inside to sleep for the night. He really did wish he could've spent more time with the Prince & accept his feelings before everything went to shit. Honestly, he wished he had a redo with every relationship he's ever had, no matter how much Loona and M&M stayed by his side through it all. He fucked them over in so many ways that were horrible, and he wanted to take it all back.

Unbeknownst to him, as he fell asleep, a shooting star fell across the night sky, shining brighter than the Heavens in the skies above, as it heard Blitzo's prayers.

---------------

When Blitzo awoke in the morning, he felt strangely comfy & ...happy? His couch was never the most ideal sleeping spot for him, but he was willing to give up his room so that his precious Loony could have a comfortable sleeping situation. He did have to admit, the blankets & feathers felt very nice though.

... Wait, Feathers?

His eyes opened slowly, and when he regained proper eyesight, he looked around the room to realize that he wasn't in his room. He was in... in... Stolas' room? Wait, what?

He felt a massive weight to his right. He looked over to see someone that he did not think he would see again, and was immediately staring in shock.

It was Stolas.

He was sleeping with Stolas again.

Blitzo was sleeping with Stolas again, in Stolas' bedroom, after their break-up.

... WHAT???

He was majorly confused now. Why would he be in Stolas' room if they weren't friends anymore? Did Loona call him on Blitzo's phone & the Prince brought him over? That didn't feel right, nor did it sound right. Still, it wouldn't hurt to check. He looked around for where his clothes might be, and saw them laying around messily on the floor. They must've had a good time, he thought briefly. He went through his pants pockets & found his phone. Then, when he opened up to the home page, he saw something that broke his brain.

[Date: December 28th, 2023]

'Why does it say 2023?' Blitzo thought. 'It's not 2023, it's 2024 now. What the hell is going on?' He was massively confused by this point. Why would his phone say the previous year on it when it was anything but. He tried thinking of various reasons as to how he got here, until he remembered what he did & said before heading to sleep last night.

No way.

No fucking way.

No fucking way in a million fucking years!

Did his wish get fucking granted by the celestial gods when he was looking up at the stars?!

"... Holy shit, all that star bullshit is true." He gasped quietly. He remembers how Stolas would talk about his job, being a prophecy seer or some shit like that. He once mentioned in his various talks about how if one were to see a shooting star & wished upon it, that wish would be granted. Blitzo originally thought it was all bullshit, and while he wouldn't say that aloud, he didn't think something like that could actually happen. But now, he could see that he was so very wrong about that.

Blitzo grabbed his clothes & rushed to the bathroom before locking the door shut to fully process all this. After which, he let out a high-pitched squeal of joy that probably just woke up Stolas, but he didn't care at the moment. He kneeled on the floor, crying tears of joy at the fact that he was being given his second chance, to start anew & do things right this time, and he couldn't be more than happy about it.

After taking a few minutes to calm down, he then got back on his feet & paced around the bathroom to think about a gameplan for this. he obviously couldn't say to Stolas right away that he was from the future, as that would be very weird from his perspective, considering this day in particular was when they first reunited after twenty-five years. He also couldn't tell anyone else he was close to about it as well, since they would have the same reactions. So, it looks like he'll have to wing it.

"Well, it could be worse." He muttered under his breath. He then got dressed before going out to face his pretty bird again after a month (For him, at least).

When he opened the bathroom door, he saw that Stolas was beginning to wake up as well. 'It seems like that fucking squeal did wake him up.' Blitzo concluded in his head. 'Dammit. I wanted to see more of him sleeping like a cutie.'

He slowly started approaching the Prince, before tripping over something on the ground with a small thump & an audible grunt. He turned around behind him to see that it was the magic book he'd been borrowing for months before Stolas took it back. The Grimoire. He instantly felt a sense of dread upon seeing it. That damn book & its stupid fucking arrangement were the reasons Blitzo was in that shit situation to begin with. It ruined literally everything.

'What am I going to do?' He asked himself in his head, until an idea popped up a second later. 'Oh. Right. Duh! Of course, I can do that!'

"Good morning, Blitzy!" Stolas said, and damn, that voice sent Blitzo back by a few months. "How are you doing on this oh, so wonderful morning?"

Blitzo scrambled to get back on his feet before answering the question. "I'm doing fine, S-Stols." Dammit. He was stuttering, wasn't he? Oh well. "H-How are you doing?"

"I am feeling absolutely wonderful, darling! Especially since you're still here! I'll be honest, I thought you would've left by now."

"Yeaaah... Me too." He replied sheepishly. That was definitely something he was gonna have to avoid this time around. However, he still had more pressing issues to address. "Hey, Stols? Could I be honest with you for a moment?" He asked the bird, who turned their head around as he was putting his robe back on. "I... I didn't actually come here to see you again. I... actually came here to take your book-- thing." He confessed as he held up the book shamefully. "I'm sorry."

Thankfully though, Stolas didn't look too upset about this. "Well, I'm not too surprised. I figured you were here for something, but I wanted to wait until the next morning to possibly discuss that." He rolled over on the bed so he was facing Blitzo while laying on his stomach & propping up his head with his hands. Fuck, he looked so cute & sexy doing that. "So, what exactly do you want with my Grimoire?"

Blitzo gulped with a blush before putting his focus back where it should be. "W-Well, I came here for it because I need to use it for my business."

"Your business? You mean, you actually opened up a business, like you said when we were children?"

"Well, I mean, it's not a circus biz like I said all those years ago, but yeah. I have a business now!"

"Oh, that's right! Yesterday, you said you changed your profession to being an assassin, correct?"

"Yep, and I wanted to use your book for it! I have this idea of using a portal spell of some kind, so we could take hits from sinners & kill living people who deserve to be down here!" Blitzo was proud of what he made with his business. However, unlike last time, he would now talk to Stolas about it with proud pride.

"Well, I must say, that is an extraordinary idea! But," Stolas sighed, disappointed, as he sat up before continuing. "I'm not sure you could get away with such a thing. You see, it's a bit illegal for an imp to use a powerful artifact like my Grimoire. So, if I lent it to you freely, we could both get into immense amounts of trouble."

Blitzo could clearly see that his pretty bird was disappointed about that fact being a problem. He also knew that if he didn't say anything now, Stolas would end up making that stupid transaction that ruined everything, so he had to be smart about this. Thankfully, the idea that popped in his head turned into something better. He smiled to himself, smugly.

"Well, why don't we work out some kind of exchange? Favors for favors? Doesn't that sound... enticing?" He offered to his pretty bird, word for word how Stolas offered it in the original timeline. Just without the suggestive tone, however.

The avian Prince lit up like a Sinsmas tree upon hearing it. "Yes. Yes! That could work! In fact, I may already have an idea in mind." He exclaimed, before lowering his voice into seductive mode.

Blitzo gulped in fear for what Stolas was about to say, but the avian went ahead anyway without noticing. "Tell me, how does this sound: Once a month, on the full moon, you return the book to me, followed by a night of… paaassionate fornication. Aaand you get to keep it all the rest of the time, hmm? Sound fair, my little Imp?"

"Aaand as much as I would love to rawdog you in bed like that again," Blitzo cut him off hurriedly. "Why don't we do something a bit more friendly?"

"What do you mean?"

"How about this? I feel comfortable with the whole 'returning the book to you once per month', but instead of a sex transaction, how about I just, I don't know, hang out with you whenever you want?"

Stolas looked completely shocked by his darling's counteroffer. "You... You really want to just... hang out with ME??"

"Uh, yeah? Why wouldn't I? Like you said, I'm practically the only friend you ever have, so why wouldn't I hang out with a friend of mine?"

Stolas took a moment to truly think about what his darling Blitzy was offering. After which, he scooped him up from the floor & gave him the biggest hug he could give, while answering in ecstatic excitement. "Yes! Yes!! I would absolutely love that, Blitzy!"

Blitzo was mentally celebrating the fact that his counteroffer worked. However, there were still a few lingering things in his mind that he needed to get out. "Well, thank you for accepting my counteroffer. But, before we go any further, I do have a few requests." Stolas let him down with a nod before the imp assassin continued. "Firstly, and I think this goes without saying, I don't want your wife or daughter knowing about our little deal that we're going to have. I saw them in the paintings you had in your halls, and I can't imagine them being happy with seeing you & me bedding each other if we ever did that again." The bird nodded in agreement after thinking about it for a minute. "Secondly, those cutesy names, like 'Blitzy', are to stay private between the both of us when it is just us together." Another nod of agreement was received. "And lastly, and it's really hard for me to confess something like this... I would really like for this whole thing to become something more at some point because to be honest... You're really fucking hot & cute."

Stolas initially looked surprised by his friend's last request, but he certainly wasn't opposed either, so he gave it another nod of agreement, clearly showing he didn't realize what the imp was implying. "Well, Blitzy, I happily accept your terms." He cupped his face & gave him a kiss on his forehead, making the imp blush. "So, with that settled, what are you planning to do now?"

"Well, could you maybe portal me to the front of your palace gates? My van is parked out there & I don't wanna fucking go through your staff again after yesterday. Plus, while I would normally exit through a balcony, I can hear your wife chatting with her friends down there, so I think it's best that I maybe avoid her for now." He explained that last part sheepishly, knowing what would happen if he did go down there.

He could see, however, that a small subtle frown was forming on the prince's face, making Blitzo a bit sad that he would have to leave him for now until he got another idea. "Hey. I'll be free to visit again in about two weeks or so, after I get through a few important things with my company, including our new arrangement." He said as he patted the Grimoire. "Do you think you'll be free for a visit in about two weeks?"

Stolas started beaming once again. "Absolutely!" He then stood up & opened a portal to the front of the palace gates, where he did indeed see what looked like Blitzo's van parked outside. "Well then, I'll be seeing you later, darling. Bye!"

"Bye, Stols! See you later!" He waved goodbye as he hopped into the van & the portal closed behind him. He started up the engine as he realized something else. "Alright! I prevented a deal that would destroy my relationship with Stolas in the future. Now I just gotta... restart all my other relationships. Yay." He thought aloud with false enthusiasm as he drove off to his apartment. This was going to be a doozy.

---------------

'Home sweet home.' Blitzo thought to himself as he unlocked the door to his apartment, feeling very pleased with the outcome of his situation. He's now prevented a disastrous deal from destroying his relationship with Stolas, and now he had the chance to do it with everybody else he knows too. Speaking of which...

As he was putting his keys away on the nightstand by the front door, he suddenly remembered that his daughter, Loona, was sitting on the couch, waiting for him to come home from Stolas' palace, and the proceed to scare the shit out of him when she spoke up, since he didn't know she was there originally. Well, now that he knows this already, he decided to have a bit of fun with that.

"Afraid that your old man wouldn't make it, Loony?"

Loona's ears perked up, and secretly her eyes widened too, upon hearing her da- guardian's voice. She was a little surprised that he saw she was waiting for him on the couch, but she quickly shifted her demeanor back to neutral. She didn't really give a shit about him. She just wanted to make sure he would still be around to pay rent. It wasn't... It wasn't anything else.

"I was only worried that you wouldn't come back so you could pay rent."

Blitzo was slightly disappointed that he didn't catch her off-guard, but like she showed beforehand, it didn't really matter. "Sure, Loona. Sure." He replied with a smug smile, knowing she was just insecure about opening up at the time. That was definitely something he was going to help fix in the future. He then made his way over to the couch, with the magic book in tow.

"So, you actually were able to nab the book away from him?" Loona said as she noticed the book in his hands.

"Yep! Despite me being caught at first, I was able to sweet-talk my way into grabbing it."

Loona looked between him & the book suspiciously, before she asked a question. "What's the catch? There's no way he just gave that to you willingly." She knew how royals acted. She knew there had to be a catch.

"Eh, kinda." He replied while giving a 'so-so' motion with his right hand. "I do have to return this to him once a month on the Full Moon so he can do his duties. But other than that, we can basically have it for free! No strings attatched!"

Loona didn't look convinced. "Yeah, I don't buy that shit."

"You do know I was friends with him as a kid, right?"

"That you also fucking robbed from. Besides, wasn't it just for a day?"

"Yes, it was. Also, it was my dad that forced me to rob his palace's riches by guilt-tripping me. Besides," He set the book down on the coffee table in the living room. "He's just lonely. He doesn't have any friends, as well as any company, aside from his teenage daughter & his servants. Plus, he's in a loveless marriage with a woman as a Gay Man! So, if he just wants a friend to hang out with, I will give that to him."

Loona was still having a hard time believing that they were just getting the spellbook for free, but after Blitzo's explanation, she supposed she could drop it for now. "So, how do we get to the human world, now that we have it?" She asked. Blitzo proceeded to open up the book & flip to the specific page she was referring to before handing it to her. She read over it to know the answer. "A Portal Spell, huh? Does that mean I get to do more than just sit around & answer calls?"

"Yep! For this week, we'll finish up any previous jobs we got from Hellborns, while also opening up our services to sinners, which I'll do personally since I want to surprise M&M when we get our office. Speaking of which, we'll charge a shit ton of money for our sinner services, since we're the only ones offering up this shit, and we'll use that money to finally secure that office. After which, we'll be sinner exclusive."

"Sounds good to me. At least I finally get something else to do now." She then headed back to her bedroom for the rest of the day & shut the door. Blitzo was a little sad that she shut him out like that again, but he knew they would be closer together with time.

He laid himself out on the couch & pulled up his phone to see that Stolas had texted him. He remembered that back in the original timeline, Blitzo exchanged each other's phone numbers with one another before Blitzo headed off to sleep. Looking back, it feels like he did that because he wanted to keep in touch with him, even though he never accepted his feelings towards his pretty bird back then. Guess he was in denial.

He chatted with Stolas through the messages app for a bit, talking about various things they were going to do individually for the week, before Blitzo eventually turned his phone off & watched TV for the rest of the day. It was time for his new beginning, & he was going to make sure he didn't waste this.