Suggested to me by the right honourable @AnthonyRabl6
(Y/N): Alastor.
Alastor: What?
(Y/N): Have you got a death wish or something?
Alastor: But I'm already dead my fine fellow!
(Y/N): But you'll keel over from seasickness as soon as you step onto that yacht!
Alastor: I-I don't know what your talking about.
(Y/N): Allow me...
Alastor: (Y/N) what are you doing!
At the docks, Anthony and Lucifer watched as (Y/N) dragged Alastor by the colour of his suit up to the boarding ramp of the yacht. (Y/N) then proceeded to push Alastor's head over the side of the boat leaving Alastor looking down at the red waters of hell from upon high.
Alastor: Oh no...
Then a liquid of static poured out of Alastor's mouth and into the waves below.
Alastor: Hel...
He couldn't finish as he heaved over the side of the ship again, more static liquid emanating from his mouth.
(Y/N): I'm sorry, I don't know what your talking about.
He said in a sarcastic tone. The rest boarded and the ship cast of from the docks into the depths of hell.
Half-an-hour later and everyone was in the hot tub, even Alastor surprisingly. But that doesn't make up for his face being greener than the seaweed on the ocean floor.
Lucifer: So how's your love life?
(Y/N) Bit of a random question,
Lucifer: Are ya gonna answer it though?
(Y/N): It's been going pretty well, to be honest I've never been happier. How's yours?
Lucifer: Oh me and Lilith have been out more often now that Charlie's running her hotel and all. Leaves more free time for us.
(Y/N) No paperwork?
Lucifer: Hell no, that's what imps are for.
(Y/N): My butler does a majority of my paperwork.
Anthony: Same here...
Alastor: Oh fuck you all.
Everyone but Alastor burst out laughing.
Lucifer: This is the life eh?
(Y/N): Indeed Lucifer, quite so. Say Alastor have you got a gal yet?
Alastor: I don't that's quite important...
Anthony: That means he hasn't got one.
Lucifer: That mean old Al over here is the only one without a love life out of us!
(Y/N): I don't think so. I think he has a crush.
Alastor's face turned from green to pale green to pink and finally to al out red, almost the same colour as the blazer he normally wears.
(Y/N): I knew it! Ha ha!
Lucifer: I bet its that Overlord Rosie, he never shuts up about her.
Anthony: Maybe, oh never mind it is. His head has turned into a darker shade of red,
Alastor: Shu-shut...
Again he couldn't finish as he puked into the bucket beside him.
(Y/N): Well he doesn't deny it. Oh, I have an idea!
(Y/N) then whispered into Anthony's ear, who chuckled a second later.
Anthony: Oh you scheming bastard! I'll go and phone her now!
Lucifer: (Y/N) what are you up too...
He then stopped as (Y/N) whispered
Lucifer: oh, very clever. I cant wait to see what happens.
Alastor: Wait for what?
(Y/N) You'll see. I need to head up to the helm for a change of course.
An hour later, on a nearby desert island the ladies where relaxing on the shore on deckchairs. Octavia was there along with Lilith and Rosie. Zoe just came back from receiving a phone call, she then whispered something in Octavia and Lilith's ears.
Lilith: How devious.
She chuckled.
Octavia: She will so red in the face!
She also chuckled and the rest apart from Rosie joined in.
Rosie: What's so funny?
Lilith: The boys are coming to visit.
Rosie: So what?
Zoe: With Alastor.
Rosie lived up to her name as her cheeks went bright red.
Lilith, Octavia and Zoe: Oooohhh!
Rosie; Shut up!
Lilith: Our Rosie has a crush!
Rosie: No she doesn't!
Literally Everyone but Rosie: Oh yes she does!
Then they heard a horn and low and behold it was a yacht, their yacht.
Octavia: Oh and look who it is.
Zoe: Well if it isn't the opposite sex.
Rosie: Shit, shit shit! I need my makeup.
Rosie started fumbling around in her bag.
Octavia: Oh does someone want to look good for her lover boy!
Rosie: Yes! Uh, I mean no...
She stopped as the rest of the girls game them the face.
Rosie: Bugger.
Zoe: Oh here they come!
(Y/N) was first off, then Lucifer and Anthony and finally Alastor the pale. Everyone hugged their significant other apart from Rosie and Alastor who just stood, gazing at each other.
(Y/N) whispered to Octavia.
(Y/N): Let's help them shall we?
Octavia: Certainly.
Octavia went behind Rosie and (Y/N) went behind Alastor. Then after a second both pushed Rosie and Alastor into each other. Rosie and Alastor were so surprised that at first they didn't realise their lips were touching. But when they did realise they both melded into the kiss, both putting their arms around the other. Then everyone clapped.
Rosie: You have no idea how long I've been wanting to do that.
Alastor: Same here.
Anthony: So what now!
(Y/N): To the bar! Drinks are on me!
Everyone: To the bar
It took them all till the next day to regain consciousness.
YOU ARE READING
Helluva Boss: Octavia x Male Reader Story
FanfictionWarning this story may be inappropriate for younger readers, READER DISCRETION IS ADVISED! Ever since you were young you and Octavia were best friends but along time has past and it has been 10 years since they last saw each other. But recent events...
