This city has a saying, one that's heeded by the powerful mafia families but laughed at by the common street gangs:

"Be aware of the man with a talking shadow."

Many powerful criminals, skilled hitmen, and even elusive dealers have been killed without a trace. Those who have seen them die always say they were killed by a man's shadow and some have even given a description of the killer, but he was never caught because there was no proof. He's a wild card he is, someone you can never really predict. Dozens have fallen to the bullets from his gun and even the wrath of his shadow......

Azak's Echo: Antonio you really can't be serious about this.
(What he looks like, ignore Cross. However Antonio is kind of based on Cross)

.....and he had a dream.

Antonio: As a heart attack Azak. You see, I had a dream one night-

Azak's Echo: It was last night-

Antonio: -A dream for a harem full of demon girls.

Azak's Echo sighed and pinched the bridge of his nose.

Azak's Echo: You're going to be torn apart.

Antonio: There is no reward without sacrifice my incorporeal friend.

Azak's Echo: How exactly are you gonna get to Hell?

Antonio was going through his closet looking for something presentable to wear.

Antonio: You of course. Now which tie goes with my outfit, white or ivory?

Azak's Echo: Ivor-WAIT WHAT?!

Antonio ignored the demon's outburst, tying his ivory tie. The attire he decided on was a black, form-fitting suit with a red dress shirt and black fedora with a red band.

Antonio: You're a demon aren't you? So you must know how to go back home.

Azak's Echo: And why would I even consider helping you?

Antonio: Because I technically own you. I'm the one who's got you on payroll, remember?

It's true, Antonio owned Azak's Echo. A few years ago, Antonio was in rough shape having been jumped in an alley. He had bought a double headed coin with two demon faces, which held the essence of the demon Azak the Mad. The sentient remnant of his power, Azak's Echo, had struck a deal with Antonio seeking to use his body to resurrect himself. This plan backfired as Antonio pointed out that he didn't get the aid of "Azak" but instead "Azak's Echo", rendering the collateral part of the deal null and void. That was 4 years ago, and Antonio's had him ever since. Azak's Echo had gotten over it but this latest bit had him fuming.

Azak's Echo: FINE! We'll go to Hell. I can take you there but that's all. Don't expect me to save you.

Antonio held up his hands in mock defense.

Antonio: Oh don't worry I don't need your help.

Azak's Echo snorted.

Azak's Echo: Yeah right, you'll be killed in a split second.

Antonio just smirked and pulled out his trusty guns, a pair of modified desert eagles with twisted handles.

Antonio: I've got my trusty sidekick to get my back.

Azak's Echo shook his head with a sigh.

Azak's Echo: You think two cheesily named pistols you bought from a creepy pawn shop will help you?

Antonio: Hey Angel's Kiss and Devil's Bite got me out of some tough shit. SO, how are you taking me to Hell?

Azak's Echo rubbed his face again.

Azak's Echo: I need blood.

Antonio sliced his hand open, and Azak's Echo watched the blood flow from his palm. He guided Antonio through the process of drawing an intricate satanic circle using his blood and a few other ingredients he had lying around. After almost half an hour, Azak's Echo spoke some ancient words in a demonic language and Antonio was engulfed in a bright red light, which died down to reveal he was in a completely new landscape. The smell of sulfur and brimstone permeated through the air and the sky was a bloody red. The ground was black and covered in spikes, making him smirk.

Antonio: Well.....let's pull some demonussy.

Azak's Echo manifested as a chibi on his shoulder.

Azak's Echo: Really? That's the first thing you say when you arrive in Hell?

Antonio shrugged and walked around for a while, not really finding any demons at all. After a bit, he arrived at a place being guarded by buff skeletons and large boulders.

Antonio: Damn they hit the gym, look at those gains.

Azak's Echo: Those are Skeletons you moron, guards for Demons down in Hell. You're gonna have to kill them if you want your oh so precious demon harem.

Antonio: Cover me.

Antonio springs into action, surprising the Skeletons. He conjured a spectral fist, courtesy of Azak's Echo, and punched one of them square in the chest. He was thrown back and Antonio swiftly took out Angel's Kiss and shot it in the head, blowing the skeleton to pieces. The others quickly surrounded him, brandishing their weapons. Two of them swung their axes down on Antonio, only for his shadow to grow large, shielding him from harm. The shadows morphed into a sharp blade and sliced the skeletons at the waist, killing them. The other skeletons charged at Antonio, only for him to dodge their attacks with ease. One swung at Antonio only for him to shoot it and destroy its wrist. He proceeded to shoot all the skeletons in the knees and then head.

Antonio: How many more?

Azak's Echo was silent for a bit before responding.

Azak's Echo: None, but these boulders are blocking your path. I'll clear them out.

Azak's Echo conjured itself, a large, burly demon upper body, before punching the boulders. He destroyed them all before disappearing again. The path was clear.

Antonio: Let's go.

Antonio proceeded down the path before finding a large red door. It was unlocked and he entered a large room that looked like an office. Antonio was surprised as he walked to a desk where a demon woman was going through papers.

☕Pandemonica, The Tired Demon☕

???: Name's Pandemonica, Hell's Customer Service. How may I serve you?

Antonio: Wait....Hell has customer service? Not just.....torturing people for all eternity once you get here.

Pandemonica: Of course, we have customer service, this isn't the dark ages anymore. We at least need to catalog and document your sins before sentencing you to eternal damnation. Now back to my question, how may I serve you?

Antonio: You serve me? No no no.....

Antonio put on a charming smile, taking off his fedora.

Antonio: Maybe I can serve YOU instead~?

💀SUCCESS💀

Pandemonica adopted a flustered but tired look, fixing her glasses.

Pandemonica: Sweet of you to offer. I could really use some coffee, I'm not myself without it.

Antonio smiled and held his hand out to her.

Antonio: Come with me my dear, let us escape this dreary Hell.

Pandemonica: I have a job to do......unless....

Antonio: Oh?

Pandemonica: You make me a cup of coffee.

Antonio: That's it? I can do that, how do you take it?

Pandemonica: Very sweet and creamy, though I usually take it as black as my soul.

Antonio gestured to the door, which caused a large explosion that blew it open. A large machine was wheeled into the room, and he took out two cups. He made Pandemonica coffee, who sipped it in delight.

☠️GLORIOUS SUCCESS☠️

🩸Pandemonica, The Sadistic Demon🩸

Pandemonica: Hm, I may have to keep you~.

Pandemonica gained a seductive yet sadistic smile, grabbing Antonio's tie and pulling him closer.

Antonio just chuckled as Azak's Echo rolled his eyes.

Antonio: Well let's go, I have a demon harem to grow.

Pandemonica: You're as delusional as you are cute, I like that in a pet. and

Antonio followed behind Pandemonica before noticing something.....

Short chapter, I know, but a lot of them are going to be like that. So after talking with a friend of mine, we've decided to do a community vote. You all can decide on 4 girls in all to add to the harem.

Angel

Demon

Ghost

Others 

Edit: So I'm gonna clarify this. These sections are all in place for ONE girl that fits the category, meaning FOUR girls in total will be added. Angel is for any Angel girl you suggest, Demon is for any Demon girl you suggest, Ghost is for any Ghost girl you suggest, and Other is for any girl that isn't one of those groups (Angel, Demon, Giant, Dragon, Human, Alien, etc). When there's enough per section, there's gonna be a vote held to pick who will be the lucky girl.