This was requested by Pleaseletusme

You were a new arrival in hell, you were involved with the mafia, and you had a high body count on you and you recently remember getting shot in the head by a cop, you walked into hell with the clothes you died in, a black stetson fedora, trench coat and tie, a white dress shirt, black pants, and leather gloves, you had a pack of cigarettes in your pocket which was good news for you as you smoke a pack a day.

You couldn't really speak as some thug slit your throat before, however somehow you were quickly stitched up to the medics driving by saw it happen, when you could speak it was mostly quiet whispers which made a lot of people think you were shy.

you started walking down the sidewalks, hearing several screams of other sinners, cars drove by honking horns, some teenagers were throwing shit at the elderly, you just smoked a cigarette when you felt something was off, you took off one glove and your hand was completely red, you looked into a side mirror from one of the parked cars and your entire face was red, your throat still had the stitches on it but your eyes were now red as well.

You heard several people looking at a wall of TVs and you decided to check it out, you saw the princess of hell talking about how demons could be rehabilitated by staying at a place called the happy hotel, while most of the demons laughed at this, you thought about all the things you've done and wondered if that was even possible.

A few minutes later you see the princess again and you stopped walking to look at her, she was the hottest woman you've laid your eyes on, and you've been married five times, she was talking about how the hotel could be your chance to change your ways and repent for your sins, she put the address of the hotel on the screen and you made a mental note and stood at the edge of a street, a cab came by and you flagged it down, getting in the back.

"Where to pal?." The guy looked back at you.

"Take me to the happy hotel." You say, your voice was raspy like you always had to couch but you were able to tell him the address and he took you to the hotel, once you arrived, you handed him a few cigarettes and the cab drove off.

You slowly entered the hotel and looked around, several paintings of the princess were mounted on the walls, along with other photos of what you assumed to be family members or friends, you smocked another cigarette before someone whistled.

"My my, what do we got here..." You hear a new yorker accent, you turn your head and see someone sitting on a couch also smocking.

"Names Angel, but you probably knew that right?." Angel asked, you pointed to your throat where the stitches were.

"Oh wow, that's hardcore as hell, it also makes you look... irresistible." Angel gave you a wink and you slowly backed away from him.

"Stop creeping out the guests." You hear a voice, it was the princess walking down the stairs with a smile on her face, this made you smile as you walked up to her.

"Hello sir, welcome to the happy hotel, we are delighted to have you here."

"Thank you, your highness." You say.

"Call me Charlie sweetie." She smiled.

"Sweetie?." You smirked, this made her turn away and blush for a second. "Sorry, anyway, if you could sign your name on the clipboard on the desk, we'll have your room ready for you."

You walked over to the desk and signed your name on the first line of the guest list paper.

"So, are you with the mafia?." Angel asked. 

"What of it."

"Well, there's nobody going around dressing like you baby." He smiled.

"Don't call me that." You turn away from him.

"Or what?. Are you gonna threaten me?.  Tortue me?. all the above?." He asked. "Because if you are then I'm sooooo down for that shit." You were put off by the way he said so.

"Angel what did I say?." Charlie frowned look at Angel who backed away. "I'm sorry Mr....L/n." She said glancing at the paper. "Your room is ready for you now."

"I'll see you later big boy..." Angel blew a kiss as You followed Charlie up the stairs and down the hall to a room, it was small, and had a tv, one window that was broken, a bed, and a bathroom.

"Thank you." You smiled as you entered your room.

"Let me know if you need anything, sweetie." She smiled and walked down the hall while you took off your coat, hat and tie and lie down on the bed, you wondered how things would turn out for you in hell.

Timeskip...

It's been a few months and you have become quite close with Charlie, the two of you would go on walks, talk about things you liked, and play a few card games, one thing she wouldn't do is drink but she always stocked beers in your fridge which you loved.

You wanted to ask her out but you'd have a feeling she either say no or kick you in the balls so you never built up the strength, until today, you combed your hair so it was neat and you poured yourself two glasses of wine, you got it from husker who became your wingman.

You sat down when Charlie entered your room.

"Hey Y/n." She smiled. "So what is it you wanted to talk about?."

"Have a seat." You say pulling a chair back for her to sit in, after she sat down you sat across from her, and took a deep breath.

"Let me get straight to the point...I like you, I know it's only been a few months since I've been in this shithole, but I really like you, you are smart, charming, kind, caring and hot." you slowly took a sip of the wine, Charlie's mouth hung open, you looked down and nodded.

"I'm sorry...I just had to get it off my chest-" You started to say before out of nowhere, she tackled you and started kissing you, you were caught unaware and she started taking off your shirt while motioning you to take hers off, you quickly did so and tossed it onto a chair where she tossed your shirt as well.

"...I like you too." She smiled as she kept kissing you, the two of you fell onto your bed and you both had the same idea.

A/n: Skip the lemon scene...please don't kill me for this.

You were cuddled up with Charlie under the covers, she was fast asleep while had a cigarette lit in your hand, after you were done with it you tossed it out the window and wrapped your arms around Charlie before eventually falling asleep.