Y/N is a regular 18-year old boy who goes to engineering school, hangs out with friends, and has a Hellhound named Loona for a girlfriend. Life is pretty good for him and Loona, until an unexpected visitor enters his life and changes everything. Having to multi-task with dating Loona and interacting with this stranger, he soon finds out a shocking moment that jeopardizes everything. And things only get worse from there... could he and Loona handle this much trouble? Well get to reading and you'll find out. NOTICE: This is a sequel to my first Helluvaboss fan fiction: Loona (Helluvaboss) X Male! Reader. I highly recommend checking that story out first before reading this one. Thank you and enjoy.

Y/n L/n has been different his whole life. After a long time of being underestimated by his friends and family for who he is and what he can/wishes to do, he's slowly about to lose his faith. One sad night, when his parents kick him out for the night as punishment for going to a karaoke restaurant all by himself, he soon discovers a strange portal outside a hotel and walks through out to find out... Hell exists. And so does a company called I.M.P (the Immediate Murder Professionals), run by four demons that Y/n sees to be rather bonkers, all except for Loona. A hellhound demon, who wishes she'd rather be anywhere else. As she's about to kill him, she soon hears the kid's story and relating it to hers, she does something unexpected. She makes her first friend. Soon, the extroverted-introvert Y/n starts feeling the same way for her. Will the two's adventures lead to more of a relationship than a friendship? (This is a story inspired and supported by my Wattpad influence and now dear friend, @fearmegu. Go check out their amazing stories and support them.)

Y/N L/N, you, are a regular guy with the struggle of an off balanced family life. With a dad that could care less about the family and a mother who does drugs, what more could you do to keep a falling family struggling to stay together from becoming apart? One day after a huge family fight leaving you close to death you come across a mysterious group of demons consisting of 3 imps and a hellhound who despite having fixed biased opinions on humans learn to slowly trust you. One of which slowly finds herself potentially catching feelings for you as you are for her. Sometimes, needing a change of pace could work out for the greater good. Time to take a ride into a new life set for you with a potential new family! Viewer discretion: 18+ Mature Language and Situations Sexual References, images, and lemons Violence, gore, and use of weapons Moderate to high use of drugs Overall crackhead humor