The Umbrella Academy Fanfics

His Lips Are Virgin (Five Hargreeves)

A request from Tumblr: "Hi 👋🏻😊 i was wondering if I could request something along the lines of things leading up to a first kiss with the reader x five hargreeves? Please and thank you 💖💕 whether that'd be headcanons or a fic."

Don't forget to comment and vote! Enjoy reading!

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Outside the Umbrella Academy house, Five waved his hand at Y/N as she walked away. He mentally kicked himself because he failed again on his mission.

Five years ago, he met Y/N, a 15-year old girl strolling in the streets of Dallas, after appearing in Elliot's alleyway when he was hiding from the Swedes. She witnessed him teleporting so he had no choice but to explain everything to her, involving her with him and his siblings.

Despite being a normal person (meaning no powers), she was there to help them in any way she can since she knows Dallas more than they do. She spent two years of her life exploring the streets of Dallas, living in her abusive aunt's house so she would really know the place like the back of her hand.

When he and his siblings were given a chance to go back to 2019, Five convinced her to come with them since she has no one in Dallas anymore. She has no sibling, her parents are dead and her relatives don't care about her. She was hesitant at first but she went with them anyways, hoping to have a better life in the future.

Y/N is now living in Vanya's previous apartment since his sister lives in the Umbrella Academy once again. She was living a normal life as a college student. She may be busy with her new life but she remained in touch with the Hargreeves siblings.

She would visit the Umbrella Academy to ask help from Five with her studies since he's the intelligent sibling among them. Sometimes, she would spend a night in their house, specifically in his room. Five is actually a gentleman despite his normal grumpy state so he would always remind her to sleep on his bed while he sleeps in a couch downstairs.

As of Five, he doesn't like the idea of attending college since he doesn't need it anymore. At the age of 18, he was lucky to become a successful businessman. Everyone was so amazed by his intelligence and determination. He was full of ideas as well. As a result, he became busy but he still gives time to tutor Y/N since it was the only time he can spend time with her.

About a year after having a peaceful life, Five realized that he fell in love with the brave girl he met in 1963. And ever since, he tried to give signs that he likes her. He would caress her cheek with his thumb. He would cup both of her cheeks to get a better look on her face. He would hold her hands out of nowhere, whether in private, in front of his siblings or in public.

And the most obvious sign he gave to her was kiss her forehead occasionally. There were times they would look at each other for about a minute after he kissed her forehead and she would blush. They never talked about it which killed Five sometimes.

He sighed in defeat before going back inside the Umbrella Academy. He walked towards the kitchen, ignoring his idiotic brother who had been stalking him ever since he tutored Y/N that day.

As he grabbed himself some coffee, he asked, "Is there something you'd like to say, Diego?"

Diego appeared from the other room, "I'm surprised you didn't notice me."

Five scoffed, "I noticed you the moment Y/N and I sat on the couch. I just didn't say anything because I prefer ignoring you than waste my time acknowledging you."

"Har, har," Diego sarcastically chuckled before pulling out a chair and sat on it. "So, you and Y/N, huh?"

"Are you gonna tease me just like everyone else?"