Hailee was doing an instagram live and a Q&A for her fans when (Y/n) walked into the room. "Oh! There's (Y/n)! Come sit down!" Hailee motioned for him to come over and he sat down next to her. "You're on live. Hello everyone." He waved, seeing all the comments of fans saying hi to him.
"So now that (Y/n)'s here, everyone please send in questions for us to answer." Hailee told the livestream. "Okay first question, let's see. This one's from HaileeSteinfeldlover123, what was the most embarrassing thing you've ever done?" (Y/n) read out. "Oh, that's hard. Probably the whole peace sign phase. Like the actual peace sign, not the hand one. I had necklaces, socks, tshirts, and I would wear them all at once. It's so bad to think about now." Hailee answered.
"Okay that's not that bad, mine is pretty bad. I was like sixteen and learning how to drive with my dad and when we were driving I saw one of the girls from my school who I had a huge crush on walking down the sidewalk in our neighborhood. And I was driving this old minivan that had several weird bumper stickers on it, which was kind of embarrassing since she came from a pretty wealthy family and I was driving this old and worn down minivan. So you know I didn't want her to see me driving this because I didn't want her to think I was weird or anything, so I ducked down so she couldn't see me through the window. Which is a bad idea by the way, don't do it. Anyway, she couldn't see me but I also couldn't see where I was going and crashed right into a pole." (Y/n) reminisced while Hailee was sitting there laughing so hard tears were coming out of her eyes. "That's not even the worst part! She saw the car hit the pole and my dad got out of the car and started yelling at me for a good twenty minutes in front of her because this car was gonna cost so much to repair. I was so embarrassed and avoided that girl for the rest of the year." He added, making Hailee laugh even more. "That's so bad! Did you get a ticket?" She asked. "Yep, and it was like so much money too. I had to pay for the damages and the ticket. I spent the rest of my year working as a busboy for an Italian restaurant." He confirmed. After a few more minutes of laughing (Y/n) read off another question.
"This one was sent in by (Y/n)(L/n)superfan. What TV show were you obsessed with as a kid?" He read. "Ooh, okay. So, I don't even know where to begin. Even Stevens, That's so Raven, Lizzy Maguire, Hannah Montana duh, camp rock which was a big one." She shared. "Camp rock? Really? I mean I knew that, we've been together for like four or some years. I've heard of the camp rock obsession but I wouldn't have thought you liked camp rock." (Y/n) interrupted. "What does that mean?" Hailee asked with fake offense. "I mean, I don't imagine you like waiting in line for it to come out or anything. Like if I didn't know you I would have thought you were more of a Miley Cyrus girl, not Demi." He explained.
"I literally got a Demi haircut! You've seen the pictures! But fine, now you have to answer this. Are you a Miley Cyrus or Demi Lovato guy?" She questioned. "Miley Cyrus! Party in the USA is like the first song on my playlist." He answered with a duh tone. "But I didn't watch Camp rock. I was obsessed with Hannah Montana, Phineas and Ferb, Dexter's Laboratory, Invader zim, suite life, I watched a lot of TV. Mostly cartoons. It was the only thing I could pay attention to." He answered. "Now I didnt think you would watch only cartoons. I thought you would like sitcoms." Hailee brought up. "Sitcoms?! I watched Friends when I was in high school, and I still watch it. It's a very good show but I could never have paid attention to sitcoms as a kid. I had such a bad attention span, the doctor said it was my severe adhd but cartoons were like the only thing I could pay attention to." He explained.
"Next question, who was your celebrity crush before you two started dating?" Hailee read out. "Oh my god. Okay, we've been together a long time so this will be interesting. So my celebrity crush from four years ago. Hm, probably this girl named Hailee Steinfeld. She was in pitch perfect two and three, she can sing and act. She's got a few songs out, she's just a pretty cool girl." (Y/n) answered with a grin. Hailee smiled and gave him a kiss on the cheek before speaking again. "But if you couldn't say it was me, who would it be?" She asked. "Probably Emma Watson. Or Ashley Tisdale. My sister was obsessed with Harry Potter when we were younger so we would see all the movies when they came out. So growing up it was Emma but I saw High school musical and had a big crush on Sharpay." He shared. "Do Emma and Ashley know this?" Hailee questioned. "Ashley does, Emma does not. Or at least not that I'm aware of." (Y/n) mumbled.
"I crushed on too many people, I never had one. The Jonas brothers were a big one for me when I was a teenager. After that it was probably this actor named (Y/n) (L/n), I had a huge crush on him." She answered quickly.
"What was your worst subject in school?" Hailee read off the livestream. By now Martini was resting on (Y/n)'s lap, and he was petting her while watching the livestream. "My worst subject. This one's kind of complicated. For a while math was my worst subject and English was my best subject. I was so bad at math starting in elementary school, and then when I started taking geometry in high school I became really good at it. It was easier for me cause we were working with shapes and I'm one of those people who can visualize everything which definitely helped. But then that same year I took geometry, I was put into an advanced English class which was too hard for me and it became my worst subject grade wise. Regular english classes were too easy, but advanced classes were too hard. So it was kind of both English and math but at different times. I loved English and just school in general so I would go home and spend hours working on all of my homework and studying for English so I would pass and I still was so bad at advanced english." (Y/n) answered.
"I really enjoyed every subject when I understood it. When I didn't understand it I hated it and I was not good at it cause I didn't know what was going on. But the subject I was worst at, probably math because once you miss one piece of information, you're done and you're screwed and I would not know everything after that." Hailee shared. "Yeah, math was always like that. I don't know what it was but when I missed a step I could still do the problem but it would just be wrong. Like I sort of knew what to do based on the previous steps but I wouldn't do it right cause I missed the step I needed and then everything got worse." He mumbled. (Y/n) leaned his head against the couch and closed his eyes, letting Hailee read out the questions.
"What was the most embarrassing thing a parent caught you doing? They never caught me singing into a hairbrush that was just a normal occurrence. Probably, just talking to myself." Hailee read the question and answered it all at once. "You still talk to yourself." (Y/n) mumbled, not moving from his spot or opening his eyes. Hailee rolled her eyes at him and went back to the phone.
"Where was your first kiss?" Hailee read off. "(Y/n) where was your first kiss?" She asked. "It was in my brother's car. He let me borrow it to take this girl out on a date and we had went to an all you can eat buffet because it was only like five dollars to get in and this was at the time I was still trying to pay off that ticket and damage to my dad's car so I did not have any money. I took her there and we had a lot of food because once you paid to get in you could just do whatever. Then I drove her back home and we had an awkward car kiss before she got out. We went on two more dates and then she decided to date the school's football running back and not me. I think they're married now. He's like a executive for some company in NYC and she's a stay at home mom with two kids." He recalled. "Oh wow, you were a real charmer." Hailee stated sarcastically. "I was in the process of paying off over five thousand dollars for car repairs. It was like the only thing I could afford to take her to." He argued.
"Okay, well mine was a bit different. I was hanging out with this boy and when it was time for him to go home I walked him out and we stopped at the front door. And the tension had been building the entire night. And I definitely was like 'he's gonna have to kiss me or else I'm out' which is like bold. He kissed me, it was right by the front door. All I remember about that night was he kissed me once, and then I told him it was bad so he kissed me again. But the second time was better, so I guess it all worked out in the end." Hailee answered before turning to see (Y/n) about to fall asleep on the couch.
"Okay, (Y/n) is about to fall asleep so we're gonna end the live here! Thank you all for your questions and we will see you next time." Hailee whispered before turning the live off and going to take a nap with (Y/n).

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Hailee Steinfeld Oneshots
FanfictionHailee Steinfeld X reader oneshots! Requests are open! Started: 11/28/21 Ended: 1/16/23 #1 in Hawkeye - 9/13/22 #1 in celebrityxreader - 10/2/22 #2 in celebrityxreader - 9/13/22 #3 in Emilydickinson - 10/11/22 #3 in Emilyjunk- 10/11/22 #2 in Emilyj...