Dares- Jack Gilinsky Imagine

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They're all in highschool for this imagine..

Jack's Pov

"Gilinsky! Truth or dare?" Sammy asked with a devilish smirk as the guys all slapped my back waiting for me to answer. I honestly always hated these games ,they were really stupid and I don't get why we still play it, we're 19 for god's sakes. "Um dare, I guess." I said awkwardly scratching the back of my neck. "You know that nerd, Y/N in our fifth period, right?" He asked me. I nodded, Y/N was a cute little nerdy girl who has braces ontop of her white perfectly straight teeth, thick rimmed glasses and long Y/H/C hair that she pulls into two ponytails on the sides of her head. I personally thought she was adorable, but the guys all thought she was the definition of a loser. "Yeah what about her?" I ask running a hand through my now long hair. "We're going to give you the weekend to muster up the balls, so you can ask her out." They all made disgusted faces and cringed. I simply nodded thinking the dare would be something horrible, but with my luck Y/N is actually one of the most beautiful girls I've ever seen.

Monday at school

I saw Y/N adjusting her skirt and collared shirt while she carried her books into the crowded hallway filled with all of the other hormonal teenagers. I let out a sharp breath and started to move toward her through the crowd. I reached her and started walking next to her casually. "Hey, Y/N." I said nervously and she looked up at me. She gave me a slight smile and chuckled lightly. "Hi, Jack." she said with ease looking forward from time to time while keeping her full attention to me. " I wanted to know if you maybe you wanted to go on a date with me, it's totally fine it you don't want to." I said while playing with my sweaty hands looking towards the floor which had an occasional pencil or piece of paper lying around. She stayed silent and I looked at her. She had a puzzled look on her face with her cute little features knitted with confusion. Her cheeks were slightly flushed as if she didn't know what to say. "Uh is this a joke?" she whispered to me. I instantly felt horrible that she did not believe that any guy would want to ask her out. Had this been done before? Are the guys watching us? "No, I like you a lot Y/N." she smiles widely showing off the wires and brackets. "In that case.. I would love to." She says. "Okay-" I kiss her cheek and start to walk off "I'll pick you up at 6:00." I wink and wander off. The guys actually did me a favor with that dare.

Part 2? Lemme know.. I love you guys thank you<3 Sorry for not updating in awhile a lot of shit has been happening in my life so yeah..

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