Insecure (Tom Holland)

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Request-EmilyPritt

Can you do a Tom Holland imagine where the girl is a bit curvy if you know what I mean. And she never thinks he will never like her and she's a hug fan of his and she wins a date with him but she's insecure but he ends up liking her despite what she thinks of herself and he helps her see she is beautiful.

Y/n was scrolling through Instagram when she saw her favorite actor Tom Holland had posted. It was a contest where you could send in a video saying bunch of reasons why you love Tom Holland. The prize would be you could get to meet him and go on a date with him.

For a second, Y/n was excited and wanted to try and win it. But, she was hesitant because she thought she wouldn't be good enough for him. That he would never go for someone as curvy as her when he hung out with freaking super models for gods sake.

But she decided to give a shot anyway. She set up her phone and took a deep breath before she pressed play. "Hello, my name is Y/n L/n. I have been a fan of Tom for almost a year now. I know I haven't been one for that long but I've seen all of his movies and he's amazing in every single one. He makes me feel better when I'm sad and he's a huge inspiration to me. So, I hope that I can have the chance to meet him!"

She ended the video and watched it over. She cringed at how awful she looked in the video but she sent it in anyway. The results would be posted in about a month.

A month has passed and Y/n hasn't been notified yet on whether she won. She was sitting on the couch watching "In the Heart of the Sea" for the billionth time. Her phone got a notification from Instagram saying, "Tom Holland has posted a video" next thing she knew her phone was blowing up. She paused the movie and grabbed her phone.

"Tom Holland started following you" she squealed and went to Instagram. On Tom's page there was her video and the caption read. "Congrats to (insert Instagram username) for winning the contest! I can't wait to meet you!💗🕷" Y/n's hand covered her mouth in shock.

Everyone was congratulating her and telling her how lucky she was to be meeting him. She then got a DM from Tom. "Hey, the date will be on Friday in New York (sorry if you already live in New York just pretend you don't😂.)We understand you don't live there so we have provided a flight for you. The date will be held at Gramercy Tavern. Meet you there around 7 xx."

She blushed, "Thanks! I can't wait to meet you!" She replied and put her phone down still in shock. She rushed to her room and looked through her closet already trying to figure out what to wear. She also started to pack everything already. The date was about a week away but she was already so excited!!

She picked out the dress she knew would be the best choice. But,when she looked in the mirror, she frowned at how it fit on her. "Who am I kidding? He would never like me." She said to herself in the mirror.


The day of her flight had finally come, the flight was scheduled for 5pm and she was beyond excited. The flight would be a couple hours long so when she got to New York it would be night.

After the flight she went to her hotel and went straight to sleep since she had a bit of jet lag. So when she would wake up the day of the date would be here.

Y/n woke up confused as to where she was. But, then she relaxed when she realized she was in New York. She got up and looked at the beautiful view. "Wow." She sighed, she had never been to New York.

The day dragged on and 7pm finally came. Y/n was already dressed up, she chose this outfit because the restaurant was fairly fancy so she dressed up extra nice.

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