Diary of a Daughter (Based off of "Moments")

Fourty-Nine: An unexpected confession

6/30/26

Dear Diary,

Today has been a month since Dana first asked me out! I was so scared to say yes at first but ever since then I realized it was probably the best decision I've ever made! Dana and I aren't really doing anything special to celebrate since we both can't really hang out today, but Dana did tell me he might take me to a trampoline park sometime next week! I'm so excited!

~Em

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7/07/26

Dear Diary,

Dana and I went to that trampoline park like he had promised me and honestly, I could not have asked for anything better. I loved being able to jump around and do crazy tricks. Afterwards, we went and got a huge pizza, which surprisingly, we ate all of it. I guess that's what all that jumping will do to you! It was worth it though!

~Em

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Sometime the week after, I got a text from May asking to sleep over. I gladly said yes. That night, when I went over to her house, the first thing we did was catch up on the past six months since we've last seen each other.

"So how have you been?" May asked.
"It's been amazing!" I responded.
"Really?" May asked.
I nodded, "You remember that guy I told you about? Dana? Well, he asked me out more than a month ago."
"Really?" May asked, a little less surprised than I thought. I nodded. "What's he like?"
"Well, he's an amazing person! We've been doing so many fun things! We just recently went to a trampoline park." I explained.
"That's cool." May responded.

I could tell May looked a little bit upset. I started to grow a little nervous.

"May what's wrong?" I asked.
"What? Nothing!" May responded.
"Ever since I told you about Dana, you've been giving me that look." I claimed. "Are you jealous?"
May sighed, "I'm not jealous... I'm just... Upset..."
"What do you mean?" I asked.

She looked at me, almost looking like she was about to cry.

"Don't get mad at me okay?" May asked.
"Why would I get mad?" I asked.
"Because you're going out with somebody else and I don't want this ruining anything." May responded.

My eyes widened, I knew exactly what she was going to say, but I let her say it anyway.

"Emily, I've really liked you as more than a friend." May began to cry. "And I wanted to use this sleepover as a way of telling you... But now there's really no point anymore."

As May was crying, I couldn't help but feel sorry for her and myself. It probably took her forever to possibly come out to her family and to come out to me and I ruined it for her by telling her I was going out with a guy.

But she's an amazing person, and I don't want our friendship to get ruined like this. She has feelings for me, and I know we've had a strong bond with one another for the past few years, and it's only become a bit weak because of school and other things.

Maybe I would give her a chance.

"I-I'm sorry, May." I choked, trying not to cry with her.
"No, it's not your fault." May said. "I should've been more prepared for something like this."
"That's not your fault, May." I said. "I should've told you about it sooner and we could've possibly worked this whole thing out."
"Why not start doing it now?" May asked. "I just have to accept that you're going out with somebody already."
I sighed, "because maybe I would like to go out with someone like you."
"What?" May asked. "But you're going out with somebody already."
"I know..." I stated. "I just need to think about it..."
"O-Okay..." May stuttered.

We continued our sleep over while trying to forget about this entire situation. However, around 3am, when May was asleep right next to me on the bed, I was still awake, looking at the ceiling, trying to figure this entire thing out.

Dana and I have been friends for years and have been going out for a month already, and our dates have been so much fun.

But May and I have also been friends for years. Even though sometimes we rarely see one another, we try and make it possible by hanging out with one another and having sleep overs. Maybe being actually together would make everything better.

But the fact that I have made a positive impact on both of their lives somehow has made this a lot more difficult than it should.

This would probably take a lot longer than I thought.
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Sorry this chapter is complete crap but I've all these ideas written down and I wanted to try and write something so that my inactivity bc of school doesn't make it sound like I'm not writing anymore.

But I do have a question for you guys.
- Who do you think Emily should choose? May or Dana?

Comment below!

More to come!
~Jackir30