Vampire Diaries Imagines

Founder's Day Proposal - Stefan Salvatore

Tonight was the founder's day ball a day I had been dreading since the day our parents died. I was supposed to go last year when Elena was competing for Miss Mystic Falls but I didn't. It was way too much for me to handle so I'm actually going this year with Stefan being my escort. Something about he had already let one Gilbert down last year and he wasn't about to do it again. Not that I was competing. I had my time with mom and dad getting to be there four years ago. I just didn't want to go without someone holding my hand.

We used to attend so many fun events around town with our parents when they were alive but since they died, it just hasn't been the same. But I promised Stefan that I would go and try to enjoy myself. So here I am, getting ready with Ms. Forbes' help as well as my sister's.

"Who are you going with tonight, Elena?" Ms. Forbes asked my sister as she curled my hair.

Elena put down the makeup brush she was using for her makeup to green another and said, "Actually I'm going with Damon. Though we might be there a little late."

I gave her a confused look. "Why is that?"

She smiled. "Just something's we have to get done before we go to the Lockwood's. Don't worry." Elena acted as if her smile was going to reassure me that it was nothing bad. Which it did but it did make her seem suspicious.

"I don't know what you and Damon have planned and I don't really want to but just the thought of it scares me." I said making her laugh as well as Ms. Forbes.

"Just don't worry about it, (Y/N/N). Enjoy the night. Dance and make your inner Victorian girl happy, okay?" She said and went back to doing her makeup.

"Yeah, okay." I said and went back to watching Caroline's mom fix up my hair.

Fifteen minutes later, Ms. Forbes finally put down the curling iron. "There you go, sweetheart. All done." She said with a smile.

"Thank you for your help, Ms. Forbes. It looks fantastic." I thanked her with a smile.

She lightly put her hands on my shoulders. "It's no problem, (Y/N). I'm just happy that you're finally going again after three years."

"Yeah, after two years of being sick the whole week of the founder's day activities and the feelings that came along with last year, I think I'm happy to get back into all of it." I said as I looked up at her in the mirror of my vanity.

She nodded. "I know you girls are certainly missing your parents and Jenna but there's no doubt they would be proud of you both. They would want you to have fun tonight. Now go get that dress on that has been not so patiently waiting for you to wear it for the past three years. I do not doubt that you'll be just beautiful in it." She said with a smile.

Elena and I gave her a smile back. "Thank you." I said and got up to go to Jeremy's room that we had kicked him out of to use as a changing room for the day.

——-🧛——-

Elena's POV

Ms. Forbes looked over at me. "You're helping Stefan with asking her, aren't you?" She asked as soon as (Y/N) left the room.

Yep nodded slightly. "Though I know that one day, he'll possibly turn her. But with everything going on here lately, they both deserve a little happiness in their lives. My big sister deserves it more but that's probably just me being biased. And Stefan makes her happy so she needs this." I said in hushed tones as I watched her and Caroline through the hallway.

"And you're okay with her and Stefan?" She questioned.

I smiled and nodded. "Stefan was meant to be with a Gilbert just not me and we know it. We had our moment to see if it would work and it didn't. But it works for him and (Y/N/N). I couldn't be happier for them. She's dealt with so much even before we all knew about it and carried the world on her shoulders. Stefan has been able to get her to share the load she bared for so long by herself when nobody else could. He's truly brought the best back out of my sister. Jeremy and I are truly grateful for that. Plus, everyone can see how much they love each other. So, yes, I'm more than okay with Stefan and (Y/N) being together." I explained.