Here's to Another Try

Undertale (Video Game)
F/F
Other
G
Here's to Another Try
Summary
It's been a few months since monsters have returned from the underground, and you've accepted them as much as you accepted humans.The only problem is that you are a social mess when it comes to humans, and that sure transfered to monsters as well. Your encounter with a certain pun filled skeleton, and you begin to wonder changing from your awkwardness.
Note
so I've finally convinced myself to go through with writing a fic, so this is literally the first fic I've ever madenonetheless, please enjoy!
All Chapters Forward

Starry Eyed

You awoke to the sound of water hitting the sides of the building. Luckily, you managed to stay mostly dry from your spot outside, somehow. The sketchbook on the ground had a few wet spots as well, but nothing too bad. You picked up the book and flipped to the cover, setting it on the coffee table once you stepped inside.

Falling asleep outside wasn’t too painful, but it left you stretching and popping almost all your joints. That feeling was nice to you though, so there weren’t any downsides.

You picked out a peach from the assortment of fruit you had bought yesterday. The peach slowly got eaten away as you recollected from the events of yesterday.

As you backtracked, you realized you had work today. You groaned at the thought and fished out your cell from your bedroom. Today, you needed another day off. After yesterday’s incident, you weren’t sure you would be able to handle being around so many people, even if it was a possible slow day. You dialed your boss's number and took a sick day off. It wasn’t completely a lie, you were just sick in another way.

With the finished peach abandoned in the garbage, you fell down onto the couch and turned the TV on for background noise. You stared at your phone for a few seconds before opening up one of your two conversations. Papyrus had never sent you a message.

Odd, you noted to yourself. 

You
-sorry about yesterday
-Any way i can make it up??

The inconsistent way you typed bugged you somewhat, but you didn’t care enough to ‘fix’ it. It had personality, you always said. You raised the volume above silent mode, so you wouldn’t forget to message him this time.

Whatever you were watching - you weren’t really paying attention - was around five minutes in when your phone went off. You smiled at the old sound as you picked it up.

Sans
*hmm i dont know
*maybe go on another date with me?
*only if you want to of course

The smile grew wider as you read each message. It took you a few seconds to realize how happy seeing a message from him. You immediately flushed when the conversation you had with Blake about liking Sans surfaced from your mind. You scolded yourself for thinking that, it was still way too early to develop feelings for the skeleton, you kept telling yourself that. And you honestly hoped it was true. You weren’t ready to have feelings for anyone, yet. Shaking your mind from those thoughts, you tapped out a reply.

You
-haha it’s ok
-Just as long as if it’s not around too many people

Sans
*really? cool
*i have the perfect place in mind

Did he already have this planned out? Did he know what you were doing to say? You laughed at the thought of him coming up with multiple places depending on what he thought your response was.

You
-Do you have a perfect time in mind too??

Sans
*it would be best at night
*but whenevers fine

You
-ooh romantic <3
-Do you want to meet anywhere first??

Sans
*my house is fine

You
-okay, i’ll be there in a few hours

You set your phone back down on the table, smiling to yourself. It was always weird when you found yourself feeling normal again the day after a breakdown. Those reactions reminded you of that Mentos and Coca Cola experiment that was always fun to do. A nice upbeat playlist was set up on your phone as you got ready for later today.

--

You were so, interesting to Sans for the better word. He had noticed how intriguing you were from the time he saw you on that one fateful night. The way you walked while getting drenched made him think you didn’t even realize it was raining. It was so casual he just couldn’t help find out more about you. When he had gotten a glimpse of your face, it was surprising how sad your eyes looked. Almost like you were in a permanent state of dread. Your tone and smile was deceiving to the unobservant. It was then, he decided he wanted to make those eyes match your smile and shine with happiness for the rest of your life.

His second encounter with you made him even the more curiouser. You would give him a bored look over something most people would freak out over, but get completely flustered over something that could come up in any conversation.

What stuck out to him most that day was your reaction to him grabbing your wrist. It would have made sense if it was your hand, or some other body part, but it wasn’t. The look of fear in your eyes made him regret accidentally overstepping your boundaries.

Your third and most recent meeting with Sans gave him even more reason to worry about you. He knew his brother could be a bit, much around new people, he’d never seen someone as visibly shaken as you after meeting him though. Attempts to soothe your nerves ultimately failed once you broke down after hearing Papyrus ask him if he’d met you.

It was such a horrible thing to witness, seeing you crumble like that.

One of the things he had noticed on his tangent, was that you never looked him in the face. Sure, you stole a glance or two, but you always had your head tilted to the ground. You were quite a few inches shorter than him, maybe it hurt to look up? He chuckled at the absurd thought.

As he laid in bed that night, he knew he had to do something. He couldn’t bare the thought of seeing you that way again.

When he got a message from you the next morning, his soul melted from joy. You didn’t seem as broken as you were when you rushed away from him. You even took the initiative and texted him first!

He leaned his back on the wall next to his bed and looked out at the wet landscape from his window. You never said how many hours. Hopefully the rain would let up when you get to his house.

--

You’ve been ready for a while, it was a habit to do everything earlier so you had free time. There would also be extra time to leave if you might’ve been late. Except late to you is five minutes early. Old habits die hard.

The next hour was spent with you fidgeting around your apartment, checking and rechecking if you had your charger and earbuds in your small bag. Even though you knew they were safe and sound three minutes ago, you still had to check again. Just in case they fell out somehow or you absentmindedly took them out and forgot to put either one back.

It was still drizzling when you had last checked outside, so you made the effort to grab one. You managed to find one in the mess of your closet. At least your first meeting with him won't be repeated again.

With a quick message to Sans, you finally shoved your phone in with the other two items and went on your way to his house.

You felt bad getting all frightened yesterday. Do Sans and Papyrus like cake? You haven’t made any in awhile, but it’s the thought that counts, right? Like you had said earlier, free food is the best, so why wouldn’t it be the best form of apology?

“heya,” Sans waved with a smile when you approached his home. He was waiting outside for you. How sweet. You smiled back, shoving your anxiety to the back of your mind. Today was going to go much better.

“So,” you drawled out, “Where’s this ‘perfect place’ you had in mind?”

“that’ll ruin the surprise,” he fake pouted, “it’d be better if i just showed you.”

“Fine by me.”

“c’mon, let’s go. you mind if we share that umbrella?”

“What happened to the one you had before?”

“i uh, lost it.”

You couldn’t help but laugh at his lame excuse. The extra space under the umbrella was offered to him anyways. If you were looking at his face, you would have noticed a slight blue stained Sans’ cheek bones.

The walk was mostly silent. You were absent-mindedly tapping out the simple tune on the handle, Sans was watching your hand with amusement. As much as you enjoyed the quiet, this time it was just awkward.

Like everything that has to do with me.

“S-so um, h-how was your day?” you asked quietly.

Great conversation starter _____, just great.

“didn’t do much, slept mostly.”

You nodded, “Well, sleep is nice.”

“sure is.”

The two of you had entered a forest, and you couldn't help but gape at how pretty the trees had gotten due to the rain.

Speaking of trees, did you forget to water your lilies? You started to worry if you left the poor things thirsty for the whole day. Until the light drizzle before you reminded you that no, your flowers were perfectly fine. On the thought of those wonderful plants,

“Hey, what’s your opinion on flowers?”

Sans tensed up a little bit at the question, and you worried that you managed to hit a soft spot.

“Oh gosh, I-I’m sorry! I-I just wanted to keep the c-conversation going! I didn't m-mean to offend y-you or anything, we can talk about something else if you-” Your rambling was cut short as he lightly brushed your arm.

“it’s cool. just didn't expect that kind of question out of the blue.” he gave you a reassuring smile.

“but to answer your question, there weren't many flowers in the underground, just echo flowers and the buttercups the king grew. i feel pretty indifferent. why?”

Echo flowers? What are those?

“O-oh, well I just care for some. I-I’m not the best, but they've stayed a-alive for this long. B-barely,” you giggled weakly.

He just smiled at you and the two of you continued to talk the rest of the way to his ‘perfect place’.

Your heart fluttered whenever he smiled a more genuine one than the one permanently plastered on his face already. And you hated it. He was super nice and supportive, but you've only known him for only a few days! You wondered if it was the fact you just craved attention sometimes and you did only have one friend before Sans. Yeah, it was probably that, a total complete false sense of attraction. You're not in denial at all. Nope.

The drizzle came to a stop soon after and the clouds were starting to dissipate as well. You flicked off any excess water on the umbrella and folded it up, swinging it as you walked.

“here we are,” he gestured to a large clearing in front of you.

You stared in awe from the scene before you. The grass was shimmering from the leftover droplets being exposed to the regained sun. White clovers peppered the entire clearing. There were also small lilac buds that grew in clusters, as well as similar yellow ones, but more clustered and taller. Dandelions also grew in the clearing, but they grow anywhere and everywhere.

Sans chuckled as you surveyed the view, “like it?” you nodded vigorously in response.

“it gets better, trust me.”

“Really?” you looked up at him. You were already kneeling and searching through the clovers in the patch at your feet. How could it already get better than this? It was already so, beautiful here.

“yeah, not ‘til later though,” he shoved his hands in the pockets of his sweaters, watching you with amused eyes, “what’re you doing?”

“I’m looking for four leafed clovers, silly,” you stuck your tongue out at him, “Wanna join me?”

“sure,” he shrugged and knelt down next to you. “why do you look for ‘em?” he asked, poking through the grass.

“They’re lucky, and hard to find. That’s what makes them lucky I guess.”

You spent the next hour or two looking through each patch of clovers in the field, not managing to find a single four leafed clover. Sans enjoyed seeing you so content, even though the reason was so simple.

A few minutes into your current patch, you gave up and fell onto your back, looking at the darkening sky. You sighed happily and closed your eyes taking in the scents and sounds of the area.

Something tickled your cheek, alarming you from your dozy state. There was something green on your face when you opened your eyes, and Sans’ head was directly over yours as well.

You sat up quickly, effectively slamming your forehead into his mouth at the same time. Both of you groaned in pain as you two clutched at the injured parts. Laughter came muffled from Sans behind you. You couldn't help yourself from. joining in as well, the clearing being filled with the song of laughter.

“i did not expect that,” he finally gasped as his laughter died down.

“S-sorry,” you managed to spill out during your ongoing fit, “I-I’m a little jumpy,” you wiped the tears filling your eyes away.

“yeah, i noticed,” he let out a bark of laughter again, shaking as he tried to stop himself.

You looked down at your lap after calming down, and picked the green thing up, inspecting it. A four leafed clover. You immediately disintegrated into giggles.

“G-guess it’s a defect. H-huh?”

“nah, I think i got pretty lucky.”

“What do you mean?”

Sans just winked at you without a word and laid back on the grass. You joined him on his right a few seconds later, with the clover in the palm of your left hand.

Both of you stayed like that for a while, watching the sky grow ever darker. You sighed and closed your eyes, finding yourself dozing off again.

A nudge to your side woke you up again and turned your head over to Sans. He simply pointed up with his left hand and you complied.

Stars covered the dark sky, so, so many stars. You didn't recognize any constellations, but then again all you really remembered were the Big and Little dipper, and Orion’s Belt. Nonetheless, you were still amazed at the amount you could see. Even the Milky Way Galaxy caught your eye. It was both beautiful and terrifying at the same time.

You clenched your hands to ground yourself and noticed your left hand was already holding onto something. It felt warm and comforting, and you glanced to see what it was. Sans’ right hand was interlaced with yours, and you flushed once it registered in your mind.

“you don't mind, do you?” he turned his head to look at you. His cheeks were glowing a slight blue and you smiled.

You shook your head, “No, it's fine.”

“okay, good.”

He looked back up at the sky again, you followed soon after. As you stargazed with Sans, your eyelids slowly drooped until you fell asleep once again, this time not being pleasantly disturbed.

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