FIRST DATE!
Pairing: Simpbur x Gn!Reader
Warnings: not proofread, tooth rotting fluff
Pronouns used: you/yours
Trope: friends to lovers
This is just a quick example of what I write… please bear with me it’s a bit rushed but future pieces will be better :)
don't be too mean i'll cry /j
also send more requests plspls i need to write for this lil loser guy
Wilbur had always been a particularly chivalrous guy, whether you’re in a relationship or not. You could recall the last time you and a group of friends hung out, he offered you his jacket, offered to carry you over a deep puddle. (Which, of course you accepted… the opportunity to be carried like a princess couldn’t be passed up so easily). He would defend you whenever someone would make fun of or tease you. He would shoot daggers to anyone who even attempted to get too close. He’s just protective! You’d tell yourself.
“You’re such a white knight, Wilbur,” or “You’re such a simp, dude.” It was endless, but he didn’t seem to care. Your friends would even go the lengths to call him ‘Simpbur’ whenever he did something particularly romantic, just for you You didn’t care, it was cute.
You weren’t sure why you were so surprised when he finally asked you out on a date. But of course, you said yes. It was hard to resist his sweet eyes and nervous smile. He was too adorable. You two agreed that the perfect date would be at your favorite ice cream place then straight to the park to watch the sunset. It was not only simple, but your two favorite things. Ice cream and the sunsets, (or, maybe Wilbur was that second thing).
The doorbell rings and a knock follows, a short little ‘knock knock’, not even a full three. You hurry to fix your hair in the mirror and rush to the door. You take a deep breath, your nerves silently taking over. You open the door with a kind smile. Wilbur is holding a bouquet of your favorite flowers. He grins nervously and holds out the flowers for you.
“Um.. I, I got these— these flowers for you.” He seems to stumble over his words a bit. You can only lightly giggle and take the flowers, bringing them up to your nose and breathe in the scent, then let out the breath through your mouth.
“They’re beautiful!” You say, tilting your head a bit. There’s a short, awkward silence between you before Wilbur clears his throat.
“I know those are your favorite. I remember you telling me a while back. I would, put them in some water so they don’t die, because I want them to last. Because they’re… you know, your favorite and...” He over-explains a bit and gestures around with his hands… which he tends to do when nervous. It only adds to his charm. You smile and nod, placing the flowers into a pretty vase beside your front door, right where you would be able to see them right before leaving the house.
“I know, Wilbur. They’re very pretty.. thank you.”
He breathes out a quiet ‘not as pretty as you’ (which he hoped you didn’t catch) before nodding. “Yeah! Yeah, um. Of course. Anything for you.”
“So you ready to go?” You ask as you grab your bag from beside the door and sling it over your shoulder. “yeah- yes! Lets go.” Wilbur nods and waits for you to step out of your place, closing the door behind you. He takes you over to his car and opens the door for you, smiling. How sweet of him!
The car ride wasn’t the slightest bit awkward. You two talked just as you would as if this were a hang out rather than a date. In a way, any one-on-one time with Wilbur felt like a date. Maybe you were just so exponentially head over heels for this guy without realizing, that you took each interaction as a romantic one. You two sang your favorite songs on the way to the parlor his voice sounding better than yours since he sang regularly… you just sang TV Girl about as loud as you could in the shower. There was a difference.
"this song kinda sucks," You mutter, skipping over one of your favorite songs. Often, you'd get bashed for your music taste. Wilbur just shakes his head.
"Nono! go back! i like that song!" Your heart flutters in your chest as he flips back to the other song, allowing it to play fully.
Upon finally arriving to the parlor, Wilbur again, opens the door for you. You thank him and he nods. He thinks about grabbing your hand and linking your fingers, like he wished to do so, so many times before. His fingers would twitch in longing, wanting to connect you two in the kind and gentle manner. He would to it today, even if it was the last thing he did before the date was over.
“Wilbur?” You tap his shoulder, snapping him from his thoughts. He looks at you with a grin. “It’s your turn to order.” You point to the cashier who seemed to be about 19 and way over his job, hinted at by the obviously unamused expression he held. Wilbur’s face reddens with slight embarrassment and he nods.
“Right! Right... um, just a chocolate dipped cone, please.” The cashier nods.
“Your total is $4.76.” he slides forward the little iPad to pay. Wilbur quickly swipes his card before you get the chance to pay for your sundae, and you shoot him an angry, yet playful, glare.
“What? Couldn’t let my date pay for themself. That would be so rude!” He teases, lightly nudging you with his shoulder just before taking his ice cream.
You then both drive to the nearby park, a short drive that was mostly quiet. nothing worth telling, said park has a downhill slope right at the parking. It was perfect for watching the sunset. Wilbur pops his trunk and you both go sit in the back and eat your ice cream. He grabs a blanket after a moment.
“It’s supposed to get cold soon,” he says as he holds his ice cream cone in his mouth, his teeth are too sensitive to the cold but he would rather make you comfortable and suffer for a moment rather than watching you freeze.
“Aw, thank you. Youre the sweetest.” You smile before taking another bite of your sundae. Will smiles and nods, taking the cone from his mouth and biting into the sugary treat. you both sort of sit in silence for a moment while the sun falls behind the horizon. You yawn, covering your mouth, then you lean your head on Will's shoulder. You can hear his breath nearly stop, his body tensing up. Why was he reacting like this? It's not like you'd never done this before. Maybe it was just... a different situation. You both finish up your ice cream, and are now leaned against each other, bodies touching, it's warm enough between you two that you can ignore the chill from the outdoors. You sit in a comfortable silence until he decides to speak up.
"Sunset's pretty." He mutters. You nod in agreement. "I think you're prettier though." He adds after a second. it makes your cheeks burn with blush and a smile crossed your face.
"That's just not true." You giggle, shaking your head. Will takes a breath to regain confidence and wraps an arm around your shoulder, pulling you closer against him if it were possible. You look up at him with a grin.
"You know i couldn't ever lie to you." He mutters, looking down at you... soaking in your beauty. His eyes drift from your eyes down to your lips. He couldn't tell you how long he'd been resisting this.
resisting the urge to feel your lips pressed against yours in a passionate kiss, to feel your breath mingle with his in such love and longing.
"i know you wouldn't." You mumble, looking up, your eyes meet his for a brief second before you notice them drift to your lips. you can't help the smile playing at your lips. "What're you looking at?" You tease, lightly nudging him. his face reddened and he glances away.
"Not.. nothing."
"Nothing, huh?" Your fingers brush over the top of his hand, his breath hitches. He was so nervous, it was honestly cute. Soon, you link your fingers with his and you can feel him practically melt.
"I've wanted to ask you out for so long." He whispers after a moment of silence, rubbing his thumb gently along yours. It causes butterflies to fly loose in your belly.
"So why didn't you?"
"Don't think i could handle being called 'simpbur' one more time." He chuckles, shrugging. You look up at him, and he was already looking down at you.
"I always thought that was stupid." Your grip tightens around his hand. he inches even closer to you.
"Yeah?"
"Yeah." You confirm it, and it's silent for a second as you both inch closer. your brain was screaming at you to just go for it. so, you did. Your lips collide against Wilbur's, it's a sweet (yet somewhat awkward) kiss to begin with, but you two ease into it. He tilts his head and grabs your chin between his index and his thumb, and you lean closer. Your hands rest on his chest as you two enjoy your long overdue kiss.
Wilbur's lips are warm on yours and his hands begin as sweet and innocent, but he grows a bit eager. his hand trail down and rests on your thigh, which takes you by surprise. His lips leave yours momentarily and connect to your neck, and while the feeling is nearly euphoric, you have to pull away. It was a bit too soon to do anything more than kisses.
"Will.." You whisper. He responds in a gentle and careful voice.
"Yes, darling?" He looks up at you.
"This is... amazing but I... I'm not ready for.." Your words trail off. Wilbur simply smiles and nods in understanding, returning up to give you one quick kiss on the lips.
"That's alright. I'll wait my whole life if I must."
Your heart flutters as his promise and you nod.
You couldn't wait for more future dates. More opportunities to hold and kiss Will whenever you wanted, and now, he was inevitably, undeniably, all yours.
















