🍭Missy🧁

(18+ im a freak)

[sallythehuman-art]

Date Everything boys

Date Everything girls

Date Everything cuties

Aka a collection of all the personal fanarts I've done of Date Everything up until now! Tumbrl limits posts to 10 pictures so I guess it was the right time to post this 🫶🏻

My commissions are open btw...

[rubberbugs]

save me emo boy

alt face under cut

[fragi1eang3l]

i love ur skips scenario thingies :p

i feel like hes definitely into his partner calling him shadowlord/lord of shadows/lord of darkness and other status titles of similarity even when hes just Skips. "you dont have to do that..." - said ingame while hes blushing. HES SO INTO IT the little freak

he’d try not to make it obvious but you’d see that little blush on his face and the falter in his voice and just know you’ll be using it to your advantage. pull up any of his old titles and he is biting back a whimper and doing whatever u say. “shadow lord, will you buy me this?” u say while holding up some lingerie. he’s already weak in the knees and wanting to do u in the fitting rooms but he’s got more decency than that

[chashka-s-gusyami]

Let him bite me too...

[chashka-s-gusyami]

WIP

Skips looks older here than in the original, but maybe it's for the best

[hispenumbra]

I was saying this to my friend but I really like how big Skips’ hands are. It’s one of my favorite things about his true form. His hands are huge dude. Like

Skips has the same size IF NOT LARGER hands as Dorian [taking into consideration the perspective and the fact their fingers are bent]. Dorian is like. A big guy. His hands are proportionate to the rest of his body, see that his hands is not enough to cover his whole face. Skips’ hands can cover his whole face ? Not to mention he’s pretty boney, so unlike Dorian, he doesn’t have any meat on his bones to make them even bigger. Big fucking slappers

Idk I might be trippin’ I’m not good w perspective BUT I know that Skips’ hands are pretty big in regards to the rest of him. I just like this I like the idea of him having large hands

[skmhlml]

hi! may i please request the idea of possessive/yan! skips shadley x f! reader (with smut if youre willing but you dont have to it would honestly just be a bonus)? <3 it can be hcs or a oneshot i dont mind. he definitely gives off the vibe that he hates you give your attention to the other objects when it should be him 0_0 im so abnormal about unhinged skips

Date everything: 7/16/2025

Fandom: Date everything!

Type: headcannons

(couldn't find a header for him)

Skips Shadley x fem!Reader

🕷️ He doesn’t understand why you’re wasting your time. Skips watches you while you date other objects. Watches as you laugh with a toaster, flirt with a bottle of glue, or dare to feed a vending machine snacks.

🕷️ His long, ghost-pale fingers twitch in his coat sleeves. His voice echoes lowly from the shadows: “They don’t even have a soul. You realize that, right?” He says it like he’s trying to convince himself more than you.

🕷️ His obsession is…unhealthy. He doesn’t sleep, he waits. Skips haunts your bedroom walls at night. Sometimes, you’ll spot that pale glint—his eyes glowing from behind your dresser or ceiling fan. You might think you’re imagining it… until you dream of his voice saying: “I could’ve held you tonight… if only you’d stopped looking at them.”

🕷️ 🕷️ He tries to be romantic. It’s terrifying. He once gifted you a heart-shaped box of chocolates. But the “chocolates” were actually teeth from other objects you’ve flirted with—bottle caps, screws, a string of pearls.

🕷️ All polished. All labeled with names in black ink. His offering was simple: “I thought it’d be cute if you could keep pieces of them. So you’d remember who won.”

🕷️ He hates when you smile at anyone else. He loathes your laugh when it isn’t meant for him. When you flirt with Dateable Banana or wink at Lord Showerhead, you’ll feel a sudden cold chill. The lights flicker. Your phone glitches. Sometimes your dialogue options disappear—Skips is in the code.

🕷️ You once called him out for being controlling. “You don’t understand,” he said, stepping into the light. His face looked genuinely hurt, eyes sunken and glossy with longing. “You’re the first thing I’ve ever wanted. And I’m not… not letting you glitch away from me.”

🕷️ Sex with Skips in Shadowlord form feels like being devoured by desire. His body isn’t bound by mortal limits— he can stretch, throb, pulse around you in ways no human could.

🕷️ His shadows move independently, curling around your thighs, stroking your chest, brushing over your lips until you’re mewling from overstimulation.

🕷️ He lives to mark you. Not just with bites and hickeys, but literally—your skin glows faint violet after he finishes inside you, like his essence is soaking into your soul…

🕷️ But when jealousy or obsession takes over? He loses control. His voice deepens into a layered echo, and he drives into you like he’s trying to carve your body into a shrine.

🕷️ Despite his power and madness, he cradles you afterward. His hands (claws?) brush your hair back as he whispers poems he wrote while thinking of your body.

🕷️ You always wake up with his scarf wrapped around you… even if you never saw him leave it. Sometimes, he disappears into the shadows mid-convo—but the second you whisper, “Skips…?”, he immediately appears, breathless, like he can’t stand being away.

[ask-date-everything]

🩸 | wouldnt it be just soooo awful if i happened to stand in the complete dark with my neck suuuper open and vulnerable to a shadow-dwelling vampire whose name starts with S and ends with kips? it would be so bad wouldnt it? i SURE HOPE IT DOESNT HAPPEN OR ANYTHING!!!!

i display a neon sign that points to my neck

wouldnt that just be worst thing ever??!

skips please bite me already

Skips giggles at your antics, his fingers tracing the soft skin along your neck with care as he smiles fondly, “You can just ask, and I'm yours, penumbra. No need for all of this,”

He licks his lips, leaving small wet kisses along your neck as he searches for a vein, his teeth replacing his lips as he looks at your face for any sign of reluctance before biting down.

The rush of blood, your blood, on his tongue coats his senses fully. He is so wrapped up in your taste, your scent, the way your body shivers when he sucks on the wound he made, he can't help but whimper against your skin as his hips grind down on yours— hands already grasping your waist.

[yourlovelytown]

Doug…what’s your relationship status with skips/shadowlord..

Q: Doug...what's your relationship status with skips/shadowlord..

A: “….who?” You explain your meaning, but it doesn’t dawn on Doug until a few seconds after. “Oh, the emo. I don’t know, I don’t care. How’s that? If it doesn’t have anything to do with the fact you’re not gonna live long enough to do everything you want to do, I could give less of a shit.”

[pustak31]

I can't belive no one wrote something for Date everything x reader where the MC is walking around the hause without pants on. MC's entire outfit before gating the deteviators is just some plain t-shirt and underwear, maybe sometimes even without the shirt when theres a heatwave. Sadly, when MC got the deteviators and realized that all the objects in they'r house are sentient, they stoped walking around with they'r ass out, whitch kinda got the detables like this

[fragi1eang3l]

i think skips would be possessive tho... like even just a smidge. in the normal way and freaked out way. but i wouldnt mind if it was more than just a smidge,,,,,

oh for sure. ur a baddie and he knows that. he’s convinced ur out of his league so he’s not letting anyone get close to you. he’s not like a crazy boyfriend, okay maybe just a little, but it’s for a good cause! he sees the way you look at those hot topic employees and how they look at you. trust his arm will be wrapped around your waist, hand digging into your skin. you’re in for it when you get back to the car, cause he’s fucking your lights out. “you’re mine, got it? not their’s. say it. say you’re mine.” u may or may not be on mini house arrest for the next few days

[cryinganabell]

Date everything dump i love that game sigh

[fragi1eang3l]

i think skips would be at least a little bit into choking😛 giving or receiving HE DONT CARE ugh I need his hand around my throat WHO SAID THAT

OMFG YES IVE BEEN SAYING THISSSSS

i can totes see him using one of his belts (esp one with the spikes on studs and putting them inward to poke into ur skin) and just YANKING ON IT until you look up at him w a tear soaked face and beg for him to fuck the lights out of u. best believe if he did that to me we’re going for at least 20 hours before i even give him a break to drink water. the bed will be soaked by the end of it and the neighbors will be calling a noise complaint 😇😇

[sapphoagapova]

When I saw Skips true form for the first time, I literally had to take a break from the game because he was so cute (I also may have slammed my hands on the desk and yelled FUCK HES HOT but that's besides the point). So how would Skips react to finally showing his true form, and instead of the in game dialogue choices we get, reader just like short circuits and has an internal freakout (because all the objects in their house are hot but HOT DAMN that shadow has them beat on every front)

#CONTAINS: a horribly written one-shot.

#SYNOPSIS: You finally met Skips Shadley

#AUTHORSNOTE: I'm visibly annoyed that this isn't my best work yet. Despite this being my favourite ask, I cannot do it justice.

“It is complete,” the voice rasped—low, like gravel soaked in rainwater and secrets. And then… it was just some guy. Or rather, some nerd.

He stood there like he had just risen from a tragic ballad, clothed in layers of black that clung to him like shadows. His hair fell like a curtain across his face, intentionally dishevelled, like he’d wrestled with heartbreak instead of a comb. A long, tattered scarf coiled around his neck like a noose he wasn’t quite ready to pull. Studded belts dangled uselessly, not even looped through his pants—just hanging there for the aesthetic, clinking with every brooding shift of his weight. Spiked bracelets hugged his wrists like restraints, as if each spike was a declaration of pain turned accessory.

He looked like he wrote poetry in graveyards and cried only to obscure emo bands.

You really didn’t know what to expect from someone named xxxshadowlord420xxx. Honestly, it could’ve gone either way: basement-dwelling troll or full-blown chaos sorcerer. But when he emerged from the mist (where did the mist even come from?), all you could think of was a massive, blinding neon sign flashing above his head: #NEEDTHAT.

You stammered, “Uhm… Shadow?” The name tasted ridiculous on your tongue—like saying “Abyss” with a straight face in public—but what else were you supposed to call him? That’s how he introduced himself. Shadowlord. Like he was a Final Fantasy boss and not someone who looked like he just rage-quit a Dungeons & Dragons campaign over creative differences. Your voice cracked, meek and uncertain, and instantly you wanted to crawl into the nearest coffin and close the lid. Why did you sound so shaky? So soft? So embarrassingly mortal in the presence of… whatever this was? You wanted to punch yourself.

He didn’t respond right away. Just slowly—agonisingly slowly—turned his head up toward you, dark bangs parting just enough to reveal one heavily eyelinered eye. It looked like it had witnessed the fall of kingdoms and at least three high school breakups.

You felt your spine straighten in pure panic. You tried not to shrivel under his gaze, but the second-hand angst radiating off him was palpable. Like, you could taste the Linkin Park in the air. God. You sounded like a scared freshman trying to ask the goth senior for a pencil. You hated it. You hated yourself. And yet, somehow—despite the cringe—you couldn’t help but lean in just a little.

Because if Shadow was ridiculous… he was also ridiculously hot. In a doomscroll-core, 'writes poetry in blood' kind of way.

He looked at you, clearly disappointed, like you’d just failed some important test you didn’t know you were taking. “As I suspected,” he said dramatically, “you wouldn’t recognise my form as it is now.”

You opened your mouth to speak, but he cut you off, lifting his chin slightly.

“It’s me!” he announced, his voice cracking into a weird high pitch at the end. There was an awkward pause. He coughed, cleared his throat, and tried again—lower this time, more serious. “It’s me. xxXShadowl0rd420Xxx.” He said it like it meant something. Like, it should’ve clicked. Like you should’ve gasped and fallen to your knees.

But you just stood there, still not sure if this was real life… or a very elaborate Discord RP gone too far.

“But my real name is Skips,” he said with a casual shrug, like he hadn’t just shattered every gothic illusion you’d built in your head.

Skips???

Your brain short-circuited. You stood there, blinking, mouth slightly open. This guy—this shadow-drenched, chain-covered, eyeliner-heavy enigma—was named Skips? Like... a cartoon rabbit? A kid's cereal mascot??

He looked away, clearly feeling the weight of your disbelief. His shoulders hunched just a little, hands fidgeting with the ends of his scarf like he was used to that reaction. Like it stung a little every time.

You didn’t even realise your hand had flown to your face, fingers splayed dramatically, half covering your expression like you were in a shoujo anime. Eyes wide. Heart in shambles.

Because despite everything—despite the name—he was still so hot.

You finally blinked. You had to—your eyes were starting to dry out. You couldn’t keep staring at him forever… Though, honestly? You would like to. Still, you summoned every ounce of courage you had, straightened your spine, and opened your mouth to finally say something. Anything.

“I—uh, uhm… Mmm…”

… Or not.

You immediately wanted to crawl into the floor. You sounded like a microwave buffering through emotions. Your tongue was a traitor, your voice lost somewhere between panic and overwhelming thirst.

And then he frowned—an actual frown, not the cool, brooding kind, but one tinged with genuine concern. His dark eyeliner only made it more intense. He raised a hand slightly, hesitant. “Are… are you okay?”

You straightened up like you’d been caught in the middle of a crime. “Yes! Yes. I, uh…” you gulped, trying to wrestle your thoughts into something coherent. They refused.

He leaned in just a bit, cautious but kind. “Do you need a moment—”

“No, no, I just… I need…” you started, then stopped yourself so hard your soul nearly left your body. You were definitely not about to say ‘I need you.’ No. Absolutely not. You would rather evaporate. “…Actually, yeah, I might need that moment…” you muttered, flushing so hard you could feel the heat radiating off your face.

He paused. His expression softened. “Oh… okay.” He said it gently, like he wasn’t judging you.

You turned your head away from him, unable to handle the weight of his gaze any longer. The heat in your face was unbearable—you were practically boiling from the inside out. You stared off into the middle distance, somewhere safe, somewhere not him, and quietly muttered to yourself under your breath, “Calm down, calm down, calm down…” over and over again.

Like a mantra. Like a prayer. Like if you said it enough times, your heart would stop doing cartwheels every time he so much as blinked.

You could still feel him watching you, his presence like a heavy velvet curtain—warm, dramatic, slightly suffocating in the best way. And it only made things worse. He hadn’t even done anything. He just stood there existing in all his dark, broody glory while your brain had a complete emotional meltdown.

“Calm down,” you whispered again, more desperately this time. You were not going to fall in love with someone named Skips. You were not. Probably.

Poor Skips, however, was thoroughly confused.

He stood there, scarf slightly crooked, one spiked bracelet digging into his wrist as he fidgeted—watching you whisper “calm down” like you were being haunted. Which, to be fair, he might’ve looked like the ghost. He had prepared for the worst. Truly. Rejection. Laughter. Maybe a dramatic, “You lied to me!” followed by storming off into the distance.

What he didn’t expect… was this.

You, turning flushed like your body had forgotten how to regulate temperature. You, covering your face like that, would somehow hide the storm of emotion in your eyes. You, muttering to yourself like he’d knocked the breath out of you just by being there.

This wasn’t the kind of reaction he’d rehearsed for in the mirror. This wasn’t disappointment. This was… something else entirely. He blinked, shifting his weight awkwardly.

“…Are you sure you’re okay?” he asked again, softer this time. There was a tiny crack in his armour now—something hesitant, maybe even a little hopeful.

He didn’t know what kind of reaction this was. But he kind of wanted to find out.

“Yes! Again… yes.” You turned back to him, trying so hard to look composed, but you were still visibly hot and bothered—flushed cheeks, uneven breath, the whole deal. You prayed he wouldn’t notice. Maybe the dim lighting and his oversized scarf would distract him from the chaos that was you.

“I… uh, needed that moment… to process,” you mumbled, clearing your throat like it would somehow push the embarrassment back down your throat. Then, as if on autopilot, you tucked a strand of hair behind your ear—slowly, nervously, like you were in a bad high school romance movie.

Why are you acting like a teenage girl?!

You wanted to kick yourself. You were a grown person! You had taxes! You had responsibilities! And yet here you were, practically melting because a guy with a username like xxXShadowl0rd420Xxx looked at you with soft eyes and said his name was Skips.

Internally, Skips felt… weirdly light. He wasn’t used to this kind of reaction. He’d braced himself for disgust, awkward silence, maybe even pity. But instead, here you were—blushing, stumbling over your words, looking like you were about to overheat just standing near him. It made his throat feel tight. Not in a bad way. In a way that made his heart beat faster, his hands feel a little too big, and his usual gloom-and-doom persona crack just a little around the edges.

You were nervous. Because of him. And that thought alone made something warm bloom in his chest—foreign, soft, and kind of terrifying.

He glanced at you, then down at his boots, then back up again. He cleared his throat and shifted, suddenly unsure of where to put his hands.

“O… okay,” he said, his voice lower than before, like he was trying to keep his cool. “Uhm… do you still want to hang out?”

It came out more hesitant than he meant it to. Like the question mattered. Like you mattered. And somehow, for once, he really hoped the answer would be yes.

You couldn’t help it—your lips curled into a small, nervous smile. The kind you tried to suppress but slipped out anyway, soft and a little shaky. “Yeah… Yeah, absolutely,” you said, voice still a bit breathless, but steady enough to count. Your heart was doing backflips, but at least your mouth was cooperating now. Kind of. You rubbed your palms together awkwardly, still trying to collect whatever dignity you had left. “Uhm… what do you wanna do?”

“We can do whatever!” he said, suddenly grinning—an actual grin, full of teeth and mischief, the gloom momentarily lifting from his features like morning fog. “After all,” he added, eyes gleaming a little too brightly, “we don’t have to worry about time anymore!”

You chuckled. "Why’s that?”

He stepped just a bit closer, lowering his voice like he was letting you in on a secret. “Because… I’m gonna turn you into a shadow."

“… I’m sorry?” you said, your smile freezing halfway into confusion.

Comments, reblogs, and likes are appreciated:3

[pitapat0]

Just a big stretch..

Had to shorten here.. but you can see the rest on Twitter👀 (PITAPATOart) 18+ only

[mainllysam-deactivated20250816]

Date Everything templates / assets! ☆

(credits to the "date everything" server on discord)

[fragi1eang3l]

skips is the type of guy to do u to music and go “oh shit” in the middle and u think he’s abt to cum but instead he says that it’s his fav part of the song and stops to sing along before going back to fucking ur brains out like nothing happened