Please please more Angelo fanfics i beg you please your highness
Shall We Dance? (Angelo Dalton x F!Reader)
Pairing: Angelo Dalton x F!Reader Category: Angst/Fluff/Smut (18+) Tags/Warnings: Rejection, Crying in Public, Slight Incel Behavior (sorry not sorry it’s his character 🤷♀️), Low Self-Esteem, Swearing, Hurt/Comfort, First Kiss, School Dances/Masquerade, Car Sex, Virginity Loss, Vaginal Fingering, Unprotected P in V Sex (You Know the Drill), Cowgirl, Cumming Early, Creampie, Multiple Orgasms, Men Whimpering (because I said so) Word Count: 4.6k+ Summary: After being rejected at the school's masquerade prom, you find Angelo in a vulnerable position (and in the girl’s restroom no less). A/N: Hello lovely! Thank you for your request, I adore Angelo and wish there was more fan content for him out there (*puts on Infinity Gauntlet* “Fine. I’ll do it myself”). I hope you enjoy!
Angelo was slumped in a chair while a gaggle of teenagers danced to the thrumming pulses of “Like a G6”. He ran a hand through his long, neon green hair. Before the dance, his mother encouraged him to try to ask at least one girl to dance with him.
Just one.
He didn’t fancy himself a ladies man by any means, he was just somebody coasting along until he graduated. Angelo always reasoned that even if a girl wanted to be with him, it would’ve been part of some elaborate prank. He bounced his leg as he scanned the dance floor. A small group of girls stood on the sidelines, their dresses hugging their curves and hair done nicely. His heart fluttered when he laid eyes on the one and only Jessika Park, the most popular girl at Lincoln High.
Angelo eagerly drank in how her black dress shuffled while she swayed her hips, her dark eyes glistening beneath the pristine, silver mask she wore. He clenched his hands in his lap as he poked at the inside of his cheek with his tongue. The pop song began to fade as the slow rhythm of “A Thousand Years” hummed through the large gym, couples squishing together and swaying to the beat.
He knew it was a long shot for a person like him to even dance with a girl like Jessika. But hey, he only had about a month before he graduated.
What’s the harm in going big or going home?
He inhaled sharply before smoothing a hand over his hair and straightening his bowtie. This was his chance. Angelo straightened up as he strolled across the dance floor, an enthusiastic (albeit nervous) smile on his lips. His braces flashed beneath the lights of the gymnasium as he stepped closer to Jessika. The group of girls went quiet, their eyes locked onto him.
“H-Hey Jessika!” Angelo’s voice cracked. He mentally slapped himself as Jessika turned. Her eyes widened as she wrinkled her nose.
“Hey…um, Gary, right?” she said with a fake smile. The girls giggled as Angelo flushed beneath his black mask.
“Angelo,” he said. He tugged on his dark tie as he shifted in place. “So, um, I was wondering if you, uh, would like to, um, y’know-“ Angelo said with a hopeful look in his eyes and pointed his thumbs at the people behind him. Jessika blinked before throwing her head back and howling with laughter. Her group of girls joined her, snickering and whispering. Angelo shrank beneath their gazes as he frowned, his cheeks burning a bright hue of red.
“Yeah, like I’d want to dance with someone like you,” she spat and crossed her arms. “Why don’t you go dance with some other loser? Y’know, if you can find one,” Jessika snarked. Hot tears pricked at his eyes as he sniffed and quickly walked towards one of the double doors of the gym.
Little did he know that one of the girls wasn’t laughing at him, watching him flee the dance floor.
+++
“You’re not actually going after him, are you?” Jessika huffed. You glared at her.
“I’m sick of your attitude, Jess. Maybe if you weren’t such a bitch, someone would be dancing with you right now,” you retorted. The other girls gasped as Jessika’s face went beet red.
“The fuck did you say to me?!” she shrieked. Everyone froze, the slow song doing little to drown out her voice. Her eyes widened as she stiffened in place, all eyes on her.
“Goodbye, Jessika,” you said and made your way towards the hall. You heard her spouting a fountain of obscenities at you as you pushed on. Your eyes glanced around the hallway.
“Angelo?” you called as you passed by the trophy case and posters of your school’s basketball players. You rubbed your arms as you heard sniffling nearby. You poked your head into the men’s room before a small hiccup came from farther down the hall. Your brows raised as you stepped closer to the ladies room.
You rounded the corner, your heart sinking when you saw someone curled up in one of the stalls.
“Angelo? Is that you?” you asked, your heels clicking against the tile of the bathroom floor. Another sniff echoed inside the room as he shifted behind the stall door.
“What do you want? Can’t you tell this is the men’s room?” he asked. You suppressed the urge to giggle as your arms remained crossed.
“Sorry to tell you, but this is the ladies room,” you clarified. His shiny, black shoes immediately shifted at your words.
“Shit, I can’t get anything right. First Jessika, now going to the wrong fucking place,” he groaned. You smiled and crouched down, despite not being able to meet his eyes.
“Jessika’s a cunt. And hey, we all use the toilet, right?” you spoke softly. You heard him huff out a snort.
“I thought you were one of her lackeys,” Angelo sneered. Your shoulders sagged as you sighed.
“I was…up until I called her a bitch and said my due farewells,” you replied. He snorted out a small laugh, and you could see his large hand playing with the string of his shoelaces.
“So why’d you follow me then?” he asked. You could sense the wariness in his voice, the slight shake in his tone. You sighed and held your hands over your lap.
“Because I know what it’s like to be rejected. It cuts deep into your soul,” you said. He remained quiet behind the door as you continued. “And I don’t want your prom night to be ruined by some asshole who won’t give you the time of day”. You watched his legs relax as he let out a small breath. “I know the slow dance is almost over, but I’d like to dance with you tonight, Angelo,” you smiled. He froze.
“Aren’t you afraid of others judging you or something?” Angelo grunted. You tilted your head side to side.
“I was before, but now I can see how scared and selfish I was being,” you said.
“So what? You want me to dance with you to ease your conscience? Because you feel sorry for me?” he spat. You frowned and rose to your feet.
“No, I just…I just want to be kind. And hey, we can rub it in Jessika’s face by having a good time together,” you replied. Angelo sniffed again before the door slowly creaked open. His eyes were red and puffy, snot rubbed onto the cuff of his suit.
“Promise you’re not pulling my leg?” he said with a small pout. You smiled and shook your head, holding your hand out for him to take.
“I promise,” you swore. His hand was clammy and warm as he hesitantly slid it into yours. The muffled sound of “DJ Got Us Falling In Love” thumped through the walls as people cheered.
“C’mon, let’s go show ‘em what we’ve got,” you winked.
+++
Angelo was tempted to pinch himself, wondering if he was having some sort of fever dream. The prettiest girl he’s ever seen was holding his hand, pulling him through the halls as his heart pounded in his ears.
A smile crept over his features as he felt you squeeze his hand, a grin on your face as the lights danced off of your beautiful eyes. Your red dress fluttered and swirled at your feet like a pool of crimson before you opened the gym door. Angelo took a deep breath before he suddenly stopped.
“Hey, what’s wrong?” you frowned, the feathers of your scarlet mask flaring beneath the AC. He swallowed thickly, his heart hammering against his ribcage.
“I, uh, I can’t-“ he paused and cleared his throat. “I can’t dance,” Angelo confessed with a wince. He expected you to turn and laugh, but you simply smiled and leaned closer.
“Oh God, she’s so close!” he squealed internally.
“I can’t either,” you whispered. His eyes nearly bulged out of his head as his jaw dropped.
“S-Seriously?!” he gawked. You giggled and squeezed his hand again.
“Seriously. Now, let’s go tear up the dance floor!” you beamed brightly before pulling him forward. He nearly stumbled and fell on top of you as the sounds of the beat and people singing along to the song reverberated inside the gym. The music hummed in his ears before he watched you crank your arms and spin in a circle. He laughed and covered his mouth.
“See? What’d I tell you?” you giggled. God, your laugh was so cute. Angelo shrugged his shoulders as he stepped side to side, enjoying the moment. You spun around him, a blush forming on his face as you wiggled your hips. His eyes drank in the curve of your ass as you swayed your pelvis side to side.
“I thought you said you were bad at dancing!” he shouted over the music. You shrugged.
“I am…mostly!” you chuckled. Angelo’s smile remained as he rolled his eyes and continued to shift his arms and legs in a janky manner.
Before he knew it, the song ended with a bang. People clapped and cheered before the DJ spoke up.
“Alright everyone! This is for you lovebirds out there,” he spoke before the next song began to play: “The Way You Look Tonight”. Angelo locked eyes with you and gulped, his hands shaking at his sides.
“Um, do you wanna-“ your hands were already in his as you stepped in front of him. His breath hitched as you gazed into his eyes, your chest nearly brushing against his own.
“I’d be glad to,” you replied as you tilted your head. Frank Sinatra' s voice carried through the gymnasium as you gently swayed side to side. Angelo felt sweat bead against his acne-covered forehead as he slid his hand down to rest on your waist. He was surprised to hear you humming along to the music.
“Isn’t this, like, a super old song?” he asked in a hushed voice. You chuckled.
“I’m an old soul, what can I say?” you smiled. His eyes locked on your perfectly shaped lips. His tongue swiped against them before he parted his mouth, his chest hurting from how quickly his heart raced.
“C-Can I ask you something?” Angelo squeaked as his feet stumbled on top of yours. He sucked in a sharp breath. “Shit, sorry,” he winced as you wrinkled your nose.
“It’s okay,” you gently reassured him as you steadied yourself. He couldn’t keep his gaze off of your lips, his mouth suddenly watering with need. “What did you want to ask me?” you said, your hands caressing the back of his neck. His breath caught as his hand shook on your waist.
“I-I just-“ before he knew it, his lips fell against yours. He heard you gasp as he gripped your body, his head swimming as he tilted it to the side. His eyes shot open as he pulled back. “Fuck, I’m sorry. I don’t-“ it was Angelo’s turn to gasp when you suddenly leaned forward, kissing him deeply. His braces rubbed against your lips before he closed his eyes and leaned back a little. He sighed and smiled against your mouth as he smoothed his thumb against your side.
He blinked several times as you pulled back, a dopey grin on his face as his cheeks flushed with pink.
“Wow, you really know what you’re doing,” Angelo commented. You giggled, still slowly spinning in a circle with him. He rested his forehead against yours, his adorning gaze locked on your eyes. “I wish this could last forever,” Angelo murmured as he pecked your lips, letting them linger. He didn’t care if your lipstick stuck to him - it was a sign that he at least got some love tonight.
“Me too,” you smiled back and rested your hands on his shoulders. His heart sank as the song began to fade out, yearning to stay like this for a bit longer. The DJ’s voice felt muffled as you took a step back, before he held you close.
“Please…” he simply said as you gazed into his eyes. You smiled, your hand cupping his cheek. He nuzzled into your touch as he let out a soft groan.
“I know we can’t make it last forever…but maybe we can make it last just a bit longer,” you whispered. His eyes lit up as his smile grew.
“Yeah? What did you have in mind?” he asked.
+++
Angelo couldn’t believe this was happening.
“Is…is this allowed?” he squeaked as you led him towards your car. You giggled as you held out your keys and unlocked it with a few beeps.
“Don’t worry, I’ll just drive to the football field parking lot. None of the chaperones will find us out there,” you winked. A mixture of dizzying excitement and sharp anxiety pierced through his rapidly beating heart as he slid into the passenger seat. He fiddled with the legs of his dark slacks while you turned the key into the ignition.
“So, uh, have you done this before?” he blurted out, clawing his way at trying to make conversation. You smiled as you closed your door and shifted the stick.
“Done what, exactly?” you questioned. He couldn’t tell if you were genuinely asking or if you were being facetious.
“Uh, y’know…” he said and thrusted a finger through a loop he made with his other hand. Your eyes widened a bit as you giggled. He didn’t miss the faint blush on your cheeks as you began to drive through the parking lot.
“A few times,” you confessed. His jaw dropped.
“Wh-a few times?!” he gawked. You laughed as you turned on your turn signal. The sound of your chuckle made his cheeks heat up. Angelo lowered his head and rubbed the back of his neck. “I…I haven’t done anything like this before,” he muttered and shifted his feet. You hummed softly as you made your way down the road.
“I think that makes you even more desirable if I’m being honest,” you said before glancing over his way. “Have you been saving yourself for someone special?” you asked and laid a hand on his thigh. Angelo’s eyes widened as he felt his pants grow tighter. He didn’t want to confess to you that he was still a virgin, let alone that he hadn't even kissed a girl until tonight.
“Y-Yeah, definitely that,” he said with a slight crack in his voice. You grinned and nodded before your hand slipped back to the wheel.
“That’s cool. There’s not a lot of people who think that way nowadays,” you replied as you pulled into the football field parking lot. It was just the two of you now, the sounds of the radio playing and distant traffic filling the space between you both. His heart skipped a beat as you shifted your car into “park”, your vehicle lurching forward before stilling. The two of you remained quiet for several moments before you turned to him with a smile.
“If at any point you feel uncomfortable, just let me know,” you sighed as you unbuckled your seatbelt. Angelo’s heart was hammering against his sternum, his mouth feeling dry as his hands trembled. He gasped when you kissed his cheek, your hand now wrapped around his. “Wanna head to the backseat?” you whispered into his ear. The feeling of your breath against the shell of his ear made him shudder.
“Fuck, y-yes please,” he groaned and scrambled out of the passenger seat. His hands trembled as he opened the door, his breathing ragged while he slipped into the backseat of your car with you. Sparks flew through his throbbing member when your knees touched as you slid beside him, your hands caressing his shoulders. “So, uh, what do we do?” Angelo asked as he fidgeted with his hands in his lap. You gave him a smile as you lifted up your mask, his breath hitching when he saw your face. You would’ve put Aphrodite to shame: your luscious lips, perfect eyes and beautiful skin.
“How about we start off with a kiss?” you offered gently. Angelo nodded as he licked his lips.
“R-Right,” he said. He gasped when you straddled his hips, your clothed core pressed up against his growing length as you raised his mask from his face. He expected you to recoil with disgust, but instead you offered him a warm gaze and kind smile. Angelo gulped as you tossed the masks behind you, your hips gently grinding against his as his hands fell onto your waist.
“Ah, mmm,” he whined before your lips met his in a tender kiss. He whimpered as you pumped your hips against his own, your mouths tangled in a heated embrace.
“I can feel how hard you are,” you breathed as your hand slipped between your bodies. He gasped as he felt you unbutton his pants, the sound of his zipper echoing in his ears as his throat grew tight. “Is this okay?” you asked softly.
“Y-Yes,” Angelo nodded, nearly headbutting you from how hard he moved his head. You grinned before he felt your warm, soft hand caress his pulsing dick. He moaned against your mouth as you began to curl your palm around his shaft and slowly stroke it. Angelo squirmed, his nails digging into the fabric of your dress as you softly kissed him. “Mmmm, oh God, oh fuck,” he whined as he bucked his hips into your hand. Pleasure began to seep into every inch of his body while he chased the delectable feeling of your lips against his.
“I love all the noises you make,” you whispered. Angelo watched as you dipped your hand between your legs, hoisting up the skirt of your dress. His mouth watered when he saw how your panties hugged your sex.
“N-No spanks under your dress?” he thought aloud. You laughed as you continued to stroke his length.
“Nah, where's the fun in that?” you said with a cheeky grin. Angelo bit his lip as he watched you dip your hand beneath your panties, a soft moan falling from your lips as you drew sloppy circles around your clit. Angelo gulped, a sharp feeling of hesitation growing inside his chest. You paused when he laid a hand over your own.
“Can I?” he breathed, his eyes drifting between your own and your underwear. You parted your lips and gave a small nod before he stuffed his large hand against your sex. Fuck, you were so wet and warm. The two of you moaned as you continued to stroke his shaft while he explored your weeping pussy. He slid two fingers along your juicy slit, his thumb pressed against where he thought your clit would be.
“Mmm, Angelo,” you keened and arched into his touch. His breath caught again as his cock ached in your hand, his fingertips dipping past the tight seam of your entrance. He groaned as he felt your walls grip at his digits, imagining how soft and snug you’d feel wrapped around his-
“(Y/N)!” he suddenly gasped as he came into your hand. Angelo’s eyes rolled back as his body shook with bliss, rope after rope of his hot cum coating your fingers and palm. He moaned your name, babbling it like a sacred prayer as he stilled. Angelo panted heavily, sweat rolling down his temples as his vision slowly began to unblur. His eyes widened. “Oh shit. I’m sorry, I didn’t mean to…to cum so early,” he said and lowered his head. You simply smiled as you pulled your hand from between your bodies. Angelo gulped when he saw his cum dripping and oozing from your fingers. His breath hitched when you suddenly dove your digits into your mouth, your tongue swirling and swiping over your hand.
“Oh,” he gasped, feeling his flaccid cock twitch between his legs. He could practically feel your hot breath from between your fingers as his own remained snugly fit inside your entrance. Angelo watched as you licked and sucked his glistening cum from your hand before he slowly began to thrust his digits into your tight snatch. You squealed as you finished licking your hand clean, your hips stuttering as he inched his long fingers between your walls. His eyes flickered with desire when you made a sharp cry when he curled them against a certain spot.
“H-Here?” he asked. You nodded, your hand caressing his thumb as you moved it in slow circles around your nub.
“Yes, and make sure to move your thumb like this,” you instructed gently. Angelo’s heart fluttered as he gave a small nod, moving his thumb as you told him to. He felt your walls pulse around his fingers as soft, wet squelches echoed each time he brought his digits down to the knuckle.
“You’re so, mm, tight,” he groaned as he felt his cock starting to grow hard again. Your moans and cries of pleasure made his heart thrum.
“I can feel you; so deep inside me,” you keened and arched your back. Angelo couldn’t believe it, how he was giving you so much pleasure just by moving his fingers and thumb.
“(Y/N), please, I-I need you,” he whined. He didn’t care that his cock was only half-hard: he wanted, no, needed to feel you wrapped around him. You panted, your hot breath mixing with his as he curled his fingers deep inside your core.
“Do you want me to ride you, Angelo?” you asked as you laced your arms around the back of his neck. His jaw almost dropped as his heart hammered against his ribcage.
“Please,” he begged you. You gave a soft chuckle before raising your hips, his fingers slipping out with a slick “pop”. Angelo’s heartbeat thrummed in his ears as you shifted your hips and pushed your panties to the side. He let out a shaky breath when he saw your bare pussy, your puffy lips belying the sacred space between them.
“I’m going to go at whatever pace you want, okay?” you spoke before guiding the tip of his flush cock to your puckering hole. His hands latched back onto your hips as you smeared your juices over his bulbous head.
“I don’t care what pace you go, please, I fucking need you,” Angelo grunted. He wasn’t girthy or long by any means, but all insecurities he felt about his cock went out the window as soon as you slowly sank down on his length. “Fuck!” he cursed and threw his head back. Your hot, velvety walls caressed every inch of his dick as you lowered your hips. Both of you gasped when you sank down to the hilt, his dark, thick pubes caressing your sex as he let out a strangled moan.
“Just let me know when you’re ready for me to start moving,” you murmured and kissed his forehead. Angelo took a second to collect himself, the feeling of your walls wrapped around his cock enough to nearly make him cum again.
“I-I think I’m ready,” he said after a minute. Angelo gazed into your eyes as you smiled and slowly lifted yourself up. He whimpered as you sank back down onto his cock, his balls already feeling tight while you began to ride him. The car shook back and forth as the wet, sloppy sounds of your sexes joining filled the space.
“Oh yes!” you moaned as the head of his cock pounded against your cervix. Angelo bucked his hips up to meet yours, his hands squeezing the flesh of your hips as you rode him.
“Fuck, (Y/N), oh my God,” he keened as you bounced on his shaft. His legs felt like jelly at how your gummy walls caressed and massaged his cock, the familiar knot already growing tighter and tighter between his legs. “P-Please slow down. Can’t…don’t want to cum yet,” Angelo whimpered as he met your gaze. You slowed your pace, stilling your hips against his as you rested your forehead against his own.
“Are you doing okay?” you asked gently as you brushed some hair that clung to his face. Angelo swallowed thickly and gave a short nod.
“Yeah, yeah…just trying to take it all in,” he smiled. You giggled and pecked his lips.
“You’re doing great so far, you know,” you praised him as your hands moved to rest on his shoulders. Angelo’s heart skipped a beat as his grin widened.
“Thank you. So are you; y-you’re fantastic,” the young man beamed. You shared his smile and kissed him deeply, his dick twitching inside your snug canal. The two of you remained still for a moment, soaking in each other’s presence as his heartbeat began to slow down.
“Let me know when you’re ready for me to start moving again,” you said as your lips caressed his chin. He closed his eyes and let out a small squeak when you suckled over the column of his pale neck, a bright hickey blooming across his skin. Angelo shifted beneath you as his hands slid up and cupped your breasts. He smirked when you let out a soft squeal as he gave them a tender squeeze, his thumbs brushing over the curve of your tits.
He groaned as he pulled down the top of your dress and bra, your breasts spilling out and jiggling before him. Angelo licked his lips before puckering his mouth around one of your nipples, careful to not scratch you with the metal of his braces.
“Ah, mm,” you moaned as he flicked the tip of his tongue over your hardened bud. He grunted as your walls fluttered around his hard shaft, his body still thrumming with need to feel the delicious friction between your bodies. Angelo detached from your tit with a heavy sigh, his spit coating your perky bud before he locked eyes with you.
“I’m ready now,” he spoke while raising his head. You grinned and held onto his thin shoulders as you adjusted yourself. Angelo continued to grip and squeeze your breasts before you started to raise and lower your hips once more. “Oh fuck yes,” he moaned, his cock fully hard now as you sank down onto it.
“Love-mmm-how you rub every inch of me, Angelo,” you panted while rocking your hips. The car started to bounce again as the sound of wet ‘plaps’ filled Angelo’s ears. His nails sank into the plush of your tits as he whimpered.
“I-I love how you, shit, how you grip me so tight,” he moaned. He continued to thrust up into you, your bodies meeting in rough smacking noises as he felt your cunt soak his lap with your warm juices. He felt your walls start to clench around his length as you mewled.
“God, I’m so close,” you whined. Angelo’s eyes lit up before he groaned.
“M-Me too,” he confessed as he felt the knot deep within him start to grow taut again. It was only a few more thrusts before his hips snapped forward, a sharp cry cascading from his throat as he spilled into you. You continued to ride him through his orgasm, your walls greedily sucking in every drop of his hot, sticky cum before you stilled against him.
“Angelo!” you cried out his name as you came, your head thrown back as you moaned. He shared your sounds of pleasure as he felt you suck him in even deeper, your walls gripping his cock in a vice as your pussy pulled him in. His head thrummed and heart throbbed as he caught his breath, his body slowly drifting down from his high as he panted. The car was filled with the musky scent of sex as you sighed and rested your head against his chest. A long, pregnant pause remained between the two of you as you rested.
“Maybe we should do this more often,” you spoke after the long pause. Angelo beamed at your suggestion as he held you close, rubbing his hand along your upper back.
“I’d like that,” he said with a smile.
----
Thank you for reading! 💜














