#cherriepicked

notes: title is from the edge of heaven by wham

You never thought you’d find yourself in a situation like this.

But you certainly weren’t complaining.

There you were, back pressed against the wall as your tongue swirled around the resident milkman’s mouth. You wanted to explore every single crevice within, memorize the little imperfections that structured him beautifully.

“Milkman..” You gasped out breathlessly as he pulled away, giving you a second to relax as his ministrations continued on the lower part of your body. His cold, calloused fingers began to gently rub your clothed clit, causing high-pitched yet deeply soulful moans to escape your lips.

“Shh,” He coos, his free hand coming up to place a finger against your mouth in a shushing manner. You reluctantly bit back soft whimpers. You practically melted into his touch, wanting nothing but to obey each and every command he may give you. His voice was just oh-so dulcet and velvety, like a lullaby to your ears that you never wanted to let go of. “Just call me Francis, darling.”

And so, you forced your whimpers to come out as quietly as possible as the milkman, or, Francis slowly tugged your lovely skirt down, revealing the elegant pair of panties you donned. He licked his lips softly, giving your hips a little squeeze as he led you over to the couch.

You sat down, watching as Francis loomed over you as a tall and imposing figure. He slowly kneeled in between your legs, leaving gentle yet sensual kisses down from your thighs all the way up to your wet clit. Your lips parted to let out faint gasps and whines as he did so, your eyes drifting down to meet his seductive gaze.

“Francisfrancisfrancis, ah..” You babbled mindlessly, throwing your head back as his tongue began to swirl circles around your sensitive wetness. He was quite elegant and composed, even during moments when passion and lust were meant to take over your consciousness.

Your back arched forward, head buried within the sobering solace of your couch cushions as the milkman’s ministrations began to accelerate in both speed and intensity. He slowly stood up, unbuckling his belt and pulling down his pants to reveal his completely erect cock, positioning himself in front of your cunt.

A loud. whiny gasp escaped your lips as Francis began to slick his hardened, dripping-with-pre-cum member up and down your clit as you threw your hand over your mouth and allowed your eyes to roll back. You couldn’t believe that your neighborhood milkman, a man supposed to be innocuous, could make you feel as good as this.

A part of you was wondering if he had seduced the other women in your neighborhood and done the same to them, but it didn’t matter to you. He was putting his experience to good use.

“Are you ready?” Francis asks softly, head tilted lightly as his hands gently squeezed and fondled your chubby hips. The abyss of pleasure he had thrown you down left you a bit dazed, so it took you a few seconds before you nodded in affirmation.

He turned away, pulling out a bottle of milk and pouring some into his hand as he began to rub it all over his shaft. He can’t be- no, he was using milk as lubricant. You blinked, watching in a mix of excitement and bewilderment as he smeared the white liquid all over his large cock, making his veins glisten with anticipation and sensuality.

“Is.. is that milk?!”

“Mmhm. Can you turn over and lay on your stomach?”

You nod, flipping over laying down on the couch as your hands latched onto a pillow and you tilted your head back to look at him.

“Good girl,” Francis coos as he began to gradually slide himself inside of you from behind, his shaft beginning to fill your insides as he steadily held onto your hips to keep you from squirming around too much. The sensation was quite the thrilling one, and the taboo of getting “down and dirty” with the milkman was exciting you even more.

“Francis-!” You gasped out, eyes rolling to the back of your head as the brunette began to pump his hips into yours, seemingly going deeper and deeper with every thrust. You weren’t sure if it was just the ecstasy of the ordeal confusing you, or if he was getting more aggressive, but you certainly weren’t complaining. His size was quite.. impressive, and it was definitely helping your pleasure levels.

“You’re doing good, princess.” Francis praised, smirking coyly. He continued to thrust into you, letting out deep grunts and groans that were a symphony of lust for your ears. His hands gripped your hips, occasionally sliding down to your butt to give your cheeks a little squeeze of both affection and ardor.

“What if you get me pregnant?” You ask breathlessly, the pounding of his hips into your soft ass sending you to the edge of heaven as you tilt your head back to meet his gaze. His eyes were filled with lust and lechery, nothing more to show that his attention was completely focused on pleasuring you.

“We’d have a bastard child,” He says calmly, shrugging lightly as if it was nothing but a regular day for him. You wondered if it was a regular day for him, to just casually seduce and probably impregnate the women he delivered milk to. Your thoughts washed away as he thrust harder and harder, one hand sliding upwards from gripping your hips to getting itself tangled within your soft locks. “But I’d marry you before anyone finds out.”

His reassuring words and tone would’ve calmed you down had it not been for the fact that the two of you were actively engaging in intercourse at the moment. The feeling of Francis sliding in and out of your sensitive opening from behind was clouding your senses, and hell, clouding your vision too. Your eyes were hazy as you could barely make out the outline of your television, but it was fine. This felt perfect.

Would it be improper to say that you were getting the milkman’s milk?

And would it be even worse to say that you were enjoying each and every second his dick slid in and out of you?

“So, so good..” You mumble into the pillow, panting as pearls of sweat dripped down your forehead and slid onto the cloth of the pillow you were grasping onto. His hips continued to slam into your rear as his fingers gripped your strands of hair tightly, almost pulling them out had it not been for his restraint and slight fear of hurting you.

“You’re taking it well.” Francis comments, moving his hand from your scalp down to your jawline as he gently tilted you to look back at him. Your soft, alluring gaze met his more seductive and lustful one as he leaned in, his lips brushing against yours as your tongues battled in a war of passion and lasciviousity.

“This is.. quite indecent,” You murmured against his lips as you leaned into yet another kiss from him, that simple kiss quickly morphing into a heavy make-out session. Once he finally pulled away, giving your cheeks a soft slap, you moaned louder as his thrusts began to accelerate again.

“Mm.. `m gonna cum soon, babygirl,” He pants out, lifting a hand to wipe away the sweat dotting his hairline as he finally takes his hat off and tosses it aside, revealing his soft brown locks that were tousled and messy. You moaned, realizing that you were close to also tipping off of the edge of heaven as well.

Before you could warn him, the two of you reached your climaxes, his cum filling your insides as your fingernails dug into the pillow and you screamed. It was one of the most pleasuring sensations imaginable, but any coherent thoughts were washed aside by the ecstasy of finally reaching your peak.

“Would you like to go for another round?”

And you immediately nod in affirmation.

let me be honest w y’all. you know those freaky videos on twitter where the angle kinda sucks ass and it’s low quality? yeah. he be making homemade videos. does that make sense..

very vocal. need i say more?

okay i WILL say more. genuinely i think he has the prettiest moans ever, no matter bottom or top. shit sounds buttery, velvety, all the good words

switch, usually prefers to be dom/top. whenever he tops he can be kinda aggressive if you want him to be 😛

loves having music playing during sex. especially freaky shit (ex. closer by nine inch nails, mmmh by kai)

imagine that one scene in angels of passion (1986) where ulterior motives was playing in the back..: that but you and kyle.

he’s a slut for shower sex WHAAATT WHO SAID TJAT ?????

this is gonna sound insane i’m sorry. but 9.54 inches, light veins on his shaft, also he likes when you massage his balls.

this is so unhinged BYE LMFAAOOAOOO

his fav part about making the videos is getting the camera angled perfectly to show your pleasure. especially when you’re taking it from the back. the camera will be right in front of you and all your facial expressions will be visible to his fans <3

he prefers rough sex but whenever you ask for gentle sex, he’ll praise your ear off.

he’ll let you tie your hair into a ponytail (if your hair’s long enough) before sex. and during sex he’ll occasionally pull on it and lift your head to show the camera <3

aftercare king. he’ll give you a bath and shampoo your hair. maybe he’ll cook you a meal if he has enough energy to run around the kitchen. maybe the two of you will just cuddle and watch a movie. either way it’s adorable!

handcuffs. that’s all.

he likes pegging and anal whenever he’s bottom. he deeply enjoys taking it in the ass as you grab his hair. he likes it when you spank him lowk

cannot believe i typed that out bro 😭

kinda unrelated?? but he’s 100% sapiosexual. (basically he finds intelligence sexually attractive)

whenever he cums he throws his head back. it’s a habit of his <3

Saying the night was awkward would be a horrible understatement.

Roland sat there across from Connor, the warm water enveloping their bodies as soft curls of steam rose from the surface of the water. Night had fallen, gracing the two with a beautiful view of stars scattered around the sky like paint dotted on a canvas.

Silence filled the air, adding more to the intense and awkward atmosphere that the boys were left in. What the hell were they supposed to talk about? They hated each other's guts, and yet, there they were, both naked in a hot tub, alone. 

Connor shifts his position to get more comfortable, his leg accidentally brushing against Roland’s as he bites his lip and leans back lazily.

“.. Was that your leg?” Roland narrows his eyes, not bothering to look down into the water as he picks up a lighter from seemingly nowhere and lifts the flame up to his cigar, pinching it in-between his fingers and taking a puff.

“Huh?” Connor looks over in confusion, meeting the other boy’s eyes. “You mean this?” He shuffles again, his knees brushing against Roland’s once more, the contact sending a shiver down his spine. 

“Yeah.” He takes another puff from the cigar, his other arm draped lazily against the rim. “That your leg or not?”

Connor’s almost intimidated by his tone—that deep, velvety voice dripping with harshness he could barely detect—but he nods, speaking in a lighter tone than before. “Yeah. That was me.”

Silence descends upon the two once more, the tension growing thicker as Roland continues to smoke his cigar, not a care in the world as he leans back and lets the jets massage his back. He lets out a soft growl of contentment, looking up to the sky and letting everything fall into place.

“Mai looked pretty hot in there, dontcha think?” Roland smirks, head tilted back as he interrupts the quiet tranquility to air out his thoughts. He looks back at Connor once more, throwing him his signature smile that eases the mood.

“Whatever floats your boat.” Connor replies chippily, a cheerful smile laying on his lips as he looks down from the sky and glances over to him, his eyes following the way Roland smiled and how he just so casually took a drag of the cigar. He couldn’t feel this way, not when they had knives to each other's throats like cats to mice.

“I’d love to take that piece of ass home.” He adds, his smile turning into a sly, knowing smirk. That would certainly make him jealous, Roland knew it. He watched as the brunette’s eyebrows slowly furrowed, his eyes speaking of confusion and envy. 

Oh, that smile. That smile did things to Connor, whether he knew it or not. Roland definitely did, though, lowering the cigar from his lips and shooting the other boy that oh-so-charming smile. It was annoying, so goddamn annoying, so annoyingly attractive.

He had Connor sitting perfectly in the palm of his hand.

“.. Same.”

Roland raises an eyebrow when he agrees to his statement, finding it particularly amusing. He distinctly remembered Connor walking through the foyer of the party, Risa by his side, the two of them holding hands as they navigated through the crowd. A spark of curiosity rushes through him. He just had to ask. He needed to. 

“Yeah, I’m sure Risa would love that.” He says sarcastically, taking another puff of his cigar and holding the smoke in for a few seconds, before exhaling and watching the gray cloud dissipate into the night sky.

“I wish.” Connor almost has a dreamy look in his eyes, his mind wandering off to various fantasies. He’s always liked the idea of him, Risa, and Hayden, taking turns on each other and gently bathing each other for aftercare. “I’ve always wanted to have a threesome.”

“Two girls or two boys?” Roland can’t help it. He needs to know more. He’s completely forgotten about the cigar still in-between his fingers, the only thing consuming his mind being pure intrigue.

Any little bit of hostility that had been lingering in the atmosphere has completely evaporated. It’s replacement is curiosity and awkwardness, the topic washing away the hatred.

His answer is a little embarrassing, so Connor decides to lie. “Two girls, obviously, with another guy, that’d be..”

“You’ve never had a gay fantasy?” The sentence doesn’t even need to be finished, Roland knows what he’s going to say. “I haven’t.”

“You haven’t?”

“I mean, yeah, of course I have. Everyone has.” Roland snickers, ignoring the way he had just contradicted himself seconds prior. He tilts his head up, keeping up the image of intimidation and confidence, even if on the inside, a part of him wasn’t truly as confident as he was.

The words spill from Connor’s lips before he could restrain himself, before he could get his thoughts in order. “I never wanted to do anything crazy. Maybe just..” Hesitation.

Could he finish what he wanted to say? Express the emotions he desperately wanted to convey? Tell the truth, even if Roland makes fun of him for it? “.. jerkin’ off in front of another guy. Or letting another guy jerk me off.”

“The first one isn’t that gay, is it?” Roland takes a puff of the cigar he had just remembered was still lit.

“No!” The words escape his lips so quickly Connor has barely had time to process what he was saying. He takes a deep breath and sighs, scratching the back of his neck as the massaging jets of the hot tub streamed against his back. He quickly regains his composure, doing his best to act as nonchalantly as possible so Roland wouldn’t think he was attracted to him. “No, uh, I don’t think so.”

It falls quiet again, the only sounds being from the party that was still raging on in the house. The silence causes them to remember where they were. A hot tub in the backyard of a house. A house that wasn’t theirs, but rather, a house owned by Jackson Wang. The same guy who had invited them to this party, the same guy who was the reason they sat there in this hot tub, naked.

“.. So should I start or will you?”

Roland raises an eyebrow. “We’re doin’ this?” 

“Yeah.” Connor’s voice is quieter than usual, a shy undertone lining the facade of confidence he had thrown into the mix. “.. Uh, I’ll start.”

Connor’s free hand reaches down to his penis, fingers wrapping around his shaft as he begins to pump up and down. His cock was as stiff as ever, having hardened from their intimate conversation.

His head reels back in ecstasy as Roland sits there and watches, taking the occasional drag from his cigar, his eyes glued to the sight of Connor stroking himself. He watches with an almost lustful gaze, vision never straying away from the scene before him.

It doesn’t take long for Connor to cum.

In fact, it’s almost embarrassingly fast. 

Roland watches with a smirk as after only a few seconds, Connor reaches his climax, his ejaculate squirting out onto his chest and quickly being washed away by the water of the hot tub. He’s starting to wonder, what was he thinking about that had made him release that early? Risa, probably? Or maybe what they discussed earlier, about Mai’s outfit and appearance? Or even the threeway that he wanted, about him, RIsa and Hayden?

Or, maybe, just maybe, he was thinking about him?

Roland just has to ask, needs to know. “Who were you thinking about?”

“What?” Connor’s caught off guard by the question, a soft, rosy color blanketing his cheeks.

“When you came, who were you thinking about?” He’s ashamed to answer. He doesn’t want Roland to know the truth, to know that he wasn’t thinking about Risa, but it was someone else. Someone familiar.

“..” He should be honest.

“You.” One word, plain and simple, or, at least, it was supposed to be. Connor was already having second thoughts about revealing the truth. He bites his lip anxiously, hands slightly trembling as they clasped together on his lap.

Although Roland tries his absolute hardest not to show it, he’s pleasantly surprised by his answer. Connor really was thinking about him when he was stroking himself. Connor really was thinking about him when he exploded everywhere. But he quickly masks his surprise with a look of indifference and smugness. “Oh, really? Prove it.”

How the hell am I supposed to prove it? He has an idea. It’s risky, but it might just work. And it might just result in more.

Without warning, Connor leans in and presses his lips against Roland’s, his hands crawling onto the other’s tanned thighs as he slips his tongue past his teeth. Their tongues engaged in a battle of dominance and control, and Roland could sense it slipping away from him as he dropped his cigar over the rim of the hot tub, ears catching the sound of it landing onto the concrete.

He couldn’t let this happen. 

Roland’s eyes fluttered shut as the pretty-eyed brunette across from him continued to kiss him, and in an attempt to control the situation and regain his dominance, he shoves his tongue through Connor’s teeth, exploring his mouth and memorizing each and every crevice within. 

“Ah—” The brunette lets out a soft, gentle whine as Roland’s right hand slides onto his thigh, his left hand digging firmly into his petite waist. The aggression is there, yet slowly fading, fading into unadulterated arousal. 

The stars looked on as the two of them made out, moonlight shining down and illuminating their figures as they held onto each other and dueled for authority.

“You like that, huh, Lassiter?” Roland growls out, pulling back from the kiss as his hand crawls up Connor’s thigh and gently runs along the base of his cock, letting it stiffen against his fingers. 

“Yeah..” He’s breathless, panting. One hand grips the edge of his seat, the other on Roland’s waist, too prideful to admit that he was losing himself in the other boy’s touch. He watches as that cold, veiny hand goes down and squeezes his balls, a gasp escaping his parted lips.

Connor can’t help himself. He just has to throw the joke out, no matter how embarrassing it sounds. “Nice dick.” 

“Don’t tell me things I already know.” Roland scoffs, breaking eye contact to look directly down at the tip of Connor’s cock, his hand slowly beginning to pump up and down from the tip to the base.

Connor lets out a soft whine each time the dark-haired male’s fingers brush against his sensitive foreskin, voice dulcet and tender, causing the smirk on Roland’s face to further widen, his gaze locked on the pure ecstasy in those oh-so-pretty eyes. He never knew that his eyes were so deep and captivating, and had he known that earlier, he’d let himself get lost into those soulful orbs.

“Fuck you,” Connor spat, his voice lacking vitriol as his hands slide into Roland’s soft, chocolate brown locs, fingers wrapping around the strands of his hair and tugging on them as quiet whimpers escape his lips.

“You know you want to.”

Roland’s movements accelerate, going faster and faster and drawing out the prettiest of moans from Connor’s lips. He had to admit, though he despised Connor Lassiter with all of his heart, the boy’s whimpers were divine to listen to.

His grip tightens, calloused fingers sliding up and down with ease as pre-cum spilled into the water, making it go from clear to translucent.

“P-please..” Connor whines, his eyes fluttering shut as his head reels back and rests against the rim of the hot tub. In a desperate attempt to be quieter, he throws his hand over his mouth and lets his moans get louder, knowing his noises would be muffled by his palm. “I’m so close..”

“You gonna cum, Lassiter?” Roland smirks, his voice taunting as he strokes Connor harder, faster, wanting to see him ejaculate from the pleasure of his actions.

“Yeah, I..” He pants, his breathing getting heavier. “I’m gonna cum..”

Before Roland could even process the other boy’s words, Connor finally falls off of the edge of heaven, cum dripping down from the head of his cock and floating off into the water as he let out a loud groan into his hand. His eyes, though shut, were clouded in ecstasy as semen spills onto Roland’s hands.

“That.. that wasn’t gay, was it?”