Duncan enjoyed his job, a little too much. As he is now back in his hotel room at the charity event, taking his time stroking himself, the delicious sounds of his own pre-cum mixed with the cream he’d used was sinful in itself. The thoughts of you running through his head, the way your breasts rubbed against him, the feeling of your wide hips as he held onto you, thinking of how well you’d be able to take him. It drove him mad. And that’s why he’d been in this room, not doing his job, to fuck himself to the thought of you.

And that’s when it happened, you turned the knob of your body guards door, hoping to find him there. You’d been without him for a little bit, and wheneber he is away you get nervous. Butterflies appear and you all of a sudden don’t feel as secure. You could trust Duncan with your life, you knew it. He’d never let anything or anyone harm you, and maybe it was because you’d be touch starved, or hadn’t had a partner in a while, but the way he cared for you had the coil in your stomach turning. Feeling a slight tingle in your heat, just at the thought of Duncan, it was bad. It couldn’t happen, this was his job and you took it too far, he didn’t want that. He was just doing his job.

“Fuckk y/n…” your eyes widened at the sight of it, did he just…say your name? It was him, his black button up shirt opened as his long, and hard member pulsed in his hand, watching his hand jump back from fucking himself as you entered the room.

“SHIT!! Duncan—I’m sorry” you closed the door behind you and covered your eyes not quite sure how to handle the situation.

But it was too late, even with the interruption you heard his silent “fuck” and you heard strangled moans, looking up from your hands you’d see him cumming on himself, hands free, eyes rolled back and gripping the sheets beside him.

Duncan was surprised at your entrance, but something about seeing you had set him off, even after he’d jumped back and stopped stroking himself. Seeing your body, feeling your presence, just you being there while he was in this position had got him off. And he couldn’t hold back his orgasm, squirting his cum all over his stomach, he wished he saw your face, but how intense his release was had him seeing stars, gripping anything he could for leverage as his cock milked itself for you.

“Duncan….” you said, lightly as you walked over to his fucked out body. He was in such a trance, he didn’t even bother covering up.

“I’m so sorry, y/n” he apologized through broken breathes, sitting up as he watched you walk closer to him, finally feeling the bed shift as you sat beside him.

You looked him up and down, analyzing his cum filled chest, and his softened cock. Realizing now he had been saying your name, you inadvertently did this to him. And you loved that you did.

“Don’t be sorry—maybe next time….I could help?” Your voice raised few octaves, feeling bold, your placed your hand on his cock, dragging it down until you cupped his balls, watching him jolt up at the sensation. Biting down hard on his lip as you did, squeezing his eyes shut as he felt you playing with him, overstimulation him for fun.

Summary: You’re a broke ass college student whose one night stand with the infamous Duncan Shepherd leads to the development of a rather interesting relationship between the two of you. OR This is literally just the birth of sugar daddy!Duncan.

Word Count: 6.7k

Warnings: (pre??) sugar daddy!Duncan, fem! reader, plot heavy (sorry y’all I got carried away agAIN), mentions of alcohol, smut, fingering, daddy kink, choking, das it i think

A/N: Alright girls and gays someone asked for sugar daddy!Duncan and this probably isn’t exactly what they meant, but it’s what my two remaining brain cells could come up with. Also, this is the first time I’ve ever written smut so pls disregard and ignore if its bad lol. Honestly I’m not half mad at how it turned out plot wise, but that’s just meeee. I was going to split this in half, but I couldn’t find a good place to stop so I just left it as one. As always please lmk your thoughts I thrive off of feedback!

     School had been kicking your ass lately, which is how you’d wound up planted in a leather bar stool in the lounge of an upscale hotel. The hotel was always swarming with D.C.’s elite, one of which was bound to buy you a few drinks before inviting you up to their room before fucking you senseless. Hitting up the hotel for a quick fuck wasn’t something you did very often, only when you were particularly in need of some stress-relief. Sure, you could have went to the grimy pub down the block from your shitty apartment, but men your age never tickled your fancy. Plus, finessing rich, middle-aged white men out of their money was pretty entertaining. Today was definitely one of those days where you needed release, so you shimmied into your most expensive dress that you kept in the back of your closet and made your way downtown to the hotel.

     You scanned the room occasionally, hoping to find someone that would be worth your time. No one had caught your eye all night, which had you contemplating on throwing in the towel and jumping on the next train home. Maybe this wasn’t a good idea. By this time, you were usually way past tipsy on another man’s dime while a mildly attractive, salt-and-pepper haired lobbyist would creep his hand up your thigh. All of the men in the lounge tonight were either preoccupied with kissing their dinner guest’s asses or far too old for your already mature taste. 

idk if the gif is jim but it fits soooo

requests closed!!! i’ll try to get to prompt requests soon. Likes and reblogs appreciated

so we all know jim has an amazing butt

and his lil wetsuit he wears just outlines all the good stuff am i right?

so if you’re his girlfriend or s/o you’re probably gonna develop a fetish for his ass

poking his butt randomly, when he walks by

it makes him smile, but also get blushy

“y/n stop that!”

he’s got one squishy booty

legit it feel like jello

likes it when you massage his butt sometimes

especially after a long day of surfing

just him laying on his tummy and you straddle his thighs and go to town

kneading that ass like dough

“yes, y/n right there.” *MOANS*

just imagine being able to rub that firm ass in your hands every night, the dream

also he’ll lay down on his tummy sometimes on his bed

so you decide to come over and straddle his legs

he thinks you’re gonna rub his back or kiss his neck but

SMACKIN THEM CHEEKS LIKE BONGOS

“Y/n OW” “You love me.”

playing the rhythm of jingle bells on his bootycheeks

and then he rolls you off of him so you fall off the bed

he doesn’t touch your ass as much as you do his

it’s just so cute! and pert!

*bends down to pick something up* *SMACKS HIS CHEEKS*

i mean, HIS BOOTY WAS RIGHT THERE, how could you not?

“Have you been a bad boy, jimmy?” “A what?”

jim mason is that velma meme where it’s like “who’s your mommy?” “m-my mommy?”

making up nicknames for his butt

i mean it’s perfectly round, pert, firm and squishy, so why not?

this list goes:

bubble butt

bubble buns

bongos

patookey

buhunkus (buh huh kiss)

peaches and cream ;)

round glOBES

delicious dimple

jim hates everyone of them

burns the list

spanking his booty for fun

like he’s talking to his friends, you come up and

*PINCH* his little baby booty

he’s so embarrassed

it’s sO cute though

“awww jimmy you’re blushing!” “sTAHP”

he does like it though when you peg him that’s fun

ok but somehow jimmy boy gets a sun burn on his butt, and you have to rub aloe on it? a dream

he’s very whiny and pouty as you do so, but secretly loves every second

sometimes you use his butt as a pillow when you’re laying out on the beach

i mean it’s a lil plushy booty so

he doesn’t really object because he likes the attention

jim likes to be pegged, but will never, ever admit that or say it out loud

he loves havin his face buried in the sheets while you go at his ass from behind with the strap

he likes it so much you both go to the local sex shop and pick out different dildos

buying a hot pink one that’s extra thick

jim just looks at you *scared*

maybe even getting some flavored lube?

vibrating butt plug maybe? yes

going out to eat with it in and you turn it up all the way and he chucks his fork across the room

spanking him with his own belt? heck yes

he’s naughty

do you ever just wanna like, go down to the beach with jim at night and come up behind him and pants him cause me too

“What the fuck???” *tries to untie your bikini*

hes just running around half naked with his swim trunks at his ankles

then he falls and gets sand up his ass