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gyllenhaalstories · 2 years
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THROUGH THE AFTERNOON — SUGAR DADDY!JAKE GYLLENHAAL 🎂
summary: why get out of bed to celebrate your birthday when you can be a pillow princess?
warnings: mentions of food, curse words, established sugar daddy/sugar baby relationship, smut (use of the princess pet name, daddy kink, praise kink, finger sucking, mild spit kink, biting & marking, nipple play, humping, eating out, fingering, masturbation, messy cumshot). 18+ NO MINORS.
word count: 3300
photos credits: @/gyllenhaaldaily (cropped) / divider credits: @/firefly-graphics
notes: today is my birthday and, just like last year, i’m making it everyone’s problem! this year’s self indulgence is that reader is clearly PLUS SIZE and the story includes descriptions of a fat body. i highly suggest you check out THIS FIC and THIS OTHER FIC to understand their dynamic. 🍰 thank you for reading & REMEMBER TO REBLOG!    
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Jake was putting things away. It was a special weekend, the two of you were celebrating your birthday. For the occasion, he sent all his at-house employees away. For privacy purposes, intimacy too, and mostly just so he could enjoy your presence.
And your presence, so far, had consisted of eating delicious cake and other desserts he purchased himself from a nearby, fancy pastry shop. In bed, out of all places. You shared a plate and devoured one delicacy after the other, reminiscing of the previous year and discussing your hopes and dreams for next one.
You also watched the day go by, the sunlight change and dance around the bedroom until it was late in the afternoon. You clung to Jake’s body, silently asking for just five more minutes of basking in his warm embrace.
Instead, he decided there had been enough of those five minutes that turned into hours and into the two of you relaxing the day away. “It’s a special day. We need to do something.” Jake kept repeating.
“The day is perfect the way it is.” Despite your reassurance, he still slipped out of the bed and left the room, bringing with him dirty plates and various cardboard containers. His black sweat pants laid low on his waist, giving you the best view of his Adonis belt when he leaned closer for one last kiss and of his back dimples when he left the room.
So. You waited for him to come back.
Not without hearing your exaggerated sighs and whines, Jake came back to the bedroom with empty hands, but with something much different about him.
You sat on the bed, the silk sheets wrapped around your chest to cover yourself. You watched Jake put away boxes of expensive watches, gifts from connections with brands and purchases he made on the regular basis to cheer him up.
He felt your eyes piercing through him and spoke while he walked in the direction of his comically spacious walk-in closet. “Tell me what’s going on in that pretty head of yours.”
You let the question sink in. There was everything and nothing going through your head. Thoughts were fighting, words were failing to escape your throat.
The silence worried him, he froze in place. Consequently, the symphony of noises as he put away his luxury clothing items stopped. “You heard me.” His head poked through the large doors, you could read the ounce of concern that cast a shadow over his face.
“You look good in my clothes.”
He was now standing in the doorway, head tilted with a strand of hair that fell off his both effortful and effortless swept hair.
“You heard me.” You chuckled and squinted enough to notice the blush on his cheeks.
“Thank you.” He gave you a wink and disappeared in the closet again. He spoke, louder so you could hear him. “Do you mind?” He referred to the creamy white sweater he stole from the clothes he kept for you at his place.
“Absolutely not.” As soon as he entered the room again, you gestured in a grabby-hands way to get Jake to come closer. You caressed the soft fabric of the sweater with your hands, smoothing it over his body.
The fit at the shoulders was a bit tight, not that he minded. The sleeves were slightly scrunched up around his wrists. But the rest fell softly around his sides, loosely, comfortably.
“I like it a lot, actually.” Your hands travelled to find his and give them a squeeze until you let your thumb rub on his skin and the bump of his veins. “You should wear my stuff more often.”
“Is that so?” He arched a brow until you answered with a nod. “I didn’t have to tell you to use your words. Such a good girl.” His right hand let go of yours so that he could place a finger under your chin and tilt your head up to place a kiss on your lips.
You pulled away to speak. “Will you think of me when you will wear the clothes you bought me?” It was his turn to squint, unsure of where you were heading with that question. So, you continued. “You’ll remember how we fucked by the fireplace in Aspen and I wore this gift you got me for the trip.”
His tongue ran over his lips when you marked a pause. “Keep going.”
“You can wear the black shirt you got me in a hurry when you forgot about a meeting and made me pretend to be your assistant only to tease me the whole time with your hand up in my skirt.” You looked up at him, through your lashes. “Or the blazer from the fundraiser gala we sneaked out of. Or the cardigan when we visited your business partner and you took me to his study. And that —”  
“Fuck.” He threw his head back with a wave of laughter, there was a hint of embarrassment too as he relived each and every memory you listed. “Now you got me thinking of them all at once.”
“What’s wrong, Daddy? You’re saying it like it’s a bad thing.” You teased Jake, faking an innocent smile. “Welcome to what’s going through my head most of the time.”
Jake placed his hands on your cheeks and captured your lips in a second, much deeper, kiss. “I love knowing I’m on your mind so often.”
You pouted when he moved his face away from yours.
“Got Daddy on your mind like the good princess you are.” He presented his right pointer finger to your lips and you opened your mouth, slowly.
He took a long look at you. The bed sheets pooled around your tummy and waist, your chest rose suddenly when his digit pushed past your parted lips, swollen from all the kisses you exchanged during the day. You laid your hands on his hips, fists gripping on the soft fabric while you tugged on it.
He pushed his finger deeper inside of your mouth, he pressed on your tongue to keep you from twirling it around his digit. Jake’s jaw dropped when he inserted a second finger, as if he had not done this countless times before.
You kept one hand on his hip, resting on the barely apparent curve of his waist. You wrapped your hand around his exposed wrist, pushing his own hand closer in your direction.
He clicked his tongue at you, warning you about your eagerness.
You could practically watch the gears turn in his head from one look into his darkened blue eyes.
He was debating whether to keep up the act, teach you one more lesson about patience and manners that would go inside one ear and out the other before he would be done. Or, if he should oblige —  give in. It was your special day. But every day was special as long as you were a part of it. He swallowed thickly, blinked the thoughts away.
You let go of his fingers with a pop, his skin turned a pale shade of red after you basically left a faint hickey on them. “That’s all you want to do, Daddy? Just stand there and watch me?” You raised a brow at him.
His response was quick, instinctive. In a swift movement, he pulled the sweater up and over his head, tossing it on the plush carpet on the floor. His lips were pressed against yours, rough and hungry, he pushed you down so you could lay on your back while he climbed on the bed and hovered your body.
“That’s better.” Your cockiness was rewarded with a smirk that spread across his face and morphed into an amused smile.
He planted one hand on each side of your torso, right below your armpits to lock you in place. “You’re lucky I’m in a good mood.”
You rolled your eyes, his threats, more often than not, fell flat. They did now, at least, after you had gotten acquainted that there was nothing but an heart of gold behind his cold, stern, almost cliché facade.
Before you could open your mouth to retort, Jake’s teeth sunk in the soft skin of your neck and you felt the tip of his tongue gently brushing over the marks he left. He kept going, biting and sucking his way down to your collarbone and over your throat. There was an appetite burning inside of him to mark you up in places he tried to keep pristine. There was nothing on the calendar for the next couple of days. Plenty of time to heal.
Plenty of time to use you like his own perfect, precious toy. You moaned at your own thought, and at the feeling of his warm breath tickling your nipples.
His nose pressed on the flesh of your breast while he sucked more of your nipple in his mouth, lapping and sucking at the sensitive bud. He replicated the same action to the other nipple until the moans that left your mouth turned into needy whimpers that sent an electric shock straight to his cock.
While his upper half was exposed, and at the mercy of the scratching marks you left all over his back, his bulge was growing tight in his pants and you felt him press harder against your thigh. You slid your hands down his back so they rested on the curve at the end of it, pushing him more against you.
Jake pulled away from your chest, a strand of spit dripped down his flattened tongue. The strand broke when his body started to move against yours, determined to get off on the friction of humping your thigh. He let out a grunt when you dug your fingernails, your hands back up on his shoulder blades. “Wanna let me get a taste?”
You nodded frantically and begged for him to give you more. You repeated Daddy, daddy, daddy over and over again to the point you lost yourself in the thought of him as he trailed kisses down your body.
He pressed some more kisses on your belly while he positioned himself in between your legs. You had grabbed a pillow and rested it under your head for support. “That’s it Princess.” He praised you while your hands reached to your tummy, pulling on it.
At the same time, he pushed your legs open and back. He gave your right thigh a bite, similar to the one he first left on your neck. Kisses, always more kisses. He made his way closer and closer to your pussy that he exposed for his own viewing pleasure. His palms laid on your inner thighs and he pulled them out of the way, used his thumb to spread your pussy open. His eyes were filled with lust and, finally, after swiping his lips with his tongue, he leaned closer to lick a gentle swipe from your core.
You threw your head back on the pillow and exhaled audibly.
His tongue grazed over your clit, quickly replaced by his nose that bumped against it as his tongue explored your folds. “Sweet girl.” He whispered against you, just loud enough to let the words resonate in your mind.
Your mind, it emptied itself more and more while he licked, sucked and lapped at your pussy. He did not even mind when you had to get a better grip on your belly, hands slippery from the sweat brought out by the arousal and the warmth growing inside of you.
He closed his eyes and kept going, eating you out with such a passion that it made your toes curl.
“You’re not gonna cum right now. I’m just getting started.” He pouted while he spoke, his eyebrows curling into a fake sad, but mostly mischievous expression.
You groaned, frustrated that he stopped giving your clit the attention it deserved.
“You’re Daddy’s good girl. Isn’t that right?” His tongue pressed on your clit, awaiting an answer.
“Yeah!” You cried out, eyes shut from the desire. You tried to control the tears that started to form, not to give in for a few minutes of him eating you out.
His nails left crescent shapes in the skin of your thighs, anchoring your legs in this position that was making your hips burn with pain from the stretching. “Mhm.” He sounded displeased.” Try again.”
You opened your eyes, invisible daggers thrown in his direction. “I’m Daddy’s girl.” Surrender. You could not do anything but surrender when his tongue plunged into your entrance. You were so set on cumming that you did not even realize, all this time, that Jake’s hips had been working as hard as his mouth, humping the mattress like he did to your thigh.
He fucked his tongue inside your hole, his nose hitting your clit repeatedly and it was just enough to draw louder moans out of you, but still not sufficient to take you over the edge. His own noises were muffled by your folds when he rested there, tongue all the way inside of you. He shook his head from left to right, ever so slightly.
You tried to close your legs around his head, the pleasure growing so strong and so fast.
Jake was having none of it. He switched from pulling your thighs out of the way to pressing down on your legs, harshly. He sucked on your clit until he noticed you arching your back, your body starting to prepare for your orgasm.
Your orgasm that did not come. “Fuck!” You groaned. You let go of a breath you did not know you were holding and sobbed. You sobbed, and he laughed.
Jake laughed softly when he soothed the skin that rubbed against his short beard with small kisses. “You can’t blame me, baby.” He started to speak, voice raspy. He raised himself on his elbows and you let go of your tummy to hold on your legs.
Your body was on fire and it almost distracted you from when his middle finger, the one you sucked earlier, bottomed out inside of your pussy. “Please, Daddy, please!” Tears fell down your cheeks.“Need you to fuck me, please!”
“I love it when you get needy on me” He lowered his head against and licked your clit while his finger curled inside of you, trying to reach even deeper.
Through your lashes, you caught sight of him. His back was covered in a layer of sweat, his face was reddened from the intensity with which he ate you out, his whole arm was flexing while he fingered you hard and fast until he let you cum.
Finally. You felt it rise from the tip of your toes all the way up your legs, which were shaking in the air. Your hands fell down from them and you could not not even bring yourself to do something with them, grip Jake’s messy hair, or the just as messy bed sheets, or even your tits. The pleasure reached your stomach and pulled and pulled and pulled, your back arching and relaxing while Jake was giving you no time to breathe or register just how good it felt. And it reached your mind, clearing it of anything except the feeling of bliss that spread over you.
Jake pulled his face away from you and slowed down on the thrusting of his fingers until your clenched walls relaxed around him, allowing him to slide out of you. He sucked his finger clean while you tried to catch your breath. “Happy,” He spoke, kissing the spot where your hands were on your belly. “Fucking,” he reached up to the valley between your breasts. “Birthday.” He finished with a deep kiss so you could taste yourself on his lips and tongue.
You mouthed a very faint thank you and let out a surprised gasp when you felt something press against your sensitive core.
He started to hump you, still covered under his clothes that you lost no time soaking with the mess of juices and spit that he left between your legs.
You tried to tell him you were too sensitive, but words fail to leave your mind. Instead, you held him close and let him reach his own high. Your mouth was open, sometimes you would capture his bottom lip in between his but you left him as much freedom as he needed to let out all the moans. “Daddy?”
His eyes opened to watch you, thinking he would find confusion on your face as to why he preferred to hump you rather than fuck you out of your mind  — to be fair, he already did. Instead, he found pupils blown out with lust and love. “You did so fucking good for me.”
“Yeah?” He nodded and you noticed how his body started to twitch, losing the rhythm he used to fuck his hips against you.
He sat back on his knees just long enough to pull down his pants and finally free his rock hard cock from its confines. “Shit!” He exclaimed, jerking himself off with a hand that cupped his balls and rested at the base of his cock and a tight fist around the tip. His jaw clenched when drops of cum started to fall down on your skin and he grunted loud, he could feel it deep in his chest.
You watched him cum over your lower stomach, but most of it covered your puffy folds. His tip leaked a few more drops of cum before Jake went to lay down next to you.
He failed to catch his breath for a while, just like you did too. You helped him with thank yous, I love yous, and a soothing hand rubbing over his abdomen.
“Happy birthday to me.” You chuckled, exhaustion manifesting itself with heavy eyelids and laziness taking over your body.
“How about we take a quick bath to clean up?” You mumbled something that sounded like an excuse to lay there even longer — not only did you lay in bed through the afternoon, but you wanted to do it through the entire day. “We need it, Princess.” Jake squeezed your hand and brought it to mouth for a kiss with his swollen lips.
“Only if we go back to bed as soon as we’re done.” You negotiated, eyes squinting as you anticipated his response.
“Bath, dinner, then bed.” He raised an eyebrow, a hint of playfulness lit up his eyes despite the darkness of the evening swallowing all of the daylight that previously shined through the room. “I have a counter offer.”
“I’m all ears, sir.” You rolled to your side and he shifted too, giving you the place you need to reach for his cheek and plant a kiss.
The nickname did not go unnoticed, but he, too, was too tired to bring it up or think of any witty come back. “You can take a quick nap in my arms while we’re in the bed and after we eat, we cuddle for a movie.” He watched attentively the grin that appeared on your face, from one ear to the other.
“We reached a deal.” Another kiss, this time on his temple where his small vein was still bulging, sealed the business proposal. “Do I have to sign a contract this time?”
He smiled, realizing how he forgot about the papers of your peculiar agreement. “No need for one. I trust my partner.”
“So you trust me to make the water of the bath extra hot?”
His laughter made his chest rise up and down. “Yeah, that too.” He sat up and helped you, offering a strong, but tired, arm to pull you up. “Happy birthday again, my beautiful Princess.”
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laurentcarbonelle · 2 years
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Prisoners - 2013. Alternative movie poster by Laurent Carbonelle.
@hughjackman @denisvilleneuve @gyllenhaaldaily
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xo-tough-love-xo · 1 year
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I posted 5,326 times in 2022
That's 3,340 more posts than 2021!
249 posts created (5%)
5,077 posts reblogged (95%)
Blogs I reblogged the most:
@pantherclawz
@keepsitonehunned
@gyllenhaaldaily
@just-jake-gyllenhaal
@weheartchrisevans
I tagged 3,163 of my posts in 2022
Only 41% of my posts had no tags
#jake gyllenhaal - 1,046 posts
#austin butler - 205 posts
#chadwick boseman - 150 posts
#chris evans - 150 posts
#lewis hamilton - 121 posts
#my gifs - 99 posts
#glen powell - 89 posts
#lol - 71 posts
#greg tarzan davis - 65 posts
#gif maker problems - 58 posts
Longest Tag: 130 characters
#like you jus have to be a follower to see it because what’s the point of giffin anymore for folks to see it who don’t even support
My Top Posts in 2022:
#5
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See the full post
1,237 notes - Posted July 17, 2022
#4
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See the full post
1,883 notes - Posted July 18, 2022
#3
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Chris Evans as STEVE ROGERSAVENGERS:INFINITY WAR (2018)
2,124 notes - Posted June 29, 2022
#2
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See the full post
2,174 notes - Posted April 27, 2022
My #1 post of 2022
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PREY (2022) dir. Dan Trachtenberg
3,842 notes - Posted August 18, 2022
Get your Tumblr 2022 Year in Review →
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charliewatsons · 2 years
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Jake Gyllenhaal photographed by Cass Bird for Esquire Italy (2022)
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jabberwocky1996 · 2 years
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“I think my strength is to do a take all the way through. I am definitely not someone who can do a sprint. Maybe I am not that smart, but it takes me a while to find the moment, and I like to be pushed toward it.”
Happy Birthday to Jacob Benjamin “Jake” Gyllenhaal (December 18, 1980)
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thotstark · 5 years
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magnusedom · 4 years
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Tell you what... the truth is... sometimes I miss you so much I can hardly stand it.
Jake Gyllenhaal as Jack Twist in BROKEBACK MOUNTAIN (2005)
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ferretfyre · 3 years
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Jake Gyllenhaal in Wildlife (2018, dir. Paul Dano)
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sapphicbuckley · 3 years
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“28 days. 6 hours. 42 minutes. 12 seconds. That is when the world will end.”
DONNIE DARKO (2001) dir. Richard Kelly
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cillianmurphy · 5 years
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#story of my life
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halfsainthalfslut · 5 years
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Get in loser, we're ruining Peter Parker's vacation.
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celestialcowboys · 4 years
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SOMETIMES LOVE IS CALM AND EASY AND SOMETIMES IT'S JUST PLAIN DIRTY.
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mancandykings · 4 years
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According to Calvin Klein, this new version of Eternity "captures the spirit of today's man." What does that mean to you? I have no idea what that means, so that's the first step.
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obriy · 5 years
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Tom Holland & Jake Gyllenhaal Entertainment Weekly cover shoot
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charliewatsons · 3 years
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I'd rather spend one minute holding you than the rest of my life knowing that I never could.
Bubble Boy (2001) dir. Blair Hayes
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robpattzs · 5 years
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gyllennosaurus rex™
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