I WANNA FUCK JAKE GYLLENHAAL!!!!!!!!!!

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I WANNA FUCK JAKE GYLLENHAAL!!!!!!!!!!
sometimes when im bored i dip my 2 year old son in tar and he scream loud as fuuuckk
— jake gyllenhaal as pilot kelson in "highway" (2002) icons !
woahhh nothing to see here just a collection of gyllenboys who most definitely do not whimper
Orange slices ࣪ ˖ 𖦹°⋆
pilot kelson x GN!reader ˖ ܁♬⋆.˚𝄞
summary: it’s a lazy pleasant day, spent with your boyfriend on your porch
warnings: mentions of weed, smoking, biting, kissing, scar mention, teeth sucking, suggestive, slight cussing
authors note: finally wrote this😳😳 im actually really proud of it! it’s really cute to me😊😊 yay omg ok I hope it’s not too ooc and not too self inserty,,, I didn’t rewatch the movie beforehand so. Gulp
pilot mistaking reader for a girl and asks him out but when he realizes reader is a guy he tried to play it off but he ends up taking him out anyways :3
it's hot. as fuck. sexual thoughts, sweet but nervous, stuttering, pilots sexual confusion, jack being a wingman, this is short, cute stuff, this felt good to write
"just go talk to her!" this would be barely an issue for pilot, but he didn't know why he was so nervous to even go up and create any sort of conversation.
Free Sample
- Pilot Kelson ☆
Summary: You meet up with your dealer who offers you a free sample, however this sample does more than relax you.
Warnings: Weed, weed as an aphrodisiac, dry humping, piv sex, unprotected sex, cumplay.
Word count: 1382
Notes: This is a need.
*ੈ✩‧₊˚༺☆༻*ੈ✩‧₊˚
Walking into Pilot’s house was like walking into a club. Dimly lit and filled with smoke, you came back out with 50% less brain cells than you had before you entered.
You sat on his worn-out couch as he yapped about the new strain he was pushing. “Smoked this last night, and I swear I saw God.” He had to hype it up; it was a business after all. “I’ll let you try it out before you pay. You’re a loyal customer after all,” he offered, holding up the small bag. “Why not?” you shrugged. You’d never pass on a free high.
Pilot sat down behind you before propping up the weed and papers on the living room table. His hands worked confidently; he had done this more times than he could count. Your eyes lingered on him as he licked the paper and sealed it before twisting the head.
He lit it up, took a drag, and passed it to you. “This won’t kill me, right?” you asked before accepting it. He shook his head and let out a breathy chuckle. “You’ll be fine.”
And he hadn’t been lying; this was good stuff. “Aren’t you wasting money by doing this?” You weren’t complaining; it was just a bit unusual for a dealer to give out free samples like this. “Doing this with you is not a waste,” he said as smoke pillowed out of his mouth. He smiled, and his heavy eyes thinned even further.
Your legs were turning into spaghetti, and a chill ran down your spine. “This is really good,” you pointed out. You had no idea how you were going to drive home in this state. “Turns you on too,” he joked, or so you thought. But it slowly started sinking in.
He put it out on the ashtray and let his head tilt back against the cushion. “I can’t drive like this,” you said, half laughing. “Guess you have to stay a bit then.” Pilot turned to the side to look at you. His eyes flickered up and down.
“You weren’t lying,” you said, looking back at him. “About what?” He grinned. “About it turning you on,” you admitted unashamedly, something you wouldn’t have done in a clear state. “That’s something I could help with,” he spat back; the hope building in his chest ran straight down to his cock.
“Yeah?” You looked at his lips, red and slightly agape. “Yeah,” he nodded before closing the space between you. It was sloppy from the start, but slow. It felt as if your mouths melted together into one as his tongue grazed yours. Your thighs clenched without you meaning to. Pilot’s hand went to and settled at your waist, covered by nothing as the hot California sun had forced you into a crop top earlier that day.
You moved to sit on his lap. It all felt automatic, like your brain had checked out for the time being and your body had its own conscience. His hands grabbed at your hips and pulled you down against the tent in his pants. Even though his muscles felt slack, the grip he had on you was strong.
His thumbs went inside your waistband. “I want them off,” he breathed out against your swollen lips. You undid the button of your shorts and pulled them off before leaning down to kiss him again. His cargo pants rubbed against your clit, still covered by your thin cotton underwear. Your breathing gained a voice, and you moaned into Pilot’s mouth. This seemed to spur him on further, and he bucked his hips up against you.
“You don’t know how long I’ve wanted you,” he mumbled and moved down to kiss your neck. He mouthed at your skin, and his saliva cooled you down as the air hit it, sending shivers through your body. His mouth reached your neckline, and he pulled your top off, exposing your tits. He gawked at them before placing his tongue on one of your nipples. The taste of your sweat drove him wild, and he felt as if he’d explode.
Your eyes fluttered as he bit down on your sensitive skin, and you involuntarily rolled your hips against him. “You’re gonna have to get undressed; I feel exposed here,” you half-joked.
He proved to be a man of action. He sat up straight and tore his t-shirt off and started unzipping his pants. “You’re very obedient,” you teased, making him blush. “As long as it gets me where I want,” he responded and pressed his clothed cock against your clit. He smiled boyishly as your eyes closed in pleasure.
You moved your underwear to the side. Shame had left you long ago, and all that remained was desperation. Your wetness left a damp spot on Pilot’s underwear as you rolled against him. You almost forgot he was there, as if you were humping a pillow or your hand.
Pilot broke your trance by pulling his underwear down enough to free his cock. It slapped against his pale stomach, dripping precum. Your hips lowered back down, and you covered his shaft with your juices. It slid between your folds, and with each roll, it threatened to slip inside you.
“Don’t be mean,” Pilot whined. “I gave you a free sample, didn’t I?” You smiled at his desperation. It was sweet. You lined him up before sinking down on him. Pilot dug his nails into your skin as he tried his best to gather himself. “Jesus,” he huffed when you had taken him all in. It bordered on being painful, but the overwhelming pleasure cancelled it out.
“All good?” he checked in. He was a nice guy for being a white trash California dealer. “Just big,” you chuckled, immediately cringing at your choice of words. Though, Pilot didn’t seem to mind. Instead he looked grossly proud.
You started slow, rising before slowly sinking down on him, upping your pace as you went. But your strength wasn’t reliable, and your body quickly turned into a useless lump of jello.
“Can I?” Pilot asked, wanting to take control. You nodded, ashamed of your incompetence. But you quickly forgot about it as he rolled you over on your back. He stood on one level and perched the other on the couch. He placed his hand on your lower belly and pushed himself back in. He shuddered at your grip around him before thrusting again.
The sight from your point of view couldn’t have been better. Pilot's silver chain dangled from his neck, and his baby hairs stuck against his forehead. His brows were knitted together as he concentrated on not instantly cumming. He wasn't going to be a one-minute man.
What were the effects from the joint blurred and Pilot couldn’t tell if he might have gotten high off you too. The room filled with moans and the sound of skin slapping against each other. Your legs wrapped around Pilot’s back in an attempt to make him hit deeper. Your mind was a cloudy mess, and if you were to take a look inside, it’d probably look the same as the room did.
Pilot pulled out before he came. He twisted his hand around the head of his cock a few times before cumming on your belly. He hunched forward as he did, and unintelligible curse words fell from his lips. He didn’t waste any time before running his fingers over his cum and placing his wet digits on your clit, rubbing circles against you.
You writhed and trembled beneath him, grateful he cared enough to make you cum too but much too out of it to tell him. Your hips moved against his diligent hand, and whimpers slipped out of you with each breath.
Your legs shook as you came, your whole body tensing before falling through the earth. Poor Pilot didn’t have a single thought in his head and licked a stripe up your cum-covered skin and kissed you deeply, pushing it into your mouth. You accepted and swallowed.
He got you a glass of water from the kitchen. “Will you buy any then?” he asked as he plopped down beside you. “I’d much rather come back for another sample,” you said with a smile and nudged his side, “deal?”
“Deal.”