Kinktober Day 20: Double Penetration || Jake “Hangman” Seresin/F!Reader/Bradley “Rooster” Bradshaw [The Game part 2]
Double Penetration (Two Holes) Summary: Following the events of your night with Jake and Bradley, the three of you try something new. 2304/5,654 words Jake “Hangman” Seresin/Female AFAB Reader/ Bradley “Rooster” Bradshaw Warning: EXPLICIT MINORS DNI: unprotected vaginal sex, vaginal fingering, anal fingering, anal sex, partner sharing (pre-polyamorous relationship), established partner sharing Notes: For #kinktober2022. Please follow @wbslibrary since tag lists are gone. (I appreciate ya’ll so much but it was stressing me out, and I was worried I’d miss someone). Thank you so much to @therebeccaw for the beautiful moodboard/header. Comments and sharing let me know you love me, likes are appreciated. Thank you so very much for reading. It’s so appreciated and means the most. ||Part One||
The gray sky, paired with the peal of thunder and near constant downpour of rain, made for a lazy Saturday afternoon. There’s a movie on the television screen, you’re stretched out on the couch, your head in Jake’s lap, your feet resting on Bradley’s thighs. Bradley’s warm hand rubbed gently at your calf, Jake’s fingers trailing up and down your arm, a bowl of popcorn balanced on your stomach, occasionally tossing pieces into your mouth.
It had started slowly after the night Jake had fucked you—and stayed. He’d drop by on Saturday nights, which eventually bled into him staying over and leaving Sunday night. Midweek pizza and beer nights extended into having Jake stay after he’d had one too many. Then it was a toothbrush, a pair of sweats, extra combat boots—another go bag left by the door right by Bradley’s. It wasn’t without growing pains, the two men would often snipe at each other, or measure metaphorical dicks on the counter. But it worked, no matter how tenuous. Bradley’s touch continued up your calf, fingers brushing over your knee to your thigh. You stretch your legs out more, and he chuckles softly. Jake’s touch had stopped, his hand moving from your arm to gently grope your chest through your shirt. There’s a moment of hesitation, before his hand dips under the neckline of your baggy sweatshirt, fingertips tracing the swell of your breast. “I thought you two wanted to watch this.” Jake’s hand eases under the lace of your bra. “We did.” “Found something we’d rather watch honey.” Bradley chimed in. “This morning wasn’t enough of a show for you?” You arch an eyebrow when both chuckle. It’s a dangerous thing when they get along—more so than when they fight. “We had something in mind for this afternoon if we’re being honest.” Jake said. “A double feature of sorts.” Your heart skips a beat, seeing the heated look pass between the two of them, before their gazes landed on you. “I’m listening.” Bradley licks his lips, “You think you can take both of us honey? At the same time?” You had had them one after each other, one while the other watched, but this? This was something you wanted but hadn’t had the courage to bring up to them. “I’d like to try.” Bradley squeezes your knee, his thumb smoothing over it gently. “Here, hold this.” You hand the bowl of popcorn to Jake, who moves his hand to hold the bowl with both. You roll off the couch, twisting out of your sweatshirt and start walking back to the bedroom in your bra and pj pants. You can’t help the grin when there’s two sets of heavy footprints following you down the hallway. Jake reaches you first, hand closing around your wrist, tugging you to him, mouth landing on yours. One hand keeps a hold of your hand, the other at the small of your back. His tongue parts your lips easily, and you groan into the kiss, wrapping yourself around him as much as you can.
Bradley’s touch skims up your back, unhooking the closure of your bra and easing the straps down your shoulders. His moustache tickles your back as he kisses down your spine, gently tugging your sweats down. Warm, soft kisses as he sinks to his knees, one hand sliding between your legs, teasing you through your panties. He peels the flimsy fabric down your legs and holds you steady as you kick them aside. “I’m feeling underdressed here.” You mutter, fingers gripping Jake’s hair, his mouth on your neck. “Don’t worry about it, honey.” Bradley murmurs, kissing his way up your thigh. His fingers drag slowly through your folds, toying with your pussy. “Let us take care of you.”
Jake rumbles, agreeing with him, a calloused thumb rubbing circles over your clit when two of Bradley’s fingers eased into you. “That’s it, darlin’.” Jake nearly purrs, his teeth nipping at the column of your throat. “You’re so good for us.” There was that word again, us. You had thought about what the two of them together would be like, and their ministrations had already far surpassed late night fantasies.
“Listen to that darlin’, how wet you are for us.” Jake is nuzzling at your neck, sucking soft spots against your skin. “Wouldn’t take much to have you soakin’ my face, would it?” He jerks, pulling away from your neck to look down. Bradley’s other hand had landed on his leg, dragging up his calf. You watch breathless, seeing the flush rise on Jake’s cheeks, not moving away from the touch, biting his lower lip when skilled fingers slide further up his leg, blunt nails scraping his thigh. “Take his shorts off sweetheart.” Bradley murmurs against your hip. “Touch him for me.” You blink, getting lost in the sound of Bradley’s words and Jake’s soft moan. Your hands find the waistband of Jake’s shorts shoving them down his legs. His cock is hard and heavy, and Jake whimpers when you wrap your fingers around the thick length. Bradley moans against your skin and the sound goes straight to your cunt, tightening around his fingers. Jake’s head drops to your shoulder, his hips rocking into your hand. You whine softly when Bradley’s fingers slide from your cunt, missing the feeling of being full. He stands, pulling you back against him, taking your weight, and Jake’s who is now slumped against you. Jake’s whimpering and moaning against your shoulder, the blush spreading from his cheeks to his neck, his chest so hot against yours. “Look at me.” Bradley says. You tip your head back the same time Jake lifts his head. Bradley’s index and middle finger push past parted lips, and Jake closes his mouth around them, sucking them clean of your arousal. Bradley kisses you, and your knees nearly give out, trapped between them. Jake fucking frantically into your hand, and the slow grind of Bradley’s hips against yours. “He’s almost as pretty as you, sweetheart.” “He is.” You manage to whisper out. “Need you. Need you both.” “Jake, if she rides you are you going to come as soon as you’re buried in our girl’s pussy?” The other man snickers, letting Bradley’s fingers drop from his mouth, nipping at his fingertips. “You think you can handle taking that perfect ass?” Jake gropes roughly at your rear. “Boys….” Jake steps away, kicking his shorts to the side, chucking his t-shirt across the room. He stretches out on the bed, propped up on the mountain of pillows you insisted on when both moved in. He leans over long enough to rummage in the bedside table, tossing a bottle to Bradley who catches it. Jake beckons you toward the bed, and you crawl up and over him. “Hi,” You kiss the tip of his nose. His hands are so gentle as he maps your body, fingertips committing every curve to memory. Jake’s smile is genuine, soft, the corner of his eyes crinkling, one hand smoothing up your back, resting at the back of your neck, pulling you in for a kiss. “Hi yourself, gorgeous.” That sweet southern accent makes your stomach flip, paired with the gentle brush of his lips against yours. “I still can’t believe I get to touch you like this. Don’t want to close my eyes.” He kisses the corner of your mouth. “Because I know when I open them again, I’ll be awake.” “Jake,” you start, the bed dipping slightly when Bradley joins the two of you. “We want you here.” Bradley says softly. He’s looking slightly to the left of the two of you. He’s naked, all golden skin and long limbs stretched out on the comforter. He gently nudges your shoulder, and you sit back, resting on Jake’s thighs. Two fingers tip Jake’s head toward him. There’s a moment of hesitation, both standing at the line in the sand, unsure of who was going to cross it first. Bradley’s thumb brushes Jake’s jaw, before he’s leaning in, closing the distance between them. You’re not sure who moans first, but the sound was sinful. Jake’s hand cups Bradley’s cheek, fingers moving to tangle in dark brown curls. His cock twitches against his stomach, moaning when Bradley’s tongue slides past his lips, deepening the kiss. Carefully, you shift your weight, sinking down onto Jake’s cock, whimpering at the stretch. You keep still, hands gently brushing over Jake’s torso. “Fuck,” Jake tips his head back against the pillows. “Fuck.” He covers his face with his hands, chest rising and falling harshly. “Give me a second.” You feel him twitch buried inside of you, and it takes everything you have not to rise and start moving, wanting to see what sorts of sounds you could draw from the overwhelmed man. Bradley is wide eyed and panting softly, eyes dark when he crushes his mouth against yours. He takes, and takes, his hand gripping the back of your neck. He bites your lower lip and pulls before he’s panting harshly against your mouth. He whispers your name, and you kiss him again, softer, trying to ground him. Bradley trembles softly against you, moving to drape himself on your back, strong arms circling you your waist, pulling you back against his chest. Jake groans under you, the movement causing delicious friction between the two of you. Two sets of hands move over your body, touch chasing touch, soft sounds spilling from your mouth. “Jake, Jake, can I?” “Please darlin’, it’s alright, it’s alright.” His hands settle on your hips, thumbs tracing over the soft skin. His voice is rough, words slurred, watching you through heavily lidded eyes when you start to move. Your fingers curl against his abdomen, nails scraping softly. “Lean forward,” Bradley whispers, teeth catching the shell of your ear playfully. You can hear the lube cap flipping open and you shiver. “Keep your eyes on him, let him watch how good it feels when I open you up.” Jake shifts under you, helping you adjust. “You’re so go good for us darlin’.” He grips one of your hands, fingers lacing, bringing your joined hands to his mouth, kissing your knuckles. You will yourself to exhale, hips moving against Jake’s riding him slow. Slick fingers grope at your ass, a stream of cool lube hitting heated skin. Bradley teases a finger at the tight ring of muscle, rubbing slow circles, easing the digit in when your body starts to relax. It’s slow, practiced, begging for more by the time he adds a second finger, slowly scissoring them to stretch you further. Your arms give out, collapsing against Jake, mouthing at his shoulder, hips still moving, grinding against him as his cock fucks into you. Breathlessly babbling nonsense against Jake’s chest, cheek rubbing against his chest hair, when a third finger enters you. You’re rocking back against both—Bradley’s fingers, Jake’s cock, needing more, needing the burn of Bradley’s cock as well. “Easy sweetheart, easy,” Bradley murmurs when he’s slicking his cock with lube. “We’ve got you.” Jake stills under you, holding you closer to his body when Bradley places a hand between your shoulder blades, pinning you against the other man. You’re certain you’ve never made the noise that is torn from your throat when Bradley thrusts his cock into your ass. Jake’s hips roll up, and he groans. “Fuck I can feel him.” You nod wordlessly, fingers finding purchase on Jake’s shoulders, gripping tight. Neither man moves, you can feel Jake’s heart thundering under your ear, Bradley’s harsh panting. Every nerve is singing, alive, electric, just on the line of being uncomfortable. “With us darlin’?” Jake murmurs softly. You nod, licking your lips before managing a quiet “Yes.” “That’s our girl,” Jake says, kissing your temple. They work together, as if they’ve fucked you together for years. One push, the other pull, gentle kisses, touches bringing you higher. You’d never been this full, their voices blending, pet names and praise whispered against your ear, your shoulder, pressed to your lips in sloppy kisses. There’s nothing but them, this moment, the pleasure spiraling tighter in your belly, snapping when Jake moans your name. You come for them, hands white knuckled gripping the blankets, fucking faster, harder against the two desperate to continue the rush of endorphins and need that’s coursing through you. Bradley follows quickly after, driving his hips flush against your ass. You can feel him spill into you, his groan echoing against your back. Jake pulls you toward him for another kiss, panting against your lips when he comes buried in you. “Breathe,” Jake kisses you softly again, once the three of you remember how lungs work. “He’s going to pull out darlin’.” Gentle hands lift your hips, moving you to the bed. Bradley’s already in the bathroom, you can hear a bath being drawn. Jake has rolled off the bed, pulling his shorts back on, wrapping you up in a fuzzy robe—Bradley’s from the size and color. He sits on the edge of the bed, water bottle from the nightstand in hand, helping you drink. Bradley emerges from the bathroom in a cloud of lavender mint scented steam. “You want me to carry you, or do you want to try to walk?” He’s got a pair of sweats on, and one of Jake’s t-shirts stretched tight across his chest. “Please,” you say holding your arms up to him. He lifts you, holding you close to him. “We may have to find a place with a bigger tub, there’s no way two of us, let alone three will fit in what we’ve got.” You smile against Bradley’s chest, burrowing against the solid warmth. “That’s—that’s a couple conversations we can have over breakfast.” Jake says quietly. “But they’re ones I’d like to have.”












