Miss Bowers
Showing - IT 2017 Staring - Bill Denborough (Age Up) X Reader (Henry Bower's Lil Sis) Rating - 18+ (Swearing / Knives / make outs/ grinding / HJ/ CTasting/ hickeys/ 'Owning' / Dom&Sub) Reading Time - 19 min 48 sec (2572)
Bill was down by the kissing bridge feeling lonely and angry as usual, Richie was off at the arcade, Bev was off with Ben, Stanley had some Hebrew school class and even Eddie was at some long-winded doctor’s appointment. So he went down to the kissing bridge, looking at all the carved names and initials, pulling out his small knife to carve 'FUCK' onto it.
A chuckle made him jump. "Well, well. Hey there, Denborough."
He flipped around and couldn't have pissed himself, as there stood Y/n, Henry Bowser's little sister, as vile and cruel as her big brother. She'd been bullying Bill and the losers since kindergarten, and she'd given him way too many beatings already. She wore boots, a short pleated skirt, a band tee cut up to fit her, and a plaid over shirt. Bill stared at her and felt his heart drop. He’d never had to actually deal with one of the Bowers by himself, but he had to hold his ground. “Oh g-g-great.” he muttered. “What are you doing here?”
"I could ask you the same question." She smirked, coming closer. "Would think you boys too scared to walk the bridge, you know my big brother has a toll here. And I remember your chubby friend Ben got his guts cut out for trying to skip it."
“Y-y-y-yeah, I remember that.” Bill nodded, “Well, I’m not here to pass the bridge. I’m just l-leaving something here for a certain fucker. You don’t mind, do you?” he said sarcastically, knowing damn well she and her brother ruled this part of town.
"Oh? And what fucker is that?" She asked.
Bill turned back and started to carve ‘HENRY BOWER’S A WANKER’ into the kissing bridge.
Y/n laughed but grabbed Bill by his shirt and dragged him to the other side of the bridge. "Awww, you're cute. But the only one who gets to insult my big brother is me."
Bill tried to rip himself free of her grip, but was far too weak and short to get her to let go. “Oh yeah?” he said, with a slight waver in his voice. “And w-what’s his little sister g-g-gonna do to me?”
Y/n pried the knife Bill had used to carve on the wooden bridge from his hand, taking it in her own. "Hummm, cute, and little. Just like the rest of you, Bill." She smirked, tossing it into the water. And pulling out a switchblade, "This is a knife, honey." She cooed, resting it against his cheek.
Bill gulped. “Yeah, t-th-hanks.” he nodded. His voice was growing more nervous by the second. He swallowed hard, “You’re not g-g-gonna cut me, are you? Can’t you just let me go?”
She chuckled. "Hummm… Maybe," she smirked, "maybe I should take your pants down and cut your little cock off, I bet my big brother would be real proud of me."
That took Bill’s fear to a whole new level. His eyes widened and his face lost some colour as a very strong shiver ran down his whole body. “Y-y-y-y-y-you w-w-w-w-wouldn’t.” he croaked out,
"Wouldn't I?" She smirked.
“Please. I uh… You won’t.”
"Hummm… Maybe we can make a deal."
Bill nodded quickly. “Yeah uh… yeah okay. Deal. What’s the deal?”
"I'll let you off the bridge toll, and I won't tell my big brother it was you who carved that into the bridge." She smirked. "All you gotta do, is keep that mouth shut, not a single sound out of it until I tell you. You think you can handle that?"
Bill let out a shaky sigh of relief, feeling, “I uh… yeah okay.” he nodded. “I won’t- I can keep my m-m-mouth shut. Not make a sound or anything… Easy, easy deal. Yeah.”
She smirked. "Good boy, now not a sound until I say okay?"
Bill swallowed, still feeling pretty freaked out. “Okay,” he agreed.
“No sounds,” Y/n smirked and, without even moving the knife, she kissed him.
Bill was not expecting that, not in the slightest. It took a few seconds before he even started to kiss back, just standing there, shocked for a second. But once he did a little more, he felt slightly less nervous, only when he began to kiss back, she took his bottom lip between her teeth and bit down. “Mmmph!” Bill let out a small gasp against her mouth.
Y/n pulled back. "Not a sound, Bill."
Bill nodded. “Sorry s- sorry,” he mumbled.
She huffed and went back to their kiss,
He kissed her back, feeling less nervous now. He put a hand nervously on her waist, and let out a small gasp when she nibbled at his lower lip again.
She hummed into the kiss, moving her body against his, licking across his bottom lip to ask for entrance.
He moaned slightly when she pressed against him like that. He moaned quietly again and happily parted his lips to let her in.
She slipped her tongue past his teeth and turned their kiss into a make-out. Her hand with the blade moved away, flicking the knife away and stuffing it in her pocket to wrap her arms around Bill's neck
Bill moaned again. Her tongue against his felt… Weird and strange. But not bad, weird and strange. It honestly felt really good, and Bill moaned into her, pulling her ever so slightly closer.
Y/n pulled back but just enough to kiss down Bill's jaw and neck, finding his sweet spot and biting a hickey into his skin.
Bill moaned loudly, tilting his head back so she had full access to his neck. He let out a string of soft moans when she marked him up. His hands gripped a little tighter on her waist as he pressed against her more. “Mmmm!”
"No noises." She reminds him, giving him more hickeys.
He tried to keep quiet, but was finding it difficult. The feeling of her sucking a mark into his neck was making him feel very needy. He couldn’t help it. And let out a high-pitched moan again. “Nnnngh… It’s hard,” he huffed.
"Humm don't make me turn you over and give you a spanking, Denborough." She growled,
Bill felt a shiver go down his spine at that, going quiet again. He swallowed thickly. “Sorry…”
She smirked, nibbling on the hickeys she just made. "You know what these mean, don't you?"
Bill was trying really hard to keep his mouth shut, trying to remember the deal they made, but it got very very, very difficult when she kept marking up his neck. “Mmm… No…” he mumbled. “What… What do they mean?”
"They mean… I own you, honey."
Bill moaned again at that, his hips twitching lightly. “Y-you…You o-w-wwn me…”
"mhm… You're all mine." She smirked.
When she said that, he moaned again, slightly louder again. “Y-yours. All yours,” he murmured. “Oh f-fuck…”
"Say it, Denborough."
Bill moaned again, feeling needy and already forgetting about the deal from the pleasure. “I’m yours… Yours, all yours…” he moaned.
"Good boy." She cooed. "And when they start to fade… You'll come find me and let me freshen them up nice and dark, won't you?" She smirked, biting down right above his collar, where he couldn't hide it.
Bill moaned loudly at that, tilting his head back to give her more space. “Y-yeah… I’ll come find you… F-for you to… To make ‘em all dark n’ fresh again and… Yeah…” he moaned,
"mhm… Who's a good boy?" Y/n cooed,
“Me…” he whimpered. He moaned again when she left another bite mark on him. “Oh f-fuck…”
Y/n pulled back, finally leaning on the other side of the bridge's railing, licking her lips at the state she'd left him, looking over the work she'd done to Bill.
He was a complete wreck. His neck was marked up with hickeys and bite marks. His legs are slightly shakey, and he looked desperately needy. He whined and looked at her with flushed cheeks and half-lidded eyes. “Please… Please…” he murmured.
Y/n smirked, pulling out a cigarette from her pocket and lighting it up "Oh? I don't remember telling you to speak." She growled. "What do you want, Denborough? What's my baby begging for?"
Bill moaned again at that, feeling himself shiver as she called him that. He whined and looked at her, eyes wide and pleading. “Please…” he repeated. “Please just touch me or something!” he whined.
"awww, you miss me that much already?" She smirked,
Bill moaned quietly, feeling like he was being teased. He nodded and whined. “Mmm yeah… y-yeah I do… Please…”
Y/n laughed and came over cigarette in hand. She cupped his cheeks and kissed him again, immediately going into a make-out. The heat of her cigarette beside his ear.
Bill moaned against her mouth, his hands going almost immediately to her hips. He gripped her tightly, pulling her slightly closer so she was pressed up more against him. His mouth sloppily met hers, letting her in every time she went for him, feeling completely needy and desperate for her touch. He was getting overwhelmed and desperately trying to get some friction. He pressed himself more against her, rolling his hips against hers in a needy attempt for some kind of pressure.
Y/n smirked and pulled back, whispering against his lips. "Humm, calm down… You can fuck me later, Denborough."
Bill moaned desperately and whined when she pulled away, chasing her lips with his own. “Later?” he asked, breathless. “Don’t wanna… Wanna wait…” he murmured,
"Yeah? You don't wanna wait, baby? You're too hard? Too excited? You'll cum in your pants if I don't let you fuck me?" She cooed, pinching his cheek with the same hand that held her cigarette,
Bill moaned again at her words, squeezing her waist and pressing himself more up against her, his hips twitching and still trying to get friction like that. “Y-yes…” he murmured against her lips. “P-please, I don’t want to wait…” he pleaded.
"Say it." She growled, "Admit to everything."
Bill swallowed hard, feeling small when underneath the glare of her eyes. “I’m… I’m h-hard…” he admitted, avoiding her eyes. “A-and desperate for you…”
"Yeah? So hard and desperate for me? You'll end up jerking off tonight just to the thought of my kisses if I don't let you fuck me?" She cooed,
He moaned again. He felt so dirty and small, with her towering above him and telling him things like that, but he loved it. “Y-yeah…” he nodded. “I’m m-more than likely g-going to… if you’re not going to take care of m-me…”
Y/n chuckled. "Beg puppy."
He whined, shifting nervously. “Please!” he moaned, sounding desperate, needy. His arms were still wrapped around her waist, holding her close. “Please touch me… A-anything…”
Y/n laughed, "You are so cute…" She put out her cigarette on the railing of the bridge and began to rub him through his jeans. "Yeah? That's what you want, baby?"
Bill moaned loudly, head tilting back against the bridge. He moaned quietly between moans, leaning into the touch from his hands on her waist, and pushing up slightly into her hands. “Ffuckk… Y-yes…” he murmured. “Yes, yes m-more…”
"shhh shh you get what you're given." She growled, slipping her hand into his jeans. "Humm, who owns you, Bill?"
He moaned again at her hand on him, feeling himself start to leak a little bit of precum already. “You…” he murmured, voice slightly higher-pitched than usual. “You own me…”
"Good boy," she growled, taking his cock fully in her hand, rubbing his leaked precum with her thumb and starting to jerk him off. "Who owns this cute cock?”
Bill moaned, his grip on her waist tightening as she worked him. His head stayed slightly tilted back against the bridge, eyes screwed shut in pleasure as she moved her hand over him. “You do…” he moaned. “Y-you own it..”
"Good boy," she cooed, kissing his neck, "and who is it you're going to think about every time you cum from now on?"
Bill’s breath hitched, “Y-you…” he murmured back, “N-no one else… Just you… only you… Ahhh…”
"Good boy." She growled. "Next time you get hard… What are you going to do?"
“I’ll… I’ll t-try to find you…”
"You come find me so I can take care of you." She smirked,
Bill moaned again, feeling close now. He was writhing and gasping, and desperately trying to focus on her talking, but only really half hearing her. “Mmm! Yes… Yes…” he moaned. “Yes, I’ll f-find you…”
"awww, you close Bill?"
“Mmm… m-mhm!” he tried to speak, but it came out as a moan instead. “C-close… S-so close…”
Y/n laughed. "You can cum so long as you tell me you love me."
Bill moaned, feeling himself twitching in her hand. His brain felt fuzzy, and he’d have said whatever she wanted in that moment, so he moaned a desperation. “I love you! I l-love you…” He moaned, trying to lean more into her.
"Good boy." She kissed his cheek, speeding up her hand.
He tried to hold off for a moment, but as her hand sped up and gripped him just the right way, he tipped over the edge. He felt so good as he moaned loudly. His nails dug into her waist, and his whole body tensed as he came in her hand. He moaned and moaned, feeling the pleasure take over and make his eyes screw shut with pleasure. He moaned her name, gasping for air.
"That's it, that's my good little Bill." She cooed, pulling her hand away and licking his semen from her hand. "What a good boy,"
Bill was panting, body still twitching from the high and feeling spent. He looked at her with a glassy look in his eyes, completely lost in his bliss and pleasure. “I’s your good boy…” he murmured without thinking.
Y/n laughed. "Awww, is you good, boy?" She teased,
“Mhmm…” he murmured out, still sounding completely gone and high on pleasure.
Y/n laughed, giving Bill a long, passionate kiss, dipping her tongue deep into his mouth.
Bill moaned into the kiss, feeling too overwhelmed to do anything but accept whatever she did to him. She eventually pulled back, leaving Bill still lost in a daze. He still had a glassy look in his eyes and was panting, and he moaned when she pulled away. “Oh fuckk…” he murmured, still trying to regain himself.
Y/n scoffed, fixing his hair, "What are those magic words I like to hear?"
Bill blushed, remembering her making him say that. He still felt embarrassed with the state she’d left him in and having to repeat that, but he obliged. “I… I l-love you…” He murmured blushing hard.
"Good boy," she cooed, giving him one more kiss. "I'll be seeing you, Denborough," she smirked, walking across the bridge.
Bill, still a bit gone, just watched her walk away. He was in a bit of a daze, both physically and mentally. He slumped back against the railing, attempting to catch his breath and regain himself even more. “Yeah… see ya…” he murmured, a bit dazed still.
"Don't make me wait too long, Bill." She yelled as she walked away,
Bill felt himself shiver at her words as he watched her leave. He still had this feeling of desperation, like he wanted her to stay, but he knew what she wanted and knew she expected to meet again. He knew by the tone of her last words, and he felt himself shiver again. The words she put in his mind still played in his head, and he felt his cheeks redden with embarrassment all over again. He could barely believe it was real, and he knew none of the losers would ever believe him. He just made out and got jerked off by Y/n Bowers! And… he’d loved it! He could only hope his hickeys faded fast, so she might come and do it all over again.
