Bully stepbro!Neil

by slut4thebroken

Summary:

Your stepbrother likes to bully you… His all time favorite way to do that is with wedgies.

Notes:

I have been peer pressured into posting more wedgie fics😭

If you want the version of this with gifs, go to tumblr lol (same username)

Chapter 1

“Give me the remote.” He said as he flopped down on the couch next to you. 

“No. My dad said I can use the tv today.” You hid the remote under the blanket, trying to keep it away from him. 

“Yeah well he’s not here is he?” You bit your lip and looked away from him with a scowl. “Give it.” He ordered, only making you more defiant. 

“No.”

“Stop being a brat and just give it to me.” He snapped. 

“No!” You watched him let out a heavy breath through his nose as he clenched his jaw. Before you could even blink, he was lunging at you. “Stop it!” You yelled, trying to push him away. The blanket covering you and the remote fell off in the process and you kept struggling as he tried to over power you. 

Finally he grabbed your wrists and slammed you down onto the couch, making the remote fall to the floor. He let go of one of your wrists to reach for it and you brought your hand down to push at the arm holding himself up. Both of you grunted when he landed on top of you, but he kept reaching, so you used that to your advantage and rolled him off the couch, letting you have a chance to try and take it back. Part of your torso was off the couch as you tried to grab it and as soon as Neil got up from the floor, he was attacking again. 

What you didn’t expect was for his hands to go down toward your hips and grab your underwear. You screamed on the first hard pull and he did it again, this time pulling you off the couch. 

“What the hell?! Stop it!” You yelled, trying to crawl away from him, but he just got to his feet and stood over you, lightly stepping on your back to hold you in place as he got a better grip on your underwear. He started pulling again, lifting your hips off the ground as you screamed. The pain was like nothing you’ve ever felt before. The burning was so bad it brought tears to your eyes that didn’t take long to fall. 

“Neil, stop!” You cried out. “I’m sorry! You can have the remote,” 

“I don’t think you’ve learned your lesson yet.” He said simply. 

“I have! Please!” Your voice was cracking now that you were crying. He continued pulling, bouncing your hips up and down, each one forcing a sound of pain out of you. When he got bored, he yanked as hard as he could one final time, then suddenly let go. You dropped onto the floor with a startled grunt and watched him bend down to pick up the remote before sitting on the couch again. Your sobs quieted a little and you started sniffling, not getting up from the floor yet. 

“Can you go cry in the other room?” He huffed, getting annoyed. 

“That hurt, Neil.” You’ve never sounded so pathetic before. 

“Good. It was supposed to.” He shrugged with a small smirk. “Go put ice on it or something— I don’t really care. But at least just shut up so I can actually watch.”

 

==

 

“What are you doing?” He asked as he walked into the room. 

“Just making some lunch.” You shrugged and he hummed in response. You waited for him to say something, but he just kept staring at you. After another minute, he finally spoke. 

“How long’s it been, huh?” He asked curiously, making your brows scrunch together in confusion. 

“What?” 

“You know… Since we’ve had the whole house to ourselves.” You stiffened, worrying about where he was going with this. 

“Oh… Yeah, a while I guess.” You said nervously. 

“Well, do you want to do anything? You don’t have any friends and all of my friends think you’re weird so we could just have some brother-sister bonding time.” He suggested teasingly. If you were facing him, he probably would’ve winked. 

“I was just gonna read and catch up on some homework.” You were really hoping he’d just let this go and leave you alone… but when has he ever passed up an opportunity to mess with you? 

“God,” he groaned exaggeratedly, “this is why you don’t have any friends. I mean seriously, who does homework on a Saturday night?” 

“What do you even want to do?” You sighed, knowing he wouldn’t stop. 

“I can think of one thing…” As soon as you realized what he meant, you turned around, finding him already walking toward you. 

“No, Neil— Neil, please don’t.” You whined, but it was already too late. He turned you around to face away from him, then immediately reached in the back of your pants for your underwear and yanked them up. You cried out when he pulled hard enough to lift you off the ground for a second. “Ow! Neil, stop!” You yelled, trying to push his hands away. 

“If you don’t want to be wedgied then you shouldn’t act like a nerd.” He snickered, pulling harder. “You're lucky I don’t feel like putting in the effort to get it around your shoulders or over your head.” He gave one last yank, much harder than all of the previous ones, then let you go. You had to cling to the counter for support so that you didn’t fall. Before walking out, he grabbed the plate of food you made for yourself. “Have fun with your homework, nerd.” 

 

==

 

You were reaching as high as you could, trying to get something from the top shelf of the pantry, but your fingers barely brushed the shelf. 

“Need a hand?” Before you could respond he was getting a good grip on your underwear and pulling them up until your feet barely touched the ground, making you scream. “Oh come on, you still have to reach for it.” He kept bouncing you, over and over again, never giving you a proper chance to try and grab it. Tears were welling up in your eyes from the burn now, but he didn’t stop. “Come on, nerd. Reach higher.” You heard the loud tearing before you felt the intense burn, then fell to the ground. “Holy shit!” He laughed loudly, holding your ripped underwear in his hands. “How much did that hurt, huh?” He smirked. 

“Just give it back and leave me alone.” Your frown only encouraged him. 

“No, I think I want a trophy.” He started stuffing your underwear in his pocket and you leaned up to reach for them, but he pushed you back down by your forehead. “Once you get whatever it was you were reaching for, make me something too. All of that pulling really took a lot out of me.” He started walking out, then stopped when he was in the doorway, giving you a condescending smile. “Oh and you might try using a stool, idiot.” 

 

==

 

You were sitting on the couch, reading and trying to relax, but you sighed loudly when you heard his footsteps growing closer. Neil walked into the living room and plopped down on the couch, throwing his feet up to lay down and almost kicking you in the process. 

“Clean my room by tonight. My mom told me to do it, but I don’t really feel like it.” He ordered casually, as he turned on the tv. The demand immediately made your blood boil— you’re sick of putting up with this. 

“No! You can clean it yourself.” You said firmly, making him turn his head to look at you. 

“Excuse me?” His tone made you falter. 

“I-I’m not your maid. You can clean your own room.” Your voice was far less confident this time. 

“Fine.” He shrugged with a smile, standing up and walking closer to you. When he grabbed you and started pulling you over the arm of the couch, you kicked and squirmed, but it was no use. As soon as your hips were resting on it, he grabbed your underwear and pulled as hard as he could. You screamed and tried to get out of his hold, but all he did was push his knee against your back to keep you against the outside of the couch, with your face almost on the floor. He let you continue kicking your legs— it barely did anything anyway. 

“Stop it! Neil!” You cried, screaming even louder. You wished at least one of your parents was home right now, but of course they just had to have a date night. 

“You need to watch your fucking mouth when you’re talking to me, nerd.” He punctuated his warning with another forceful tug. 

“Let go! You’re hurting me— let go!” You yelled as you flailed, trying to escape the pain. He ignored you and kept pulling until tears were burning your eyes. After a while, he let go and yanked you up by your hair, using the momentum to throw you backwards so you were now laying on the couch. When he sat on your chest you finally understood. “No— Neil, no! Please, don’t! I’m sorry!” Your begging fell on deaf ears. The first pull for the frontal wedgie had you screaming as your tears finally fell. 

“Stop it! Neil, I’m sorry— please stop!” You cried, voice breaking with the tears. 

“Do you ever stop talking?” He asked with annoyance and you didn’t know what to say, so you didn’t say anything. He continued with that until you were sobbing and incoherently begging him to stop. When he stood up, you thought he was finally giving you mercy, but that hope was gone in an instant as he pulled you to your feet. He grabbed the leg holes on either side of your hips and started bouncing you up and down, stretching it more and more as you cried loudly, pleading with him to stop. You’ve never felt pain like this before in your entire life. 

Once your underwear was level with your chest, he maneuvered your arms through each leg hole and pulled harder, stretching them even more so they were resting on your shoulders. When he dragged you by your hair, your crying got even more intense. He finally landed at the door to his room and shoved you inside. 

“I’m gonna watch you clean my room and you’re not going to take that off unless you want me to hang you up somewhere overnight.” 

“Neil, I’m sorry.” You whimpered through the sobs. “I’ll clean it— just please,” Neil looked around the room, picking up the first thing he saw; a pair of boxers on his bed. You had no idea if they were clean or dirty and you also had no idea what he was planning on doing with them, so you took a step away from him in fear. 

“Open up, nerd.” He walked toward you and you staggered back even more, finally understanding his plan. 

“No— I won’t say anything. Or cry. I’ll be quiet.” You begged, letting out a choked sob when he forced the fabric in your mouth anyway. He stuffed all of it past your lips, then gave you a light slap on your cheek, making you flinch. 

“Start cleaning.” He smirked, walking back over to the bed and laying propped up by his pillows, relaxing as if he was getting ready to watch his favorite film. 

 

==

 

You knew Neil liked films, especially old ones… but you just found them so incredibly boring. You do your best to get out of watching any with him, but this time it didn’t work. So you were sitting next to him on the couch, trying to pay attention. All the film succeeded in doing was making you even more sleepy. 

“Are you even watching?” Your eyes snapped open as soon as you heard him. 

“Y-yes. I am— I’m watching.” He scoffed, clearly not believing you. “I’m sorry, Neil. It won’t happen again.” 

“No. You know what? If you don’t want to watch, that’s fine by me.” Your stomach was already churning at just the thought of where he was going with this. Before you even had time to react he was pushing you down onto the couch and sitting on your upper back with your arms raised by your head, unable to bring them down. 

“I said I’m sorry!” You started kicking and trying to buck him off of you, but he was undeterred. “Neil, please!” Your words cut off into a scream when he used all of his strength to pull your underwear up. No matter how hard you cried or struggled, he kept pulling, leaning back and using his body weight to get more force. He only stopped once he needed more room. 

Making sure he was holding down your arms with his legs, he shuffled backwards over your head until he was sitting on the couch close enough where if you lifted your head, your face would be inches from his crotch. As soon as you tried squirming away, he yanked on your underwear again, making your body go limp from the pain as you cried. You kept your face buried in the couch, not able to move it anywhere else, but it was getting hard to breathe with how much you were sobbing. You kicked and screamed uselessly, unable to do anything other than take it. 

“Lift your head, nerd.” You kept your face firmly against the couch, which prompted him to roughly fist your hair and yank your head back. He shuffled forward because he knew that once he let go of your hair, you wouldn’t be able to put your head back down without it going in his crotch. He kept pulling and you kept crying, your sounds much louder now. 

Without any warning, he pulled hard enough to lift your hips off the couch, then put the fabric over your head, covering your forehead and eyes. 

“Stop it!” You cried, trying to pull your hands out from under him, but he wouldn’t budge. “Take it off! Please take it off,” Your sobbing intensified, making him laugh loudly. 

“You didn’t want to watch. Now you don’t have to.” You could hear the smirk in his voice. 

“I’m sorry! Please take it off— it hurts!” 

“What hurts? This?” He leaned over you and you screamed again when his crotch pushed against your face, forcing you to smell his musk. The scream only got louder when he grabbed the underwear from above your lower back and pulled a few times. After a few seconds, he sat back down on the couch and resumed the movie. “Don’t be such a cry baby.” 

Notes:

Part 2 gets slightly smuttier😭

Chapter 2

Notes:

Damn this was from January 2024 and I just got around to finishing it 💀😔

“Are you sure this is allowed?” You asked again, getting more nervous. 

“Shut up and just do it.” You frowned but started climbing up the fence. You made it to the top and carefully positioned yourself where you could just jump down and not actually fall, but you didn’t know that your shorts were caught on the fence. As soon as you fell, but didn’t hit the ground, the sudden intense burning had you crying out. 

“Holy shit!” Neil said through a boisterous laugh. 

“Help me!” You grabbed onto the bars behind you, trying somehow to lift yourself off. 

“I fucking knew you were into that wedgie shit! What kind of freak wedgies themselves?” He was far too excited for the situation. 

“It was an accident! Help me down!” You started kicking your legs, now just trying to get the shorts to rip so the tension would be relieved. 

“Alright alright.” He reached through the fence and grabbed your legs, then pulled you down, making you scream again. He laughed and kept doing it, making the burning intensify each time. “You want me to get you down?” 

“Yes!” He let go of your legs and climbed over the fence. Even in the dark you could see his smirk. 

“Okay, I’ll get you down. You just need a little momentum.” 

“No!” You yelled when he stepped closer and reached in your shorts for your underwear. You weren’t sure which hurt worse; the frontal wedgie or the hanging wedgie. Tears were rolling down your cheeks as he bounced you up and down by your underwear, laughing at the way that you cried. 

“I can’t believe you’re into this.” 

“I’m not!” You sobbed out, just wanting it to stop already. You were so thankful when you heard the first little rip in your shorts. 

“See? It’s working. I think I need to do it a little harder though.” He smirked, then started bouncing you harder and harder, forcing a strangled sob out of you each time you came back down. Your shorts ripped a little more and he adjusted his grip to hold the leg holes of your underwear that were now visible. 

You don’t know how much longer it went on until they finally, finally tore. Neil seemed to be anticipating it because when you fell from the fence, you were still held up by your underwear. You screamed the loudest you had so far when you first dropped down onto the frontal wedgie with far too much force. He only bounced you twice before your panties ripped as well, sending you to the ground. 

Neil stared down at you for a moment, just watching you cry silently. Eventually he squatted down in front of you. 

“Does it hurt?” He asked with fake sympathy. You let out a choked sob in response. “Maybe don’t be so clumsy next time. Let’s go, nerd.” He tossed your torn underwear at your face and started walking, leaving you to scramble to wrap your jacket around your hips and pick up your clothes, limping after him. 

==

“Hey, I have something for you.” He said, walking into your room and closing the door. 

“Please, not on my birthday, Neil.” You sighed, already dreading his “gift.” 

“No, I actually have something for you.” He held out an envelope and you stood up apprehensively to take it from him. Inside, you found a gift card to a generic clothing store. “I don’t know, I- uh…” he rubbed the back of his neck awkwardly, “I just figured, you know… you might need more.” He shrugged with a smile. 

“Thanks..” You blushed at the mention of it. 

“Aren’t you going to give me a hug?” He asked, suddenly becoming offended. 

“Right— yeah. Thank you.” You reached forward and hugged him. When you started to pull back, he quickly reached under your dress and grabbed your underwear, yanking them up. You cried out and tried to push him away by his chest, but he was unmoving. His hands shifted to the sides of the underwear on your hips and he looped his fingers through the leg holes, then pulled you up. The tension was more evenly distributed now, instead of only hurting in the back, making the pain even more intense. 

“Stop!” You cried. He started lifting you up and bouncing you up and down a little, each time hurting more than the last. But the burn from when they finally broke was far worse. You fell to the ground with a pained cry and he threw the torn underwear at your head.

“Buy something more durable.” He said sternly, then just walked to the door. “Happy birthday, nerd.” 

==

Your dad and Neil’s mom thought it would be a great idea to go on a trip so you can all “bond as a family.” But you hated having to be around so many people for multiple days in a row— especially Neil. The only nice part about it was the fact that it was currently the middle of summer and the rental house had a pool. 

You were laying on one of the chairs, reading and tanning, when Neil ran out. He ran straight for the pool, then jumped in, trying to make the splash as big as possible. “Neil! My book!” You yelled, examining all of the water that was now on the pages. 

“You shouldn’t be reading anyway. You can do that boring crap at home, enjoy the pool while you can.” You rolled your eyes and he waited a moment. “I’ll keep splashing you until you come in.”

“God— Neil, just let me read.” 

“Three…” You flipped him off and tried to find where you left off on the page. “Two……” He waited a few seconds for you to give in and when you didn’t, “One. Don’t say I didn’t warn you.” When he started splashing water at you, you shrieked and tried to cover the book. 

“Fine! Okay— Just stop!” You finally yelled, making him stop splashing you. With a sigh, you set down your book and walked over to the pool, getting into it in a much less dramatic way than he had. You went under water for a few seconds and swam a little closer to him before coming back up. “Happy?” You asked, clearly annoyed with him. All he did to respond was grin. 

“We’re going to go pick up some food,” his mom called out from the back door of the house, “do you guys want anything?” 

“I’m fine with whatever.” Neil said and you agreed. Once she closed the door, he turned to you again. 

“You know, you’re pretty hot for a nerd.” He smirked, shamelessly staring at your chest, making you cross your arms to cover yourself and sink lower into the water. 

“Ew, Neil.” 

“What? It’s true.” He shrugged and you scoffed. “Not gonna return the compliment?” 

“I’d be lying if I did.” You said simply, but he took that as a challenge. 

“You don’t think I’m even just a little hot?” He stood up to his full height, the water now at his waist, and gestured to his body. Despite the invitation, you didn’t look at his body, not wanting to see it so closely for fear that you actually would be attracted to him. 

“I’m not into scrawny twinks.” You were glad you finally came up with a somewhat decent insult. But you faltered when he chuckled. 

“Get a good look, then try and say that again.” He said smugly. 

“I don’t need to.” You asserted. 

“If I’m so unattractive to you, then you should have no problem looking.” Fuck…

“Maybe I don’t want to look because I find you so repulsive that it makes me sick.” 

“Sure, yeah… That’s the reason.” He scoffed playfully, but you could see a hint of something in his eyes that wasn’t amusement— it was a lot darker and made you uneasy. 

You decided to just start messing around in the pool, enjoying it while you could, even if it was with Neil. When you went under, swam across the pool for a few seconds, enjoying the silence. You came up for air and wiped the water away from your eyes before looking for Neil. Less than a second later your bathing suit bottoms were being pulled up as he shot out of the water. 

“No!” You yelled, trying to push him away. All he did was yank them up harder

“Call me a scrawny twink again.” He dared, looking both amused and cruel somehow. 

“Fuck you! Let me go!” He didn’t. Instead, he adjusted his grip to hold the back with one hand, then grabbed the front with his other hand. You screamed when he lifted you out of the water a few inches, then dropped you back down. He did that a few more times until tears were brimming in your eyes. 

“Cmon, say it.” He grinned, putting you back down on your feet, but only so he could start yanking your bathing suit forward and backwards, making the burning worse. “I bet you’re only not saying it cause you fuckin’ like this shit.” He snickered. “You like it when your big brother flosses you like this?” 

“Stop!” You sobbed out, only encouraging him. 

“I mean, I can literally see your nipples through the bathing suit. And I bet your dumb cunt is already soaked.” He kept laughing and you kept crying, trying to push him away. “Say you like it and I’ll stop.” He smirked. You shook your head and squeezed your eyes shut. “You’re such a freak— You’re totally into this!” He laughed loudly, making your whole face heat up with a blush.

He suddenly let go and moved behind you, but your relief barely lasted a second before he was reaching around you to grab the front of your bathing suit, giving you a frontal wedgie. You screamed and grabbed at the hands, trying to pull them away. 

“I can’t lie though… I’m kinda into this too.” He chuckled, the sound low and gravelly, his breath hot against the back of your neck. He kept pulling you up, but started pulling you back too, so your body was flush with his. 

“Neil,” You whimpered, when he started grinding against your ass, but it cut off into a strangled sob when he yanked your bathing suit up, making the burning worse. 

He ignored you, but finally stepped away, pulling you over to the shallow end of the pool by your bathing suit. He released the frontal wedgie, then immediately grabbed the back of your bathing suit and pulled you up to lay on the ground with only your legs in the water. He kept your hips up, bouncing you by the wedgie a little as he pushed his bulge against your ass. 

“You’re such a freak for liking this.” He scoffed, sounding almost disgusted. “I’d say maybe next time don’t dress like a slut and this won’t happen, but you won’t listen. You’ll probably dress even sluttier just to get the chance of this happening again.” He chuckled, making you shake your head as you cried. “Don’t fucking try and deny it.” He spat. “I pathetic cunt is fucking soaked already.” 

“No…” You sobbed out, but even with the pain, you could just barely feel the unwanted arousal in your belly. 

“What did I just say?” He hissed, emphasizing his words with another hard tug. You kicked your legs and squirmed, trying to get out of his grip, but that just made him lift your hips even higher off the ground. 

“Please, let me go,” You cried, trying, unsuccessfully, to crawl away from him. “Neil, please! It hurts!” 

“Oh fuck—” He started pushing his hips into your ass harder, grinding on you to get himself off. 

“Neil! Please, I can’t take it anymore!” Your voice was a mix between a cry and a whimper as hot tears rolled down your cheeks. 

“God…” He groaned loudly and wedgied you harder just to listen to you scream and cry. “Shit,” He choked out, suddenly letting you go, dropping onto the edge of the pool hard enough that you knew you’d have bruises on the fronts of your hips. 

You heard slick noises coming from behind you and his sounds increased until he was outright grunting and moaning. He let out a loud, drawn out groan, then you felt the hot liquid on your ass, making you cry harder… but squeeze your thighs together as well. His come was splattering all over your exposed ass and even on your barely covered mound, making you feel used and disgusting. His sounds eventually died down, then he was just panting heavily as he recovered. 

“Damn.” He said through a breathy groan, making you blush. “They were right— this bonding shit was a good idea.” He snickered, lifting himself out of the pool. “Come on. They’re probably almost here.” As if on cue, you heard two car doors slam shut, so you lifted yourself up. Once only your shins and feet were in the water, he reached over you and grabbed your bathing suit, pulling you the rest of the way up, making you cry out. “You’re welcome.” You watched him walk over to where you were laying earlier and pick up your towel, using it to dry his hair, then his body. He wrapped it around his waist and started walking in, but froze, turning back to you. 

“Oh and you might want to adjust yourself. Your whole pussy is out with it like that.” He smirked and resumed walking to the house, making your whole body heat up from embarrassment. “See you inside, nerd.” He called out, leaving you with a stretched out bathing suit, come on your ass, and no towel.

==

“It’s the grand opening. You have to go.” Is what your dad told you, Neil’s mom standing behind him, nodding in agreement. Which is how you found yourself standing in a room full of people who you’ve either never met, or who just think you’re weird and annoying. You tried to stay in the corner as you sipped your drink, watching the clock and waiting for when you could leave. 

“Hey.” Your attention was brought over to Neil standing in front of you. “Pretty cool right?” He looked around at the store and all the people. 

“Yeah. Impressive.” You meant it. It’s not like you have your own store. 

“You’re not gonna join the party?” 

“Um… I might in a bit.” You knew that he didn’t really want you here either, but only agreed because of your parents. 

“Alright.” He reached in for a side hug since both of you were holding drinks. You reciprocated it awkwardly, but your body went completely rigid when he stayed in the position and slid his hand down your back. 

“Neil.” You warned, trying to step away. He was suddenly reaching down your pants and grabbing your underwear. He didn’t pull very hard, but you still had to bite your lip to hold in any sounds. “Stop.” You whispered. In response, he pulled them up higher, forcing a strangled whimper out of you. 

After the pool incident, there was a shift in your relationship. The worst part was that you definitely didn’t hate it as much as you claimed to. That’s not to say you didn’t hate it at all… you just didn’t hate it as much as you should’ve. But you’d never ever admit that. 

“I swear, if I didn’t know you guys were step siblings, I’d think you were dating.” Someone suddenly said— Jonathan? You don’t really remember his name but you know he’s one of Neil’s closest friends. 

“Dude.” He scolded the man, a disgusted expression making its way on his face. 

“What?” He laughed. “Look at you guys.” 

“A side hug is all you need to assume people are dating?” You wanted this conversation to be over already. When he pulled again, it forced a sharp breath out of you. 

“I- I think I’m going to go to the bathroom really quick.” You said, trying to walk away, but he pulled you back by your underwear. 

“You know, it’s rude to just leave in the middle of a conversation. Plus the bathroom’s for customers only.” He smirked, making the other man chuckle. “As you can see, she’s a total fucking loner here so I’m just gonna say goodbye and let her go. I’ll meet you over there.” At the dismissal, his friend walked over to join another group. Neil yanked your panties up hard, making you whimper quietly. “I’ll see you at home, nerd.” He finally let go, then slapped your ass to push you forward, telling you to leave. You struggled to shove the stretched fabric back in your pants quickly, but thankfully no one saw. 

==

“Hey have you seen my…” His voice trailed off and he let out a low whistle. 

“Get out!” You yelled, trying to cover yourself. You just got out of the shower and haven’t picked an outfit, so you were only in a bra and underwear. He remained in the doorway, eyes dragging all over your body, making you squirm. 

He looked at the little clock on your desk and then shrugged, mumbling to himself, “I’ve got time.” He stepped inside, closed the door and you staggered away from him. 

“Neil, I’m serious. Get out.” You warned, making him smile. 

“Or what?” He stalked closer with the baseball bat still resting on his shoulder. “Turn around.” He said innocently, like his words had a different meaning. When you didn’t move, he just shrugged and placed the bat on the floor, leaning against the wall. You tried to run past him, but he was blocking your path, and once he had you cornered, he reached his hands around to roughly pull up the back of your underwear. 

“Stop!” You yelled and he shushed you, yanking harder. Once he had them stretched enough, he reached for the bat and slid it through the leg holes of your underwear. He used that to lift you up and you screamed as your feet left the floor. 

“Oh and look at that… your tits are just right in front of my face.” He smirked, looking up at you. “Take your bra off.” 

“No!” He suddenly bounced you a few times and you squeezed your eyes shut when they started burning with tears. 

“Take it off, nerd.” His voice was a lot harsher now, a clear warning… 

“N-No…” You spoke through a whimper that turned into a choked sob when he started bouncing you again. 

“I’m not stopping until you take it off.” You cried loudly when he increased the intensity. You can’t take it off… That’s definitely crossing a line… right? But with the way you’re already burning so bad, you can’t take much more of this. 

“Neil,” You sobbed out, but he ignored it. “Okay! Okay..” You whimpered, reaching behind yourself to unclasp it and take it off. He immediately stopped bouncing you and you let out a sigh of relief. 

“God— I can’t believe tits these good are on the body of an annoying nerd.” He scoffed, then leaned forward. You gasped when he took your nipple into his mouth, sucking on the hardened bud for a few seconds before moving to the other one to do the same. He moaned against you, making your already red face get even redder. 

“Fuck…” He muttered, staring at them intensely. You still had tears in your eyes and you were still crying from the burning pain, just a little quieter now. 

When he let you down and removed the bat, you breathed a sigh of relief. He shoved you to your knees and you stared at him with wide eyes when he reached for the button of his pants. He wouldn’t… right? 

“Relax. All you have to do is sit and wait like a good little sister.” He smirked, opening his pants just enough to free his cock. You choked on a gasp at the sheer size of it, which only inflated his ego even more. “Are you a virgin?” He started stroking himself quickly and you couldn’t tear your eyes away. “I don’t even know why I asked that. Of course you are. Unless one of your nerd friends lowered their standards enough to fuck you.” He snickered, making your blush burn brighter. You weren’t sure how much time passed because of how mesmerized you were, but you noticed that he started grunting and moaning quietly. 

“You’re such a fucking freak. You want to suck your big brother's cock, don’t you?” You whined and shook your head, not able to give a stronger protest. “Liar. You're practically drooling and you haven’t looked away once.” He chuckled, only getting more amused when you got more embarrassed and upset. 

“What would our parents say? If they knew you wanted my cock down your throat.” You shook your head again, watching his hand speed up. “I don’t think that’d go well for you… So you might want to be extra nice to me to make sure I keep your dirty secret.” You could tell he was smirking without even looking at him— could hear it in his voice. He was stroking faster and faster, his hips starting to squirm a little as he got closer…

Finally, Neil cursed under his breath, then hot ropes of come were spurting out of his cock, landing on your chest. He was moaning quietly as he rode out his orgasm, squeezing every last drop out for you. 

“Fuck…” He breathed, staring down at you. He only gave himself a few seconds to recover, then he was shoving his cock back in his pants and lifting you up by your hair. He looked around your room quickly and saw the scarves hanging in your closet, so he grabbed one and turned you around to tie your wrists together behind your back. 

“Neil…” You whined, just wanting this to be done already. He ignored you and moved your desk chair over to your closet door, taking off the purses you had hanging on a hook. He dragged you over, forced you up on the chair, then grabbed your underwear and lifted them again. You cried out when he kept pulling and pulling, only stopping once he looped it over the hook. 

“Neil— Neil, wait.” You gasped out as he reached for the chair and pulled it out from under your feet, making you drop onto the wedgie. You screamed when you landed and started crying when the intense burning sensation remained. 

He looked around your room once more and walked over to your laundry hamper, digging through it until he found a used pair of underwear. Next he grabbed another scarf and walked back over to you as you sobbed and shook your head, silently pleading with him to not do what you thought he was about to do. The second your underwear was shoved in your mouth, you started crying harder. Before you could spit them out, he tied the scarf around your head, keeping it in place. He stood back and admired his work for a moment, then picked up the bat. 

“I’ll be back in an hour or two— hopefully you fall down before that.” He smirked, looking over your body once more. “Have fun, nerd.” He walked out and slammed the door shut. Part of you thought he was going to come back in and say he was just messing with you, but when you heard the front door close, you knew you were wrong. 

You cried and struggled, trying to get your hands in a position where you could maybe rip the fabric, but it was no use. After a while, you couldn’t tell whether you were getting used to the sensation, or going numb. You prayed it was the first option because the second option sounded… worrying— to say the least. 

You waited endlessly, unable to focus on anything other than the pain. After what felt like hours longer than he said he’d be gone for, you finally heard the front door slam shut. 

“I’m home!” He called out as he made his way to your room. You could’ve cried in relief when he finally opened your bedroom door. “Holy shit— I can’t believe you’re still up there.” He laughed loudly, making you let out a muffled sob of embarrassment. 

“You must be hurting so bad.” He cooed with fake sympathy as he walked closer. “Does it hurt?” He asked softly and you couldn’t help it when you gave him a small nod. “Poor thing.” His frown immediately dropped into a more neutral expression. “My arms are too sore now though, so you’ll just have to wait until it breaks.” He shrugged, making your crying pick back up again. 

“Oh I know— I know.” He brushed your hair behind your ear, then cupped your cheek, using his thumb to wipe the tear tracks. “You must be so bored too… Tell you what, I’ll stay in here and keep you company, tell you about how the game went.” You whimpered and shook your head, pleading with your eyes for him to just take you down. “You don’t want to hear about it? Alright fine. I guess I’ll just leave then.” You let out a muffled sob and weakly kicked your feet, trying to beg through the gag. 

“You’re so fucking confusing, you know that? You want me to stay, you don’t want me to stay, now you want me to stay again, just make up your mind.” He huffed, running a frustrated hand through his hair. When you kicked your feet again, it finally dawned on him. “You still want me to help you down… Alright then. Since I can’t lift you, we’re gonna have to rip them.” You tried to say that all he needed to do was put the chair under your feet, or cut the underwear, but all sounds were incoherent. He walked closer and grabbed your hips, then started pulling you up and down, making you cry even harder.

“Look at your fuckin’ tits.” He laughed, making your cheeks flush from humiliation. When they still didn’t rip, he grinned and said, “Maybe I need to bounce you a little harder.” Tears were streaming down your cheeks as you sobbed. After a while, he stopped and let out a heavy breath. 

“Let’s try this.” He dragged the chair over and placed it under your feet, letting you stand up. Once he knew all your weight was on it, he didn’t reach up to unhook your underwear, he just yanked the chair out from under you, making you drop with a broken scream. 

Just when you thought it couldn’t get any worse, the underwear started to rip, dropping you a little more, making the pain even worse. You only dropped one more time before they finally ripped all the way and sent you to the floor. “See?” He said smugly, proud that his “idea” worked. 

“Let’s get you untied.” He walked closer and crouched down behind you, untying the scarf from your wrists. He moved to kneel in front of you and you waited for him to remove the gag, but he hesitated. “Can I see?” He asked, glancing down. You couldn’t answer— you didn’t know what to say. He reached for the tattered fabric, but paused again. “C’mon, just give me a nod or something.” …Why not? 

You gave the tiniest nod and he grinned in response, then focused his attention back down between your legs. When peeled the fabric away, you started crying harder and he shushed you softly, but didn’t bother stopping. 

“Lean back.” He said quietly. You leaned back on your elbows so most of your weight was on your tailbone, letting him pull away more of the fabric. Once they were completely off your body, he examined it, then gave you a disappointed look. “I guess I shouldn’t expect anything else.” He sighed, showing you the wet spot before discarding them on the floor. Your face heated up once you realized, but it got even worse when he focused all of his attention between your legs. 

“So red… It hurts doesn’t it?” He said absentmindedly and you nodded in response. “It’s hard to feel bad for you when I know how much you liked it.” He said simply, looking up at you again. You couldn’t tell whether or not he genuinely believed you enjoyed that…

He suddenly slapped your clit and your whole body jerked as your sobbing intensified. He stood up and walked toward the door, not even bothering to look at you when he said, “There’s pizza downstairs by the way.” You watched him walk out and close the door behind him, as if you just had a completely normal conversation that ended with him telling you about the food he brought home.