My Bully goes all the way
After enduring my torment from my roommate and gathering my wits for a bit, I released myself from the chair wedgie and went to have a shower, washing all the cum off my body but being unable to get the taste of cum out of my mouth, reminding me of my shame and embarrassment that my roommate had put me through.
After my shower, I crashed into bed and quickly drifted off to sleep...
There I was, standing in the middle of the forest with no-one around, wondering how I got out here when suddenly, my Bully appeared in front of me and before I could react, he was already grabbing my waistband from the front, pulling it up into a MELVIN WEDGIE, it kept stretching on and on for what felt like forever as I rose to my tiptoes, my balls getting crushed against the fabric of my stretchy undies, something felt different this time though...
As my undies crushed my balls, I felt my cock grow and largen, getting harder than it ever had before as my Bully bounced me over and over in the Melvin. It felt nice as I stood there limp in bliss but my pleasure was only about to increase as I felt another pair of hands on the back of my waistband.
Turning around, I saw my roommate standing behind me, completely naked as he pulled the back of my waistband up as well, yanking me high off the ground as I was suspended in the air by these two massive hunks, I suck deeper into the wedgie as the cotton disappeared between my cheeks, the pain on my ass also increasing my erection tenfold.
Slowly, my Bully and Roommate alternated which side they were pulling, trapping me in a SQUEAKY CLEAN wedgie, the friction burning both my crotch and ass as I bounced in the air, only my undies keeping me from crashing to the floor. I noticed that my Bully was also naked, and they were both standing there, one hand giving me my squeaky clean, the other jacking off their respective cocks. What was happening... I wondered to myself but at the same time, I didn't care, I let myself get bounced over and over between them, my cock now drippling precum into my own underwear.
We stayed like that for a while until finally, they both dropped me with no grace as I tumbled to the ground, lying there dazed, the pain stretching all across my body as I tried to reorient myself. It felt like I was no longer wearing men's undies, as they had become more like a g-string or a thong, the cotton pressed tightly against my balls and crack, leaving my cheeks hanging out.
I felt my tormenters return, this time they grabbed the sides of my waistband but only for a brief moment, I looked down to see they had attached two hooks to either side of my undies, following the hooks led me to see some rope attacked to a pulley system and before I knew it, I was YANKED up high into the air into a HANGING WEDGIE, the hooks stretching my undies so far up my sides I could practically taste it.
I was seated precariously in my own wedgie, praying it didn't break as I would tumble to the ground but my attackers weren't satisfied with that, between jerking off and laughing at me, they would sometimes pull on my legs, causing me to sink deeper and deeper into the wedgie, stretching my undies and threatening to snap them before releasing me, making me bounce wildly in the air.
My cock was still rock hard and I looked down at my own junk in my wedgie to see my balls packed up tightly against me, forcing so much precum out of me I was beginning to soak my underwear. I heard a RIPPP sound and knew my underwear wouldn't last much longer as I braced myself to fall onto the ground from high up.
Finally, after my last double tug on my legs from both my Roommate and Bully, the fabric snapped and I began falling for what felt like forever, I looked down to see my Bully waiting for me, his cock stretching further and further, making the perfect landing zone for my ass to land on, I tensed up and tried to shift direction in the air but it was no use, my hole seemed to be magnetised towards his long, hard, throbbin-
I WOKE UP with a jolt as I panicked and clutched my ass but there was nothing there, I wasn't in a forest, about to get railed by my Bully and Roommate, I was at home, in bed, it was just a bad dream, I was safe for now.
It had gotten to the point of me dreaming about wedgies, I need to end this now, if I could pull off my plan to revenge wedgie my Bully, maybe I could return to some sense of normal in my life, otherwise I might have to move countries to get away from this torture.
I considered what kind of underwear I should wear to the arcade, as if I wanted to avoid being wedgied as much as possible, maybe something like a jockstrap would make more sense? But I didn't own any myself, I knew my Roommate had some but if he found out I was borrowing his dirty undies, I don't know what would happen to me and I dared not to think about it.
I opened my underwear draw to find the worst, ALL of my undies had been stolen and replaced by GRANNY PANTIES, and even worse, they were all PINK as to add to my humiliation. I must have been dead asleep if my roommate was able to sneak into my room and replace all my undies with these, even tighty whities would be less embarrassing but I had no choice, currently my underwear was my only defense against my Bully even if it was the source of my torment. He had already fingered my tight asshole, if I risked going commando, I don't know would could happen.
I slowly slipped the underwear on, feeling my masculinity disappearing with it as it sat perfectly on my cushioned ass and my cock and balls slipped into the front pouch with ease. If I wasn't embarrassed beyond repair, I would think these were really comfy and breathy for my junk but I saw myself in the mirror and I looked like the nerd I was being treated as.
I threw on the rest of my clothes and grabbed my secret weapon - a fat buttplug that I was going to shove up my Bully's ass after I wedgied him. I realised from my failed attempt with my roommate that just a wedgie won't be enough, my Bully will just turn around and wedgie me 10x worse than I could ever wedgie him. So I was going to wedgie him and then shove this pre-lubed up buttplug in his ass to help stun him, take a photo and then threaten to post it online and exposing him as a nerd before getting out of there. Hopefully, that should do the trick and I'll be left alone in the future... hopefully.
I approached the arcade carefully, doing my best to keep an eye out for my Bully, I knew he would be here and I knew what he looked like now, I just had to catch him off-guard, I would sneak around the arcade until I found him. I walked in the door and saw no one around, perfect, he should be somewhere around here then, also lying in wait. The arcade was decently populated today so I felt a bit safer than usual but I probably looked like a crazy person the way I was dashing around.
I crouched between arcade cabinets, checked behind the prize counter, even inside of the bathrooms and nothing, I couldn't find him anywhere. I didn't know how but he was evading me, I was even starting to think he might not be here when I finally caught site of him! He was walking at the back of the arcade into the...laser tag arena??? He was looking at his phone as he wandered in, probably distracted or looking at nerds being wedgied or something, I didn't know but it was go time.
I made my mad dash across the arcade into the laser tag arena, checking my corners and weaving my way through the obstacles and cover, the fog making it hard to see anything properly, I heard footsteps near the entrance and turned around but it was only a couple leaving the arena. I kept creeping through the arena, waiting for my chance to strike but...
My Bully found me first.
I felt him behind me before I heard him but it was too late, his hands wrapped around me and entered my shorts, grabbing the waistband of my granny panties and tugging them up, they were stretchy enough to put me straight into a MELVIN ATOMIC WEDGIE, the pink cotton blocking my sight as my hands went up to try and save myself but it was futile, the wedgie was locked in as he snapped the waistband on the back of my head, my crotch was on fire as the panties hugged my bulge, my balls crying out in pain as they were crushed by the fabric.
Without missing a beat, my Bully pansted me, shucking my shorts off me, leaving me standing in the middle of the laser tag arena in just my wedgie, the cool air on my legs reminding me of my embarrassment. My shorts were still pooled around my ankles as my Bully wrapped his arms around me once more, picking me up in a BEAR HUG as he squeezed me tight, bouncing me up and down like a child in his arms.
To my absolute horror, the next sound I heard was something clattering to the floor, something large and dense... the butt plug! It had fallen out of my shorts pocket and revealed itself to my attacker, I hoped he hadn't noticed but alas, my bad luck continued. He released me from the bear hug and dropped me to the floor, I quickly reached behind my head and released my vision from the atomic wedgie, I didn't care about the buttplug, the plan was to abandon the plan and get out of here. I scrambled away and ran to the door of the laser tag arena only to find it LOCKED?! How could it be locked? The whole arcade was still open, it was the middle of the day when I got here!
I heard my Bully laughing and turned around to find him standing there, holding his phone facing me where I could see... security cam footage??? OF THE ARCADE?! Suddenly, every clicked into place, how he always found me, how he avoided me today, how the arcade was always weirdly empty when he tormented me... he was the SECURITY GUARD! and he had the camera feed on his phone so he could track me easily, it was all a trap to lure me into the laser tag arena while it was busy in the main arcade.
I panicked and tried to run but my Bully was faster, grabbing the back of my undies and tugging me towards him. In an instant, I found my shirt coming off, leaving me in just my undies and shoes and then I felt my ankles being grabbed and I was flipped upside down, my hands flying out to support me and stop my head from hitting the ground.
So now I was doing a handstand in my undies, my ass hanging out in the air while my Bully tucked my legs underneath his armpits, trapping me in my current situation as I thought to myself how stupid I had been, my first plan against my roommate failed, of course this one was going to fail! Slowly I felt my Bully pull my pink granny panties off my ass, exposing my cheeks to the cool air as he spread them apart.
My arms started shaking as I quivered beneath his intense grasp, when I felt something poking at my asshole, teasing the entrance, causing me to moan slightly which just made my Bully laugh harder and push the buttplug harder and harder before it finally breached my rim, stretching my asshole wide. I was lucky I pre-lubed it otherwise this would be a lot more painful but the size of the plug combined with how tight my hole was still made it agonizing.
Finally, after pushing and pushing, the plug was fully inside of me, my ass closing over the tapered end and leaving just the handle outside of me, I felt full to the brim as I moaned and gasped for air. My Bully gave it a few tugs and moved it around a bit, making sure it was nice and secure inside of me before finally dropping my legs to the floor, allowing me to stand up. He pulled my underwear back up and told me to stay there, warning me not to take the plug out.
I obeyed, mainly for fear of what would happen if I didn't when he returned shortly, with two laser tag outfits and guns. Clearly I looked confused, so he explained to me that we were going to play a game of laser tag, and if I won, he would let me wedgie him, plug him and take a photo, just like I had originally planned. He was giving me a way out? I asked what would happen if I lost but he just smiled at me and told me the game was starting in 3 minutes if I wanted to go hide.
I didn't waste any time, I equipped the laser tag outfit and gun and made a break for it, running into a dark corner of the room. I probably looked ridiculous in just my underwear but I didn't care, all I had to do was win a game of laser tag against my Bully and I would be free. I had played laser tag a bunch before, often getting the highest score against randoms or amongst my friends. This should be easy!
As I counted down slowly from 3 minutes, I wondered how much experience my Bully had with the laser tag arena considering he worked at the arcade but my thoughts were interrupted as the buttplug in my ass started VIBRATING! He must have synced his phone to my plug when I was trying to escape the arena! It was a low vibration, manageable but still distracting, I contemplated taking it out but quickly thought better of it, I would just have to deal.
I heard running footsteps and realised the game had started while I was thinking, I took off from my position and carefully scouted corners, making sure to keep my lower half as hidden as possible as the pink underwear gave me away in the dark light. I saw his armour on the high ground and quickly zapped at it, I heard the satisfying sound of a kill shot and quickly hurried away so he wouldn't know where I shot from. Good start, but I needed to keep the pressure up, make him panic like he made me panic all the time.
I got another two zaps on him before he had even seen me, he had clearly overestimated himself and this might be an easy win for me, but the sound of my own armour getting shot ruined my thoughts, scoring him some points on me, I looked around and couldn't see anything but I had to move, I was a sitting duck here.
As I scuttled away I felt something change, the vibrations in my ass got more intense! He had turned up the buttplug after he shot me, so that was his plan to win. I braced myself against it, it was definitely a lot harder to focus but still not impossible, I only needed to get a couple more shots on him and then I could hide somewhere and wait the timer out.
After a couple of more shots on him, and running around so much, I was out of breath, I needed to stay on the move but if I exhausted myself, I wouldn't be able to run away from him effectively. I crouched in what I thought was a safe corner and took some deep breaths when the worst possible thing happened, my Bully rounded the corner at the same time and shot me before I could react. My gun disabled, I wasn't able to shoot back so I took off, running as fast as I could but I wasn't fast enough, he got off another shot on me before I was able to round a corner and lose him.
My relief was only a moment though as I felt the vibrations in my ass increase TWICE, it was now insanely powerful and the plug was pressed directly into my prostate so I was feeling it, my cock was fully erect and leaking precum into my pink undies, staining them. I was breathing hard, I no longer cared about shooting him, I was in the lead by 1 hit, I just had to hide and wait a couple of minutes, I stifled my moans and kept on the move.
I thought I was strong enough to keep moving but at some point, my knees buckled from the pressure in my ass and my gun clattered to the floor, making a really loud noise, giving away my position as a shot hit me, turning my armour off and making me lose my lead. Finally, the butt plug turned up to what I assumed was its maximum as I could no longer walk, I was too horny, it was unbearable. I knelt in the same spot uselessly, getting my cock out of my undies and stroking it, I had to cum right now, I need it so badly when suddenly the vibrations completely stopped, leaving my ass feeling empty and weird.
The final shot lasered me as the timer went off, causing me to lose the game but I didn't care, I jacked my cock as fast I could, waiting for my orgasm to explode out of me when my hands were grabbed and pulled away from me, my Bully stopping me from reaching my orgasm as I moaned and writhed beneath him. He was standing in front of me in just his undies, his impressive bulge right in front of me as he pulled my arms around his waist, burying my face in his crotch.
His musk overwhelmed my sense as I bucked my hips, still searching for that orgasm but being unable to reach it without stimulation, his undies were pulled tightly against his cock and balls as he humped my face, making his cock get more and more erect. I could feel it growing against my mouth as I sat there, unable to stop the assault.
After his cock had reached max size, the impressive 9 inches poking slightly out of his jocks as he threw me backwards, causing me to land on my back as he reached down and grabbed my undies from the front again, pulling them back up into a MELVIN ATOMIC WEDGIE, blinding me once more with my own underwear. My own erect cock was causing the underwear to stretch even further, causing more pain against my own testicles as he rolled me over and pulled the back of my undies down, exposing my ass once again.
He grabbed my arms and put them both in a CHICKEN WING behind my back, his meaty hand being able to hold them both down with ease. I was at his mercy, well, even more so than usual as he had me trapped in a torture prison, unable to fight back at all as I felt his other meaty paw grab the handle off the buttplug and start pulling it out. It was firmly rooted inside my asshole so it took some tugging before finally giving, the plug leaving my asshole empty.
I cried out and shuddered as I felt something cold press against the newly empty hole as a cold liquid flowed inside of me, he had stuck the cap of a bottle of lube inside of me and was squeezing it, the lube of the plug having dried out already after all the running around. I breathed in but all I could breathe was pink cotton as my granny panties rubbed my dick in all the wrong ways.
Finally, I felt him remove the lube from my ass and he shifted himself so he was straddling my legs as I felt his other hand grab my waistband once again, pulling harder on the melvin wedgie as he thrusted his hips forward. I felt something warm and meaty rub against my crack, no longer covered by his undies, he had let out his monster cock and was teasing it raw against my hole, but as he humped me, I could still feel cotton against my cheeks, which meant he hadn't taken his boxer briefs fully off, he had just pulled his dick through the hole in the front. My Bully's obsession with his underwear fetish went beyond my expectations, he truly loved dudes undies.
It was time. I felt him pull slightly away from me and line up his large mushroom head with my awaiting hole, the plug had slightly stretched me and the lube would help but I was ready for his monster to still destroy my insides. He began pulling on my Melvin Wedgie, forcing me back onto his cock, not even bothering to use his own effort to push into me, making me fuck myself on his cock.
His cock breached my hole and inched inside of me, I moaned and cried out, the intense pain of my tight hole being stretched joining the pain of my dick and balls being crushed against me, each inch widening my hole further and further. It had been so long since I was fucked properly by a man, I was usually a top until my life was flipped upside down by my Bully and my Roommate and now here he was, turning me into the bottom, twink nerd he saw me as.
I felt the cotton against my asscheeks again as he bottomed out inside of me, my Melvin stretched all the way down to my arms where he began hooking the waistband onto my arms and hands, wrapping me up and keeping the Melvin locked down and my arms from moving as his hands grappled my hips. He began pulling out of me slowly until just the tip of cock was left and then he SLAMMED back into me, forcing my body further into the ground, forcing my face further into my wedgie as I cried out in pain.
He didn't let up though, he picked up his pace, jackhammering into me over and over, fucking me with his huge, monster cock as I moaned loudly. I didn't last very long as my orgasm rose from being pounded and I came HANDS FREE, shooting ropes and ropes of sticky cum into my own underwear, the angle my body was currently causing it to shoot onto my chest and face as my Bully began moaning, my orgasm was causing me to squeeze his cock with my hole, making it even better for him as he picked me up by my hips and leant back, causing us to change positions.
I was now sitting in his lap, laying my back against him as my legs were draped over his legs while he thrusted upwards into me using one hand to keep us steady while the other held my neck to stop my head from flopping around while he pounded me. His thrust were getting faster and faster as we moaned in unison, I was still riding the high of my orgasm when I felt his cock swell up and he moaned loudly before slamming himself into me, burying his cock deep inside me as he shot his load into me.
There was so much cum, it felt like he shot over 10 ropes into me and was still pumping more out as we both tried to catch our breath, staying there for a couple of minutes while his cock was still inside of me. I still couldn't see anything as my hands were tangled in my Melvin but my brain started processing what was happening. I went from coming into the arcade for fun on my weekdays to my Bully, who had been tormenting me for weeks, fucking my brains out and dumping his massive load inside of me.
My self-reflection was stopped short as he rolled us over to a doggy position again and started sliding out of me, his fat cock dragging some of his cum with it as it leaked all over my legs and the floor of the laser tag arena. I felt him shift slightly and before I could say anything, I felt something sliding back into me - the buttplug was back and it went in much easier this time, trapping his cum inside of me.
He finally untangled me from my wedgie, my cock and balls thankful to be released from their cotton prison but I still couldn't move, mainly due to the pain of having been railed by a 9-inch cock so I just laid there with my ass up for a bit, recovering as my Bully walked away. As he was about to leave, he told me that if I came back to the arcade, he would put me in a hanging wedgie in his office and leave me there for his whole shift, only letting me down to fuck the shit out of me.
I shuddered thinking about it but at the same time, my Roommate wouldn't just let me stay home either, I really was going to have to move countries to escape my torture.
After a while, I realised he probably left the door to the laser tag arena unlocked so I would have to get going soon or be discovered in my current messy situation. I crawled over to my shorts and shirt, putting them back on as I sat down for a bit, catching my breath but once people started re-entering the arena, I waited for the doorway to be empty and made my way out.
I walked through the main arcade area, knowing that no one else was any wiser about the fact my underwear was pink and halfway up my chest or the fact a buttplug was keeping cum from leaking out of me. I looked up at the cameras as I walked out and it felt like they were all following me, reminding me of the power my Bully had over me.
As I waddled home, I began feeling an intense sense of dread, knowing that if my roommate was home, he would probably torture me as well and if he found the buttplug and cum inside of me, would probably end up fucking me too with his 8-inch tool. I had to sneak in and hopefully make it to the bathroom before he knew I was home.
Unfortunately, as soon as I began opening the door, it flew open and I was dragged inside, my roommate pulling me inside and picking me up by the armpits, pushing me against the door, I tried to thrash against him but I was so sore and tired, I could just weakly push against him as he pressed his body into mine, freeing his hands to pull my shirt up, exposing my stretched cum-stained undies and the stickiness all over my chest.
He shook his head at me and clicked his tongue like I was his son who had done something naughty or a student in trouble by his teacher. He let me down from the wall and grabbed my shorts, dacking me once more as he grabbed the back of my waistband and pulled up on my granny panties, dragging me over to the couch where he laid me down across his knees, like a schoolgirl getting the cane.
He pulled the back of my undies, bunching them up until my asscheeks were exposed to the air of the night, but even worse, revealing the buttplug pressing against the stretched cotton. He audibly gasped and pulled the fabric to the side as his other hand grabbed the handle of the buttplug and roughly YANKING it out of me. Cum splashed all over the place as it was forced out of me, while I screamed in pain at the sudden extrusion.
Something had snapped inside my roommate and he became worse than my Bully ever was, shoving his fingers inside of me and scooping the cum out of me before bringing it to my face and spreading it everywhere, forcing it inside my mouth as I tasted my Bully's cum and myself once more. I tried to escape, writhing beneath him but I couldn't stop him from roughly fingering me over and over.
After he was satisfied he got all the cum out of me, his hand rained down a SPANK onto my ass cheeks as he pulled the wedgie back into place and pulled harder and harder on it, the combination of the spanks and wedgie doing unspeakable things to my ass.
We sat there for what felt like hours as spanked me over 50 times on each cheek, my ass going red and raw before eventually going numb at some point, leaving me to just hang my head in defeat as he took out his apparent anger on my ass. At some point he started muttering about some 'stupid idiot' and 'fuck it hurts' as I thought he might have been talking about me and his hand but realised that, no he wasn't talking about me, he was talking about someone else and himself!
That's what his anger was about, and he was just taking it out on me! I didn't have time to celebrate my revelation, as he pushed me off of his knees and grabbed my arms, pulling me kneeling between his legs as he got his cock out and shoved it in my mouth. I didn't want to end up taking another cock up my ass so I sucked his cock like my life depended on it, trying to make my mouth as pleasurable as possible while I felt the stings of the spank still on my ass.
It didn't take long for him to get close as he grabbed my head, keeping it steady while he FACE FUCKED ME, thrusting his cock rapidly into my mouth before climaxing, some of the cum going down my throat before he pulled out of me and the rest of it went all over my face. He let go of me and I sat back on my heels, both of us breathing for a second before he stormed off towards his room.
As he walked away, I saw something that confirmed my suspicions, there was a distinct wet patch on the back of his jeans, from where I imagined he had gotten fucked and someone came inside of him! Someone fucked the shit out of my roommate! I was happy enough that the pain of my backside drowned out a little and went to take a shower.
If my roommate was that sensitive after getting railed plus I knew he liked wedgies, and my Bully wanted a nerd to fuck the shit out of, maybe I could use this to my advantage and save myself from both of them!
Thanks everyone so much for reading! If you liked this chapter and want to see something special happen to Dan, just let me know and I can put it in a future chapter!
To get in touch with the author, send them an email.
