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3 Painful Realities
🕑 Added 2023-08-20 16:35:50 +0000 UTCThe Fence - Solo m, Wedgies/Bullying
It seemed like a great idea at the time.
You had the itch, as you like to call it. That uncontrollable urge to seek out embarrassment, pain and pleasure. That desperation for a good, brutal wedgie.
It was difficult when living at home. The best you could hope for to guarantee privacy was giving yourself a hard yanking on your boxer briefs before you got in the shower, allowing the blast of water to drown out any accidental moans or gasps you may have made. It was only once you got to college that you found yourself with much more freedom, and boy did you take advantage of it.
You began with throwing out all of your old stretched out boxers and boxer briefs, substituting them for big bulk packs of the nerdy underwear of choice; the white brief. You remember that rush of excitement you felt when you looked at your underwear drawer, the soft white cotton sparkling up at you. It felt right. And when you stretched those tighty whities up your back and snapped them down onto your forehead that night? It felt good.
That was when you first noticed the itch develop. That need to have your butt flossed, split apart, ruined by your underwear. The urge to feel as humiliated as a nerd possibly could. No jerking off session in a shoulder wedgie could scratch it fully. No chair wedgie as you typed away at your keyboard could sate it. You needed more.
And that’s how you found yourself looking up at the spiked fence, shivering with excitement. It was late and you had strolled far enough away from your dorm room that you wouldn’t run into anyone you knew.
You had looked upon the fence many times as you walked to classes through campus. Surrounding a small gated park area, it was deserted at this time of night. The fence stood 6 feet high, with a small stone ledge giving an extra platform to stand on. It was perfect for what you had planned.
You stepped up onto the stone ledge, holding onto the fence to keep yourself in place. You took a deep breath and looked around one last time for any sign of other people, before reaching into the back of your pants and pulling the waistbands out.
Yes, waistbands. You had made the mistake before of trying to hang with a single pair of briefs, completely shredding them without any satisfaction. This time, you came prepared. Three pairs of premium Fruit of the Loom cotton would be more than enough to hold you in place.
Your face flushed and your breath heavy as you tried to control yourself, you pulled the briefs further and further out of your pants until the leg holes popped out. Satisfied, you pulled yourself up until you were crouching on the fence itself, teetering back and forth. Keeping yourself steady, you pulled the leg holes across one spike, then another, making sure to wrap the waistband around them too for added support.
If your plans were correct, when you lowered yourself down you’d be suspended in a perfect hanging wedgie, your feet dangling just below the ledge. Once you were satisfied, you’d then step up onto the ledge, unhook your briefs from the fence post, then head home with a skip in your step and a sting in your backside.
Taking a deep breath to calm yourself, you slowly lowered yourself down into the wedgie, feeling the briefs tighten and rise up your back, beginning to dig between your cheeks in a slow, satisfying way that made you let out a small moan. You kept lowering yourself down slowly, until you were almost fully suspended by your briefs, your crotch throbbing with pleasure. Closing your eyes, you let go of the fence, and dropped down fully, accepting the wedgie.
The sudden burst of added pain as gravity took control made you gasp in shock, your hands flying back instinctively towards your butt as you swung from side to side due to your squirming. The front of your briefs shot up as well, the waistband lifting your shirt up and fully exposing the wedgie to you and any passers by. Even in the dim light, the white of the fabric shone brilliantly.
You panted and moaned in pain, looking around nervously for any passers-by. The excitement of public exposure was one thing, but the reality was very different.
Once the initial shock of the wedgie died down and you fully sank into the wedgie, the feeling of your situation also sank in. The breeze of the wind against you gently nudging you back and forth. The pressure in your crotch as your erection fought against the tightness of your underwear. The pain in your backside, acute and deliciously agonising as no position nor method to relieve the wedgie would work. It was a constant pain that refreshes itself with every second, never giving you a moment to relax. And of course, the satisfaction. You had dreamt of being in a wedgie like this for years, stuck suspended by your own underwear like those dorks you had read about in stories.
You fantasised that you had been left there by the football team for the crime of being a nerd. They had swirlied you, given you a titty twister and a wet willy before dragging you outside, letting you hang by your dorky tighty whities.
You flushed red as you imagined it, your hands wandering across your body and exploring. You grasped your nipple with one hand and twisted it harshly, letting out a whimper and imagining the bullies’ laughter at your response. You reached down with your other hand and gently tugged your pants down past your crotch, kicking your legs weakly and letting them drop down, imagining they had pantsed you to add to your humiliation, giving you no way to hide your wedgie, nor your bulging erection.
You grasped at your cock through your briefs, stroking and tugging as the bullies in your mind laughed at you for enjoying their bullying. You forced yourself to bounce up and down and imagined the bullies tugging at your legs, mocking you for getting off on their torment. It was so hot, and thanks to the wedgie it felt so real.
You continued bouncing and twisting at your nipples, your moans continuing as you forced yourself to spread your legs apart, the wedgie digging deeper and sinking into places you didn’t think possible. You felt the pressure building up in your crotch as you neared climax, whispering to yourself that you deserved it, that this was your place. And you could hear the bullies threatening you with this treatment every day from now on.
The pleasure was so strong you didn’t notice the briefs beginning to tear and rip behind you, so caught up in your own fantasy. You just kept bouncing and forcing the tighty whities deeper and deeper until all of a sudden, with a loud, sudden tear, you dropped down onto the ground, the briefs shredding into two halves.
The sudden friction against your crotch as the cotton grazed your cock was too much and you finally climaxed, emptying your load into the remaining shreds of your tighty whities, whimpering and shaking uncontrollably as you did so.
Once the orgasm subsided, you pulled yourself to your feet. You were shaky from being suspended in the air along with the biggest orgasm of your life. You looked up at the tattered remains of your briefs and pulled it off of the fence post, to dispose of later. Shoving the ruined briefs into your pockets, you pulled your pants back up and began walking home. You were suspended for all of 5 minutes, but it felt like an hour.
All seemed well and good until the next day, when you felt a searing agony in your backside. Reaching back you gasped at how tender your buttcrack felt, and realised how brutal you had been whilst in the hanging wedgie. You took a shower and winced as the pain felt just as bad as last night, as if you were still re-living the hanging wedgie.
The brutal pain continued for a full week. Every walk to class felt like you were jogging in a shoulder wedgie. Every time you shifted in your seat you felt like a chair wedgie was growing tighter. Even sleeping felt uncomfortable, as if you were stuck in a jock-lock wedgie. Even when the pain died down, the deep dull throb kept you on your toes, a long-term reminder of the humiliating wedgie you gave yourself.
At the very least, the itch you had felt for years had finally gone… For now.
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Worth it? - M/m, ABDL/DDLG/Spanking
“Big broooo, can I have a snack??” I called out loudly from the kitchen, staring at all the delicious treats on offer in the cupboards.
“Not a chance buddy, I know what you’re like! If you eat now you won’t want dinner!” A deeper voice replied from the lounge.
“Come ooooon, just a lil snack?” I whined, my eyes sparkling at the cookie jar sitting on the countertop, just waiting to be opened.
“Daddy told me not to let you eat anything until he got back, and that’s exactly what I intend to do! Now get your butt back in here, you’re missing Bluey!”
I pouted and turned away from the cookies, waddling my way back into the living room.
My big brother looked up at me with a smile. He was sat on the couch in his red shorts and My Hero Academia t-shirt, fiddling with the remote as he found the right channel for Bluey.
Certainly, ‘big brother’ looked a lot more grown-up than I did, waddling around in my blue shortalls and Dinosaur t-shirt. My blue pacifier dangled off my shortalls by a small strap, and underneath I could feel my thick diaper pressing against me. Despite us both being of similar ages, it was no secret who the grown-up was between us.
My boyfriend and I enjoyed role-playing a great deal, and this was a scenario we often used. The big brother looked after the little brother until Daddy came home. We’d watch TV, play some games together, he’d run me a bath and put me to bed early whilst he stayed up doing whatever grown-ups did after the little ones went to bed. He was naturally dominant and so the big brother was an easy role to fit into. Myself, being a natural sub, fell into the little brother/toddler role just as easily.
However, we had often played things quite safe and tame during our scenarios. He was never very strict, and I was never difficult. Today, however, I had a bit of a bratty mindset. I wanted to see how far I could push my boyfriend with my naughty behaviour. How fun would that be??
Pouting a bit, I dropped down onto the floor in front of my ‘big brother’, grabbing my bottle of milk from the table, placed perfectly next to his glass of coke. A clear example of my status below him. I couldn’t help but blush as I watched him take a big chug from the glass, whilst I gently sucked away at the rubber nipple.
“What's the matter, squirt?” He asked with a grin, leaning over and ruffling my hair, “What are you pouting for?”
“I wanted a snack!” I replied, continuing my pout. I even folded my arms in a huff for added effect, though it had little effect.
He chuckled and shook his head, “Yeah and I want a car, we can’t always get what we want.” He replied as he checked his phone.
“But big broooo, I only wanted one or two! I’d have eaten my dinner, promiseee!” I whined loudly.
“Mhmm, sure you would have.” He replied, rolling his eyes a bit. I opened my mouth to protest more but was quickly silenced by my pacifier, my big brother holding it in place for a second to affirm my silence before pulling his hand away, “That’s enough whining. Hush now and behave.”
I mumbled a huffy reply through the pacifier before turning back to the television, receiving another pat on my head as he stood up.
“Good boy. Now I’m going to run your bath, call me if you need anything. And NO SNACKS. Understand?”
“Yesh big bwo.” I lisped into the pacifier, watching him stride up the stairs out of sight. I waited until I heard the unmistakable sound of the bath being run, and quickly stood up and waddled my way back into the kitchen, grinning mischievously.
I made a beeline for the cookie jar, a bright white and green ceramic jar that I knew for a fact contained some delicious chocolate chip cookies we had baked earlier that day. I opened it up and shoved my hand in, snatching up the first cookie and shoving it into my mouth. It was delicious, the perfect mix of crumbly and gooey and the right amount of chocolate chips to go along with it. Now feeling giddy with my naughty behaviour, I took another cookie, and another, and another.
I lost count of the number of cookies I ate, when I heard the water stop from upstairs, the thunderous war of water turning silent. Knowing my big brother would be back down soon, I shoved the last couple of cookies into my shortalls for later and hurried back to the lounge, sitting down on the couch and pretending to watch Bluey as he descended the stairs.
“Come on lil guy, time for your ba- What are you doing on the couch??” He asked incredulously, staring down at my cheeky little smile.
“Floor was uncomfy!” I replied simply.
“I don’t care, I’m not letting you leak on the couch again! Get your padded butt off there and get up the stairs!” He ordered, watching as I eye rolled dramatically and hopped off the couch, marching past him to go upstairs to the bath.
As I walked past him, I decided to be cheeky and blew a raspberry at him. That earned me a crisp swat to my backside, causing me to yelp and hurry up the stairs. It didn’t hurt at all thanks to my diaper, but I could feel my cheeks heating up at the spank.
Once inside the bathroom, I began stripping myself of my shortalls, before being stopped by my big brother.
“Hang on, you know the rules! I take your clothes off. I’m not letting you jump into the bath in just a diaper again.” He tutted, turning me around to face him as he unbuttoned my shortalls.
I huffed again dramatically and let him undress me, acting casual and innocent. Everything was going fine until he grabbed at my waist to pull the shortalls down. He paused, and ran his hands over my pockets, before reaching in and pulling out one of the cookies.
His eyes widened and he quickly stood up, glaring at me. I continued to try and act innocent, though I couldn’t help but smile nervously as he stared me down.
“Little bro?”
“Yes big bro~?”
“Why is there a cookie in your pocket?”
“I dunno.”
He reached back in and pulled out a total of five cookies from my pockets.
“Why are there five cookies in your pockets??” He asked, his voice getting louder as the disciplinarian in him started to rise up. Just hearing his voice grow made me shiver as I continued the role of the bratty kid, eager to see what he’d do.
“Ummm, they fell in.” I replied with a wide smile. He glowered at my smile, before noticing something. He pulled me close and wiped my face with a finger before tasting it. His voice rose again, “Why do you have chocolate chips on your lips??”
“Ummm, they fell into my belly?” I replied, unable to avoid giggling at my own response. Big brother was less than amused.
“...Little bro?”
“Yes big bro~?”
“Did you eat some of the cookies from the cookie jar?”
“Maybe.”
“Did I tell you not to eat them?”
“Maybe.”
“Do you think I should punish you?”
“...Maybe.”
With that, everything became a blur. A sudden whoosh around my legs found me without my shortalls. A yank of my arms lifted them into the air, and suddenly I was without my shirt. My face flushed red as I found myself standing in just my diaper. My big brother grabbed my arm and pulled me over to the toilet, sitting down and pulling me across his lap. I attempted to squirm and struggle away, but he had a firm grip on my arm. I found myself staring down at the floor, my arms pulled up out of the way and held against my back, keeping me pinned down. My diaper was pulled down to my knees, making me feel more exposed than I’d ever felt before.
If I needed to, I could use my safe word, and everything would stop. But I didn’t. I wanted this to happen. And I think my boyfriend knew this too.
“You’ve been a naughty brat, so I’m going to teach you a lesson! You’re going to get a spanking from me for lying, and a spanking for eating the cookies when I told you not to!” My big brother warned, raising his hand above my shaking exposed bottom.
“D-Don’t spank me, I’m sorry big bro!” I gulped, pleading and kicking my legs as he held me in place.
“You should have considered that before disobeying me!” He replied, his wide palm coming down and landing a crisp, sharp spank across my rump.
I gasped and squeezed my eyes shut as the pain from the first smack hit me, a stinging pain radiating across both of my bum cheeks. I barely had time to register the rising heat when a second smack arrived, this time hitting the left cheek, and a third quickly following onto the right.
My gasps continued as my big brother fell into a rhythm, alternating between each cheek with a firm spank, slowly but surely increasing in pain the longer the spanking went. I kept trying to kick and squirm away, but my brother’s strength held me down, and the diaper around my legs stopped me from kicking too hard. I was stuck there as long as he wanted me to be. I had surrendered control over my own bottom the moment I put a cookie into my mouth. And boy was it starting to feel like a bad decision.
Soon my gasps turned into small yelps of pain as the heat across my bottom increased, a constant throb and sting radiating from the round, now thoroughly reddened, cheeks.
He finally stopped once I was consistently yelping and pleading, giving me a moment’s respite. I felt his hand squeeze my sore bum, making me wince as he kneaded and rubbed it.
“Have you learned your lesson?” My big brother asked calmly.
I nodded frantically, “Uh huh! I’m sorry big bro I won’t eat the cookies again!”
He chuckled, and I could feel him shake his head, “No no little brother, that was the spanking for lying.”
I felt him lean over towards the bath, keeping me held in place, before pulling back and pushing me back down against his knee.
“THIS is the spanking for eating the cookies.” With that, a loud whack reverberated across the room, followed by an equally loud cry of pain from me as the fiery agony of the first spank arrived.
It was a deeper, more brutal pain that landed upon my bottom compared to my big brother’s hand. It landed in the middle of my left bum cheek, but the pain spread across my entire rump as I kicked harder than I had ever kicked before. My big brother was quick though, slipping his leg up and over my own to hold me in place. I was now bent over further across his one leg, kept tightly in position as he brought down another harsh whack to my exposed, tight bottom.
I howled out again and turned my head around, trying to see what he was using. With wide eyes I spotted the implement of choice, a large wooden bath brush big brother often used to help wash me. He brought it down again and I quickly turned my head back to the floor. It was more agonising seeing the spanking coming, compared to not seeing it at all. Neither were pleasant, mind.
Once again my big brother settled into a rhythm, this time rotating around my bottom with the bath brush. One whack against my upper left cheek, one against my upper right cheek, then against my lower right cheek, then my lower left cheek, and so on.
Occasionally he would spend some time spanking my sit-down spots, aiming just below my bottom. I howled much louder when he tenderised those areas. I couldn’t keep track of time or the number of whacks, just the pain that hit me every time that horrible brush landed on my bottom.
“You. Will. Not. Misbehave. And. Disobey. Me. Again. Or. Else. I’ll. Spank. You. Harder. Understand???” My big brother asked, enunciating every word with another whack with the brush onto my sit-spots.
My entire bottom felt like it was sat on hot coals, stinging so fiercely I feared I’d never sit down again.
“Yesssss!” I cried out, tears running down my cheeks freely as I began sobbing, “I won’t do it again! I’m sowwwyy!”
I continued sobbing for a while until I realised the spanking had stopped. My big brother had put the bath brush down and instead was gently rubbing my poor beaten bum. I laid there until my sobs turned to sniffles, letting his soft hand wander across my red cheeks.
“Boy, I could roast marshmallows against your butt right now.” He teased, finally speaking up after I had calmed down.
I couldn’t help but laugh through the sniffles as he lifted me up onto my feet, giving me a big warm cuddle.
“I hope you learned your lesson, little brother. Don’t make me do that again.”
“I won’t! I won’t be naughty ever again!” I replied quickly. Mainly because my butt felt like it would never recover from that spanking.
“Good boy.” He smiled, patting me on the head as he squeezed me close, “Let's skip the bath for now and just put you down for a nap, okay?”
“You okay babe? Want to tap out of the roleplay for tonight?” My boyfriend asked me as he led me to the bedroom by my hand. My free hand was frantically rubbing at my own bottom, feeling very much like a punished boy.
“Nuh uh.” I replied, smiling as I let myself be pulled along. My bum still felt very sore, but I was caught up in all these little feelings. And it was a new feeling to be a naughty child getting put to bed early. I really enjoyed it. And he liked it too.
“I wasn’t expecting you to be such a brat tonight.” Big brother admitted as he changed me into a fresh diaper, making sure my bum and crotch was well protected with a layer of baby oil.
“I wasn’t expecting you to spank me so hard…” I replied, blushing red as he chuckled.
“Well that’s what happens when you’re naughty~” He teased, pulling the fresh diaper up between my legs, snugly taping me into it. The thick padding of the diaper kept the heat fresh on my bottom, and I couldn’t help but squirm a bit as he pulled my cute blue dinosaur pyjama bottoms up my legs and over the diaper.
“I’m sowwy…” I replied as I sat up, letting him pull the pyjama top, “I jus’ really wanted a cookie…”
“I know you did, but you have to listen to me. Now you’re getting put down for a nap with a sore tushie. Was it worth it?”
“Nuh uh.” I admitted, shaking my head. Big brother pulled me up and took me over to the bed, laying me down and gently tucking me in.
“Thought not.” He chuckled, handing me my stuffed elephant that I had had since I was a baby, “Now get some sleep squirt. If I catch you up and about when I check on you later that bath brush will be saying hello to your bottom again, understood?”
I gulped and nodded, “Yes big bro!”
Smiling, he leaned down and kissed me on the head. I watched as he headed for the door, turning down the lights to a faint dim. “Big bro?” I called out.
“Yeah?” He turned around to look at me, all tucked in.
“I love you.”
“I love you too, squirt.”
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A boy’s trial. - M/m, Master&Sub/Chastity/Edging/Overstim
Nonono, pleaseplea- Nnngghhh…! F-Fuck…!
Aww, so close~ How many was that now?
Y-You sadistic bastard, let me cu-uhhmmm!
Ah-Ah-Ah~! You better behave, you might not get this chance again for a while!
Fuck.. N-Nine times…
Nine times, what?
Nine times, Sir…
Better! You’d think after a month locked in your little cage you’d be much more behaved than this. Maybe I should put it back on.
No! S-Sorry Sir, please let me cum! I’ll be goo-oooohhhh~
Yes, I’m sure you will be. Lets try for ten, and then maybe I’ll let you cum.
Nnnnf... Y-Yes sir, thank you Sir!
Heheh, there’s the good submissive I’ve been training. You’ve gone from a completely insolent punk to a well-mannered, obedient boy. And all it took was to take your manhood away.
Ahhhnnn~
How did it feel, hm? To be unable to satisfy your urges for four agonising weeks, only able to receive satisfaction through pleasuring me with your hands or tongue?
Mmmmahhh…
I asked you a question, boy.
Agh! It was humiliating and painful Sir! Th-There were nights I would just hump my pillow until I fell asleep, b-but I couldn’t feel anything! I-I started looking forward to being unlocked and bathed by you Sir!
Good. boys like you shouldn’t get to feel anything down there without their Masters’ permission. Otherwise they’d be playing with themselves all day. You should feel grateful that I’m touching you like this.
Y-Yes Master, thank you for letting me feel pleasure today!
Oho, very eager to please all of a sudden. You must be desperate. Go on then, cum if you can.
Mmmff, Sir pleas-
I’m not going to untie you, no matter how much you beg me. Either you climax by humping my hand, or you don’t cum at all. Be lucky I’m even touching you at all.
Yes Sir, th-thank youuuoooohhh… f-fuck, Sir your hand feels so good!
Hah, I’m sure it does feel good against your little cock, having touched nothing but cold steel or the occasional scrubbing brush for so long.
Ahhhh… Nnnnhhhh… S-Sir I’m close!
Well you’d better beg, like a good boy.
Fuck, Sir please, please let me cum! Please I’ll be a good boy, I want to cum so bad!
I can tell, you’re leaking precum all over my hand. What a pathetic sight, seeing you dribbling and quivering on the bed like this. Such a dirty boy. You’ll clean this mess up once you’re done, won’t you?
Nnnnhhh~! Yes Master, I’ll do whatever you say! I’m your boy! I need to cum, plea- NNNN! F-FUCK, FUCK THANK YOU! THANK YOU SIRRR!
So loud, So needy. Remind me to gag you next time so you don’t disturb the neighbours. Look at how much you came. Good boy.
Ahhhnn… Ahh… nnnf… S-Sir… SIR!
Yes, my pet?
Y-You can stop now, p-please, it–Ah!--Its really sensitive!
I bet it is. But why should I stop? You said you WANTED and NEEDED to cum. Why stop at just once?
Nononono, Sir pleaseeeeee! F-Fuckk! Please Sir I’ll–AAH!!
Ahh, there it is. Your little good boy button. Remember how wild it drives you for me to play with this? I’d tease you with it all the time whilst you were locked up. You’d drip from your little caged nub, never getting any relief as you begged and wailed from the frustrated pleasure. Now, feel my finger dance across it. Feel my nail scrape the nerves, whilst my hand polishes your sensitive little cockhead~
SIRSIR NO PLEASE IT HURTS! PLEASE MASTER!
Its okay boy, just enjoy the pleasure. That’s it, I can feel you tightening against my finger. Come on, lets get another load out of those cute little balls of yours.
AH! AH! AH! S-SIR! I-I’M GONNA– UUUHH!
Theeeere we go. Good boy, I knew we could milk another load out of you. A month's worth of build up, I’d hate to not help you empty yourself properly.
AUGH! M-MASTER, PLEASE STOP! PLEASE I’M SORRY!
Stop? Are you sure? You might have one more load in you!
P-PLEASE, I CANT…!
Aww, its okay boy. No need to cry. I’m just giving you what you wanted. Unless you now want to be locked back up?
YES! PLEASE MASTER, LOCK ME BACK UP! I’LL BE A GOOD BOY, I SWEAR!
Well, how can I say no to that? I suppose you’ve done enough today.
AHH… Ahhh… Th-Thank you Master…
You’re welcome, boy. Now, clean this mess up.
Y-Yes Sir.
Once you’re done, I think you’ve earned yourself a brand new cage. This one is even smaller! And let's try for two months this time. With enough anal training, you’ll be able to climax just from a finger pressing against your good boy button. And remembering the overstimulation you just received, you’ll never need, or want, to play with your cock again. Doesn’t that sound excellent?
Yes Master. Thank you Master.
END
