Freshman Loses a Dare (Mostly Fiction)

[NotANerd]

Seriously unbelievable. Awesome job like always.

[ginger88]

This is my favorite story on the site

[TiedGuy]

The safety monitor, John, whispered to Kurt and Kurt nodded then turned to me as I was struggling switching from one painful position to another. Legs cramping, straighten up and strech balls, lower down until shoulders scream with pain. "Slaveboy, I hate to have to stop your torment just when you were getting into the pain but it is getting late and I'm starting to get cold so it's time to move inside." He untied the rope from the root and released the tension on my balls. He took the hunting knife and cut the end of the rope from my arms to the tree branch which left my arms still tied but without tension. "Can you keep quiet if I take out the sock-gag?" I nodded my head to indicate that I could and he removed the dirty smelly socks from my mouth. He called Bob who untied my legs then he ordered Bob to take me to the dungeon.

The cameraman went ahead down the rough path and yelled OK. Bob gave the rope attached to my balls a sharp yank, I managed to stifle a yell when I felt the shock of pain in my balls. I followed Bob down the trail, he walked fast and I had negotiate the twisting path with my arms behind my back and my legs stiff from the torture session as fast as I could to keep up and avoid more painful tugs on the rope. I fell and Bob yelled "Pay attention you clumsy Slave!" and jerked the rope hard to force me to get up quickly and resume the trail. I did the best I could. Soon I was almost running behind Bob. Every couple minutes we would stop and Bob would tease me by pinching my cock or nips but what he was really doing was giving the cameraman time to get in place for his next shot. At last I saw an old two story farm house that looked deserted. As we approached the house I saw slanted doors covering the stairs to the cellar. Bob stopped and swung these open, he jerked the rope and I was forced to follow him down a long flight of rough cold stone stairs. At the bottom was a new steel door sealed tightly with rubber gaskets.

We waited, I shifted my bare feet on the rough cold stone. Finally the door opened and I saw Kurt and a well lit room behind him, "Welcome to my playroom, Slaveboy." I stepped inside and looked around at the room. Rough stone walls reaching to a high ceiling, winches on the walls attached to pulleys on the ceiling, a bndage table with eyebolts along the side to tie down the victim and a winch at the end to stretch the helpless victim, a pegboard with various, floggers, whips, straps hung neatly in place. Ropes carefully coiled, leather cuffs, shelves with didoes and butt plugs. "I hope you will enjoy playing with my little toys, I know I will! By the way as you can see from this door, this room is completely soundproof and the house is very isolated so we won't need the sock-gag. You can yell as much as you want and no one will hear. In fact, I sort of like it when I can break a slave and he yells himself hoarse and begs for mercy." I felt a chill of fear and excitement when I heard the steel door slam shut behind me. Bob yanked my rope and I reacted to the pain in my balls by quickly following him to the center of the dungeon. He untied the rope around my balls and I exhaled a sigh of relief.

Kurt told Bob and Jack to take off their shoes and socks so they were now barefoot. Then he had them strip off their T-shirts. Bob had the muscular build of a bodybuilder with only a single tattoo on his shoulder, Jack was strong but wiry and covered with black ink tattoos. "That's better guys, we want you to look real sexy for our viewers while you are torturing our Slaveboy." remarked Kurt. "Slave, Kneel!" I knelt on the rough stone floor and Bob stood directly in front of me. "Acknowledge, Bob as your master's helper and promise that you will obey him as you would obey me."

"I acknowledge that Bob is my master's helper and I will obey him as I would obey my master."

"To seal your vow, kiss my helper's feet."

I humiliate myself by bending down and kissing each barefoot standing in front of me. Jack changes places with Bob.

I speak while staring at Jack's dirty feet, "I acknowledge that Jack is my master's helper and I will obey him as I would obey my master."

"To seal your vow, kiss my helper's feet."

I bow down and kiss each of Jack's dirty bare feet. I now have now pledged to obey three tormentors in everything that they command.

"Put the slave on the bondage table!" ordered Kurt.

While Bob led me to bondage table Jack when to the pegboard and selected padded leather cuffs for my wrists and ankles. He also picked a couple heavy springs. Bob had me get up on the wooden slats of the table. He untied the rope holding my arms behind my back. I rubbed my wrists to bring the blood back. Bob had me lie face up so my feet were overhanging one end and my arms extended toward the other end. Jack took the ankle cuffs and buckled them tightly above my bare feet. He clipped them to eyebolts on the end of the table near the corners. The cuffs secured my feet so they extended just over the end of the table making the tender bottoms very vulnerable. Jack buckled the other leather cuffs to my wrists and tested them to be sure they were tight. He attached the springs to the cuffs and then the cables from the winch to the other end of the springs. He signaled Bob to start turning the winch. Slowly the slack was taken from the cables and I could feel the tension build. He signaled Bob to slow so I now heard each clci as the cables tightened and the springs stretched out exerting a strong constant pull on my wrists and arms. "The springs are for safety, they keep tension but also give a little so your struggles won't cause dislocations." He tested the tension by pinching the head of my still hard cock. I struggled to get away from his hand but could only move a fraction of an inch. "That's good for now, Bob. You can stop."

Jack jumped on the table and straddled my legs just below my throbbing cock. He bent down, held my head steady and kissed me hard on my lips. I tried to move but couldn't. He straightened up, "I can't resist a helpless slave that is completely in my power." He traced his hands down my chest to my abs and laughed at me squirming at the touch of his fingers. "Even better, my helpless slave is ticklish!" Bob started working his fingers along my legs slowly moving down to my vulnerable feet. I kept quiet as long as I could but Jack was busily working my armpits, nips, chest and abs and Bob's fingers were tormenting the soles of my bare feet.

I could only move a fraction of an inch, I was helpless, vulnerable. I began to laugh uncontrollably, to beg them to stop, to screams "Stop, please I can't take it !" They only smiled and intensified their efforts.

As I was writhing in torment from the tickling and pleading for them to stop, Jack said "He wants us to stop so I guess we should - what can we do that is worse?" They stop and Bob went to the pegboard and got a black leather flogger with many stiff leather ribbons ready to bite into my skin. Jack selected a riding crop with a small thin leather strap at the tip. Bob began flogging my abs then my chest and nips, then my armpits and back to my abs. I scream with each painful lash. He whips my legs down to my feet. I thought it could not get any worse until I felt the lashes of the flogger on the vulnerable tender soles of by bare feet. I scream so hard I become hoarse and soon my screams are barely whispers. Jack watches patiently until Bob becomes bored and let's Jack take his turn.

"Bob, crank the winch up a couple of clicks, I think our Slaveboy is too comfortable. How's that Slaveboy?"

"My whole body hurts like hell, SIr. I feel like I am being torn apart!", I whisper hoarsely.

"Great! That's what I want. Bob is a little heavy handed with his flogger. I like the riding crop. Much better control both in hitting the exact spot I want and the amount of pain I inflict. I like it when my victims scream in agony. That lets me know that I am doing a good job causing pain and I will give that spot special attention with a few more lashes."

"I get the drift, Sir. It is in my best interest to endure your tormenting in silence. "

Jack grabs my swollen cock at the base and slowly strokes in to the very tip, "You're a smart kid, I like that!" He taps the tip of his crop on my palm. "Hold your hand steady!" A quick whip and the leather strap at the end snaps painfully on my palm. I bite my tongue to suppress a scream. He goes to my other palm and repeats a single stroke. He follows my arms down inflicting strokes on the tender skin on the inside of my arms. He attacks my arm pits and then my nips, the pain is horrendous but he stops after one stroke in each place as long as I am silent. He moves to the soles of my feet. He notices that I am biting my tongue so hard it is bleeding a little. He goes over to the shelves and comes back with a black rubber dildo. "Bite on this rubber cock." He shoves the black dildo into my mouth. As he moves up my legs and tender inner thighs, I appreciate his kindness in shoving the rubber cock in my mouth. I am scared as he taps my left ball to take careful aim and beain to panic as he moved the crop upward, I bit the rubber cock hard as the crop moved down, I screamed in pain despite biting the dildo as the lash snapped loudly on my ball sending a shock of terrific pain through my whole body. I knew I was in deep shit. He followed by three more lashes to my left ball. Now I was prepared and knew I had to take the pain in silence. I managed the right ball with only one stoke. He moved slowly up the shaft of my boner. I took each blow, maybe he was going easy because of the delicate area, but I felt each blow through my entire body. He paused when he reached the head of my cock. This would be the ultimate test, he tapped the tip to aim, drew back. I bit the rubber cock hard. He let go and I heard the snap. I felt the shock, god, I tried not to scream but couldn't stop myself. "Great, I'll give you three more so you can practice being silent. I took two but messed up on the third. My cock was burning in pain, I steeled myself, One, I took it, Two, I barely held myself, Three, I knew I had to hold out . I did but not by much. I lay there panting trying to catch my breath from the ordeal I had just gone through.

Master Kurt waved Jack away. He touched the tip of my erect cock lightly with his finger and smiled when I reacted to the pain by trying to move my cock away from Kurt's painful touch. "Boy, you just have to listen real careful to what Jack or Bob tells you. Jack asked you real nice to keep quiet but you have to go off yelling and screaming and poor Jack had no choice but to give you the extra whipping you earned. He gave me a long slow painful stroke the whole length of my erection, he stared into my eyes as he watched me writhe as his hand moved slowly along my shaft. He was savoring the pain in my eyes and I could see he how much enjoyed causing pain. My cock was tender and bright red from the leather strap at the end of Jack's riding crop but this just delighted Master Kurt as he toyed with my sore swollen member until tears were streaming from my eyes. I had no idea how realistic my torture would be when I agreed to make a BDSM video with Kurt. When I was a kid, I had dreamed of scenes like this every night now it had come true. I was so excited, I wanted more and more. Finally Kurt applied an ointment, "This will help your cock heal." He slid his hand slowly back and forth the length of my boner. Despite the pain, the slow movement of his hand steadily drove me to the edge, just about to cum. When he noticed my abs tightening he pinched the head of my cock hard. The shock of pain caused by pinching my already sore cock was unbearable and I let out a blood curdling scream. He laughed, "You will cum when I say slaveboy, not before! How long have you had this erection, Boy?"

"I got my boner when you hung me from that tree branch and started cutting off my clothes with your knife. I have no idea how long you have been torturing me since then but I was hard all the while."

"Shit, that is over five hours straight with a throbbing boner! You are one perverted pain loving bastard. You have to do something before you get a case of blue balls!"

[Star Shadows]

OMG this is such an awesome story !! tiedguy does it again (the only story I am ever tempted to do the "write more, we want more now" thing that everyone does) You are doing a fantastic job

[n25n0598]

Wow, another great post TiedGuy.

[TiedGuy]

With my feet cuffed to the bondage table and my arms being pulled so my whole body was being stretched like on a medieval torture rack, I couldn't believe Kurt's comment that I should do something about my raging boner. "Master Kurt, Sir. The way you have be bound up on this table, there is not much I can do about anything."

"Don't give up hope. How long is your cock slaveboy?"

"Sir, my cock is 7 inches when it is erect, Sir!"

"Hmm, that's good, Possible.... Ever done any gymnastics or Yoga?"

"I do yoga with my girlfriend a couple times a week. "

"Promising. Have you ever done the Halasana or Plow Position?"


"Yeah, it took me awhile but I got pretty good at it.. Whoa, I get your drift but never got that low, Sir"

"Maybe you needed more assistance, let's give it a try. I am going to re-arrange the cuffs. "

Kurt unclipped the cuffs on my arms from the springs and the cuffs on my ankles from the eyebolts on the end of the bondage table. I sat up and massaged my sore strained muscles, I moved my legs and arms around. The relief for my aching body was unbelievable. He saw me glance at my erect hard cock, "Don't get smart and touch your cock while you are loose. You will regret it if you try!"

Kurt had me sit in the middle of the table then lie down and extend my arms above my head. He clipped the cuffs from my wrists to the side of the table. He told me to raise my body and legs straight into the air and then lower my legs toward my arms. This was the Yoga plow position. My cock pointed to my chest with the tip a good couple inches from my mouth. I tested with my tongue but couldn't come even close. Kurt attached the cuffs on my ankles to the winch and had Bob tighten the winch.

The pull on my legs brought my cock directly over my mouth and and almost close enough for my tongue to touch the tip. I was so horny and the reward so tempting that I struggled to overcome that distance. Every few minutes, Bob would take up another click with the winch brought my cock another 1/4 inch closer to my tongue. The guys were laughing at my determination and yelled to cheer me on. After about five clicks, if I stuck out my tongue as far as it would go I could just barely lick the very tip of my boner. The lick sent a shock of pleasure through my body, I madly licked and stimulated my throbbing cock getting me more and more excited. Bob teased me by releasing the pull a couple clicks until again I couldn't quite lick my member. Kurt took pity on me and motioned Bob to tighten up the winch again so I could lick the whole head of my cock with my tongue. I savored the pre-cum oozing out of my cock and licked my tongue all over the head of my cock. I kept getting more excited but couldn't cum. A couple more clicks and I could get the tip into my lips and start sucking. It felt great, a blow job where I could react to give myself exactly what I needed. I bit the tip lightly and felt a shock of pleasure. Every couple minutes Bob took up another click and I could get more of my cock into my mouth. Each fraction of an inch deeper into my mouth the my cock could reach increased the pleasure and excitement. Slowly I got more horny, felt I was about to burst, got more of my throbbing cock in my mouth, could suck harder and harder. When I had a couple inches of boner in my mouth to suck I started feeling a tightening of my abs. I held out for a few more clicks, I wanted the urge to peak. I wanted this climax to be great. Finally I couldn't hold back and spasm after spasm of cum shot into my mouth, I swallowed as much as I could but some flowed out over my lips onto my chin. Slowly the ejaculations ebbed and I felt completely drained, relaxed, contented, satisfied, and ecstatic.

Bob slowly released the tension and unclipped the cuffs on my ankles from the winch. I swung my legs over so I am again lying face up on the bondage table. Bob unclipped my wrist cuffs from the table and tells me to sit up then get off the table. I move to the center of the dungeon and stand there facing Master Kurt. On one side is a chair with clothes piled on the seat and a check on top of the clothes. On the other side are two chains hanging from the ceiling with Bob and Jack standing next to the chains smiling. I get the idea, I can choose the payment for a regular shoot, take my money, and leave or I can be Master Kurt's slave for the rest of the four days with Bob and Jack ready to torment me every minute.

Kurt turns to me, "Kenny, you are going to ruin my reputation as a strict master, here I torture you for 6 hours straight, hang you from a tree until you are trembling, whip you without mercy, deny orgasm all day. Any normal guy would be crying and begging for mercy. Now I look at you and you are standing there with the biggest shit eating grin I have ever seen on a slave! Seriously, this shoot was terrific, you have real talent for bondage videos. The viewer can see how much you love the pain despite the agony I put you in. You have done well, per our agreement, you may leave now with $800 or be my 24 hour slave for the rest of your four days. What's your choice, Slaveboy?"

[BananaPenguin]

My predictions:
- Ken takes the money! When he gets home, Tom makes him his slave for the rest of the year. However, Ken objects, and tells his parents about the abuse. The case goes to court and Tom is jailed.

[Star Shadows]

Please stop trying to guess what happens.

And tiedguy... Thankyou ...that's another awesome post. You are an amazing author.

[BananaPenguin]

Sorry, I just wanted to take a guess how "Freshman loses a Dare" ends.
Still, there were some errors. (The story often swiches to present tence. He said this, becomes, He says this! Ect.)

[TiedGuy]

"Master Kurt, You are a strict master and you put me through hell. The predicament with my balls tied and my legs cramping was extremely strict pain. But the self-suck felt so great I couldn't keep my self from smiling, Sir. It was my idea to be your slave for 4 days and you liked the idea. So I can either take the $800 now and go back or I can go fro broke, get $4000 and have my fantasy of being a 24 hours slave come true. When I look at the chains and see Jack and Bob, barefoot and shirtless, whispering to each other, I just feel they are into gay sex and know they will dare each other with fiendish ways to satisfy their desires with my body."

"That's true, Slaveboy. While I have some imaginative tortures palnned for you, I must rely on Jack and Bob to torment you at night and when I have other things to do. While they must abide by the limits of only safe sex but that still gives them many options. I doubt if you will get much rest!"

I knew what I would do. This was like dropping down into a double black diamond chute on a snowboard. Once you start, you are committed to whatever experiences await. The rush is unbelievable and the temptation irresistable. "Master, I will be your 24 hour slave until my four days are up!"

"Good Boy! That's what I knew you would decide. I understand you. I was like you once." Kurt led me over to the chains hanging from the ceiling where Bob and Jack were waiting. They clipped my wrists cuffs to the chains keeping my arms raised over my head then clipped my ankle cuffs to fittings in the floor. I noticed the concrete floor sloped to a drain directly between where my ankle cuffs were attached. I wasn't hanging, the idea was just to keep me helpless. Kurt watched as his helpers rubbed my chest and abs. Bob moved to my ass, gently playing with his finger around my hole. "OK boys, first thing is to clean him out! I'll see you later." Kurt left followed by John the monitor. The cameraman put a camera on a tripod directly in front of me and another that shot a back view. I felt deserted and abandoned. I knew my tormentors would be monitored through the camera but I still felt alone and vulnerable.

Bob got a large enema bag. He showed me how he could inflate the bulb on the end of the tube so the tube couldn't come out and it sealed my ass. Bob stuck his lubed finger up my ass and played for a minute or two. I struggled against the weird sensations but he just laughed. He told me it was to open my hole but I thought he was just having fun. There was a rope tied to the top of the enema bag and he put this around my neck to hold the bag full of a warm solution on my back. He slowly inserted the tube into my asshole and inflated the bulb to hold it in place. Finally he opened the tube and I felt something swell inside my gut. It felt warm and uncomfortable. He left it drain for several minutes until I had a full feeling in my gut and felt a desperate need to take a crap. My discomfort must have shown itself in my expression. This delighted my keepers, they began a dice dare game of daring each other to tickle me in different places for the minutes that were on the dice they threw.

Dice Dare:
1st Throw
1 Nips
2. Legs and thighs
3. Behind ears
4. Cock
5. Balls
6. Arm pits

2nd Throw - Minutes to tickle

Bob started with my nips for 5 minutes. I struggled and contorted. My movements made the feeling in my gut worse but I couldn't slip out of that enema tube. Jack got armpits for 3 minutes. Before he started he explained that my struggles got the enema moving through my gut and made it work better. After the first minute he switched to tickling one armpit with his tongue while he worked the other with his fingers. The feeling was intense and I really pulled on my cuffs to get away but it also almost felt good. I could feel my cock growing. Bob got Legs and Thighs for 4 minutes and worked up my sensitive inner legs until he reached my balls. I yelled and screamed at him to stop and was dripping with sweat from struggling to avoid his tongue and fingers. The worst part was my movements increased my need to shit but my asshole was sealed shut with the enema tube. They agreed to play until someone got "cock". I endured nips, armpits, ears, thighs, balls, balls, nips, armpits until Jack finally got cock for 6 minutes. I felt his fingers tickling the shaft, the glans, the tip. The pleasure was intense. I could tell he really enjoyed my cock, the way his lips and tongue moved. Unfortunately the tickling was also intense and my struggles left me exhausted but dying to be able to take a crap. When it was over I slumped in my chains and pleaded for them to take out the tube. Bob said, "Yeah it's about time. Low number has to pull out the tube!" Bob threw a 10 and Jack got a seven.

Jack frowned, "Hell, I hate doing this. That shit sprays all over and then the worst part is cleaning him up." Jacked let the air out of the bulb holding the tube in my ass and gave the tube a yank and it quickly slid out. Almost immediately I felt a spasm in my gut and a geyser of brown foal liquid shot out of my ass. In spite of the smell, the relief was wonderful, almost sexual. Jack turned on a hose and washed the shit down the drain then he sprayed my body with the cold water. He played with me for a long time by directing the strong cold stream at my cock and then my ass. Finally he turned off the hose and let my naked shivering body drip dry while he cleaned the enema bag and tube. Soon he returned with the filled bag. He inserted the tube in my ass, pumped up the bulb to seal the tube in, opened the tube to let the warm liquid flow into my ass.

Bob stood in front of me with a flogger he had selected from the hooks on the dungeon wall. "We are going to use this flogger to keep you moving! It is not too heavy because you will probably take a lot of strokes before our game ends. We will take turns throwing two dice and whipping you the number of times shown on the dice. We will stop after we get a '12'. I'm not good at math but you could easily wind up getting well over a hundred lashes." He began by getting an "8". Each lash burned and stung and as I struggled the liquid in my gut moved around.

On Jack's turn he threw a "10". Jack said, "Slaveboy, I want you to count the strokes loud and clear. If you loose count Then we start over. Understand?"

"Yes, Sir, I understand" I replied. I started counting, but not loud enough for Jack. He told me to yell out each count as he started over. They took turns, I struggled with each painful lash. Sometimes the shock of a blow was too much and I would loose count and my tormentor would start over. I tried to think, the chance of throwing a "12" was 1 in 36. But it could easily take two or three times that number of throws or the "12" might come on the next throw. The uncertainty made the torture worse. Bob and Jack were enjoying my suffering. They encouraged each other to make each stroke as hard and painful as possible. They didn't aim for my erect cock but competed with each other to see who could get closest. They would laugh when one of them missed and hit my cock and I screamed and struggled in horrible agony. At last, Jack threw a "12" and as he slowly piled on strong painful strokes, I counted carefully and loudly until I shouted "Twelve".

Relieved that the beatings had stopped, I stood patiently while Bob took his turn at removing the enema tube. When Bob told me to, I tensed my abs and expelled the fluid from my bowels. I looked at the drain, at first the liquid was brownish then quickly turned to clear. "Kenny, you are in luck. We won't have to give you another enema. You are all cleaned out and ready to be played with as soon as we wash you up a little."

Jack rinsed me off with cold water from the hose then he and Bob took bars of soap and soaped my body. My arms, armpits, chest, abs, nips, ass, legs, and feet were all slowly and lovingly massaged with the slippery soap. Bob began working on my cock and balls and Jack worked on my ass crack and asshole. Soon my cock was a throbbing boner aching for relief. This delighted my gay tormentors, they loved having a straight/bi guy under their complete power. They brought me to the edge, panting and breathing hard. Then they stopped and rinsed me off with cold water and let my shivering body drip dry.



When I was dry, they unclipped my cuffs and led me to a sawhorse with a padded top and ordered me to bend over it the narrow way. I spread my feet when they commanded. They adjusted my feet a little farther back and clipped my ankle cuffs to fittings in the floor then clipped my wrist cuffs also to floor fittings. I was bound hand and foot with my abs resting on the padded support, my naked body was stretched over the sawhorse with my fingers and toes barely touching the floor. My bare ass stuck out in a very vulnerable way behind me and as did my lips and mouth on my other end. Jack said, "I'm hungry, let's order a pizza. You hungry Slaveboy?"

"You bet, I'm starved. I just had a little toast before I caught the plane seems like its been forever since I ate. Thanks guys!"

"Sorry Kenny, we just cleaned out your ass and don't want to fill it up with shit again. My guess is that it will be at least another day before master Kurt will let you eat, maybe more." said Jack before he dialed the pizza place. "Let's find some special toys for our cute Slaveboy to enjoy while we wait for the pizza and eat." He and Bob headed to the shelves along the wall to find toys they could use to torment me. I helplessly waited to see what they would inflict on me.

[BananaPenguin]

Gee, I was wrong. I thought that he had
suffered so much, ("Thanking" for getting whipped, Sucking on someone's Penis, Starved, etc.) He'd say, "Can I have the $800? I am sick, and tired, of this!"

[Star Shadows]

Another amazing piece of literary work my friend. Excelent. It's also nice to see authours actively researching on the site .. instead of just googling like I do.

[TiedGuy]

Bob and Jack put their selected toys on my back where I couldn't see them. I got an clue when Bob picked up a jar of lube and slathered it over my asshole then worked the lube in with his finger, I began to squirm as a mix of sensations came from his playful finger. They both laughed when Bob held the toy in front of me. It was a large butt plug and to make my humiliation worse it had a long black tail, like a pony's tail, extending from its flange.


Bob coated the large plug with lots of lube then began to push its point against my asshole. Instinctively, I tensed my sphincter closed. "Easy Slaveboy, if you do that this is going to hurt a lot. Relax, and it will be easy. The choice is yours."

"I'll try to relax but it is sort of scary having something that big forced inside me."

The steady pressure continued. Bob was patient. He enjoyed my body writhing in pleasure and pain during the slow process. He kept pushing and turning the plug with one hand as it slowly expanded my asshole. With the other hand he gently stroked my semi-erect cock while talking in a soothing voice to relax me. The toes of my bare feet curled against the cold stone floor as the pressure on my hole increased. The stretching of my hole reached its peak then the tension decreased. "We've got the widest part in. Now it will practically seat itself." Quickly the plug seated itself with the flange firmly sealing it in. I could feel the stiff bristols of my new tail brushing the inside of my legs whenever I moved my ass which felt weird.

"I can't resist this!" laughed Jack as he grabbed my tail and gave in a firm tug. I felt the plug move and stretch my hole a little, I gave a little moan but the plug held.

Jack took his toy off my back and showed it to me. It was like a ball gag but instead of a ball, it had the tip of a large black silicone cock. This Penis gag will help you practice sucking cock. We want you to be very good at that for the next few days.



Jack shoved the penis gag into my mouth. It almost filled my mouth completely. He adjusted the strap to hold the gag firmly in place. Instinctively, I began to suck the thing filling my mouth. I had to suck it just so I could swallow the saliva flowing into my mouth.

"Slaveboy, you are a natural born cocksucker" laughed Bob. "Jack, how long before they deliver the pizza?"

"They said a little less than an hour."

Jack and Bob settled down together on the sofa. I could tell that watching my bound helpless naked body stretched over the padded sawhorse with a butt plug tail sticking out one end and a penis gag on the other end really turned them on. They sat resting their heads together, pointing at me, and whispering. Every few minutes one of them would get up and torment me for awhile then they would go back to sitting together waiting for the pizza. Jack came up and began tugging my tail watching me squirm. Bob starred at my bare feet stretched so the toes barely touched the floor. He saw the sensitive soles were completely vulnerable. He took a thin flogger and beat them painfully watching me struggle against the pain. Jack pulled and played with my cock that quickly swelled to full size. At last they were interrupted by the buzzer from the intercom at the front door.

"Pizza Boy!"

"Just a minute I'll be up there right away." answered Jack.

"My buddies at the pizza joint said you have a dungeon in the cellar. Would you let me see it?"

"You know how rumors get started, see you in a minute." replied Jack as he left to meet the pizza boy.

Jack returned followed by a tall athletic guy carrying the pizza box which he set down on the end table next to the couch. "This is Nick, he's OK. He is on the football team but best of all he likes to play getdare online. He likes being a dare master. This is my buddy Bob and there is our slave Ken." Bob says hi and I nod my head. I noticed that while Nick glanced around the room his gaze always returns to my helpless bound body. I saw his bulging biceps and thought I saw something else bulging in his Levis.

"Shit, this is unbelievable. It is my fantasy to have a helpless slave like yours in my power! Can I play with him a bit?"

"I don't know. We were sort of looking forward to breaking him in ourselves but you look like you have a great body. It might be fun to watch. Ever been sucked by a guy?" said Bob.

"Not yet, always been afraid the guys on the team would find out. But your slave looks pretty tempting." said Nick.

"Want to fuck Slaveboy here up the ass?" Jack queried.

Nick slipped his hand into his Levis and rubbed his growing boner, "I'm not sure but my cock is yelling, YES!"

"Here's the dare. I'll make a list of the items you strip off and what you can do. You can stop whenever you want, get dressed and go home. We are into safe sex so you need to use a condom to fuck Slaveboy." said Bob.

Shoes & Socks - Flogger 25 strokes
Shirt - Play with nips, ass, cock, and balls
Levis - Force Slaveboy to suck your cock but just edge
Briefs/Boxers - Fuck Slaveboy's ass until you cum

"OK Nick?" asked Bob

"Intense but sure- this will be great!" said Nick as he eagerly removed his shoes and socks. He excitedly grabbed the flogger from Bob's hand. "Slaveboy, ready?" I nodded and could see him windup for the first blow. I heard then felt the slap of the leather thongs on my back. The pain made me struggle against my cuffs. "I liked the feel of that, this is fun!" exclaimed the Nick. He paused before every blow so that I wouldn't know when it would hit me which made the shock of the leather thongs more intense. Bob and Jack watched from the couch being turned on by Nick's savage animal energy. They kept up a steady count. At twelve they told Nick to switch to my legs and at sixteen to concentrate on my ass. At twenty, Nick paused, he suddenly realized how much suffering he was inflicting in his excited state. I was covered in sweat from my struggles and the pain. Tears flowed from my eyes, I screamed at each blow into my penis gag but only muffled sounds came out. Nick locked questioningly at Bob.

"Don't worry Nick. It's great you are excited. The flogger hurts like hell but won't damage Slaveboy. Look his boner is as hard as ever! Hard to believe but he wants this. You've got five more stokes. Enjoy!" Nick put all his football player strength into the last five blows. My whole body was shaking uncontrollably by the time he laid the last painful lash on my ass.

The instant Nick finished with the flogger, eager to start playing with my body, he stripped off his shirt revealing his muscled chest. Quickly he pinched my nips really hard and twisted them so that again I was screaming into my gag. He stared into my eyes as he played with my nips so he could gauge the pain he was causing and bring it to the highest level. "Don't be surprised, I learned this stuff while horsing around with the guys in the locker room after practice. I always liked playing rough. Looking into your victim's eyes let 's you bring them to the breaking point" Bob and Jack enjoyed the show of raw power but cautioned Nick that he could cause no permanent damage to my body. He moved to my ass. He enjoyed jerking my tail because of the discomfort it caused as the butt plug tried to pull out of my ass. He rubbed and pinched my ass, he pulled and twisted the hairs growing in my ass crack. He spanked my bare ass with his large strong hands burning painfully the skin already tender and sore from the flogging.

Jack seeing Nick was stalling touching my cock told him to start playing with my cock and balls or the session was over. "OK, It's just that playing with another guy's cock is new to me, but I guess it is only the first of a lot of new things I will do with my Slaveboy. Here goes my gay virginity!" I felt Nick's big strong calloused hand grab a death grip on my cock and slowly pull and stretch it. He streched and streched until I was in agony. But the rough handling of my erect cock was also electrifying and I started to enjoy it. Nick also started to enjoy playing with my cock. As he streched out my cock, I felt his thumb begin to circle and rub the head. He switched position, he stood behind me, he bent over my helpless naked body, I felt the bulge of his cock through the rough cloth of his Levis pressing against my ass. I felt his bare feet moving against my toes. I felt his muscular abs resting on my lower back as he reached his arms around my sides so one hand could play with my cock while the other played with my balls. He grabbed them hard and twisted to put me in agony then easing and roughly rubbing and stimulating my cock and balls at the same time. I moaned in pleasure into my gag and moved my body slowly reacting to his stimulation. "I can see you like this, Slaveboy, but I am not going to let you cum yet. " Nick alternated between rubbing and stroking and intense pulling and twisting maintaining me on the edge but always denying me release. "

Jack said that was enough, time for the next level. This time Nick didn't hesitate and strpped off his Levis. I lifted my head and looked directly and at his tight white briefs tenting out so that they looked like they would rip. He unfastened the strap holding in my penis gag, pulled it out of my mouth, and handed it to Jack. I moistened my mouth free at last from the gag, "Thanks, Nick." Jack handed Nick a condom for safe sex. Nick reached into the opening of his briefs and pulled out his long thick cock. As Nick rolled the rubber onto his cock, I could see that his cock was thicker than the penis gag and much longer too. From the gleam of excitement in his eyes, I knew this would be rough. I felt Nick grab my hair and pull my head so my mouth was forced over his thick cock. The feeling of being overpowered turned me on and I began teasing his cock head with my tongue and sucking hard. He pushed deeper and deeper inside until his cock was at the back of my throat. He would push his cock deep until I had to struggle for breath then pull back to let me gulp a couple breaths in. I now understood Nick, For him, sex and power combined into a heady intoxicating brew. Bob had Nick pause whenever it looked like he was about to cum and then after a couple minutes Nick would resume using my body for his game of power and sex.

Bob told Nick that he probably was at his limit of restraint so now was time for Nick to play the final quarter. Nick withdrew his cock from my mouth, tousled my hair, "You're pretty good for a cocksucker, Slaveboy. Hope your ass is even better!" From the bright excited look in his eyes I knew he was bursting to cum.

Nick stripped off his briefs and I saw his thick hard cock in all its glory. Bob held a jar of lube while Nick lubed up his cock with gobs of the stuff. Meanwhile I could feel Jack working at my pony tail butt plug. He dipped his finger in the jar of lube then returned and I could feel him working the lub around the inside of the flange. He began rotating the plug while he pulled it. I felt my hole stretching painfully. Suddenly as the stretching pain reached its peak, the plug started sliding out almost by itself.

Bob told Nick, "Go for it!"

Nick quickly positioned himself behind me, I felt his strong powerful legs pressing against mine, I felt his bare feet rubbing against mine. I felt the end of his thick hard cock pushing against my ass trying to find my opening. I felt as it centered and the tip started the penetration. I felt his strong hands grip my shoulders to get leverage. Nick was all about power and domination. He gave a testing thrust and I felt my hole stretch as he started forcing his way in. In one powerful thrust he forced his entire cock into my ass, I felt his pubic hair grind against my ass. Despite the pain, I felt a sensation deep inside that felt real good. The long foreplay had been too much for Nick, he was in a state of pure sexual excitement. He quickly began pounding my ass with long powerful thrusts, fast, quick, and long. The feeling of pleasure deep inside me turned to sexual excitement. The burley football player built the power and speed to a crescendo. I yelled, "Faster! Harder! Make me cum!" Nick was lost in passion, I felt his final thrusts as he shot his cum into the condom inside my ass. He shot over and over, then satisfied and conteneted, he leaned over my back and hugged me in a tight bear hug and whispered, "That was great, Slaveboy! Thanks!" As he pulled out I felt deprived, I wished I had been able to share his climax, I needed desperately to cum, he had left me behind in the last frantic moments.

Bob gave Nick a wet washcloth which he used to wipe his muscular body clean. Item by item he pulled on his clothes. Briefs, Levis, shirt, socks, shoes. Finally he was transformed back to the delivery boy. Nick looked stunned as paused by the door, "I didn't know I could have such strong feelings for a guy. It scares me a little, but order a pizza any time and ask for Nick, I guess I want to do this again."

When the door closed I could see the excited glazed look in the eyes of Jack and Bob. For them Nick's show was foreplay and I could see Act II was about to begin.

[Star Shadows]

Congrats once again tiedguy. That was brilliant!

[BananaPenguin]

Well, I like your story, but, as before, can you fix the "Present Text" error. At one point, it says, "He Says!", not "He Said!" Still, if I was Ken, I'd say something like, "I want to stop. Can I have the $800?" And, during certan parts, he can't eat for 24 hours. Well, the longest time someone went without food was 354 days, (Probley) Mulislems have to fast from Sunrise to Sundown, and longest somebody went without ANY FOOD was 18 days. So, compared to Ken, they suffered more! And, none of those lost a dare that started the (No offence) Crazy La-Di-Da Bru-Ha-Ha!