By BondageChallengeGames

Either Bryan or I was getting tied up tonight, and if everything went as planned, it wouldn’t be me. I sent my other roommate, Jordan, a text, double checking we were on the same page for tonight, and when he replied with a thumbs up, I got out of my car and walked into my apartment.

My roommates and I have an arrangement. The three of us are gay, fairly kinky, and very open about what we are into. When we realized these facts early on into our lease we decided to make the best of it, and we set up a system so that there’s no shortage of bondage in our home. The system is simple: in the kitchen of our apartment there is a calendar where any of us can write our own name under whichever dates we choose. Any date that your name is written under is a day you have consented to be held prisoner by one or both other roommates. On weekdays this capture could begin any time after you walk in the door after work, and on weekends the time you can be put in bondage begins at 7am. You are freed at midnight, unless you write ‘o.n’ next to your name, which indicates you consent to overnight bondage and won’t be released until 5am the next morning.

Of course, just because your name is written on the calendar for a certain date doesn’t necessarily mean you will spend the night tied up at your roommates’ mercy, it just means you could spend the night tied up at your roommates’ mercy. Often any or all of us will sign up as willing for a particular date with the full intention of trying to fight our way out of bondage, resist each other, or get our other roommates locked up before they can lock us up. The hard and fast rule is that only people whose names appear under a day’s date can be tied up on that day, but beyond that it’s anyone’s game.

Tonight I was walking into my apartment with my name on the calendar. One of my roommates, Bryan, also had his name under today’s date. I’d signed up for tonight knowing it’d tempt him to do the same, I wanted to get Bryan bent over, ass up, cuffed to each leg of a chair, and then fuck his tight juicy ass, but Bryan doesn’t tend to sign up for days unless someone else is also signed up. He’s competitive, he likes the challenge of forcing someone into submission probably even more than what he can do to their defenseless body once he has them.

Bryan is larger than me, bearish in build, the oldest of the three of us, and he’s got a laugh that’s so genuine and full it could warm the coldest heart. One on one against him I could resist for a little bit, maybe weasel my way out from under him before he slaps some handcuffs on me, but my odds of not eventually spending the night as his little bitch if we went 1-v-1 were lower than I’d like. Thankfully, I had a plan to stack the odds in my favor.

I’d been texting our other roommate Jordan, a quiet, fairly short, very toned and classically beautiful man with the most luscious hair you’ve ever seen, throughout the day while we were at work. Jordan was still locked in chastity from two nights ago when we’d bet our freedom for the night on a game of blackjack and Jordan busted on the first hand. His chastity cage key was in a combination locked box in my room, and I told him I’d give him the combination if he helped me get Bryan tied up. He’d agreed. When I walked into the apartment he was sitting on the couch in his underwear and an undershirt, looking at his phone. Bryan hadn’t come home yet.

“You still gonna help me tonight, man” I asked Jordan.

“Are you going to get this shit off me?”

I sat beside Jordan and rubbed his caged cock through his briefs.

“I guess,” I said, “As much as I hate to”

Jordan rolled his eyes, and picked up the pillow he was leaning on. Underneath were a set of handcuffs, two belts, a head harness muzzle gag, a collar, and a leash. I smiled, Bryan didn’t know what he had coming.

Jordan and I chatted for about 20 more minutes about our day, and work, and fuck-all, before the distinct noise of a key turning the apartment door lock cut us off mid conversation.

“Hey guys!” Bryan said. I stood up and started to walk towards him, Jordan following close behind.

“Hey man,” I said, “you ready for tonight?”

Bryan put his backpack down and kicked off his shoes.

“I don’t know, Dan? Are you?” he said, reaching out to grab my wrist. I stepped back, waiting for Jordan to come up beside me and help me pin Bryan against the door, only to feel my arms be pulled behind my back.

“You son of a bitch” I yelled. Jordan pulled my arms behind me. Bryan gave me a good punch in the stomach. I fought back, trying to break free from my traitorous roommate as he brought me towards the ground. I got one hand free and swung it wildly, I kicked and tried to drag myself away, but with Bryan and Jordan working together it was only a matter of seconds before Bryan got me pinned underneath him. Face down on the floor. My wrists gripped behind my back in his massive hands.

Jordan reached over to the stash of bondage equipment he’d showed me less than half an hour ago. He passed the handcuffs to Bryan who locked them on my wrists, while Jordan pulled my head up by my hair and strapped the head harness on me, fully muffling any of my shouts. Jordan locked the collar around my neck, and attached the leash to it, while Bryan took the belt and wrapped it around my chest, pinning my handcuffed arms firmly to my back.

Jordan tugged on my collar, pulling me upwards as Bryan got off my back. I tried to struggle, but with Bryan holding my already bound hands, and Jordan pulling me down the hall by my leash, there was nothing I could do to escape as they led me to Bryan’s room.

Each of us came to our apartment with different bondage equipment. Jordan is really into humiliation and pain, so he brought a whole bunch of cock cages, emasculating clothes, and paddles. I was always into sensation play and sex in bondage, so I brought bed restraints and a small collection of sex and sensation toys. Bryan came with the most elaborate restraints, he loves being tied up and tying other people up, everything else is secondary. So when I came into his room I knew I had no chance of getting free. I was beginning to regret consenting to overnight bondage on the calendar.

My roommates led me into Bryan’s room and pinned me against the wall, where Bryan had a series of hooks and rings drilled in strategic locations. With Jordan holding me firm, Bryan turned my collar around, disconnected my leash, and attached my padlocked collar to a hook in the wall. He placed the padlock key on his bed, far out of reach, so even if every other limb was free I would be able to get away from the wall. Of course knowing Bryan, every other limb would very much not be free.

With Jordan still holding my squirming body, Bryan got some wrist cuffs from his dresser and unlocked my handcuffs. Jordan quickly pushed my right upper arm into the wall so I couldn’t get it free, while Bryan took my left wrist, cuffed it, and then clipped the cuff to one of the hooks above my head and to my left. With that arm secure, Bryan cuffed my other arm in a similar way, so I was standing up against the wall, with my arms spread out and wrists cuffed, and my collar locked to a ring behind my neck.

Jordan pulled down my pants. At this point I’d resigned myself to my predicament, and didn’t fight as he pulled them down to my ankles. He danced his fingers on the bulge of my boxer briefs, my cock already straining in the fabric, before pulling those down as well. Bryan came over with two more cuffs. Jordan lifted my feet one by one to get my pants and underwear out from around my ankles, before he threw them across the room. Bryan cuffed my ankles to the wall as well, a little over shoulder length apart. I stood there, locked and cuffed spread-eagle to my roommate’s wall, gagged and defeated, wearing only a t-shirt that stopped just short of my exposed erect dick.

I looked over at Jordan, trying to convey as much anger and betrayal as possible with my head in its harness.

“Look Dan,” Jordan said, “I had a choice to make. You have the combination to the box that’ll get my dick out of this cage. I could team up with you and just hope that after I help you get Bryan tied up you would be so kind as to give me the combination. Or I could help Bryan, get the combination out of you on my terms, and have big man owe me one. You would have done the same thing”

Eh, fair enough.

“Now,” Jordan continued, checking his phone “I’m going out with some friends in about 50 minutes. I’d love if my cock was free tonight in case I run into some horny cocksucker, so I’m going to do whatever it takes to get those four precious numbers out of you before I have to head out.”

Bryan left his room to go get the combination box that stored Jordan’s cock cage key, while Jordan undid my head harness.

“You piece of shit”

Jordan smiled, and held a small water bottle to my lips and tilted it back. I drank what I could, though doing so was hard with my neck locked to the wall. Water ran down my shirt. I knew I had less than a minute to make a plan before the torture began.

Telling Jordan the combination now was not an option. For one, fuck Jordan. If there was any way I could hold off on spilling the combination long enough that he would have to go out with his friends still in chastity, that would serve that hot traitorous asshole right. Second off, and more likely, I would break eventually. The problem was Jordan wanted to torture me. If I just gave him the combination right off the bat he would have to find another way to scratch his sadistic itch. Maybe he’d keep his promise and let me go, but maybe he’d continue to torment me, and now I’d have no power over him at all. My best course of action was to resist as long as possible, take as much as I could and keep him occupied, so that when I did finally break and tell him the passcode, he would have lived out enough of his interrogation fantasy to leave me in the hands of Bryan for the rest of the night, who would probably just tie me up in a couple of cool new ways and fuck my throat for a couple minutes.

Bryan returned with the locked box that contained Jordan’s key to sexual freedom. I braced myself as the two approached my helpless body.

***

Our kinky apartment arrangement also includes a plan for limits. Me, Bryan, and Jordan are all different, and to make sure our domination games never become actual assault, we each know and vow to respect each other’s limits. Each of us have three categories of limits, posted on pieces of paper in our apartment closet. The first are “always no”, things that can’t be done to you no matter what. The second is “safeword yes” which are things that can be done to you, but if you say a safeword, whoever is dom-ing you will immediately stop that particular act (but not fully release you). The third is “always yes”, these are things that we give our other roommates permission to do no matter how much we beg and plead. These are the things you regret writing down once you’re in the scene, but once you’re out of the scene, you’re so grateful you decided let your roommates do it to you. There is one other safeguard. There is a total-shutdown-safeword that any of us can use (if we are gagged it takes the form of a sort of Morse code sequence of grunts) that makes the scene immediately end. This has only been used once, by Bryan, when he felt his fingers start to lose circulation and Jordan had to end the scene. This nuclear option is only to be used if one’s life or health is in danger, and as such should be considered as a non-existent option.

For me, most of the things a person would want to do to my helpless body are written under the “safeword-yes” category. The few exceptions are I have any sort of cbt, breathplay, and chastity under my “always no” category, and I have bondage, tickling, edging, ice, nipple play, and fingering in “always yes”. Additionally, Bryan and I are good roommates to Jordan, and so to indulge his sadist interrogation fetish, we give him permission to make whatever information he is trying to get out of us the safeword for the scene. As he and Bryan move toward me, Jordan informs me the combination to the lock box is my safeword for the next hour.

Jordan grabs my nipples and twists. I wince and let out an airy yell. Bryan runs his fingers up and down my inner thigh, which manages to both turn me on and make me thrash and squirm. I can barely move, only able to flex my legs and arms an inch in any direction as my friends continue their assault on my body. Jordan releases my nipples, and with Bryan still teasing and tickling my balls, legs, and thighs, Jordan punches me in the stomach.

I cough and try to pull away as Jordan slaps me across the face, causing me to pull at my collar and cough some more. Jordan grabs my hair and pulls it up, and I cry out.

“AH…. Ah…. ah” the pain on my scalp mixed with the Bryans continual gentle fingers on my body is almost too much to process.

“What’s the combination?” Jordan asks, inches away from my face. I shake my head and close my lips. He releases his grip on my hair, and walks towards his room with a smirk.

My moment of reprieve from Jordan is nice, but my sensitive half naked body is kept in constant attention as Bryan fondles my balls and circles the rim of my asshole with his middle finger. My muscles flex against their bonds and I moan.

“Please Bryan.” I must sound absolutely pitiful, “please man, I can’t-

Jordan walks back into the room and sits a box down on the Bryan’s bed. He pulls out a small penis gag and forces it into my mouth.

“Alright Dan,” he says, “In about two minutes I’m gonna remove the gag. Tell me what I want to know and this will stop.”

“Mhmmmhmphmm”

Jordan twists my nipples again before slapping me across my other cheek. Jordan reaches into his box and pulls out an electric wand. He shocks my stomach, and I pull against my ankle and leg cuffs. Bryan takes his hands away from my dick and ass just long enough to lube up his finger and begin sliding it into my ass. Jordan shocks me again, and again, giving me just enough time to let out a muffled shriek in between the piercing pain. After two long minutes he removes my gag.

“What’s the combination?”

“Fuck you Jordan”

He gags me again, I try to resist for a second, but he pulls my hair until I involuntarily cry out and he can shove the gag in my mouth.

“Four minutes this time”

I am panting and shaking. Each sharp shock from the electric wand to my stomach is followed by a few seconds of edging from Bryan, who slowly strokes my dick with one hand and fingers my ass with his other. Jordan keeps the shocks irregular enough so I can’t predict them, sometimes faking me out with the wand so I thrash around before he delivers the shock.

I can’t keep this up. I’m sweating and in so much pain and am so fucking horny. It’s only been what, like 10 minutes, at most.

Of course if I use the safeword the electric shocks will stop, and I won’t get hit, or have my hair pulled or any of that. Even still, another forty minutes at the mercy of a man who can still use my sensitive body in other ways without me having an out is not something I want to risk.

I gotta keep him at this a little longer.

Jordan takes my gag out. Bryan keeps his finger in my ass, but stops stroking me.

“What’s the combination?”

“3… 4…”, I’m breathing heavily between each number “8… 3….”

Jordan smiles and lightly taps my cheek. Bryan begins to slowly rub my dick, as Jordan walks over to the lockbox. He tries the combination. It doesn’t work.

“Oh you’ll regret that” he say.

I bought myself a minute of relief that instantly comes to an end as he punches me in the gut. Bryan takes his finger out of my ass and his hand off my cock and I shudder and push my groin forward as I’m kept on edge. Jordan gags me again.

“10 minutes. Don’t pull that shit again”

He zaps me with the wand, holding it on my stomach for much longer than before. I’m shaking and thrashing and on the verge of tears as Bryan returns with a lubed up 6in dildo he works into my ass. Every nerve in my body is firing. It’s pain. Its fear. Its pleasure. Its denial. All at once.

Bryan releases the dildo. I don’t dare let it fall out of my ass for fear of him forcing it back in. He begins tickling my thighs, working up my body. Jordan puts down the wand and pulls strips of duct tape from a roll. He places a few of these short strips on my chest, and then grabs a wartenberg wheel from his box. He rips the duct tape off my chest, pulling what little chest hair I have off in a flash of pain. He runs the spikey wheel down my right side, and kneels down in front of me, as Bryan stands up and begins to assault my armpits with his gliding fingers. Jordan runs the wheel along my thigh, stopping for a second to push the dildo back into my ass as it starts to slide down.

After enduring this for way too long, Jordan and Bryan pull away. I breathe, panting into my gag. My whole body aches. It’s been what, twenty minutes. Surly Jordan is finished. Surly he’s done enough. If nothing else he has to get ready to go out with his friends soon. He’s still only in an undershirt and a skimpy pair of briefs that’s doing nothing to hide his bulge, if nothing else I can count on him to stop to go get changed!

Jordan puts a set of nipple clamp on me. It takes a couple of seconds before they start to burn. It’s only then that Jordan removes my gag.

“What’s the combination?”

“5… ahhh…6…2…ehhh…1”

Jordan walks over to the lockbox.

“Please, Jordan,” I beg “sir, I-“

“I’ll take the clamps off if the combination is right.”

Fuck

It’s not.

Jordan tries the combination and looks up.

“Oh Dan,” he starts to get up, I’m pulling at my bonds but held firm against the wall, “looks like we gotta try 15 min-“

“No!” I shout “its 8, 3, 2, 9. I promise. Please I can’t take any more.”

“Then you better not be lying.”

Jordan sits back down and slowly and deliberately puts in the new combination. Bryan lubes up his hand and begins to jack me off, all while gently fondling my balls. I’m so close I start to thrust, moaning from the pleasure and pain all wrapped in one. The combination works, and the box opens. Jordan takes out his cock cage key and smiles.

“See, that wasn’t so hard” He walks over to the bed and picks up his phone. Bryan continues to jack me off as I thrust and moan into his lubed hand. Jordan records the last 20 pitiful seconds on his phone as I cum and go limp in my bonds, panting and shivering.

Jordan removes my nipple clamps, and Bryan stands up. Jordan comes up, kisses me, and messes up my hair. Jordan sits down on Bryan’s bed and unlocks his cock cage.

“Thanks big man” Jordan tells Bryan

“For sure man,” Bryan says, “and thank you! I have nice plans for the rest of the night and I couldn’t have done this without you.”

Jordan hands the open lockbox to Bryan after his cock cage is removed, and then Jordan walks out of the room to get ready to go out with his friends. I’m left with Bryan, still exhausted, and now feeling the strain on my arms from being spread eagle in this standing position.

***

Bryan picks up a key on the bed.

“This key unlocks your collar. The collar is only connected to the wall by a carabiner,” Bryan walks over and disconnects my collar from the wall, turning it back to the front so I can see the padlock keeping it on my neck, “but this collar itself will only come off of you if you have this key.

Bryan drops the key into the lockbox. From the inside of the lock box you can change the combination for the next time someone tries to open it. I see Bryan do just that, but I can’t make out what he’s changing the numbers to. There is a failsafe on the box, in case of emergencies, but using it destroys the box’s locking mechanism. If any of us use the failsafe, we have to pay for a new box, and be the apartment sex slave for a week, which as a bunch of proud, broke, vers, switches, is a pretty good reason to not break the box. Bryan shuts the box.

“In a moment I’m gonna untie you from the wall.” He says, “but this key is gonna stay in this lockbox until I release you tomorrow morning.”

I nod my head.

“Unless,” he continues, “you try to break away from me, or fight back, or do anything less than total compliance. In which case that collar is staying on for as long as I want.”

He hooks the leash to my collar and begins unlocking my cuffs from the hooks in the wall. When I’m free I fall weakly to my knees, my body aching and tired. He ruffles my hair.

“Good.”

With me on my knees he handcuffs me again. He gives a good tug on my leash and leads me out into the living room. He has me sit down in a chair. It’s the least restrained I’ve been so far, but while I could fight, I’m too tired, too drained, and too worried about how I’d hide that heavy collar around my neck at work if I disobeyed Bryan. So I sit there, as Bryan goes into the main closet and drags out a steal frame dog cage and a substantial amount of rope.

I’m prepared to go inside the cage, but Bryan has a different plan. He bends me over the top of the cage. He plants my legs against the bottom back corners of the cage, my chest over the top of the cage, and my arms stretched along the top of the cage toward the corners. Bryan takes off my shirt and begins to tie rope through the crisscross bars of the cage, securing my wrists, arms, chest, stomach, thighs, legs, and ankles to the cage, essentially turning it into a makeshift spanking/fuck bench.

As a finishing touch, Bryan places bondage mitts on my hands, rendering them completely useless. Jordan walks out of his room, now fully dressed and ready to go out, and takes a second to admire Bryan’s work. Both Bryan and Jordan take a picture of me: tied up, bent over a bench, my ass and mouth exposed and right at the perfect level, and my groin pressed up against the back of the cage so my mostly soft dick hangs through the bars into the inside of the cage.

“Have fun man,” Bryan says to Jordan

“You too” Jordan replies.

“Choke on a dick Jordan” I say.

“Dude from the looks of it, I think it’s your night for that” Jordan blows a kiss and goes out. Leaving me alone and helpless with Bryan.

To be continued

Metal would like to thank BondageChallengeGames for this story!