It's Locktober

The good news is only two days have been added to my get out of “cock jail” date, which is now November 12.   The bad news is, there are still 22 days left and anything can happen. Jace, my Keyholder, has found new and challenging ways to document my chastity to him. It started with a dare to take a photo while sitting in my cubicle at work. My inability to do so added a week to my sentence. Each day Jace created a new challenge, taking pics at the gym in the sauna, in the aisle of the supermarket, on a side street outside. I made it all happen even with the tight deadlines he gave me to snap each pic. It was my own doing that added the extra two days.

Sexually, since my adult theatre cocksucking adventure, I’d not had any action for several days. My cock doesn’t even attempt to get hard anymore when I’m sleeping so I’m able to get a full 8 hours without waking up because of the pain of full, aching balls. I haven’t even begged Jace once to release me. This is the first time I’ve gone this long in lock-up without begging him for freedom. He’s been taunting me every couple of days via text, and I’ve resisted. He refers to himself as a “free-cocked man”, and I’m a “faggot in lock-up”. 

Well, yesterday, when I awoke, the sexual craving returned. So much so that my cock began to leak like a pipe and soak the front of my briefs. That kind of thing only happens when my cock is caged and only after many days of no release. Even taking a cold shower and thinking about things other than sex weren’t helping. After trimming my beard in the mirror and dressing for work, I ate breakfast and then went to start my work day. 

Unlike the last few days, I wasn’t able to stop thinking about cock and more specifically, thinking about a big one fucking my ass. I needed to cum and I knew if I could get laid,  I’d be able to make it happen. I gave up on trying to work and instead put my energy into finding some fun. I logged into all my usual sites and apps and hoped for the best. 

There is one particular hook-up site that I like that caters to those who prefer barebacking. Typically, I sort through the online profiles by only seeing those who identify as tops, so I filter out everyone else. 

After about an hour or so, I saw a message pop up in that site’s inbox. It was from another bottom. I normally don’t read messages from other bottoms because they don’t interest me and I’m not one who likes to share cock with others. I’m very greedy that way. But this message was interesting. It was from a 43yo in-shape, White guy, black hair with a military crew cut, brown hair, moustache, nice hairy chest. He was from out of town. He had a party listed on the site advertising a gang-bang. He said he had over a dozen responses and asked I wanted to be a second bottom as he felt he wouldn’t be able to take on all those guys himself. 

We exchanged texts so I could feel him out more to see if he was legit, etc., and to learn more about what he had in mind.  He said he was planning to send the hotel and room number to all the tops that had requested a party invite, he was going to leave the door unlocked, he was to be blindfolded and on 4’s ready to take dick. He said he had plenty of lube and poppers. 

I told him I was in chastity and hoped that would be ok. He said it didn’t matter because I wasn’t going to fuck anyone anyway. He thought some tops would find that hot. Once he assured me, I agreed to be his second bottom and he told me where to be and the time.

I was good for nothing at work yesterday. I went through the motions of getting some work done, but I could not focus at all. Well, I should clarify, I could not focus on my work because I was able to focus on my need for dick, and now I was hoping to get plenty of it! 

I left work right at 5:00 and raced home. I wanted to get myself cleaned up and primped. He was expecting his sex party to begin at 8pm, he wanted me there before then. I used my shower douche to get my insides pristine.  I even took a few toys into the tub. I use them to make sure my guts are thoroughly douched out. I don’t want any accidents. After drying off, I covered my metal cage in an X-Large, royal blue Gym jockstrap with 1/2 inch waistband. The cage created a noticeable bulge in the pouch. Another glance in the mirror and i reassured myself that I looked good enough to fuck. And I planned to be extra slutty last night. 

I threw on some old jeans and a shirt and I was good to go. My wanting asshole was twitching thinking about all that dick it hoped to get!

I knocked on the host’s hotel door around 7:35 and he let me in. We definitely gave each other the once over. We even laughed at the situation and I said that instead of seeing him as the competition that tonight I’d see him as a teammate. I acknowledged that since he was hosting, I’d let him call the shots and I’d acquiesce to him as the alternate bottom.

He appreciated my respect for the situation, but assured me he expected 15-20 tops and that was more than he could handle on his own and he was so happy I was there to be with him. Seeing him in his white classic jockstrap, he wasn’t a bad looking man and he seemed to have a full package hiding in there. We’d talked for a good 15 minutes before we engaged in a warm-up make out session. Then we realized the time so we unlocked the door, and left it ajar. He put on his blindfold, I put on my hood, and we both were side by side on the king bed waiting for the guests to arrive. 

We stayed fairly silent for a period of time. I could hear his nervous breathing as I’m sure he heard mine. He even took a couple hits of poppers to calm his nerves. But our silence was broken abruptly by a push on the door. 

A deep raspy voice said, “oh fuck…nice!”, as he saw us in our jockstraps just waiting for our holes to be filled. My teammate had left a tube of lube on the bed between us. We heard the man come closer. Suddenly I felt a calloused hand rub my ass cheek, likely he was rubbing the other guy’s too. I’ll call him “Buddy”, since I never asked for his name, nor did he ask for mine. The hand was removed from my ass and I then heard the tube of lube opening and the unmistakeable noise of lube being rubbed onto a hard cock.

The anticipation of not knowing which of our asses he would fuck first was a new sensation for me. I’m usually the only bottom in these situations so there is never any question. Suddenly, I heard Buddy cry out, “ohhhhh”, as the stranger penetrated his ass. He then inhaled some poppers as the other guy began to fuck him in earnest shortly after putting his dick inside Buddy. Then Buddy grabbed my head and turned it sideways. He wanted me to make out with him while his ass was being dicked down. When we began to kiss, I felt fingers being inserted up my butthole. 

I began to rock my ass back on those fingers they were fat and felt good. Buddy passed the poppers to me and I inhaled and then passed them back. It was hot sharing this top with Buddy. The top didn’t last more than 10 minutes before pumping his seed inside my new best friend, Buddy. I was somewhat disappointed he didn’t choose my hole, but I was pleased for Buddy. 

After the guy left us, Buddy told me he had a small dick and I probably felt more with his fingers. Maybe he was just trying to make me feel better but I found it funny. I did put a finger in Buddy’s ass and we both licked it clean.

In the middle of us cleaning my middle finger, the door opened again. Again we heard “Two nice asses, awesome!”, sounded like a younger surfer dude by the way he said “awesome”. I didn’t care. We heard him strip and again hand rubbing my ass. 

“Looks like one of you already took a load.” He must have seen some cum dripping from Buddy’s hole I assumed. 

The familiar sound of lube once again…and the game was on. Would he fuck me or Buddy? Well, this time it was me! I felt his cockhead press on my assring, I exhaled to open my hole and it filled quickly. A really nice 7 to 8 inch dick, fairly thick shot up my slick asshole like a cannon! “Woooahhh”, I yelled out, needing a moment to adjust to the intrusion. Buddy passed me the poppers and i took them, and then I grabbed his face. The hood had a small mouth opening and two small holes for my nose. I felt Buddy’s mustache rubbing against the mask as my asshole was being punished like a criminal. 

As this top was reaming my hole into tomorrow, another guy entered the room. Before we knew it, both of our holes were being fucked at the same time. It was fucking hot to hear Buddy squealing like a pig and crying out how big that dick was feeling inside of him. He was taking multiple hits of poppers which really made him loosen up his inhibitions. All the while my top never missed a beat. 

After a couple of minutes the two tops must have decided on their own to switch holes. My top pulled out and only seconds later the other one was balls deep inside me. Buddy wasn’t wrong, this was a big cock, even bigger than surfer dude’s. It was hot to know that I was experiencing the same dick Buddy had in him moments ago, and he was, too, in reverse. We made out again as both our asses were being taken; and with this huge cock dicking me down, and the fact my balls were aching for release, my sphincter closed down on his dick, practically strangling it as I pushed my ass back, using it his cock as my personal fuck toy until my locked up cock twitched in the cage and heavy dribbles of cum poured out my slit. The release was intense. Once I loosened the grip, my top was free to fuck me hard once again and it didn’t take long for him to pump his load inside me. The surfer dude came at the same time as me, now the score was Buddy-2 and me-1.

Both guys left us once again. Buddy and I each used our fingers in one another’s holes to taste the loads we’d each been given. Buddy said it was a turn on to hear me cum and he wishes he could have seen my face when I did cum. I let him reach inside my pouch to get some of my cum onto his fingertips. He said my cum tasted good. I told him “I know. I’ve tried it, too”, and we laughed.

Buddy and I talked a little bit about how guys are flakes and even though 15-20 responded they would come, we’d be happy if half showed up. Well, after that brief chat, multiple guys seemed to show up at the same time. 

At first both of our holes were stuffed. I could hardly feel the dick in my ass as the last one had stretched it so. But still, my cum-slicked hole was happy for the attention. When the two tops switched off, the other cock was more like the surfer dude, and I enjoyed the stimulation. A third guy must have come inside the room, because now a new cock began to poke my face until I swallowed it down whole. And then a 4th guy must have been in the room because I heard Buddy slobbering next to me. My left hand and his right clasped together as we enjoyed being spit roasted at the same time. 

The dick filling my hole began to pound harder. I knew he was gonna blast a nut at any moment so I flexed my ass muscle tighter which sent him over the edge. Now we were even, 2 loads each, but that only lasted momentarily, as soon Buddy’s top was grunting as he emptied his seed.  

The tops we were blowing quickly filled our holes. Now my hole felt sloppy and sticky as the dick fucking it plunged inside. I felt cum drip down my taint. This guy was aggressive, slapping my ass hard as he fucked me. “Take my dick, slut!”, he shouted. Buddy once again grabbed my hand and we made out again as his top was slapping his ass, too. The two tops switched, I imagined two cocks fully coated in cum. I now had a cock containing 3 loads that were mixing in Buddy’s ass embedded in mine. And he had the other cock with the 2 loads that were in mine. I don’t know why, but the cock dicking me began to pound me wildly, said something about my asshole being perfect and tight, slapping it hard, digging his fingernails into my ass flesh and then he grunted. I felt his cock twitching, he was feeding my hole with more seed. 

When he pulled out, the other guy pushed his dick back inside me. He said something about Buddy’s hole being too loose and he couldn’t cum. Now I was feeling guilty taking his dick inside me, but now I was winning, if it was a race, and I was leading 4 loads to 3. 

When we were alone I apologized to Buddy. He said it wasn’t my fault and that it wasn’t the first time a top had told him his hole was too loose. He was glad I was enjoying myself. He also asked if he could fuck me later. I wasn’t gonna turn him down!

We decided for the second hour to get onto our backs, so we flipped over. Then Buddy began to eat my ass out a little bit and he kissed me. We tasted all that cum we’d worked so hard to cultivate. 

On our backs again, the door pushed open. We both grabbed our ankles presenting our used holes to him.

”how many loads you get?”, he asked us. I held up four fingers, Buddy shouted “3”.  “Nice”, the stranger said as he came closer and began to finger us. I locked arms with Buddy and we turned our heads to the side and once again kissed. “That looks hot”, he said. 

I hate to say it, but he chose to fuck my hole first. Maybe after fingering Buddy he found it too loose, too? I don’t know. I tried to enjoy his dick up my ass but I was feeling too guilty that I was not the host of the party and it was my ass that was taking this dick. 

“Hey man, why don’t you fuck my friend, too. You can take turns.”

I threw Buddy a bone, or maybe I should say a boner, which I’m sure he appreciated. 

“Yeah, wasn’t sure if you guys were doing that, but happy to.”, he said. So he’d give Buddy a few minutes of dick, and then he’d do the same for me. Then he positioned us so I was on my stomach, ass at the edge of the bed, and Buddy was on his back lying on top of me. Our asses were stacked, me on bottom, Buddy on top. This way the man didn’t need to move. This was something I’d never done before! 

As we’re getting fucked like this the door opens again and within a minute I have a dick down my throat, a decent one, too!

Not wanting to hog our asses all for himself, he smacked Buddy’s ass and told him to get off me. Now I was on my back, Buddy is on his hands and knees next to me. The first guy is fucking me, the new guy is fucking buddy. Buddy and I poppered up, then he plants his lips on mine and begins to shove his tongue in my mouth. Buddy and I are making out intensely when my top once again switches holes and the new cock is inside me. I’m disappointed, this cock no more than 5 inches at most, but uncut, as I’d had it in my mouth just minutes ago. I can now hear cum sloshing from both our holes as we’re both being fucked, and the first top climaxes into Buddy, tied 4 a piece…but my guy dumps his and I’m back in the lead 5-4. 

it’s almost 10pm now. We’re thinking nobody else is gonna show up since it’s a week night. But Buddy checks the messages on the site we’d met and there is a new message asking if Buddy is still taking loads. The guy says he’ll be over in 15 minutes. I asked Buddy if he wanted me to go. He said no because he wanted to fuck me. I asked if he wanted me to sit this one out, he said no. He liked hearing me get fucked, and he said his hole was getting sore, so he didn’t mind having back up. 

We both resumed our original positions on our hands and knees as the door opened. Both our sloppy holes ready for use. The top slapped our asses. Buddy and I yelped. Then I felt two fingers push inside. “You both have wet holes, fuck yeah”, he said. He sounded Hispanic maybe, I could detect the slight accent. 

A zipper pulled down, lube bottle opened, again the game of cock roulette. I kept winning that game and did again. I’m not sure why, Buddy’s ass looked attractive to me from the outside. His was much hairier mine smooth, I don’t know if that had anything to do with it. A nice full dick slid inside me easily. It felt so good once again to have a big dick sliding up my butt. He was hitting me in a great spot repeatedly. I almost whined when he gave Buddy’s ass a try, but needed to be a good team player so I kept it quiet. I could sense Buddy was hurting because he was grunting loudly and I could feel him crawling away from the dick. 

“I think I’m done man”, Buddy said. “Go ahead, breed my friend’s ass!”

I was glad to feel it back up inside me. So much so my balls began to churn again. I knew I need that big dick to get me off, so I once again used it as I bucked my ass back. It was perfect, my walnut responded, and once again I’d gotten my rocks off. My top pulverized my torn up pussy and fed me load number 6!

after he left, Buddy and I made out again after I removed the hood and he removed his mask. We talked about what had just happened and said it was one of the hottest experiences we’d ever had. Then he once again began to eat my ass out as I poppered up. I asked him if I could suck his dick. He laid back with his hands propped up over his head and let me take care of him. And when he was good and hard, I sat down on his dick. I leaned in to kiss him as I rode his fat dick. He had a good 8” of thick meat and huge balls. He said he doesn’t fuck ass often because he prefers to bottom but the idea of fucking my ass with all those loads in me was too appealing. So he flipped me onto my back, I put my legs up over his shoulders and in just a few minutes I was up 7-4! 

I probably should have brought some underwear with me because on the drive home, the back of my jeans were soaked. Cum farted out of me uncontrollably. It dripped. When I got out of the car I felt behind me and thise jeans were soaked in seven loads of jizz.  My jeans stuck to the skin of my ass!

I hoped nobody would see me as I ran upstairs to my place. Once inside, I rushed to my bed. It was nearly 11pm now. I knew Jace would be awake. I texted him.

”Nov 12, I’ll explain tomorrow.”

he gave me a thumbs up emoji, then a minute later, a pic of the new date added to his tracker. 

I sent a quick message to Buddy letting him know I made it home alright and to thank him for a great night. Then, I closed my eyes and tried to fall asleep. I didn’t wipe my butt, I was enjoying the feeling of it gradually releasing and wetting my bedsheets. I noticed my jock was stained in front, too, from my orgasms. I did feel more relaxed, my balls were relieved.

Was it worth the price of 2 added days? Hell yes. I wouldn’t even think twice about doing it again even if meant two more weeks in this hard metal cage!