A short update today. I wanna keep the slow incremental progression going before reaching the climax of the story. And speaking of climaxes, hope you like, there's plenty more of the story to come ;) BTW, if you liked this story (and others like it), throw a few bucks to the website to help pay for storing all of these smutty erotic stories. http://donate.nifty.org/
I walked home slowly, trying to recall every moment of the scene I just experienced. Daddy Miguel sure seemed like the caring, attentive one, which made sense as he was Sir Scott's submissive/slave for so long! I liked that he had experience in both roles.
My empty hole buzzed in excitement from its fingering, and I couldn't wait to try the bigger toy. There was so much I couldn't wait to try, and my misgivings about the situation had diminished after meeting the two Sirs. My cock kept twitching, and a small part of me wanted to unlock when I got home, after it got a momentary taste for freedom.
When I entered my place, I unloaded my backpack, half-wishing the two Sirs would've used everything I brought. At the bottom of the bag, I saw a card with the phone numbers for Sir Scott and Daddy Miguel, attached to a big, squishy blue plug. It was 2 inches longer and an inch thicker than my old one. I moaned as I tossed it back and forth in my hands.
As much as I enjoyed the meeting and the submission, I had spent the better part of the day focusing on my sexual needs. I started to worry a bit I was getting too into it, and as hot as the fantasy was, there was also the whole practicality issue. I've been unemployed for a while, and I really should focus more on getting a job. The two Sirs seemed so normal and happy. I was worried I wouldn't live up to their expectations, especially for Sir Scott, who had a loyal submissive husband for ten years!
I kept fondling the giant butt plug while staring in front of my freezer door. "Do I want this?" I kept asking myself, and the earlier wave of horniness turned to worry. I finally decided to heat up some water so I could unlock my Holy Trainer. If I still wanted it after I jerked off, then I knew it was meant to be.
Moments later, the frozen key was loose from the block of ice. It sat next to the giant blue plug. My heart started pounding as I picked up the key, pulled down my pants, and put it toward the lock. The key went partially in, but it got stuck! No matter how much fondling I did, the key wouldn't go in and unlock. I started getting frustrated, worried that the key might've gotten damaged while I froze or unfroze it.
A thought occurred, and I laughed aloud, figuring that the Sirs must have changed the lock and key when they put me back in the Holy Trainer. I pulled out my phone and started a group chat with the two Sirs, letting them know I got home, and thanking them for the wonderful experience. I didn't know whose number was whose, not that it mattered. I wouldn't be able to free my manhood without either of them. I continued chuckling, and felt a huge sense of relief. I wanted to jerk off - badly - but I loved that I couldn't. I had wanted a keyholder ever since I first got into chastity, and now I was lucky enough to have two!
I went to the bedroom with the big blue plug, and started lubing it up. My phone buzzed, and I picked it up to read a message from one of my new Masters. "Thanks boy. Send a pic when you take the big plug," wrote one of the numbers. The phone soon buzzed again from the other number.
"Enjoy the plug boy, it was my favorite! Not sure if you figured out by now, but we switched the chastity lock on you. It's only fair while you're borrowing one of our toys. ~M"
I smiled at Daddy Miguel identifying himself, and that he owned up to what he did right away. I saved both of their phone numbers and smiled, feeling a sense of ease. All the while, I held the giant plug in my hand, stroking it up and down, imagining it going inside of me. For some reason, the fact Daddy Miguel used to have it in him made me extra horny.
I sat the phone down, got some more lube for the toy, and lifted my legs, mentally recapping my situation. It took some effort, but with a plop, the big blue toy rested inside of my hole. I squealed out loud - it was easily the biggest toy I had ever taken! I tried to steady my breathing as I lowered my legs reached for my bottle of poppers. Carefully unscrewing the cap, I breathed in the vapors, which helped my hole relax.
I moaned even louder as the plug bounced back and forth. I imagined taking both of my Sirs' cocks, even though I hadn't seen either of them. I wanted to be tied down and strapped to their fuck bench and made their sex slave. I didn't care that it wasn't practical or normal. It filled me with such lust, and brought me new sensations I never experienced before with my cock unlocked. I lifted my legs back up and snapped a picture of the big plug. I sat for a while, waiting for a response from the Sirs. Eventually, I got less horny, and I thought about taking the plug out so I could go about my night. I hadn't eaten anything since the previous night, and after the busy day, I was starting to get hungry.
I sat up and was about to get out of my bed, when I felt my ass vibrating, just for a moment. I thought it might've been the mythical anal orgasm that I read about, but no, that wasn't right. I touched the plug, and there was nothing unusual about it. I stood up, wondering if I imagined it all. Out of nowhere, I felt a sharp shock from the plug, and I had to brace myself on the wall to stop from falling over. The plug then started vibrating again, starting a low pace, then getting more intense, and repeating in a cycle. This must have been one of those fancy plugs that you can control. I grinned deeply, took another hit of poppers, and enjoyed the ride as the plug went through its various cycles.
In my lust, I pulled out my phone and started recording a video. "Thank youuuuu Sirs! The new plug.... MPHM!! Haha, awwww. It feels so good. Mmmmmmm. I want to be your good boy. Your fag. Your toy. Your slave. Hahaha, mmmmmmmm..." I closed my eyes and dropped my phone as the plug reached full intensity. Shit! I looked down, worried I had broken my phone, but it was still recording. "All good, hehe," I added, before picking up the phone so I could stop recording and send the video.
I went about my night with the plug still inside of me, occasionally checking my phone for a response to my video. The plug kept vibrating randomly, leaving me frustrated and horny, but quite happy for the attention. Daddy Miguel eventually sent a text, asking if it was still in.
"Yes Sir. Should I leave it in while I sleep?" I texted back.
"Yes boy. I want that hole stretched," texted back Sir Scott. It was clear he was the alpha of the two.
"Will do Sir. Good night!" I texted back with a big grin emoji. The plug buzzed twice, as if saying "good night", but was otherwise silent for the rest of the night as I drifted off to sleep.
Over the next few days, I kept in touch with my new Sirs. I regularly kept the large plug in as I went about my day playing video games and applying for jobs. It didn't vibrate as much as the first night I wore it, which disappointed me a bit, as I enjoyed the attention. If it weren't for the two Sirs, my life would be rather boring.
As promised, I got an STD test and a Covid test. The results for both came back negative on the same day, which I quickly shared with my Sirs.
"Congrats boy!" texted Daddy Miguel.
"Good, your real training can begin," added Sir Scott, punctuated by a soothing vibration from the plug. Reading these words got me rather excited for where this arrangement would take me.
"When I can I see you Sirs next?" I texted back, not wanting to be too eager. I wanted to text them paragraphs of my fantasies of how the two beautiful men would take advantage of my body, and so all sorts of exciting things to me. I had been locked in chastity for a week, and was getting hornier by the day.
"Tomorrow at 10 am. Bring all of your gear with you. Refrain from eating any solids from now until then," texted Sir Scott. I gulped as my dick and ass twitched. I was in for another intense ass session!
The rest of the day went by so slowly. As if to torture me, the plug buzzed at its maximum intensity at the top of every hour, but was otherwise quiet. I tried distracting myself with all things vanilla, but it was no use. To bide my time, I shaved all of the hair again under my pits, my chest, my crotch, and ass. I thought about shaving my legs too, but that seemed a bit extreme.
By the evening, I was high as a kite after a few bong hits. I laid in my bed, enjoying my largely hairless body. Another buzz of the plug indicated it was the top of another hour. I took a whiff of poppers and enjoyed the floating feeling of complete relaxation. I flicked my nipples, as it was the only thing I could touch while caged and plugged. After a while of doing this, my poor locked dick started leaking all over my sheets - it had been doing that a lot lately.