My Keyholder

After the amazing birthday I spent with Sir Jace, I was riding in a high for days. My hole was wrecked, and definitely triggered some digestive issues for several days. But as they say, “no pain, no gain”. For the hours my hole was in use, I was feeling so wonderful, it was worth it, trust me!

So, here we are about a week later, and Sir Jace texted me while at work. We agreed to meet the next evening for dinner and drinks. I’ve been developing feelings for Sir Jace, especially since our last few encounters seemed so intimate and so easy. I wasn’t sure how to process this dinner invitation? Was it a date? Was it two friends sharing a meal? Was it an opportunity for a Dom to humiliate his sub? Was it all of those things or none of those things? I found myself creating meaning and intentions, and had to stop myself from the silly thoughts that had crossed my mind.

I tossed and turned in bed that night, I was excited, I was frustrated, I was nervous, etc. I was too restless to sleep, and with Sir’s cock cage secured on my dick, I couldn’t jerk off the stress. I decided to watch some tv, and eventually drifted off to sleep. Somehow I woke up feeling refreshed, and sprinted into the shower. Knowing I’d end the work day seeing my new crush gave me energy.

Sir Jace texted me that afternoon to confirm time and dinner location. We’d be going to a seafood restaurant downtown, not inexpensive, but not break-the-bank expensive. I rushed home, I showered again. I cleaned myself out well, I shaved my face again, and other places on my body that I know Sir Jace expects me to be smooth (chest, pits, pubes, ass). I sprayed some cologne on myself lightly. I wore the new black leather jockstrap Sir Jace bought me for my birthday. I wore a form fitting pair of khakis and tight fitting pink Polo shirt. Sir’s collar worn proudly outside the shirt.

We were to meet at the restaurant, as Sir Jace works downtown and it would be easy for him to go from work. He was sitting at an outside table, in a corner towards the back. He wore a tight form fitting pair of blue dress pants, and a white dress shirt, top 3 buttons undone to reveal his thick curly chest hair. He wore Ray-Ban sunglasses. His short close-cropped beard accentuating his jawline. He say hack in his chair, manspread, exposing the massive bulge in his crotch.

As I approached the table, he stood up and hugged me, and kissed me right on the mouth, tongue and all. It was a warm greeting, and I enjoyed it. He then pulled out a chair for me and invited me to sit down. Fuck, he is just so hot, I wanted to get under the table and suck him off right then and there!  He said, “you’re looking good, boy. How are you?”

We had a lovely dinner and conversation talking about our lives, work, family, friends, etc. Then Sir unexpectedly grabbed my chin, looked me in the eyes and ordered, “tell what you’re thinking right now, boy. Be honest”. I told him “I was thinking about what a great time we’re having together, but I’ve also been thinking about your cock, Sir. All I think about is your cock, Sir”. He smiled, wide, and said, “you’re such a faggot, aren’t you, boy? You should be thinking about my cock 24/7”, and he chuckled.

He called the waiter over to get the check and he paid it. When I offered him money, or even to pay the tip, he was offended and stared me down. He said sternly, “if I wanted your money, I’d ask for it”. Then he rose up from the table, and out of his suit jacket pocket, he pulled out the leash that attaches to the collar and my eyes went wide. I was frozen. He reached out and grabbed the collar and pulled me closer to him and attached the collar with the leash. “Come on, boy. We gotta go”.

It was embarrassing and humiliating to walk through the crowd, and it caused my cock to leak. There was a visible stain forming on the front of the khakis. Sir Jace occasionally tugged on the leash when I fell behind his rapid pace. I realized he was walking me toward one of the local gay bars.

He pulled me inside, and once we made our way towards the back bar, he tugged on the leash and pulled me closer to him so we were now face to face. Sir Jace leaned in to plant another wet, passionate kiss on me. My heart raced. Then Sir Jace whispered in my ear, “you’ve been thinking about my cock boy. Now you’re gonna suck it” I shook my head and responded eagerly, “thank you, Sir”.

Sir Jace reached down to undo my pants zipper and clasp, and I pulled them down to my ankles. Sir Jace said, “pull them off and give them to me”. I squatted down to untie and remove my shoes so I could remove my pants and I placed them in Sir Jaces’s hands. He placed my pants over the bar stool next to us. I was already on my knees, and I worked quickly to pull down his pants. With no briefs on, his thick hard 9” was right in my face.

I went to work deep throating him and sucking him while he causally chatted with his friends and he sipped on his beer. He’d stroke my head sometimes to acknowledge me and what I was doing. I’d hear him tell his friends about what a great cocksucker his boy is. One friend asked if he could try me out, and Sir Jace agreed. His buddy came closer to me so now I had a hard cock on either side of me. His buddy’s cock is about 7”, thick, white, cut. He must have been very horny because it only took a few minutes of sucking to get him off and I accepted and swallowed his entire load before getting back down on Sir’s cock.

I was slow, getting his cock so wet, deepthroating, using hand-mouth combinations, rubbing his shaft over my face, sucking his balls, each one and then both, running my tongue over his entire shaft. I was down on my knees pleasuring Sir Jace for almost an hour. My knees began to hurt from the hard floor, but my mouth never tired. After successive deepthroats, I felt Sir Jace nearing the point of no return. His already huge cock swells up just slightly and grows brick-hard just before the wild eruption. I began to moan over his cock, knowing I’d get the prize all to myself. Sir Jace placed his hands on the back of my head, took a break from chatting with his friends, and said, “that’s it boy. Eat that load. Oh fuck!”, and he fed me his delicious seed.

He pulled me up from my knees and he kissed me, hugged me, and thanked me for a great blowjob. He also took a short step back to admire the leather jockstrap on me. He said it made me look sexy, and he smiled.

Still wearing just the pink polo shirt and jockstrap, we stood near the bar and drank more. Sir Jace gets more handsy as he drinks. He was rubbing my exposed ass, kneading them, probing my hole with one of his fingers, slapping my ass. I loved all the attention, and didn’t want Sir Jace to stop.

Sir Jace whispered in my ear, “I need to fuck you now”. He grabbed my arm and said to his friends, “excuse us guys, duty calls”, and he led me back to the empty fuck bench in the corner. I didn’t ask permission, but I did get on my knees to suck Sir hard and get his dick all wet. With that mission accomplished, I positioned myself on the bench and Sir Jace got behind me. I pried my ass cheeks open with my hands and he penetrated me. I screamed from the initial pain, but only for a few moments.

With the scream came some attention from onlookers. One of Sir Jace’s friends from the bar, a tall Latino guy,walked over to my head and pulled down his zipper. I opened and he thrusted his dick down my willing throat. He encouraged Sir fo “fuck him, fuck him good”, which only encouraged Sir Jace to increase his pace and he released his second load of the evening inside me. Sir Jace invited his friend for sloppy seconds and it didn’t take long for a second load up my ass.

Sir Jace pulled me by the arm off the bench and back towards the bar. He pointed to my pants and said, “get those on”. I did then he pulled off my shirt. He said, “pink isn’t great on you. This is better”. He threw my shirt at me and placed the leash back in my collar and we left and walked towards his place. I was shirtless and following him. Many eyes looked at us, especially me, with disgusted expressions in their faces. The dark precum stain on my pants grew larger!

We walked back to Sir Jace’s apartment. It was late, it was a work night. He had cum twice already. Sir Jace kissed me goodnight and asked if I had a good time. I did, so I said, “oh yes, Sir”. He said, “good, because I want to see you again tomorrow.” I smiled like a goofy idiot and said, “sounds good, Sir”. And he removed the leash from the collar. I put my shirt back on, and walked the short distance home.

I was so incredibly horned up, I was wet from all that cum in my ass and tried to use a few dildos to force a load out of me, but it just wasn’t happening. If I play my cards right, maybe Sir Jace will allow me to cum tomorrow? I exhausted myself trying to cum and fell asleep soundly.