No Nut November

A casual friend of mine invited me to a leather event yesterday. I wouldn’t fancy myself as a hard core leather enthusiast, but I’m always interested to expand my horizons (and my hole). I’d attended IML several years ago and purchased a leather tank top/vest from Mr. S Leathers while there, so I wore it with some jeans and black leather boots. Under the jeans I’d worn a black Breedwell jockstrap to secure the metal cage trapping my useless cock. 

After purchasing a beer and making casual conversation with the boot black while getting my boots polished, we discovered several shared interests. However, and luckily for me, his preferences leaned toward dominance and mine, naturally passive. As we spoke, there was a palpable sexual tension between us to the point a few suggested we “get a room”.

It was interesting to me how quickly we transitioned from casual conversation about the warm weather to our sexual interests. Maybe these events lend themselves to engage in such conversation, but I wasn’t guarded. It began by him, Sir Angelo, noticing the bulge in my jeans and inquiring about how long I’d been locked up.

After explaining how it all started with Jace for Locktober, and then further expounding on the vivid details of why I’m still locked up for November, I’d fully opened the door to more questioning about certain fetishes. It was during this line of questioning that I admitted finding great pleasure in cocksucking, CBT, and flogging.  As I spoke about these interests, I couldn’t help but see the outline of his hard cock in his black leather jockstrap. 

With his hands very busily polishing my boots, I was the one who took things to a physical level, reaching my hand out to squeeze his boner, easily surpassing seven inches. It was hard as brick and I licked my lips to indicate my wanting to taste it. When Sir Angelo finished with boots he stood up and we made out. His thick, dark, scruffy beard felt so good against my close-cropped beard. It was then that the calls for us to get a room were heard. Sir Angelo told me if I hung out a little while when he finished we could go back to his place and take things further.

I did wait over an hour for Sir Angelo to finish. We exchanged continuous glances throughout the time. From my perspective, these glances served to render me helpless to resist him. I was beginning to feel like his personal piece of meat, and I liked it!  After we said our good-bye’s, Sir Angelo drove me over yo his place.

In front of a small single family home on a quiet street in the city is where we parked. Before we got out of the car Sir Angelo leaned over to kiss me again, this time there were tongues involved and the windows were beginning to fog up.

Sir Angelo opened his front door and I followed him into his kitchen where he poured us a couple of drinks. 

“Come on, let’s get you downstairs and out of those clothes”, he said.

I followed him down the stairs and then we walked past the washer & dryer through another door into a fairly large and spacious room. The room had dim lighting, but enough to see I’d stepped into his playroom. There were impact play implements hanging on a wall of several varieties, floggers, leather and wood paddles, a few whips, a cane or two. I also noticed hooks on the cement floor, on the ceiling, and on the back wall, a St. Andrew’s Cross. This guy was the real deal.

”Get comfortable, let’s see what we’re working with”, Sir Angelo said. He spoke in a bass voice tone, steady, suggestively, assuredly, fully aware I’d do as he asked just because he said so.

First, I sat on a chair to remove my boots, then I peeled off the jeans and stripped off my shirt. Sir Angelo rubbed his hands all over my body. He was a fairly beefy figure, mid-40’s, bear-like build, dark hair, dark brooding eyes, size 13 feet and equally large paws. He was a construction manager, rough calloused hands. 

When he rubbed his hands all over my exposed ass, I shivered. Then he gave each cheek a hard squeeze and a few bare-handed smacks before letting go. 

“Lose the jock, let me see that caged dick.”

I slipped it down from my waist and threw it over by my jeans.  Now I was fully naked and exposed. Sir Angelo pulled on my sheathed shaft to move me closer to where he was standing. Then, the other hand began to squeeze my balls. Sir Angelo increased the pressure until I gasped and tried to pull away. His strength was too powerful, he pulled on the sheath again as he squeezed even harder, and I tried not to shriek, to no avail.

”Good boy”, he said as he finally released my balls from his tight grip. 

“On your knees and open your mouth. Let’s see if you can do this without gagging.”

As I dropped to my knees, Sir Angelo pulled his jock off and out came a semi-rigid 7.25” and fairly thick cock, a strong vein popped and ran from the tip to the base. It was almost purple in color, but that could have been because of the lighting. 

My mouth salivated at the sight of this majesty as I opened my mouth and began to make oral love to his pride and joy. I looked up at him purposely. I wanted him to see me feasting on his cock and I wanted to see his face, his expressions, as I worked my magic. Once he grabbed onto the sides of my head and began to fuck my face, I closed my eyes. They began to water, and I could feel my body flush, the veins in my head protruding as well as my throat expanding. 

I began to taste precum, and that’s when Sir Angelo pulled away. 

“Stand up!”, he commanded.

With his dick fully erect and wet, he pulled off his shirt and then walked away to dish out some rope. He first tied my right wrist to a hook in the ceiling and then the left. My arms were stretched wide. I could smell the stench of my sweaty pits, the smell of my own nervousness about what was to come. He repeated the same with my left wrist. Once the upper limbs were secured, he moved my foot toward a metal loop in the floor, and then the other, and now I was spread eagle, no where to run, no where to hide.

Sir Angelo circled me with a flogger in his hand, admiring his rope work and playing with my head. I tried to look down to not get dizzy. He was circling me at a faster pace and when I had closed my eyes for just a moment, the first blow of the flogger hit me in the center of the chest. 

“Yowwww!”, I screamed. I was caught by surprise. I tried to lean away before I realized that was impossible and second and third, harder blows hit my chest. 

“What do you say, boy? Where are your manners?”

“Thank you, Sir!”

”That’s right. That’s a good boy. Take a deep breath, relax, if you flinch it’s gonna hurt more.”

I’d heard that before, easier said than done. But somehow, in those seconds before the next series of welts to my back, I’d managed to breathe out and let the leather tails land without flinching. 

Whack! Whack! Whack! I heard the leather strap of the flogger fly through the air before dancing all over my upper back and the squarely onto each butt cheek. I had closed my eyes and felt my skin sting, and once the sting started turning into a slow burn, I was finding myself  transcending to a state of euphoria, a mindless bliss. Each strike of the flogger to my chest, my stomach, my thighs, front and back, upper back, my ass…brought me closer to nirvana. 

“Open your eyes. Look at me when I strike you, boy. Show me your appreciation!”

Sir Angelo used that flogger like a whirlwind turning my chest and stomach a deep red as I began to scream out from the intensity. 

I began to beg him to stop.

”Please, Sir. Please, I began to sob.”

“Don’t be a pussy, have some self-respect. Now show me that ass!”

I got myself together once more and moved my ass out and he once again strapped me and had me thanking him for it!

For a grand finale, Sir Angelo used a wooden paint stirrer on my balls demanding I look into his eyes as he used it on me. Hearing the wood smack against my stretched balls made my cock ooze clear strings of cum, but I did not orgasm, not even close.

When my arms were released, Sir Angelo pushed me down on my knees and shoved his extraordinarily hard cock into my mouth. My body was burning and stinging, I was riding the after glow high of such a physically intensive beating as I once again engulfed his cock down my throat. I was exhausted and basically, Sir Angelo throated my mouth without any resistance on my part. I was almost like dead weight, and when he slapped me across the face I sprung to life and began to use more suction. His cock responded well and in no time I was guzzling down a giant load of creamy cum. 

What an awesome experience! I did forget to mention in the beginning that I had texted Jace to ask permission to attend the leather event, and also obtained approval to go home with Sir Angelo. I promised him I wouldn’t cum, and I didn’t. Before leaving his place, I asked Sir Angelo if he wouldn’t mind texting Jace to verify that I didn’t cum, which he did, a little begrudgingly. 

Jace asked me to call him when I got home. When I did he said he didn't like that I provided Sir Angelo with his number and if I did something like that again he would keep me locked up until next year. I assured him I wouldn’t and begged him not to be upset with me.   He was pissed and hung up on me. 

Still, it was worth it to meet Sir Angelo and further explore my new interest in flogging. A day later, I have did have some minor bruising, and my skin in some places feels sore, but I feel fulfilled.  As for Jace, I texted him an apology this morning and he responded that we’re good as long as I don’t fuck up again.