Public Punishment And Humiliation Always Gets Me Off Now – By Hollie

I couldn’t believe the things people were posting on this site I just found; I mean, fuck, they turned me on like nothing else. Reading through those daring tales ignited a fire within me, awakening desires I had always kept buried. It got me thinking about my own fantasies and what I could possibly contribute to the conversation.

The mere act of writing out my deepest fantasies for anyone to read sent shivers of anticipation down my spine. Each tap of the keys seemed to fuel the flames of my arousal, igniting a fierce hunger within me. I wasn’t entirely sure if I would ever have the courage to act on these desires, but the thought of submitting them to Master H for consideration filled me with a heady mixture of excitement and apprehension.

Let me share a bit about myself. I used to be a Plymouth University student, studying policing of all things. Yes, I considered the risks involved – if caught, it could mean the end of my potential career before it even started. Strangely, that very risk seemed to drive me toward taking the plunge. Physically, I’m a red-headed, petite girl with a slender frame, not strikingly attractive nor unattractive, just me. I hadn’t had a boyfriend since starting uni and was used to taking matters into my own hands if you know what I mean.

I had lots of toys and even had several new ones in my bag, that a warm summer evening, as I headed towards a meeting with Master H. I’ve had several encounters with him now, but this one was the first, so it’s only right I share this with you

Clad in nothing but a short sundress, with no underwear beneath, and my Nikes I ventured into the local park. It was bustling with activity, people enjoying the balmy weather and the serene ambiance of the evening. Despite the pleasant surroundings, my heart hammered in my chest, a potent cocktail of fear and excitement coursing through my veins.

Master H had sent me the exact coordinates, pinpointed on Apple Maps. As I followed the digital trail, my anticipation soared with each step, knowing that the destination held the promise of both ecstasy and peril. Literally a stone’s throw from the main path, nestled amidst a small cluster of trees, it offered a precarious mix of cover and exposure.

Once I was amidst the small trees, I took a deep breath and removed everything from my bag, placing my toys on the ground alongside a small bottle of lube. With shaking fingers, I secured the blindfold over my eyes and waited for his arrival.

It wasn’t long until I felt a hand reach around and cover my mouth, muffling any scream I might have made. Despite my anticipation, the suddenness of the touch made me jump a mile, sending shivers down my spine.

The hand released me, and a deep, commanding voice whispered in my ear, “Good evening, beautiful. Are you ready to begin?”

“Yes,” I answered in a low voice, finally remembering what I was supposed to say. “My name is Hollie, and my safeword is Pineapple.”

“Thank you, Hollie. If you use that word again this evening, our session will end instantly. I will not be angry or upset if you use your safeword.”

“Thank you, sir, um… I mean Master.”

“Sir is fine, Hollie. Or Master. Or just H. You may call me what you will.”

“Oh my fucking God,” I gasped inwardly, the way he said my name, the way he called me beautiful, the way he said my fucking name…

I’d never been into older men until I met Master H, but oh my God, I would have jumped him in a second if he had let me. He must have been older than my dad, judging from his voice, but damn it, he turned me on like no one else ever had.

“Thank you, Master,” I finally replied, realizing he was still waiting for me to acknowledge what he had told me.

“I will set up a camera on a tripod over here,” he said, his voice receding as I heard him walk away a few paces.

“And another one covering the path. You will sit with your back against the tree. The only way someone will see you is if they look under the trees as they walk past.”

As I reached out for the tree, he stopped me with a few words.

“I will guide you in a moment.”

“This won’t be so bad,” I thought to myself. Master H had thought of everything, and I had prepared by wearing a short, light dress that I could quickly pull down if I heard anyone approaching.

While being public this display was only for Master H and I had come to terms with that already. Yes it was going to be my first time masturbating in front of anyone, and yes it was public, but it was a safe as I could make it.

Then, I felt his hands on my shoulders, and I nearly fucking came right there and then as he whispered in my ear, “This way.”

He led me to the tree and instructed me to sit, ensuring I faced the direction he desired.

As I settled onto the ground, the hum of one of my vibrators filled the air. I had brought two with me: a discreet bullet vibe and a larger rabbit-style one. In a daring move, I even packed a small butt plug, despite never having used one before.

With a soft command, he insisted, “An orgasm with your fingers first, then both of these, all while wearing the butt plug.”

I gasped softly. “I’ve never used a plug before.”

“But you brought it with you, you must want to try it” he pointed out. “I can help you put it in, if you wish.”

Conflicted, I hesitated. What should I do? While I really did want to try the butt plug, I harbored reservations about pain. The only time I hade ever tried to put one in, it had really hurt.

Seeming to sense my concerns, he assured me, “It will not be anywhere near as painful as you expect.”

“Okay,” I said, my voice laced with reservations.

“Stand again for me,” he instructed, helping me to my feet. He turned me to face the tree and then gently bent me over, telling me to hold onto the tree tightly.

I obeyed, bending at the waist and gripping the tree tightly, as if clinging for dear life. He flipped my sundress up over my ass and pushed it toward my shoulders, he pushed my legs apart, exposing me completely to his gaze.

With adept skill, he initiated the process, his finger coated in slick lube delicately exploring my sensitive opening. It was a region I seldom ventured into, if ever. He traced circles around the rim, teasing and coaxing, before gently inserting his finger, just a fraction. Pausing, he allowed me to adjust to the sensation, his touch patient and reassuring as my body acclimated to the intrusion.

As I relaxed into his touch, he applied more lube, ensuring every movement was smooth and seamless. With careful patience, he gradually inserted his finger deeper, inch by inch, until I could feel myself opening up to accommodate him. Each gentle thrust stretched me further, a sensation both unfamiliar and strangely exhilarating. His movements were unhurried, allowing me to surrender to the gradual expansion, my breaths coming in soft, needy gasps.

The lube provided a slick barrier, easing the way for his exploration, allowing his finger to glide smoothly as it delved further into uncharted territory. With each incremental advance, I felt myself opening up, my body gradually accommodating the intrusion with a growing sense of acceptance and even anticipation.

His pace quickened, and I realized his whole finger was now sliding in and out of my tight passage, each movement eliciting more and more pleasure and less discomfort each time.

After a while, he applied more lube, his careful attention ensuring that the process remained smooth and pleasurable. Then, to my surprise and a tinge of nervousness, he slowly began the process again, this time with two fingers together. The sensation was different, more intense, as I felt myself being stretched even further to accommodate the dual intrusion.

He steadied me with one hand on my bare lower back, his touch both reassuring and commanding. As I surrendered to the sensation of being slowly stretched and filled, every movement felt deliberate, each calculated to stretch my ass a little more.

With each gentle thrust, waves of pleasure started to course through me, drawing me closer and closer to the edge. My breaths grew shallow and ragged, my heart pounding in my chest as the sensations intensified. It was as if every touch, every stroke, pushed me further towards the brink of ecstasy, until I could feel the tension coiling tightly within me, ready to explode in a glorious release.

That was when he stopped, fingers still buried in my ass, as if I was his finger puppet.

He leaned over towards my ear and whispered, “You do not want to cum, young lady. The deal was three orgasms—one with your finger and two with toys. If you cum using my fingers, we will have to turn this into a punishment session. Do you understand?”

“Yes, Master. I’m sorry, Master. I do, but I’m not sure I can help it.”

“Yes, you can. If you cum, I will deliver 10 spanks somewhere on your body.” With that, his fingers started moving again, with more speed and more passion. It was like he was trying to make me cum.

I had read about some of the punishment sessions on Master H’s website; they could be intense. I wasn’t sure I could handle even 10 spanks. From his words, I knew they wouldn’t be on my ass, probably somewhere a lot more painful.

More lube. Why did he need more lube? Then I realized he was now pushing three fingers into my asshole. There was no slow stretching like last time; he forced three fingers all the way in, then out, in, then out, faster and faster. Christ, I was so close now.

With each expert thrust, a tidal wave of ecstasy crashed over me, building higher and higher until I was teetering on the edge of oblivion.

And then it happened. With a guttural moan escaping my lips, I surrendered to the overwhelming pleasure, my body convulsing with the force of my first ever orgasm brought on by a man, and my first ever from anal play as well.

He held onto me, keeping me steady as I came, and oh god did I cum. One hand on my lower back rubbing in small circles, it was such a nice feeling..

“There,” he said smoothly, “I told you it wouldn’t hurt.”

I laughed, “Yeah, but you didn’t get it in.”

“Didn’t I?”

As I reached behind me, my fingers confirming the presence of the butt plug securely nestled in my ass, a gasp escaped my lips.

“Holy crap, you did.”

“Now about your punishment, would you like it now or in a seperate session?” he asked, his tone firm but not unkind.

I groaned, recalling his warning about the consequences of my orgasm. As much as I wanted to protest or delay it, I knew it was futile, I wasn’t a silly child. Resigned, I conceded, “I’ll take my punishment now, like a big girl.”

He chuckled softly at my response, his amusement evident.

“Then you may stay in that position. I will deliver ten smacks, and you will count each one. Do you understand?” he instructed.

“Yes, Master,” I confirmed, bracing myself for what was to come.

Then without warning, my pussy exploded as he delivered the first slap straight upwards between my legs onto my soaking wet, fucking pussy. The fucking asshole.

“Ahh, fuck, one, Master,” I cried out.

You can read the rest of this session request, along with many others from Master H’s perspective, by exploring our new Patreon page.